I’m on the football team..we’ve dated a few times..you know my secret…about how small my cock is..you’ve seen it…but I’m the star player on the team and have the reputation at school of the big studly jock…
we date a few times..then I seem to lose interest…stop calling..ignoring you…your get mad..and frustrated..and you decide to take some revenge…
It’s the day of the big game, everyone will be there…the entire school..I dress in the locker room with the team..as I always do…I don’t realize it yet but you have done something…you’ve soaked my jockstrap in icy-hot… it’s dry to the touch..but once I start the game..and run around and sweat..it will…activate…
we are out on the field..the game is about to begin..I’m fully dressed..with the team..the stands are FULL..the entire school..the entire town is there to see this important game…i notice a little tingling..in my pants.. it’s odd but I ignore it..focus on the game.
you are sitting in the stands..watching..and waiting..
as we play..we are doing well..a very active game..I begin to feel the tingling even more..i find myself..adjusting..shifting my cock and my balls…trying to get it to stop..
you smile to yourself..as you notice my fidgeting..slightly grabbing at my crotch…its happening…
a few plays later..its moved from a tingle..to burning..my cock and my balls feel like they are on fire… it’s totally starting to distract me…i can barely concentrate on the game now..
your smile broadens..as you watch me from the stands dance around on the field..trying to to find some relief…you hear some other girls watching & commenting..that it looks like i have to pee..and they laugh…you think..they and everyone else will have more to laugh about in a few minutes..
I’m in agony now..i cant’ stop it and its getting worse and worse…i’m aware of the crowd watching me but I cant stop myself from grabbing my crotch and squeezing …its like an open flame, a match is being held against my balls and my cock…i hear the crowd reacting..laughing..
you start to laugh as do the other people in the stands now..as they notice the show i’m putting on…hopping up and down..dancing around like a little boy who has to pee really bad…it wont be long now…
it’s unbearable…i’m shaking..pulling..tugging at my balls and cock..desperate for relief..ANY relief…i hear the laughing…i know i’m making a spectacle of myself but i can’t stop…to make matters worse..even though my balls and cock feel like they are on fire..all the tugging and pulling in front of everyone..i’ve gotten a huge hard on…my cock has dug into my jock…pushing on the fabric..and that only made matters worse…now the very sensitive swollen head of my cock is burning..the very sensitive skin of the head of my cock is totally inflamed and burning..
you and the crowd are laughing now….the game is completely stopped and all eyes are on me and my hopping and dancing around…everyone is seeing me tug at my penis..and they can tell its hard…you cover your mouth..you’re laughing so hard..and you know what’s going to happen next..
I’m overwhelmed..not thinking about ANYTHING but relief..i have to stop this BURNING in my most sensitive of areas…i can’t help it..i start to run back to the locker room but its no use..each step is TOO painful and i just start tearing off my uniform right there on the field..i think about nothing else except stopping the agonizing pain…
the crowd is in a frenzy now..watching this sight..the star player..the big jock..tearing off his clothes right there in front of everyone..you look around..all the girls are on the edge of their seats…smiling and laughing..eyes wide open in disbelief..they can’t believe what they are seeing…
my pants are off..i peel my shorts off…like a savage..i can’t think of anything else but to stop the agony i’m feeling on the tender skin of my balls and cock..i stop for a split second..as i realize what i’m about to do…standing there..on the field..in nothing but my jockstrap…my hardon bulging out…
the crowd goes quiet as it sees me standing there..waiting for what happens next…
the burning is too great..and i reach down and tear off my jock…my cock bounces loose from the material as i pull it away…somewhere in the back of my mind..i am aware i am naked and exposed to the entire school..but i don’t care..finally..some relief washes over me..as the cool air soothes my burning skin…i shut my eyes as the relief is overwhelming…as the burning and the pain subsides…i become conscious to the fact that i am hopping..bouncing up and down..as the relief takes effect…I can feel my engorged rock hard cock flopping up and down.. at that moment..I snap open my eyes…at the very same instance..the crowd..seeing me there..hopping up and down..naked with a full erection bouncing before their eyes..breaks into complete hysterics…
you can’t believe it…you are fighting not to pee yourself you are laughing so hard…this is better than you hoped for…you had no idea your little prank would go so far…you can barely take your eyes off me to scan across the crowd and you see them all looking, pointing..and laughing..all the girls are doubled over…most have their hands over their mouths..tears running down their faces..
at that moment…I freeze..i realize..i’m completely exposed..me..the team captain..the leader..i’m standing there..naked..panic runs through my body…i’m paralyzed..frozen like a deer caught in headlights..as i see everyone looking at me..but not only at ME..at IT..
and then i feel it start…i’m unable to stop it…my proud erection…my rock hard cock starts to go limp….the embarrassment..the cold air…the panic..all of it is having a negative effect on my erection..and it begins to shrink…a little voice in my head screams..oh no…
you immediately begin to see it..your eyes go wide..you can’t believe it..you see my cock that was pointing straight out start to go down..others notice it too..and as it withers away…they get quiet..as if they can’t believe it as well..
my knees begin to shake..i can feel my cock growing softer….shrinking….my mind is screaming no..NO..NOT NOW…but i can’t stop it..i see everyone notice..see it…I can’t help it..i look down..and its completely gone..my rock hard erection is no more..and i see..my tiny lil 2 inch cock..poking out at everyone…the humiliation washes over my body…I can’t believe I am standing there..in front of the whole school..all tiny..naked…and exposed…
the crowd is going wild..you are beside yourself..now..you knew my secret..how small and tiny i was…but no one else did..everyone thought i was this big jock and had a big swinging cock to go along with that..you look at the girls in the stands laughing and mocking me…holding out their thumb and forefingers close together in disbelief..pointing..you have your hand over your mouth..laughing..smiling as you see my secret out there for everyone to see..my lil tiny cock totally exposed to all..
I look up..humiliated..completely embarrassed..all i can to is cover myself..and i turn to run off the field..hands over my tiny little dick as everyone is laughing
It was a rare day when her master called on her. Even rarer lately. Apparently, this cold Friday was one of the rare ones. No one in her life knew she had a master, not even her husband. She had met him online a few months before, knowing only that she needed something different. Something to challenge her.
As they met on a regular basis for the first little while, she was challenged plenty. She was used, hurt, chewed up and spit out, and still, she wanted more. So whenever he called, she came.
And now he called again. “This will be the last time,” he said. “This is what I’ve been preparing you for.” She protested the idea that it would be the last time. “Too bad. I’m your master, and this is my final set of orders. You’ll do as I say.”
Disappointed, she finally said, “Yes, Sir.”
So she followed his orders. Before leaving, she left a note for her husband, letting him know she had to go away for the weekend on business.
Then she went to the drug store he told her to and picked up the order for Mr. Hand. The clerk looked at her a bit funny but gave her the bag. As ordered, she didn’t peek inside.
She took it to the dive of a hotel he asked her to join him at and went immediately up to his room. She was to join him for the weekend.
Immediately upon entering, he removed all of her clothes and put them in a bag. He told her to open the bag from the drugstore. Inside was a package of adult diapers. She shuddered a little. Thought of old people wearing them, and using them, and being changed.
He noticed and laughed. “Put one on,” he ordered. It took her a while to figure out the tape and how to get it to stay on securely. She saw herself in the mirror and was disgusted at how it ruined the shape of her body. A big plastic white bulge where her hips should be.
She kept her eyes down, never looking him in the face, as was their custom. He grabbed her hair and dragged her to the tiny dingy little hotel bathroom.
“Drink from the toilet,” he growled. She hesitated. He grabbed her hair and stuffed her head into the toilet. After a moment of gasping, he pulled it back out. “When I tell you to do something, you do it.”
So she drank from the toilet like a dog. He pulled out a camera and took pictures of her doing it. She tried to protest, but he shoved her head back into the toilet.
She whimpered, embarrassed beyond belief. Nothing he’d made her do so far had been anything like this. After a while, he gently wiped the toilet water off her face.
Someone knocked on the hotel room door. He gave her a wad of cash and told her to answer the door, as she was. Mortified, she did so. It was a pizza delivery man. He, clearly even more shocked than she was, hesitated. She handed him the cash, more than enough for the pizzas he was delivering, took the pizzas, and slammed the door in his face.
“That wasn’t very nice,” her master said with a grin. Next time you’ll have to be more courteous. She almost panicked, thinking next time?
He brought her back to the bathroom and used zip-ties around her wrists, tying her arms together behind her back. He then took a piece of rope and tied the zip-tie to the u-pipe behind the toilet.
He put one of the pizzas on the ground in front of her. She was starving hungry, but without her hands, she wasn’t sure how she would be able to eat.
“I’m leaving. I’ll be back in about an hour. Enjoy your pizza.”
After he left, with her clothes, she sat there wondering what to do. Eventually, hunger got the best of her and she started eating the pizza right off the floor. It was greasy pizza but had thankfully cooled off a bit since it arrived. After a while, she was thirsty but refused to drink from the toilet.
Eventually, her stomach was starting to growl. The greasy food had run straight through her, and now wanted out. She held it in as best she could, hoping her master would come back soon and let her use the toilet.
He did come back, eventually. He smelled like vodka, and the bag with her clothes in it wasn’t on him when he returned. She begged and pleaded to use the toilet, but all he said was “No.”
He went into the other room and started watching TV. She could hear him eating the other pizza that had been ordered. She curled up into a ball and whimpered, unable to think of anything but her need to use the toilet.
About an hour later, cramping up beyond belief, her body let go on its own. The diaper filled up with shit. She moaned as she felt the mess building; it was a huge relief. A few seconds later the smell hit and she got nauseous.
Her master came in the room, grinning. She lay on the floor, disgusted with herself. “Well, now we’re getting somewhere.”
He cut the zip tie and retied the rope around one of her wrists. He also took a picture of her, looking messy from eating pizza like a pig and with a full diaper.
“From now until 8PM on Saturday, you’re not allowed to use the toilet. You will drink only from the toilet, and you will eat everything I put in front of you. You may not leave the bathroom unless I say so, and you may not change your diaper. If you violate any of these rules, there will be punishment and you will be tied back up. Do you understand?”
“Yes, sir.”
He gave her a pillow from the bed and a blanket put a Do Not Disturb sign on the door of the hotel room and closed her bathroom door. Outside, she could once again hear her master eating and watching television.
Exhausted and humiliated, she fell asleep eventually.
She was woken up suddenly, however, a few hours later. Her master was shaking her. She woke up groggily and looked up at him, taking a rare glance at his eyes. He was enjoying this, she could tell.
“One more thing. For the weekend, whenever I need it, you will be my urinal. I expect you to drink every drop that I piss into your mouth, and to lick up anything that spills onto the floor. If you fail in this, it will get worse.”
He pulled her up onto her knees, and she opened her mouth, still too groggy to argue. The position was familiar enough from previous sessions, even if the act was not. How bad can it be, she thought naively.
And then the stream went in her mouth. And it made her gag. She tried her best to swallow it all, but there seemed to be an endless amount of it. She drank and a lot of spilled. When he was done, he had a massive hardon.
“Lick it up from the floor, cunt. I want this floor spotless.” As she licked it up, still retching a bit, he stood over her, jerking off. As he came, he yanked her up by her hair and came in it. He rubbed the cum into her hair like it was shampoo and then went to wash his hands.
“Not bad, for the first time. Your training is going well. Go back to sleep now.”
I was at my desk at work when the phone rang. It was the office manager’s assistant on the phone.
“You are wanted in her office now” she said.
I had no idea what for. It wasn’t usual that I was called into her office. I reported way below her level and hadn’t spoken to her in weeks. I was a little confused as I approached the office.
The assistant indicated for me to go in, so I knocked and entered the office. She was busy reading her computer screen and didn’t look at me as I walked in.
She was in her mid to late 40’s, always impeccably dressed in business attire and groomed appropriately for someone of her position. She never looked cheap or ruffled, but always carried herself with an air of professionalism and control. She wore minimal makeup, just strong crimson lipstick and matching nail polish, with her hair in a shoulders length business cut.
“ you wanted to see me”
“just a moment please” she said firmly without looking away from the screen. She wore dark-rimmed glasses for reading, and regarded me quickly over them. “just stand there and wait”
She finished her reading and clicked the mouse. Leaning back in her chair slightly she took a full view of me, her eyes running up and down once.
“I have a report from our IT department that indicates you spend at least an hour a day on the internet reading pornographic sites.” She stared at me.
I felt my heart quicken and my head spin a little, when had this got out? It was only yesterday that I had clicked on a link to a hardcore site. I didn’t think the logs would show this. Then this morning I had checked it quickly again, but only for about 10 minutes.
“I, err, it was a link that someone sent me” I said choking on my words, “I didn’t mean..to..” I lost my train of thought…
“You didn’t what?” she said firmly. “you didn’t what. Didn’t think that there would be a virus? Or that we would notice?. Do you think we are stupid? Or we don’t monitor it”
I went bright red.
“Thankfully there was no virus’s downloaded. But this is a serious breach of policy and you are on an official warning. Do you understand?”
“yes”, I bleated. “I am sorry”
“ Sorry I don’t care about. Why were you looking at these sites?”
“I, err…”
“to make you excited at work? Do you like to bone up at work? Do you go and jerk off in the toilet”
I didn’t know what to say. I hardly knew the woman and she was asking me these questions. I felt completely powerless. Was she joking? Was this some sort of test?
“No” I said, “I mean, I don’t know, I don’t go to the toilet to jerk off”. This sounded ridiculous coming out of my mouth.
“Then why” she continued” just to get horny at work”
I couldn’t think of anything else to say. I started to but she cut me off.
“take down your pants” she said.
“What?!”. I was shocked. She must have been joking.
She leaned forward menacingly. “Are you deaf. Or stupid? I can tell you’re a little slow, but I didn’t expect that you couldn’t speak English. Undo your belt. Open your trousers and take down your pants. Leave your underpants on….NOW!”
I was shocked. But she wasn’t joking. I undid my belt and unbuckled my trousers. Opening my fly my pants slid down to my knees and I was standing in the office manager’s office in my underpants.
To my horror, my cock was semi-erect, and to make it worse there was a clearly visible spot of precum on my red underpants.
I gulped.
“My god” she said “do you have an erection now?” Her words cut into me with humiliation and power. And it had the completely opposite effect on my cock that I wanted then. It got harder. It jerked inside my jocks, opening the eye up and coughing forward another dollop of precum. The patch on the front of the underpants was spreading.
”What is that on the front of your underpants?’ she demanded.
“Its…its.. precum” I said. I couldn’t say anything else. I felt totally humiliated.
“precum! You sit there all day with precum oozing out of your cock when you are supposed to be working. Do you play with your little cock under the table?”
“No, honestly” I stammered. Her words were making me rock hard and the juice was running out of the head of my now fully hard penis.
“Take down your underpants. Show it to me” she said.
I realized I had no choice. I hooked my thumbs into the sides of my underpants and pulled them to my knees. My cock sprang up out of them and a long thick stream of precum stretched down from the wet engorged head of my penis to my underpants. I was so embarrassed I couldn’t look.
“Christ” she said.” It’s not very big. How long is your penis?”
“Five and a half inches” I said.
“Really” she laughed, “ it doesn’t look that big. Are you sure?”
“yes”
“I don’t believe you, it looks tiny” she laughed again. She opened her desk drawer and took out a ruler. Handing it to me she said” measure it, again”
I put the end of the cold steel ruler to the base of my cock and held it against the length of my now throbbing cock. The tip just made it to the 5 ½ inch mark.
“ It is’ I said.
“ That’s impossible” she said and pushed against the desk. Her chair slid black and she came out from behind the desk. She wore a charcoal calf length skirt, sheer black stockings and patent leather heels. She strode around to where I was standing and peered down at the ruler next to my cock. Adjusting her glasses she looked at the figure.
“Well, it is 5 ½ inches. Hmmmm.. hardly worth the effort is it.” her sarcasm bit into me and I blushed.
“Put the ruler down” I did.” Lets see, if you don’t look so big, how does that tiny cock feel?”
She reached forward and gripped my penis in her hand. Her skin was cool and smooth on mine and my cock lurched from her touch. I looked down and her crimson red nails contrasted strongly against her porcelain coloured skin and my shuddering cock. It felt fantastic.
I caught my breath and felt a small shudder start under my balls. Oh god I felt like I was going to cum. And she knew it. She released her grip and grabbed the cheeks of my face instead with a pincer grip.
‘Don’t you fucking cum” she said. “Not in my office. Not without my permission. Understand?”
I gulped. I could feel precum on my cheeks from her hand. I winced, squeezing my perineum muscles to stop the orgasm from building. She held me tight.
‘”Stop it. Control it.”
I did. Concentrating all my efforts. My cock relaxed and the danger was averted. I opened my eyes. She still held my face with her hand.
“ I have your precum on my hand. I don’t want it there. Lick it off” she said.
She held her palm to my mouth and I licked my juice off her fingers like a hungry dog. The taste was sweet and sour, clear and cool in my mouth. I finished it all off her hand and she took her hand down.
She looked at me.
“ Do you want to keep your job?”
‘yes I do”
“Do you realize that you are standing in my office with your pants down, your cock out and drooling precum on my hand? I could have you sacked for that”
“yes”
she paused
“Heres what we’ll do. You pull your pants up and go back to work. I don’t want you reading any more porn sites here”
“yes” I said
“When you get home tonight I don’t want you masturbating or thinking about today. I want you to keep that load of cum in your balls. Understand?”
‘yes”
“Tomorrow, at 11 am I want you to present yourself here, in my office. Then I will have some use for your little cock and its load of cum. Understand.”
I didn’t. I didn’t know what I was doing or getting myself into. But I said yes.
“Good. Put your pants on”
I did so and she went back behind her desk as if nothing had happened.
I turned to leave
“Just one more thing” she said.
“yes”
“in this office, you are to address me as ma’am”
“Yes ma’am” I said. I turned and waled out her office door with a raging erection seeping precum into my underpants.
I sat at my desk with some trepidation building inside me. Trepidation or excitement. Since my encounter with the office manager yesterday I had thought of little else. At home last night I kept reliving the scene in my head. Had I really been half-naked in her office? Had she really gripped my cock and made me lick my precum off her hands?
The urge to masturbate was almost overpowering.
But she had told me not to and I felt that I had to obey. In the shower I had soaped and rubbed my cock and it was standing at full extension, begging for release. On the train the rhythmic rocking motion had sent vibrations through my body and it was all I could do to maintain my erection at half mast and not cum in my pants there and then. Being surrounded by similarly dressed women on their way to work didn’t help.
At five minutes to eleven I made my way to the lift and up to the management floor. My body was full of butterflies. What was going to happen. What did she want?
No one else noticed as I presented myself at her office. The door was open so I knocked and showed my face.
She was starting into the screen again, and her eyes flashed to the door at my knock, then back to the screen. “ahh, eleven O’clock already. Come in an shut the door”
I did as I was told. Once the door was shut, no one could see details through the frosted glass, only blurred shapes. She clicked her mouse and then tapped at her phone. The tone indicated that calls had been forwarded. We were not to be disturbed.
“so” she said leaning back and regarding me, “ I have had no reports of your reading porn online since our little chat yesterday, you learn fast when you have to”
“yes ma’am” I said, careful to use the name she wanted. She smiled when I did, the bright rouge lips parting to a clean white healthy smirk.
“Very good, you do learn fast. We’ll see in the future how fast however.”
I had no idea what she meant.
“Now some ground rules” she said and pushed back out of the desk and came around to sit on the desk top opposite me. The skirt she wore was a little higher than the one she had yesterday, similar colour and the same charcoal sheer stockings and the same black heels on. As she sat on the desk the skirt rode up her legs slightly and I couldn’t help but look.
“ the first rule is that you look where you are told, which at the moment is at my eyes, not my legs”
I adjusted my gaze.”yes ma’am” and looked into her eyes, a pale green blue mix.
“Good. Now from our talk yesterday you know that I have an official warning for misconduct that I can issue against you. But at the moment that warning is in my desk drawer, not on file. So to date no one knows of your little online dalliance.”
“thank you ma’am”
“and I am sure you would like to keep it that way”
“yes”
“good. Now from yesterday I also know that you spend quite a deal of time in this office with a semi-hard or hard cock, that appears to produce quite a deal of precum, and I’m guessing quite a deal of cum when it spurts”
“yes ma’am”. The cock in question was rising as she spoke, her words working wonders on me.
“yes and I’m sure its beating away in your pants now, though fortunately small enough that you could probably get away with walking around fully erect and no one noticing”
“yes ma’am” she was right. Apart from a slight lump in my trousers, I could almost get away with it.
“now I’ll tell you something. I like cocks. I like young hard virile cocks full of cum, and small though yours may be, it will suffice for some of my needs.”
I gulped a little at this. What needs?
“I spend a lot of time in this office” she continued “ hours working late, weekends and I work hard. Sometimes during the day I need a break or a distraction. When my husband is away on business I need some stimulation, sometimes before I go home I need something to calm me down, to end the day.”
I looked blankly at her. I didn’t know what she was suggesting.
“I am going to use you for a couple of times to see if you can provide some entertainment for me. To provide some amusement or cater to whatever need I might have here in the office. If you are any good at this there may well be substantial rewards for you”
I didn’t know what to say.
“do you understand?”
“yes ma’am. I think so. You want to have sex with me?”
“no, not sex. This isn’t an affair idiot. You are to provide me with amusement. I doubt that that tiny thing of yours will please me sexually. It will amuse and may arouse me visually. Depending on what I have you do with it.’
“yes ma’am. I see” I still didn’t know what she had in mind.
‘good” she said. “ you do as I say, and your warning stays in my desk. If you are more than satisfactory then I may just rip it up altogether.”
“yes ma’am” it was starting to dawn on me.
“fine. Lets begin then. Take off all your clothes, put them in the cupboard there.’
This was a shock again, but I did so without comment. I undid my tie and unbuttoned my shirt.
“Stay standing in front of me” she was watching me closely, I could feel her eyes roaming over my body and I felt very self conscious, like I was being examined.
I undid my shoes and socks, unbuckled my belt and slipped my trousers off. My cock was visible standing up straight in my white jocks and she stopped me.
“I can see your cock is hard and there is a little-wet patch in your pants again. But it doesn’t stand out as much as I would like. Form now on you are only to wear red jocks so that your daily secretion of precum will contrast nicely for me”
“yes ma’am”
“good. Take them off”
I hooked my thumb into the sides of my jocks and stepped out of them.
I stood completely naked in the office managers office, with her fully clothed not two feet away from me. My cock was so hard that I thought it would burst.
“well what a surprise, your little cock is at full extension and drooling away like a baby. Keep your eyes straight ahead.”
She got up and walked around me, slowly, deliberately stalking me almost. I could feel her eyes on me.
“put your hands behind your back.”she said. I did so clasping my hands together in the small of my back. This arched my pelvis out and my cock jutted out a little straighter.
From behind me she reached around and took my weeping cock in her hand. My shaft disappeared into her grip as she held tight and rivers of precum oozed out the end onto her fingers.
She spoke closely to my ear ”did you pull your cock last night little man. Did you have a wank thinking about me doing this to you yesterday? Did those full balls of your empty their sac full of juice?”
“no ma’am. I didn’t. You told me not to” I was quivering trying not to cum in her hand now.
“didn’t it turn you on yesterday. Having me grope your little cock like I am now. Having an older woman touch your little penis and say dirty things to you?”
“yes ma’am, it did. It was all I could think of”.
“and you didn’t jerk off….my what a good little boy you are.”
“thank you ma’am”
She squeezed my cock a little harder and more precum oozed out onto her fingers.
” I’m surprised, with so much cum hiding in that sac of yours and all this precum running out, how often do you empty your cock?”
‘usually once a day ma’am, sometimes more”
“mmm..I bet you do” She started to massage some of the precum into my cock. She was actually wanking me off! I struggled to contain myself, but held firm.
“so much precum, running down your cock, onto your balls” she reached down and fondled my balls squeezing them firmly..”such full balls of cum.”
She took her hand away, then I felt a finger run down the crack of my ass and around towards my asshole. Her wet finger touched my hole and I jumped.
“oh…sensitive little ass have we. My wet finger touches your hole and you jump like a whips been cracked. Do you play with your hole when you masturbate.”
“yes..sometimes ma’am”
‘mmm..really..do you put things up there, do you fuck your little asshole”
“only my finger ma’am”
‘well, we will soon see won’t we. Bend over and touch your toes. I want to see that hole. ”
I did. Leaning forward exposing my asshole to her view.
“spread your legs a little. Reach around and open up your cheeks. I want a good look”
I did, pulling my ass open wide.
‘well, what a clean pink little hole you have there. Stand up”
I stood back up, putting my hands back behind me. She came back around the front of me and looked me up and down again.
“ I want you to keep your body clean. Keep your asshole clean when you come to work. Trim the pubic hair around you cock and balls. Make your balls smooth for me , but leave some hair around the base of your little cock. Understand.”
“Yes ma’am”
“mmm.good. now I want to watch you masturbate in front of me. Pull your cock in front of me. Up and down the shaft with your right hand”
I did, working my hand along my shaft, massaging the precum into the flesh like oil. It felt so good to finally be able to do so.
“do you like to masturbate?” she asked watching me.
“yes ma’am”
“you do it most days, whats the most times you have cum in one day”
“ seven I think ma’am”
“seven shots. How exciting. Whats the longest time you have masturbated for before you came”
“hours ma’am”
“hours. You pulled on your little cock for hours”
“yes ma’am”
“do you taste your precum”
“yes ma’am”
“what about your cum, do you lick it up when you cum”
“I have once. Not always’
The questions made me harder, the inquisition and the personal nature embarrassed me and I felt a little humiliated, but very turned on. I was going to cum soon.
She walked over to the cupboard and took a wine glass out. Holding it she moved back and continued to ask questions.
“have you licked your cum out of a pussy after you fuck it?”
“no ma’am”
“do you eat pussy. Are you gay?”
“no ma’am. Yes I eat pussy. I love to eat it”
“you would like to eat mine wouldn’t you. My nice trim wet cunt, all wet from watching little boys like you pull on their wet little cocks”
“yes ma’am” I was close to cumming, it told in my voice. Her saying cunt and pussy was pushing me to the limit. I wouldn’t last long
‘here’ she said, handing me the wine glass “cum in that. Fill it with your thick cum”
I took the glass and held it in my left hand over the head of my cock and kept frantically pulling.
“now, cum now, fill the glass”
I rubbed furiously, squeezing the head of my cock. Then the tightness started under my balls, my pulse raced and my head swam. An enormous wave thrust up though my cock and it stretched and spasmed once, twice, then exploded into orgasm.
Wave after wave if cum arched out of my cock, casting my cum into the wineglass and splattering the sides of the vessel. Over and over my shaft spewed forth the contents of my balls until the glass was covered with my cum and it ran freely down the sides, collecting in a thick pool at the base.
“very nice” she said coolly. “so much cum in those balls of yours, and you can cum when I tell you. Very good.”
“thank you ma’am” I said exhausted ‘ I couldn’t hold it any longer”
“no, but you will learn, give me the glass”
I handed the glass of cum to her and she held it up to the light like it was wine. “thick, young virile cum” she said bringing it down. She tipped the glass slightly and ran her middle finger around inside it scooping up some of the thick cream. Then she held the finger out to me.
“clean it”
I opened my mouth and tasted my cum. It was thick and warm with a slight sour taste, much stronger than my precum.
I didn’t really feel like eating it, as I was coming down from my orgasm, but I did as I was told.
I cleaned her finger and she repeated it with another.
“clean this one. Eat your cum”
I did, chewing on her finger and tasting the thick nectar.
She handed me the glass.
“drink it. All of it. Lick the glass clean.”
I took the glass and poured my cum into my mouth. It drooled slowly down into my mouth like a smoothee and soon my mouth was full of my own cum. I licked at the glass, cleaning it and scooping the juice out, savouring the taste.
“good, not only where you horny, but hungry as well.”
I felt rather strange. I had just cum in front of a virtual stranger and at her command eaten my own ejaculate, something I wasn’t normally in the habit of doing.
“was that ok ma’am?’ I asked sheepishly.
“yes, that was good she said. You amused me and titillated me. You need practice, but it is a start. Now I want you to get dressed and take this glass with you and wash it. Tonight trim your body hair as I instructed and in the morning wash thoroughly, especially your asshole. Go to the toilet before your shower so that when you come to work you are thoroughly clean and ready. Wear red underpants. Do you understand”
“yes ma’am”
“good, wait for me to email you tomorrow, but I will at some stage use you again for my pleasure. You may go.”
I’m a male submissive. my fetishes include forced feminization, forced age play, and forced infantilism. I was in an emotional (not sexual) relationship with a strong-willed Lady Whom I will call Helene. Her late husband had abused Her sexually; now She was repelled by any sexual activity and She considered all sex “dirty”. The marriage had produced one Daughter, now 20 years old. After Helene’s husband died, his life insurance provided a small annuity for Helene and Her 20-year-old Daughter, Whom I will call Gail: the insurance was enough to pay Helene’s and Gail’s rent and living expenses, but not enough for luxuries.
I have a full-time job that pays well, and I helped Helene and Gail financially: taking them to restaurants and on trips, sometimes giving them financial gifts outright. Helene and Gail lived near me, so I visited their home often.
Helene enjoyed dominating men emotionally and verbally, but She did not examine Her own mind to recognize that this domination also gave Her sexual pleasure. She was dominEERing, rather than being a Fetish Domme. She did not know the term “role-playing”, yet She enjoyed play-acting with me in non-sexual scenarios in which She held control over me. i willingly allowed Helene to domineer me in private and in public … but Her eagerness to control me did not allow for my fetish interests.
For feminization games, I have a collection of Female clothes in my size (slut costumes, maid uniforms, schoolgirl uniforms, and “little girl” clothes). With Halloween approaching, I carefully raised the subject to Helene of “playing dress-up” or having a costume party. What should I be for Halloween? Flipping through a costume catalog, i just “happened” to see the French maid. Helene reacted in genuine disgust: the sexual paradox of a man in Women’s clothing repulsed Her. Now i just “happened” to find another costume idea: the adult baby. Instead of being repulsed, Helene laughed: She did not think of babies as sexual, so this image did not trigger Her sexual revulsion. Now i asked: “Suppose the only baby costume in the costume store was for a Female baby?” “Then you’d have to be a baby Girl!” said Helene, laughing at this image. She seemed genuinely aroused by the thought of turning me into a baby girl, without acknowledging the sexual aspects of this. i didn’t tell Her that i already had my own baby-girl clothes.
Helene did not need to work, but She and Gail sometimes made extra cash by babysitting local children. Helene and Gail both enjoyed taking care of infants and small children, often eagerly bottle-feeding them and changing their diapers. At age 20, Gail was extremely naive because Her deceased father had controlled almost every aspect of Her life. Gail took after Her mother: She enjoyed being bossy and dominating males, yet She did not recognize any erotic aspect in this.
i’m very interested in forced infantilism and forced diapering, but of course, these “forced” situations are really voluntary. It occurred to me that Helene’s interests — a passion for changing diapers, pleasure in controlling me — could help me undergo a GENUINE experience of forced diaper-wearing. i would create a situation in which Helene and Gail would FORCE me to wear diapers, seemingly against my will … without either of Them realizing that i received sexual pleasure from this. Because i am diabetic, i can no longer achieve an erection … so i knew that, if Helene and Gail diapered me, there was no danger of a hard-on announcing that i enjoyed being a baby girl.
Now, when I describe how i got Helene and Gail to “force” me into diapers, You may suspect that They knew They were indulging my fetish while pretending not to know. Possibly that is true; i genuinely believe that (despite Their domineering personalities) Helene and Gail were too ignorant of Fetish to recognize it. They got pleasure from controlling me and forcing me to do something, without knowing that i secretly took pleasure from being “forced”.
I had two weeks’ vacation time coming from my job, so i made plans to schedule my forced diapering. i am friends with a lifestyle Domme Who is sympathetic to my fetish needs but involved in a relationship with Her collared sub: She isn’t poly. She won’t do sessions with me, but when i told Her my plans for a forced-diapering fantasy She was delighted and agreed to help … especially since this would give Her a chance to practice Her role-playing skills. i offered to pay the Domme for Her time, and of course i would pay all expenses.
my family are from Scotland, so I carefully set out in my home several photos of Scottish landmarks with Scots people wearing native costume: photos of men and boys in tartan kilts. When Helene and Gail visited me, They giggled at the pictures of men wearing “skirts”. They did not perceive this as kinky, because the men and boys were clearly wearing male clothes otherwise, and not pretending to be Female. i explained to Helene and Gail what a kilt is, and then i showed them one of my own kilts. i did not mention that this is actually one of my “sissy-kilts” made from Schoolgirl uniforms. To make a sissy-kilt, i take two plaid Schoolgirl skirts, rip the seams, then stitch the pieces together … making one plaid skirt wide enough to fit me but short enough to be appropriate for a teenage Girl. i made sure Helene and Gail noticed that i owned several skirts (kilts) in my size. When Helene and Gail saw my “kilts”, They were delighted and They wanted me to wear one next time i took Them somewhere. Pretending to be angry, i said i would never wear a kilt in America because everyone would think i was wearing a skirt and they’d make fun of me.
Now i pretended to be worried about something else. i told Helene and Gail that i was having problems at my job because i was taking too many bathroom breaks. i said that my supervisor (a Female) had threatened to fire me unless i could train myself to work an entire 8-hour shift (plus overtime) without bathroom breaks. i knew what Helene and Gail were thinking: if i lost my job, They would lose my financial help. i said i couldn’t think of any way to go 12 hours without a toilet.
Gail brightly suggested: “wear diapers!” Pretending to be ignorant on this subject, I replied that diapers are only for little babies: nobody makes diapers big enough for adults.
“Yes, they do!” said Helene. i said i’m an adult, and there’s no way in the world i would be willing to wear diapers. But i said that the company Nurse at my job would phone Helene and discuss it.
The next day, Helene got a phone call from “Nurse Jane” (my Domme friend). Nurse Jane told Helene that She needed to have an urgent discussion about my medical condition because it was affecting my job. Nurse Jane made an appointment to visit Helene. Without mentioning Gail, Nurse Jane intentionally made the appointment when Gail would be home.
Helene and Gail were both so neurotic about human body functions that They were uncomfortable with honest words like “urine” and “feces”, much less “piss” and “shit”. In Helene’s home, the correct words were “wee-wee” and “poo-poo”, and a penis is a “pee-pee”. i had explained this to Nurse Jane.
i wasn’t present for the “medical conference” but Nurse Jane recorded it for me. She went to Helene’s home wearing a Nurse’s uniform and carrying a medical bag. (Props from Her fetish play.) She showed Helene and Gail a lot of medical diagrams and X-rays i’d obtained for Her, while She told Them that a disease was poisoning me because my wee-wee and poo-poo were piling up inside my body. There was only one possible cure: i would need to take laxatives that would flush the wastes out by forcing me to constantly wee-wee and poo-poo. i would have to wear diapers since the only alternative would be for me to stay on the toilet around the clock.
“he won’t wear diapers,” Helene told Nurse Jane. “You’ll have to MAKE him wear diapers,” said Nurse Jane while Gail hung on every word. “Otherwise he’ll lose his job, and he could die.” Nurse Jane explained that i was probably unable to wee-wee or poo-poo into a diaper, because i was toilet-trained and so my “wee-wee muscles” and “poo-poo muscles” wouldn’t relax unless i was using a toilet or a urinal. Nurse Jane took out some X-rays i’d supplied for Her, showing bladders and colons, while She explained that i needed to be UN-toilet trained: trained to use diapers instead of a toilet. “You might have to FORCE him to use diapers,” said Nurse Jane.
Then She explained that my health insurance at my job would pay a small fee — not a full-time salary — for two attendants to help diaper-train me, and to make sure that i did not “cheat” by making toilet trips. Did Helene or Gail know where such attendants could be found? Helene and Gail were already interested in forcing me to wear diapers; now They were more delighted to know They could be paid for it! They eagerly volunteered to be my diaper-trainers.
Nurse Jane told Helene and Gail that my health insurance would pay for a special formula — “like a baby’s formula” — that would flush the poisons out of me, but i would need to drink huge amounts of it. “he won’t want to,” said Helene. “Well, he HAS to drink it, or You don’t get paid to be his diaper-trainers,” said Nurse Jane. She assured Helene and Gail that She could arrange to put a chemical in my formula that would “pacify” me and make me do whatever i was told, even if i didn’t want to. Nurse Jane told me later that Gail’s and Helene’s eyes were gleaming when They heard that They could have absolute control over me. They were natural sadists, not fetish Dommes.
Nurse Jane told Helene and Gail that my health insurance would also pay for the supply of adult diapers (and waterproof diaper pants) that i would need … but there was a problem: my health insurance had nearly run out, so i would have to accept whatever incontinence products the insurance company supplied rather than choosing my own. Helene agreed to take delivery of my diaper supplies.
Meanwhile, I was busy making a large batch of “sissy-diapers”. These are my invention. my fetish self (for infantilism) is a baby Girl, so i yearn to use the disposable diapers that are made for little Girls: pink diapers with pictures of Cinderella, Sleeping Beauty and the Little Mermaid on them. Because i can’t wear such tiny diapers, i have made “sissy diapers” instead. i buy a pack of adult diapers and a pack of little-Girl diapers. i take one little-Girl diaper, slit it down both sides and “butterfly” it, then i place it over the outer crotch of an adult diaper, and I glue it in place with rubber cement. The “sissy-diaper” is an adult diaper that i can fit into, but the areas directly above my crotch and anus are now extra bulky and Girly: pink, with Princess characters on them. Perfect for an adult sissy baby!
i paid a shipping company to make a delivery to Helene’s home when i knew that Nurse Jane would be present to take charge. She told me later that Gail was wide-eyed as the delivery arrived: several large boxes and one smaller one. Nurse Jane slit open one box while She explained to Gail and Helene that the company making the adult diapers also made children’s diapers; there had been a factory error, but my insurance would not allow the shipment to be exchanged. Then She opened the box and took out an adult-size diaper with a pink little-Girly crotch! Gail and Helene both burst out laughing at the thought of forcing me to wear these Princess diapers! Then, Nurse Jane reached for the smaller box. She explained that the diaper company also made plastic diaper pants in adult sizes, but there were two types: a plain type for men and a frilly pink type for Ladies … and I would just have to wear whichever ones the company needed to unload because my insurance would not permit me to choose. When Nurse Jane opened the box, it contained several pink plastic diaper panties with frilly ruffles at the waist and leg bands! Gail and Helene shrieked with laughter at the thought of forcing me to wear these. They didn’t know that these were my own fetish garments, shipped to Helene from a false address.
These fetish diaper panties were designed to be LOCKED onto the wearer: the frilly waistbands contained thin steel chains. I’d prepared the chains with tiny combination locks. Gail and Helene were bug-eyed while Nurse Jane explained that these diaper panties (with locks and chains) were for medical patients who refused to be diaper-trained, and who had to be locked into diapers. She invited Helene and Gail to choose a four-digit combination: They chose Gail’s birthdate. Nurse Jane set this combination on all the locks, explaining that when i was locked into these diaper panties only Gail and Helene would be able to open them.
Following the script that Nurse Jane and I had worked out in advance, now She explained to Helene and Gail that diaper-training a man is always more difficult than diaper-training a Woman or a Girl. Nurse Jane explained: “A Woman can wear diapers under a skirt or a dress. If She needs a diaper change, She can just pull down Her diapers, take them off, then put on new ones without taking Her skirt off. With a man it’s more work, because of his pants. You have to pull down his pants, take them off, change his diapers, put his pants back on and pull them up again. It would be easier to change a man’s diapers if he wore a skirt, but of course, men don’t wear skirts.”
Gail eagerly announced that I owned several skirts! “It’s a kilt,” Helene corrected Gail. In Her best medical manner, Nurse Jane stated that it was vitally important that I stop wearing pants and start wearing a skirt, so that my diaper-trainers (Helene and Gail) could easily check to see if I needed a diaper change, and so that my diapers could be changed more easily. “he won’t wear a skirt in public,” said Helene. “Then You’ll have to take him,” said Nurse Jane. “I’ll put something in his formula so that he’ll do whatever You tell him.” Nurse Jane explained that the formula wouldn’t work properly if it was gulped down like beer or soda. i would have to suck it gradually from a container with a very small opening, but Nurse Jane didn’t seem able to describe exactly what was needed. “A baby bottle! With a nipple!” crowed Gail, delighted at the idea that She would be paid to bottle-feed a grown man. Nurse Jane agreed that a baby bottle would be ideal. She promised to arrange a shipment of baby bottles and “formula” to Helene’s home instead of to my address, so that i would not know what awaited me.
Nurse Jane told Helene and Gail that a doctor would show Them how to hypnotize me so that i would be easier to diaper-train. “he won’t struggle if You hypnotize him so that he has to pretend he’s a baby,” Nurse Jane explained. “But should We make him a baby boy or a baby girl?” Gleefully, Gail and Helene shouted that They would prefer turning me into a baby GIRL! “Now, what will We name the baby girl?” asked Nurse Jane, playing along. In a hinting tone, She said: “Let’s not make it anything too sissy.” “SISSY! That’s it!” laughed Helene. Just the response i’d wanted: She and Gail would force me to become Baby Sissy.
A shipment arrived at Helene’s door that evening, officially from an insurance company but really arranged by me. It included baby powder, a changing table strong enough to hold me, and (repackaged by me in advance) several gallons of a commercially available baby formula that tasted awful, so i would be especially humiliated while being forced to drink it. The shipment also included several extra-large “baby bottles”: these were regular 2-liter plastic bottles with screw tops, fitted with adaptors to hold standard latex nursing nipples. At the top of the box were several large terrycloth bibs: pink, trimmed with lace and embroidered in red letters: BABY SISSY. These were actually from my existing stock of infantilism props.
my non-poly Domme friend, pretending to be “Nurse Jane”, would not consent to the next part of the plan, since She was faithful to Her collared slave and so She would not give me any hands-on sexual attention. Instead, She contacted a semi-active pro Domme Whom i had never met. With “Nurse Jane” as go-between, i paid this Domme to agree to climax the role-play as “Doctor Veronica”. Claiming to be my employer’s company physician, Doctor Veronica phoned Helene and made the final arrangements. i was to report to Helene’s home first thing next morning, and bring all of my kilts. Under no circumstance must Helene or Gail give me reason to suspect that i was about to be forced into diapers. One more detail: i was to prepare for a medical examination by shaving off all my hair “down there”. Doctor Veronica told Helene and Gail that They should force me to feel as baby-like as possible in order for my diaper-training to work … therefore my “pee-pee” had to be kept hairless, so that i would feel more like a baby.
i pretended to be surprised when Helene phoned me with these instructions. Since i didn’t want Her to catch on that this was all my plan, i pretended to be angry and i refused to co-operate. “Well, you’d better or your boss will fire you,” said Helene as She hung up.
The next morning “Doctor Veronica” (the pro Domme) arrived at Helene’s home, wearing a lab coat and acting like a strict physician. She said She was authorized to give Helene and Gail the first payment of Their fees as my diaper-trainers, but They would be required to do whatever Doctor Veronica said. She asked to inspect Helene’s bathroom “just in case”. Helene and Gail escorted Her into the bathroom. Doctor Veronica’s cell phone (in Her pocket) was dialed to my phone line, so i heard everything as i timed my arrival. i pressed Helene’s doorbell, and She went to let me in while Gail and Doctor Veronica watched from the bathroom. i was intentionally wearing a short-sleeved shirt so i’d have bare arms.
i came in, pretending to be furious, and carrying all four of my sissy-skirts. i flung them on the table angrily, telling Helene: “You wanted these? Here! Keep them! No way i’m ever going to wear a skirt! And i didn’t shave down there like You told me to, either!”
Now “Doctor Veronica” came out of the bathroom, followed by Gail. i pretended to be surprised and angry that my company’s physician had shown up here. “Take off all your clothes,” said Doctor Veronica in a no-nonsense tone. i refused. She took out one of Her medical-fetish props: a fake hypodermic needle. Now She grabbed me; there was a brief (fake) struggle and then She jabbed my bare arm with the hypo. i pretended to be drugged, and i collapsed to the floor while Helene and Gail stood with Their mouths open. They weren’t frightened; for Them, this was more exciting than a movie! These natural sadists had absolutely no qualms at watching a Female doctor drugging a man against his will.
“Help Me get him undressed,” said Doctor Veronica, in a tone of such authority that Helene and Gail didn’t think to disobey. Pretending to be unconscious, i kept my body slack and limp and my eyes closed (though i wanted to watch) as They stripped me to my underpants. i normally wear panties under my male clothes, but this time i wore tighty-whiteys. Gail’s hands plucked at me so rapidly, i sensed She was eager to strip me naked. Now i felt a breeze between my thighs as my underpants were snatched away … leaving me wearing only my pubic hair.
“Damn it! I thought You told this idiot to shave down there!” said Doctor Veronica, pretending to be annoyed. “Help Me get him into the bathroom.” i started moaning, pretending to be semi-conscious but unaware of what was happening … so i was able to support my own weight, half-staggering, as Helene and Gail helped Doctor Veronica get me into the bathroom. They sat me naked on the toilet, Doctor Veronica giving me one more injection to keep me quiet. Gail and Helene watched in fascination as Doctor Veronica opened Her medical bag, taking out a straight razor and a can of shaving cream. She lathered me between my thighs, then shaved my crotch baby-naked while Helene and Gail watched. i had to pretend to be unconscious, eyes closed, while i was being shaved. A couple of times the pro Domme nicked me; i’ll never know if this was deliberate.
Next, Doctor Veronica explained: “We need to open his bowels so he can poo-poo. Help Me get him into the tub. This is part of the job you’re getting paid for.”
They got me into the tub, face down: i co-operated while pretending to be unconscious. Doctor Veronica opened Her medical kit, and Gail gasped as the “doctor” took out Her enema equipment. Doctor Veronica gave me a high colonic, while She told Helene and Gail to watch carefully because They might have to give me further enemas as part of my diaper-training.
i was given about two quarts of enema. Then, with Doctor Veronica giving the orders, They all lifted-walked me into the living room, where Helene had set up my diaper-changing table. They plunked me onto the table, still “unconscious”, face downwards and my rear end upwards. Doctor Veronica told Helene to powder me and diaper me while the “doctor” watched Helene’s technique. “No, I want to go first!” said Gail.
Gail powdered my bare bottom, then They turned me over and Gail powdered my crotch. Helene and Gail both laughed at my under-endowment: “With that tiny little pee-pee, he could BE a baby girl!” gloated Helene. They put me into a pink sissy-diaper and a pair of frilly pink diaper panties. Clearly eager to take charge, Gail padlocked the slim chain that locked me into my diapers: a padlock that only She and Helene could open.
Meanwhile, Doctor Veronica had taken out Her iPhone and attached the earbuds to my ears. The iPhone was playing “white noise”, but the “doctor” told Helene and Gail that She was forcing me to listen to a hypnotism recording so that Helene and Gail would have an easier job diaper-training me. i’d printed two copies of a list as part of this plan; now Doctor Veronica gave Helene and Gail the list of hypnotic commands (all fake, of course) that i was supposedly being hypnotized to obey:
• If Helene or Gail started to sing “Rockabye baby”, I would instantly become unconscious. i could only be awakened by a slap in the face, or after several hours’ sleep … during which i would mess my diapers.
• If Helene or Gail said “high chair”, i would be hypnotically compelled to sit in the nearest chair, firmly convinced that i was bound and gagged, unable to move or speak. The words “baby talk” would remove my gag but the command “pacifier” would gag me again. The word “stroller” would release my hypnotic bonds. These commands would work in private and in public.
• If Helene or Gail said “spanky time”, i would be hypnotically compelled to strip naked, fold my clothes neatly, walk to the bathroom and take a fetal position in the tub, ready to receive an enema. Doctor Veronica explained that this command would not work in public.
• If Helene or Gail said “baby bottle”, i would be hypnotically compelled to suck on whatever was put into my mouth, and to swallow. If i was hypnotically bound and gagged, this command would open my mouth but would not untie me. The hypnotism would also convince me that i had no teeth; only toothless gums … so i could suck and swallow but not bite.
• If Helene or Gail said “baby time”, i would become compelled to pretend that i was a baby girl named Sissy. i would respond to this name; i could crawl and whimper but not walk, speak or make loud noises. This command was not for public use.
• The command “crib time” would compel me to walk to my bed and lie face-down. “Dipey-wipey” would make me walk to the diaper-changing table and submit to changing.
• Whether in adult mode or in baby-girl mode, each time i felt the call of nature — in private or in public — i would be hypnotically compelled to announce “Baby Sissy haffa poo-poo!” or “Baby Sissy haffa wee-wee!” in a babyish voice. After completing the function, i would be compelled to announce “Baby Sissy go poo-poo!” or “Baby Sissy go wee-wee!”
• When in adult mode, the hypnotism would compel me to address Helene as “Mommy” and Gail as “Big Sister” — even in public — without being aware that i did this.
Doctor Veronica took out two booklets now, not mentioning that i had typeset, printed and bound them. “This is the Diaper Diary,” She said, solemnly giving Gail a booklet of pages containing rows of blank squares like crossword diagrams. She also gave Gail two markers: one brown and one yellow. “As part of Your job as diaper-trainer, You must keep track each time Your baby girl makes a wee-wee or a poo-poo by coloring in one box.” Gail felt very awed by this solemn responsibility.
Doctor Veronica gave Helene the other booklet. “This is the Baby Formula book. You must note the time and date every time Baby Sissy is given her formula, and every time Baby Sissy is given an enema. The insurance company pays a bonus if Baby Sissy is given an enema before she is put to bed, but You must keep track.” With dollar signs in Her eyes, Helene vowed that i would get an enema every single night.
By now, Helene and Gail had put me into a clean set of sissy-diapers and a frilly set of diaper panties, firmly locked onto me. The enema inside my bowels was already announcing its intentions. i was still pretending to be unconscious. Doctor Veronica spoke the command “high chair”. As if i was sleepwalking, i went to the nearest chair and sat down, twining my arms and legs as if they were shackled to the chair. “Now wake him up,” Doctor Veronica told Helene. “Give him a slap in the face, HARD. he’ll wake up but he’ll think he’s tied up and gagged.”
i was astounded at how eagerly Helene complied. She slapped me, HARD.
i pretended to wake up … then i reacted in fury as i discovered that my clothes were gone and i was wearing frilly diaper panties. i struggled and growled, pretending i was bound and gagged.
“Listen carefully,” said Doctor Veronica, speaking to me in the tones of a trained hypnotist while Helene and Gail listened. “For the next two weeks, your Mommy and your Big Sister have absolute control over you. you are absolutely helpless, and They are in charge. There are only two things that cannot be controlled: your poo-poo and your wee-wee will flow constantly. you will be diapered at all times except when bathing or receiving an enema. It will amuse your Mommy and Big Sister to watch you struggling, but you are now incapable of any violent act or threat.”
i pretended to struggle furiously against invisible bonds. Doctor Veronica slapped me again, slightly harder. “your Mommy and your Big Sister have a two-week supply of liquid formula containing all the nutrients you need, as well as laxatives and a hypnotic additive. This will keep you pacified, and also keep your bowels loose. No solid food for you. In public, you will dress as a man except you will wear a skirt over your diapers: this will make it easier for Mommy and Big Sister to change your dirty dypies. I see that your skirts are just barely long enough to conceal the frilly diaper panties you will be wearing: be careful not to bend over in public! When you are in public with Mommy and Big Sister, you will be deeply ashamed to be seen wearing a skirt, diapers and sissy panties, but you will not protest or resist. At all times, you will remain aware that you are an adult male even when you discover that Mommy and Big Sister can hypnotize you to pretend you are a baby girl. you will be very embarrassed whenever this happens.” As Doctor Veronica spoke this hypnotic command, Gail giggled and Helene snickered while They realized that They would totally control me.
Doctor Veronica wasn’t finished with me: “Each night, your Mommy and Big Sister will give you an enema, then put you into a clean diaper and prepare you for bed. you will be tied into bed, so that you cannot get up in the night and use a toilet. you will also be given a pacifier to suck on all night. Mommy and Big Sister will give the hypnotic command that will require you to go to sleep. While you are asleep, you will dream that you actually ARE a baby girl. While you are asleep, with a full tummy and a hiney full of nasty enema, you will “haffa go” wee-wee and poo-poo. When you wake up in the morning, with messy diapers, you will whimper and squirm until Mommy and Big Sister arrive to change you. When They arrive, you will announce in a baby-girl voice what happened in your diapers. At that moment, you will remember that you are actually a man … and you will be deeply embarrassed, yet you will remain hypnotically forced to continue to pretend to be a baby girl until Mommy or Big Sister decides otherwise.”
Doctor Veronica showed Helene and Gail how to mix the “baby formula” and fill a 2-liter baby bottle. Then She told Gail to “give the baby girl her bottle. Baby Sissy needs to keep sucking formula until she needs to make a wee-wee or a poo-poo. If Baby Sissy messes her dypies instead of trying to use a toilet, You’re all set.”
Gail came at me holding the oversized baby’s bottle, with a sadistic gleam in Her eyes. “Baby bottle!” She announced. Pretending that i was obeying a hypnotic command against my will, i suckled the nipple, swallowing the awful formula. The enema inside me was just about to escape. i stopped suckling long enough to announce in a high-pitched voice: “Baby Sissy haffa poo-poo!” There was a loud flatulent noise inside my diaper panties, and Helene shouted “Ewww!” while Gail laughed at me. Now i meekly announced “Baby Sissy go poo-poo!” as i soiled my sissy-diapers.
“Doctor Veronica” reminded Helene and Gail to keep Their diaper-training diaries up to date, then She gave them each a check: the first payment for diaper-training me. Through my lawyer, i had arranged for Helene and Gail to receive checks from a generic account; these were supposedly payments from my health insurer.
Doctor Veronica left … and now, for the next two weeks, i would be utterly controlled by two naturally sadistic Females with the power to “force” me to become a baby girl!
I lay next to her, gently caressing her side, her thighs.
I watch as she sleeps, the steady rising of her chest, a sleep of
peace, of contentment.
I look at her beautiful, angelic face; her naked body next to me.
I smell the musky scent of passion on her, and in the air.
I look at my wife – my soul mate, my love, and I remember….
I remember back to before we walked this path. My fantasies, my fears
of rejection by her if she learned of them.
I remember the night I finally found the courage to share with her
this, as we lay in each other’s arms in bed. I remember the look of
shock in her face, the anger rising within her, the thought that my
fears were founded.
I remember a couple of weeks later, out of the blue, she started to
ask me about my fantasy, talk about it.
I remember over the next year the slow development of the fantasy for
us, as she slowly became more understanding. How we roleplayed in our
intimate moments. Of watching her as we watched our first interracial movie together – how she kept a face of disinterest, but of the
telltale signs of her body that betrayed her feigned disinterest. Her
telling me that she was sharing this fantasy with me, but that it is
all it would ever be, and me accepting that.
I remember that night 3 months ago, as we lay in each other’s arms
after making love when she asked if I really wanted to try this. My
shock, the thoughts racing through my mind – fear, trepidation,
excitement. I responded after the second time she asked, almost
automatically — yes. I remember thinking our life together may
never be the same.
I remember the discussions – what she wanted, what I wanted. I felt a
new confidence emanating from her – one I did not know existed.
She is taking the first step
I remember the night I found the personal ads she had been searching
on the internet. The night she told me that we needed to talk, that
she had found someone. Asking me if I was sure I could deal with it.
I found as her confidence was increasing, so was mine decreasing. Is
this something I really want? Are fantasy and reality two very
different things that should not be mixed? Sheepishly, I responded
yes.
I remember her telling me last week that we “had plans” for tonight.
That we would be meeting someone for dinner. That she would like me
to book a hotel room. Again she asked if I was sure that this is what
Did I want? Again I was uncertain; torn. Again I answered yes.
I remember as tonight approached, the tension between us grew – I
cannot explain, but it was there.
I remember arriving home from work tonight. She was already dressed and looked incredible. I was overcome by my wife’s beauty, her
sexiness. She looked and dressed the way she did when we were first
dating – alluring, sensual, but classy.
I remember the drive – the silence, the building anticipation. You
could cut the air with a knife. We checked into the hotel, delivered
our bags to our room. She freshened up, then asked if I was ready. I
had no idea if I was ready or not. I had no real idea of who was
joining us for dinner.
I remember riding the elevator down to the restaurant. The
butterflies in my stomach. The sinking feeling. We walked into the
restaurant and were shown to a booth. She sat, with me beside her,
and ordered a drink.
I remember 15 minutes later he walked in. She did not have to say
anything – I knew right away it was him. Tall, muscular, bald, black.
He scanned the room, then his eyes fixed on my wife, and he strode
confidently to our table. I automatically stood up and thrust out my
hand, which he took and shook – looking directly at me, smiling. My
wife stood and hugged him – it is a sight I will not easily forget.
She slowly disengaged from the embrace and slid back into the booth
seat. He straight away slid in next to her. I was bewildered but
slowly took my place in the seat across the table from them.
I remember the small talk. The look of confusion on the servers face,
and then the slow smile on that formed on her lips as she realized
what was going on. The dinner was a blur. I watched as they talked, as
she giggled like a lovestruck teenager to the things he said. Feeling
like a stranger looking in. The anxiety built within me. The panic.
As dinner ended, he excused himself to visit the restroom. She and I
sat there for a while, unsure of what to say. Finally, she asked me if
I was sure? She said it was not too late – that this could end now. I
wanted to answer, but I could not find words, could not talk. Just
then he returned and slid back next to her. He turned and kissed her
on the lips, and she returned his kiss. I could not take this
anymore – I excused myself quietly and went to the bathroom – I
needed time to think.
I remember standing in the bathroom, washing my face with the cool
water from the tap. I remember the thoughts going through my mind. The
jealousy, the envy, the anger. I realized what I must do. I must put
a stop to this before it went any further. I remember the sense of
relief, the newfound confidence that I was feeling as I made my way
back to the table to stop this mistake.
I remember the horror, the sick feeling as I got back to the booth to find it empty. I remember
the server approaching me, and telling me, as she tried not to laugh,
that my wife and her “friend” had gone back to the room, and that I
should join them once I had settled the check.
I remember the server taking forever to process our bill, wondering
if it were deliberate, the wait agonizing. Finally, it was done, and
as I left the restaurant, my lovely server was standing with two
other whisperings, followed by laughter from all.
Losing my cuckold virginity
I remember walking to
the elevator, barely able to stop myself from running, thinking that
I must get to our room before anything happens – must put a stop to
it. I ride the elevator to our floor and hurry to the room. I pull
out the key card, fumbling and dropping it, before picking it up and
sliding it in the lock. Feeling ready to explode. I remember opening
the door and stepping in. I do not remember the door closing behind
me, but I am sure it must have. I found myself in a state of shock,
of disbelief, at the scene I saw before me. I remember looking at the
bed. On it, I saw him, lying back, his trousers off, his legs
planted on the ground. Between them was my wife – on her knees, naked
save for her black thong bikini, her head moving up and down
rhythmically, his hand firmly on the back of it. I remember making a
noise – hard to describe it, maybe a moan, anything to get their
attention. He looked up at me and smiled. She did not. My knees felt
like they were about to buckle, I felt the blood rushing to my face.
I am not sure how long I stood there, watching my beautiful wife
service this stranger, but it felt like an eternity. Finally, the
silence was broken by his voice. “Are you just going to keep standing
there?” He motioned with his head to a chair across from the bed. In
a daze, I obediently followed his gesture and took my seat. My wife
still did not break from what she was doing, look, acknowledge my
existence.
Taking her bareback
I remember watching as my wife devoured him. He was a
large man – more than I could ever hope to be. I watched as his
hugeness slipped in and out between her lips, her eyes closed, lost
in the moment. After a while, he removed his hand from her head, took
her hands in his, and helped her to her feet. He then slipped his
fingers through her thong and slid it down. all the while, she
stared into his eyes, not breaking the connection. I remember as she
mounted him. I could tell she felt pain at first, she grimaced.
Slowly she lowered herself on to him, inch by inch, until finally, he
was fully inside her. Her expression changed then – no more a
grimace, but not sure how to describe it – maybe lustful.
I remember his hands fondling her breasts at first, flicking her hard nipples
with his thumb. Then moving them around her waist, gripping her as
she raised and lowered herself in a steady, but ever-quickening
rhythm. I remember the sickness I felt in my stomach as I watched my
wife give herself, body and mind, to her new lover. But I also felt
something else. A tingling came over me, and down between my legs, my
pants began to rise, betraying me. As I watched them, I slowly was
lost in myself, reaching down without even realizing it to massage
the swelling that I had developed.
I remember watching her as she rode him. Her breasts bouncing with each motion. Her body beginning to
glisten with the sweat of lust. Watching as her body began to shake
and twitch as the rhythm increased, listening to her moans of
pleasure and pain. He asked her what she wanted – she replied with “I
want a real man like you”. I watched as they headed to a crescendo. I
watched as a wave of ecstasy washed over her face as she climaxed for
the first time. She let out a guttural scream. I had never seen her
like this before – I was transfixed. I remember as time passed.
They moved to different positions, and with each new position, she
found new joys. She orgasmed three more times. He orgasmed twice –
filling her on both times with his seed. In between, they lay in each
other’s arms, hugging, kissing, whispering sweet nothings.
Occasionally broken by her giggles, his laughs. It seemed like an
eternity but was in reality about four hours. And there I sat, not
moving from my voyeuristic perch.
I remember them eventually going to the bathroom together, showering together, while I remained as I was.
They were talking and laughing, but I have no idea what was said.I
remember them finally coming back into the bedroom, where she
toweled him dry, and then helped him dress – buttoning his shirt,
putting on his shoes and socks for him. I soaked in the scene – her
nakedness. She was glowing. They walked to the door. He turned to me
and said “later, cuck”, smiling all the time. Then he turned to my
wife and took her hands in his. He leaned down, and they kissed
passionately. Her hands lingered in his, not wanting to release.
Finally, he gently let go and opened the door to leave. She told him
as he walked out that she would call him.
I remember the door closing behind him, and wearily my wife made her way to the bed and collapsed. After a minute she looked at me, smiled, and patted the
bed next to her. I sheepishly moved and lay beside my wife, where she
proceeded to help me remove my clothing. We lay there together,
naked. She slowly caressed my chest and then moved her hand down to
my still hard penis. Slowly she stroked me, and then gained pace. We
lay there silently as she bought me to release. I orgasmed as I
never have before.
I remember laying there, and her leaning over and
saying to me the words “I love you”, and then she kissed me tenderly
on the cheek. With that, she rolled over, exhausted, but content, and
drifted into a deep sleep. So as I lay here, watching my beautiful
wife sleep, her chest rising and falling rhythmically with each
breath,
I know it’s tough to be a man. I know it’s even harder to be in charge — so many demands being made on you, everyone expecting that you have all the answers; to be in control. Especially when I know you aren’t, really. That it’s all a big facade. I know what you really want; that you wish you could let it all go and be yourself. I know you want to be that with me.
That’s why I don’t like the game you seem to be playing. It makes me angry and wants to do things I know I shouldn’t. That you shouldn’t let me. After all, you’re the boss. You should know better than this. You should expect better of me. It makes me fear you don’t really know me at all. Worse, it makes me want to show you what I really am. And I know, at first, you’re not going to like it. Not at all.
I’m afraid. I’m afraid of what would have really happened, had I not walked away. You didn’t know what I’d brought with me that day; just in case. I told myself that I was sick of you. What you were doing to me. How you made me feel. You thought I was going to be under your thumb. That you could just take control of me, and I’d like it. You thought I was that kind of girl. You didn’t know how wrong you were.
That’s why when you’d said to me what you did this morning, I stopped by my apartment for lunch. Of course, I returned with my bag, as usual, never like to keep my purse anywhere that it could seem inviting to sticky fingers. I knew you weren’t that sort of naughty boy, so it was safe in your office. Of course, that afternoon, it wasn’t just my purse I was keeping hidden. I brought what I knew I’d need to teach you a lesson. And had it not been for a lapse of momentary sanity, you would be at my feet right now, instead of back home with a woman who doesn’t understand you, and me with a man that I hate and only use for sex when I feel like it. (It beats having to go out and play the bar scene. Ugh. Really, now.)
No, you were the one I wanted. But you’d made me so angry, I wasn’t sure I could do it without really hurting you — and we both know that you couldn’t have taken that. You’re a lightweight at this point, and unless you did something to really piss me off, I had no real desire to break you down completely. Just enough so that you dropped this image of being what I know you’re not. Instead, it’s just what I’ll have to envision tonight while I’m using my boyfriend’s cock so that I can get off, as I usually do. I’ll just have to imagine you, instead, and what I would have done had I not had the sense to walk away.
Oh, I’m sure you would love to know what I would have done to you. Unfortunately, you never will. But for my own pleasure, I’m going to write it all down in this notebook, inches from you, ignoring any playful inquiries into what I may be writing during my coffee break.
If you only knew.
That’s enough for now. Back to work.
22 September; 4:06p
I figured I could steal about five minutes and write a few more things down before I forgot them.
Where was I?
Oh, right …
I already had everything at my disposal, and soon, I would’ve had you, too. But I’m getting ahead of myself, again, and your oblivious smile is only infuriating me further. You’re lucky I don’t grab you by the hair right now and shove your face into the paper. But, it might break your glasses. And I might get fired. Although, I’d love to hear you try and explain it to corporate. Can you imagine what sort of controversy it would build up around your burgeoning career?
No, no, no.
I have you right where I want you. Even now.
Go on. Keep smiling. I may have to set this aside until later, you may have convinced me that you deserve the abuse after all.
That’s right … keep smiling.
23 September; 10:48a
Today is a new day, and I’m sure the orgasm I enjoyed last night (thanks to my fantasy of what I would have done to you the other day) is radiating from every pore. I’ve still got the tools. Don’t tempt me.
But there’s something different about you. You’re not smiling, and the way you keep looking over at, though you’re not facing, me while I know you’re on the phone with The Big Guy is not exactly comforting. Your tone is hurried, and your voice is low.
Hmmm. You’d better not be doing something else stupid.
Now that you’ve left your office, for the time being, I can write in peace. So, a new plan. I’ve decided to write it all down. Things did not go well that night when you made your move, and I’m wondering if my job is potentially in jeopardy because of your fuck-up. That’s right — your fuck-up. After I was so good to you. Dutiful. Appropriate. Acting intelligently while your cock led us into all kinds of precarious positions, and, had I not been the smart one, would’ve gotten us both canned weeks ago. Nice going, Einstein. Now it looks like I’m going to be taking the brunt of it.
That’s okay. Two can play this game. And I only play to win.
You may flip things around. May make it seem like it was my fault. That’s all right. You need this job more than I do, and you’ve got a lot more to lose. I’ll just make sure that this finds its way to you long after the smoke has cleared and the dust settled. I guess you’d just hope your girlfriend doesn’t find it first. Especially if you have plans of upgrading your relationship anytime soon. Wives don’t typically like tales of how their husbands came onto their employees. It’s bad form. I’d hate to see you get involved in something nasty like that. Underneath it all, I think you’re an okay guy. Don’t make me regret my generosity. Of course, your suffering would hardly be undeserved, since I was the one who walked away. Don’t forget that.
Oh, you’re back. I guess I’ll have to stop for now. Especially since you don’t look happy. Just wait. I’m far less cheerful than I look. You have no idea who you’re fucking with. But that’s all right. You’ll find out soon enough, won’t you? I’ve done far worse to men for far less. You’d better be grateful for how good I’ve been to you up until now, because those days are over. Jekyll’s gone away for now. Time to meet Hyde. Terribly sorry; I’m afraid you won’t like her.
Oh, but I will.
24 September; 11:22a
My boy-toy was begging to be fucked last night, so I finally let him. Only on the premise that I was taping you to your chair. (Oh, I know I’m jumping ahead. Again. But we just have so much duct tape!) Anyway, somewhere between making you beg me to let you come, and my imagining lines of red welts across your ass, I experienced some wonderful release myself. So, I guess you’re not completely useless after all. I’m pretty sure you’re not a masochist, though, which makes the thought of causing you real pain even more arousing. You don’t want to know how wet I am right now, and I’m not so reckless to let you find out.
Let’s see …
Today is the first day of my writing it all down. I figured I would have plenty of time typing it all out in the comfort of my own home, except that it’s less personal, and not nearly as much fun as doing it while you’re feet from me. So, the whole thing will be composed right here, in this chair, as we go about our daily business. If you ask to see it, I’ll think up something clever and humiliating to make you drop the line of questioning immediately. (I love how pink you get when you blush. It’d be kind of cute if I hadn’t already decided to destroy you.) Oh, and I know if you knew that you’d be so hard you wouldn’t know what to do with yourself. But since you’re in denial about the whole thing, that’d be even more terrible for you. This is why I’m going to make sure this gets to you, word-for-word, someday.
Now, then. To begin at the beginning. First-person, present tense. (My favorite.)
You’ve just made your move and been subsequently shot down. There’s no one but us on the premises, and you’ve turned the music lower and are hiding certain embarrassment. You thought you’d be fucking me up against the wall by now. Instead, you’re going to find yourself suddenly grateful they’re made of such sturdy concrete. (Not that the neighboring businesses could tell that it was you screaming. But, still.) On the off-chance, someone happened to come by for some strange reason that late, I’d set up behind the large steel shelves, which take the weight of heavy chain well. But before we get too far in with what I might be doing to you over there, let’s start with how I’d even get started.
You think it’s business as usual. You’re rejected, feeling sorry for yourself, and wondering where-oh-where it all went wrong. You wander back into your office, finishing up the books for the day, not expecting me to be there at your desk, with the roll of duct tape behind my back. And as you catch sight of me, in your moment of confusion, I take total advantage of the awkwardness you’re feeling, slide the roll down my arm like an over-sized bracelet, and grab your shirt collar with my other hand, yanking hard and pulling you down to the surface of your desk while I undo your belt. Now, you think I’ve changed my mind, and I’ll see you smile with unexpected glee. Of course, it happens so quickly, you don’t realize why I’m taking your belt off, or what I plan to do to you with it. For now, it just seems really hot, and you’re sure you’re getting lucky. It’ll still be really hot — but you’ll feel anything but lucky.
Belt off, I suddenly retrieve the utility scissors from my pocket. You know them well; we use them every day. Sure, now you’re confused — and a little alarmed. Even more so as I begin cutting straight down your slacks, rendering them useless. I’m not thinking pragmatically right now; just how much fun it’s going to be for me to watch you drive home in your boxers. Or, maybe nude. I haven’t decided if they won’t see the same fate as your pants. (Hope they were expensive. They looked to be mid-range.) Shirts are fairly easy to rip, especially our shirts, given the company didn’t exactly contract the highest quality clothiers. Buttons go flying; ricocheting off of this and that, and I’ll probably make you collect them after I’m through with you. You won’t refuse me anything by that point. You’d never refuse me anything after this.
Now you’re standing there in front of me, pants-less with your shirt ripped open and exposing your relatively fit chest and abdomen. I’m silently admiring just how much working out you truly do outside of working, which you already do too much of anyway. Sane men would be home with their girlfriends and wives by this point; not hanging about in their underwear with their kinky employees. You’re setting a terrible example, and I’m going to need to punish you for it. Severely. What you’ll hate most of all is discovering how much you love it. That’ll be the best revenge I could ever exact.
I move my fingers across the fabric encasing your cock with the lightest touch, and it practically leaps in response. Hard, as I wanted. I tell you it isn’t acceptable, and your expression changes to one of confusion. Now, you notice the roll of duct tape, especially since I’m beginning to yank some off in long strips. I order you to bring your hands together. You refuse me. That’s okay. I knew you would the first time. I tell you I’ll give you the best blow-job you’ve ever had if you put your hands together. You think about it for a minute, but your hormones win out over your good sense — unsurprisingly — and you bring your hands together, after all, muttering something about watching the arm hair. I pretend not to hear you; after all, I’m binding your wrists anyway. I loop the tape around you once, twice, three times before deciding it’s sufficient, and you’re not going anywhere. Then, I grab you by the hair, (and enjoy your complaining that it hurts and various related expletives) and shove your body down to your knees. (That concrete hurts like a bitch, don’t it?)
You’re starting to regret having let me get this far, especially now that I’m binding your feet together in the same fashion. No, not your ankles, but your feet — soles together, legs apart. You’re already down on your knees, so getting up is going to be the sort of challenge I know you’re not really up for, and this guarantees you’ll have no way to even try and stand. I’ve little to worry about you going anywhere. Besides. I know that little voice in your head that can’t help but be insanely turned on by all of this won’t let you do anything but see it through to its chilling end — where you’ll have no other choice but to come to terms with exactly who and what you are; not to mention, never going back to this lame excuse for what you’ve never been. That ends tonight.
Now, I pull your chair toward you and sit down in it. Your head is the perfect level to give me the greatest cunt-licking I’ve had since this one guy I taught in college, but you’ll learn quickly if you’ve not figured it out already, that you hardly deserve it. No, I’m just going to watch you, fingering the strip of duct tape I’ve yet to use, and wondering if I want to gag you, too. But it’s fun to listen to you ask me repeatedly what’s going to happen to you and ignore you each time. Instead, I’m just going to sit here for the moment, refrain from tasting your lips, even though I’ve thought about it before, and let you be terrified over what may happen to you next as I double your belt in my hands, and prop my chin upon my elbow against my knee. Just watching you.
A fine mess you’re in now, boy.
Damn. Day off tomorrow — and much deserved, I’ll admit. I guess I’ll resume after that.
26 September; 9:57a
Ahh. Coffee and kink. (Where did I leave off? Oh … yes. Right before the good stuff. Man, I am such an incurable tease!)
So. I pull the belt tight, enjoying the sound of leather-on-leather as it goes slack and taut in my hands. I wonder, briefly, if you were ever whipped as a child? Beaten with a leather belt? If you know how much it hurts against bare flesh. How long it stings, how you wish it would end, and when you’re sure you can’t take any more, it keeps going, going, going until tears are pouring from your eyes, and whatever it is you did, you swear to anything that will listen to you that you won’t ever dare to do it again. And I wonder, will you have learned your lesson then? Will it be enough? Drawing the scissors back out, you’ve probably already figured out what I’d surprisingly failed to. You’re gonna be naked driving home. Were I able to somehow slide your boxers off without unbinding your feet, I might. But, I can’t, and such is life. And sometimes, especially as you’re learning tonight, life can really suck.
It’s nice to watch you cry. Cathartic. Secretly thrilling as I imagine your good-natured and loving girlfriend back at home, watching the clock with dinner ready, wondering where-oh-where is her saint of a boyfriend at this late hour? You don’t deserve her, you creep. Hitting on attractive young women — too young for you. You didn’t know what you had. You men; you’re all the same. Don’t know how to keep from fucking-up a good thing. Were it not for women like me who take it upon themselves to show you, you’d never learn. And you’re learning now, aren’t you? Each time that leather hits your reddening skin, oh, you’re learning. And I’m losing count. As much fun as it’d be to do this all night, that’s not everything. I like the marks it’s left behind, though. Even more, the private thought of how on earth you expect to explain them away to your lady-love. Good luck there, pal. You’re seriously going to need it. Long before I send this to you, you’re gonna have some ‘splainin’ to do. I wish I could be there to watch you squirm. Of course, that way you’re squirming now trying to escape the blows is good enough. For now.
And enough with the begging, already! Save your breath! You’re begging me to stop this? You don’t want to know what’s coming next.
Damn. And it looks like I’m going to have to save that for another day. You’re back early, and I don’t want to be around you right now. Not with the roll of duct tape and the scissors sitting on your desk in such close proximity. You’d better value my self-control and immeasurable willpower, because of that, and the fact we’re not alone is the only thing saving you right now.
But it won’t be for long.
27 September; 1:04p
I’ve pondered whether or not I can finish this today. I guess we’ll see. Depends on how long it takes you to eat your lunch, and how quickly I can write. I’m watching your lips. Your fingers and you suck the sauce from your TV dinner off of them. If only you knew what you’re desperately wanting to suck right now in the confines of imagination. Not that you’d believe it if I told you. After all, what straight man knowingly and willingly begs to suck cock? Of course, compared to what else you could be doing, you realize at this point that it’s the lesser of the two evils.
So, where were we?
Oh, right. Your ass beat red, and I was setting down your belt that I’d just beat you with. For the moment. Studying your expression, tracing the lines your tears have left upon your face. Almost feeling a touch sorry for you — but only almost, and only a touch. Your head is hanging low, so I have to bring your chin up. You look mad as hell, but also pretty tired. You think you’re angry and exhausted now, but you have no idea. Remember, you wanted to fuck me. That’s not an offense to be taken lightly. And I know just how I’m going to do it, too. Your ass is already bare and exposed to me, so when I take a moment to gently stroke it, you’re relieved by the softness of my touch. I could slap it once you’re lulled into a sense of peace, but that would just be rude. Besides, this is your very short, deserved, break. You’ve been good so far, so I have to applaud you for that. The next part is the true test.
As a kind of gag, a girl-friend bought me a dildo, thinking I didn’t enjoy myself enough. I told her not to, that I really didn’t like them, but she sent it anyhow, and, surprisingly, it wasn’t as bad as I thought it would be. So, when I crouch down in front of you, holding it firmly in my hands and bringing it up to your face, I expect you to look at me as if I’ve gone insane. I somewhat have. Good job. Now, your choice is between this and more beating, and since you figure your ass can’t take it, (and those marks are going to be fun enough to explain to your loving girlfriend) you open up eventually, albeit with some reluctance. Have I got a camera hidden somewhere? But you’d never know, and you’re pretty sure I’d happily commence with the beating, which I would.
You’re a good little cocksucker, too, as I assumed you might be. Secretly, all your life, you’ve wanted this but never had the balls to do anything about it. Honey, would you mind strapping on this dildo so that I can suck it like a little bitch? Right. But you are a little bitch, and that’s okay. Your secret is safe with me. For now. So long as you do a good job of making the cock good and wet. Of course, if you don’t it means little to me. I mean, it’s your ass it’s going into. Oh, that one gets your attention. You don’t think I’ve seen you sneak a look at porn back in your office? Really? I’ve seen how much you love it when the little slut takes the big cock up the ass. I’m sure you thought that’s what we were going to do. That, somehow, I was that kind of girl. Really, I knew all along that you were the little slut, and deep down, you wanted it up the ass and were just too scared to tell anyone. You know — for the usual reasons. Didn’t want to be thought of as gay, or some other ridiculousness when you’re hardly gay — just a pathetic little bitch who wants to take it up the ass. And if I wasn’t going to have so much fun fucking you, I’d probably have left it at that and just told everyone around the office. But only if you pissed me off, or I wouldn’t enjoy fucking you. (FYI: I always love fucking men who wish to do the same to women. Objectifying them, making them nothing but toys for our pleasure.)
Guess you missed the memo; hey, boss?
Now you’re begging, just like I knew you would. Jesus, you’re so predictable. Yes, yes, I know it’s huge, and your asshole is oh-so small, and blah-blah-blah. Like I really give a fuck. All I want to do is hear you scream when I shove it all in as soon as you’re least expecting it. That’s why I’m stroking your cock, silly. Nothing more than that. I know you don’t know this, and I’m definitely enjoying the secrecy. I know you’ll relax, and the second you do, in it goes. I just wish I was able to fuck you the right way, that I had a harness and the whole setup. But, really, I’m just happy to happen to have a dildo on hand. You’re loving my fingers around your cock, and Goddamn, you are hard. I knew you’d love this. Too bad I’m going to begin fucking you the second you’re thinking I’ve possibly switched tactics and decided I just want to give you a hand-job. (But, c’mon. I know you’re not stupid.) I’ll even count it down to when I do … in my head, that is.
Yeah, what did I tell you about the concrete walls? I didn’t know a man like that with balls as big as yours could scream at such high an octave. They must just be for show. I knew your mouth was as filthy as your ass no doubt is, but I’d never really imagined the creativity of which you were capable. I wonder if I’m fucking you too hard, if this could really do some sort of damage. Huh. After all, this is the first time I’ve deflowered a virgin ass — even as long as I’ve wanted to. Now, I’m grabbing your hair, too, which I love to do while I’m fucking someone, and you’re probably not sure which hurts worse.
God, I love the sound of your screaming.
I’m pulling harder, feeling strands come off in my hands, as I’m having to reach for more. I’m driving the dildo so hard into your ass that little folds of skin keep getting stuck to it as I’m ripping it back out. Hmmm. I guess you didn’t make it wet enough. I’ll bet that’s why you’re screaming, too. And though, ‘No! What the fuck? You psycho cunt!’ (at least, that’s what it sounded like you said), is not a satisfactory response to whether or not you’d like me to shove it back in your mouth so you can do a better job of lubing it up, I think it’s more fun to fuck you until it’s raw from the penetration. And just solve your little problem of being too vocal with more duct tape. There we are.
Ahhh. Now, there’s nothing but the calming sound of your muffled screaming and the soft growl underneath. I twist it a few different ways to watch the effects it has on you, and your attempts to scream to the point of your voice breaking tells me what I needed to know.
That must’ve really hurt.
I leave it in your ass — way too deep for you to push it out on your own — and walk back around to where I can face you. Oh, yeah. Your face is so red; your eyes completely bloodshot, and that vein looks like your forehead is splitting in two. Not to mention how horribly you’re sweating. I think you’ve learned your lesson. Maybe. So, I delicately take my fingertips from the tip of your truly tortured brow down to the base of your chin.
You’re crying again. But it’s all right. I know you want that dildo out of your ass so badly, and to come, and to experience a number of things. But I can’t let you just yet, so I’ll just run my fingers through your drenched hair, whispering softly to you as I hold your heavy head and let you cry. It’s okay. Let it all out. Everything you’ve held in for so long. How pathetic and weak you really are. How much you’ve wanted this your entire life, for thirty-some-odd years. How no one’s ever understood, and they probably never will again. Cry for everything you wish you were and will never be.
Cry for the fear that you’ll never be the same again because you won’t be.
But I’m here now to comfort you. So, cry.
One of these days, though … I swear you have to learn to take your entire lunch hour like a normal human being. But, no matter. You may be across from me now, again, asking me what I’m writing. And somewhere in the land of make-believe, I’m ripping the duct tape off of your face and cutting it from your wrists and ankles. You’ve been instructed to fuck your girlfriend like she’s never experienced you before. Worshipping every aspect of her beautiful female form, and accepting your place at her dainty feet. You are not to dare come until she’s had the most earth-shattering orgasm you could give her. On the off-chance she hasn’t enjoyed herself enough, you’re to suck and tongue her clit until it can be determined whether or not she’s among the multi-orgasmic. And you are to do this for the entirety of your relationship, no excuses, no questions, and absolutely no slacking. You know I could find you, and you never know where I might get the crazy idea to come and visit you again. Even if we aren’t working together, as, I suspect, after long we won’t be.
That’s why I had to make sure you learned your lesson now. And even if I haven’t, and I’m just sitting here writing out all of my kinky thoughts on paper, you never can be sure I won’t at some later date, long after you’ve forgotten about me and this. That’s when I’ll finally send this to you; and as you vacillate between sheer horror, and touching yourself every time you read it, over and over again, you’ll secretly, desperately wish I was there with you. Like I am right now.
And who knows? Maybe, when you least expect it, I will be.
Not sure where to start but what I am experiencing and living now, 12 years after I married my college sweetheart, has roots that go back to my late High School and early College days. At that time I seemed to be attracted to women who dated many men or who had the reputation of losing party-girl types. I was a bit naïve about sex but somehow I was attracted to women who were sexually active and especially if I knew the guy, or his reputation, that they were dating. Oh, I dated virgins like everyone else but the greatest attraction was to those with experience sexually, at least by reputation.
I had no idea where this came from as in college I certainly was not a wallflower or submissive, or at least I thought I was ‘normal’. I was on both my High School and College Swim teams and was not only on the All-University Congress but was President of my Fraternity my senior year. I dated normally but, as I said, tended to be most turned on my girls who had the reputation of being an “easy lay”. I did not know why I felt this way.
A bit about me: I am 5’ 10” and am now in my 40’s. In college, I weighed around 180 pounds and was fit from playing sports including swimming and squash. I was also an accomplished water skier including bare-foot skiing and jumping. I now weigh 170 pounds and still play squash but certainly not as fit as I once was. My endowment is average at 7” with a slight upward curve.
Girly stories
In College, I knew some of the guys who dated the girls I was most interested in. They were fraternity brothers or on the swim team and I knew that they were “ass men” who usually scored with the women they dated. At least this is what they bragged about around the house or in the locker room, where I learned that many of these “studs” had much larger cocks than I did. Actually, I did not doubt them as occasionally they would sneak one into their room at the Frat house and sometimes if his room was close to mine, I heard the unmistakable sounds of sex and moaning orgasms.
So, once I knew about a girl they had had sex with, I would try, often successfully, to meet them and ask them out. I guess I was a sympathetic ear as many of these girls would tell me how much they like this person or that one and occasionally they would tell me what they did with them. This always excited me a lot and when I got home I would masturbate to the memory of what they told me.
Occasionally I would date them long enough to have sex with them, but knew they had to be comparing me with at least a couple of the “studs” who I knew from the swim team or my Fraternity who were very well hung indeed. All of these girls saw more than one guy and none wanted to go out with me alone. Somehow this always excited me. By accepting them for who they have benefited me as I almost never sat home or went to movies alone.
As I was in college for longer than one degree, this type of dating went on for about six years until I met my present wife, Jennifer, who was a very attractive sexually active girl more than 5 years younger then I was. She was 5’6”, about 135 pounds, and had a body that is was not difficult to see why she attracted men like crazy. She was full-breasted and had an amazingly round and firm butt and legs that did not seem to end. I knew that she was like a magnet to many guys who I knew dated only those that “put-out” for them. This fact increased her attraction to me but she was one attractive lady who I would have dated under any circumstances.
We hit it off on many fronts but she insisted that she did not want to commit to one person even me, who she seemed to like very much. When Jen asked me if I was OK with her dating others I then knew that my answer would be “Yes” but I did not have the courage to tell her that her having sex with others excited me in an unexplained manner. I explained it that not only was I OK but she did not have to hide anything she did – that her dating was OK with me as I cared for her that much.
One of the things I loved was that her orgasms were very vocal. Sometimes the build-up of audible moans ended in almost screams as she had her orgasm and this never ceased to bring me off at the same time. Another factor in her bringing me to climax was that she had super vaginal muscle control, which at orgasm would spasmodically contract. No one could remain in control when this happened, I thought.
My promiscuous girlfriend and wife to be
So I continued to date her when we were both free, which with my Graduate School workload and her schedule was about once a week. For many reasons I knew that I was falling in love with her and I knew she cared for me. We began to talk about the future at which time she asked me straight out if the fact that she had been and was sexually active would affect our relationship negatively. I assured her the “the past is the past” and as long as she was not secretive that I was OK with whatever she did. I did not yet have the courage to tell her that her sexual activity turned me on greatly or that I hoped she would continue to be taken and used by others.
We dated like this for almost three years until after my graduation and while in my first job got an offer in another part of the state, I could not refuse. I talked about this opportunity with her and as she had a year left for her degree we agreed to try a long-distance romance and after her graduation, if we both still felt the same we would get married. I did not bring it up but knew very well that she would go on being sexually active as no woman I had ever met loved sex as much as my Jen did. Strangely, this excited me.
Jen did agree to be honest with me about who she was dating and I told her that she was free to choose not to marry me if after time and our separation she came to feel differently about me. Jen’s assurance that she wanted to be my wife as among all the men she had dated, I was the most loving and honest and she really did and would love me. In addition, our sex life was the best I had experienced and as she was on birth control pills we did not worry about getting pregnant unexpectedly. We left it at our agreement to see what happened.
That last week before I left for this new job we made love every night and sometimes more often. She kept saying that among all her lovers, I was the most gentle and tender and she felt safe in my arms like nothing she had experienced with others. She was able to tell me this knowing that, to her, my response was that I was OK with her being active sexually and she trusted me enough to be able to be honest with me.
She even started to feel free to tell me about some of her dates and even about those she had been seduced by. That sex after she would tell me of an adventure was the greatest may have been missed by her but certainly not by me even as I did not understand why at the time. After some dates, her orgasm was so loud that I worried that my neighbors would complain.
Well, we made it for the year and made plans to get married. When it became known, some of my old friends from the swim team and fraternity brothers tried to tell me to think twice about this decision as she had the reputation of being a wild one. A few went as far as asking me if I trusted her, and things like “did you know I heard that she fucked the whole basketball team at one party”. I had not known many of the things they told me but told them that I loved her and the past was the past. Of course, what I heard turned me on frightfully whether it was true or not.
Happily married
After we were married and moved to the big city life went on almost idealistically. Jen was able to get a job within weeks of our moving and or love/sex life was the best. Nothing was said but I suspected and later had affirmed that Jen was ‘cheating’ on me and getting some sex outside of our marriage. This made me jealous and excited at the same time. I did not want to confront her as, for some reason, I wanted her to have pleasure when she wanted it but what I really wanted was to watch her being taken by a lover.
There were hints like her getting home late or having to be out of town for a few days supposedly for business and then I would find her panties in the bottom of the dirty clothes basket that was thick with dried goo (cum) and the unmistakable smell of cum. That there was always a packet of condoms in her purse was another giveaway.
One evening when I had gotten home from a trip a day early, she came home and had obviously been partying. I pretended not to notice and because I was glad to see her I gave her a big hug and a bigger kiss. The smell and unmistakable taste of semen in her mouth got me hard as a rock. She noticed my hard-on and must have put two and two together as she asked me directly if knowing that she had been unfaithful was the cause of my excited state. I told her that it definitely was and that even knowing that she had been with someone else was somehow and unexplainable to me a real turn-on.
What followed was a watershed of two people who love each other crying from the happiness that secrets would become a thing of the past. She told me of some recent trysts and how they made her feel. At one point she told me again that I was her true soul mate and that she now knew that I loved her and would love her even when she was unfaithful, which she admitted was likely to be often as she had an almost uncontrollable urge to have sex with a man if he came on to her with ‘desire” and ‘lust’ in his voice and actions.
She was happy that I would still be there if she got home late and full of cum. At this point, I still did not have the courage to tell her that I wanted, in the worst way, to watch her being taken and that I desired to see her being satisfied by another man.
Nurturing her unfaithfulness
In the months that followed I often brought home gifts of a fancy and sexy bra and panty sets that I knew she enjoyed wearing when she was stepping out with one lover or another. All along my desire to see her being fucked by a well-endowed man remained a fantasy. Actually, it almost drove me nuts with sexual excitement when I would find her panties thick with dried cum.
Jen would tell me in advance about a coming date and when she would come home I would get a summary of what she had done but always had the feeling that there was so much more than she did not tell me. With time, my wife became bolder and even had some of the men come to the house to pick her up. Before she left she would always give me a big kiss and tell me she loved me and to not wait up.
At one point I was doing well enough for us to get a timeshare apartment in the Caribbean hoping that we would have most of our time together swimming, sailing, and fishing. We made friends mostly of older people who, I guess, had more leisure time. One year we brought some gifts to a friend of my wife’s sister and her husband. His name was George and he was a retired executive. His wife was Alleen and she still ran a small shop in town. They were great showing us all around the island in our rented car but I couldn’t help but notice that despite George’s age, which I gathered was in his mid-sixties, he was particularly attentive to Jen. That he was black intrigued me even more.
When George’s wife was not around his hands were nearly always touching Jen’s shoulder or her waist or arms. Once when I came in I saw his hand on her butt. When he saw me he instantly reverted to normal behavior. As we were on an island far from home it occurred to me that maybe this was the chance to get Jen to let me watch. One day I had the opportunity to talk to George alone while we were out and we started talking about how I noticed that he liked Jen. He pretended innocence so I just came out with telling him that if he wanted to play with Jen, he had my permission and approval as long as I was nearby and it was not done in secret. He seemed surprised and questioned me further so I told him that I have always had the strong desire to see my loving wife being “satisfied by another man”.
Well, from then on he did not stop touching her when I was around (and his wife wasn’t). At night when we were in bed, I told Jen that I was sure that George was attracted to her and what did she think. She then told me that she knew that he wanted her as when they were alone he always found a reason to hug her, fondle her bottom, and one time kissed her. She then told me that she saw that he got hard sometimes when around her. I told her that I loved her and hoped that she did whatever she wanted to do. We made very passionate love that night. Jen’s louder than usual orgasm attested to her being turned on by the possibility of being taken by George at some point in this vacation.
Seeing her getting fucked for the first time
The next day we were to pick George and his wife up to go to an event that was to take place on the island. When we arrived at their house and went to the door George told us that his wife Alleen had to go into town to her sisters and would not be going with us. So, he said that before we went we had time for a drink or two. I noticed that he was more open with his touching of Jen’s body and even sat next to her on the davenport with his arm casually around her shoulders. As I did not object, he had his approval to continue and he did.
After a couple of drinks, I had to go to the bathroom so I excused myself to go and relieve myself. Before I flushed I quietly peered into the living room and sure enough, they were kissing and he was already playing with my wife’s breasts. As I stood there watching, I saw him place my wife’s hand on his lap and he loosens the top of her sundress and slides his hands down to her bare breasts and then I heard her moan.
He looked up at a point and looked me square in the eyes as he unbuttoned my wife’s top and bared her breasts for his hands to play with. He then opened his fly to expose his cock. I then saw Jen take his cock in her hand and then I knew my dream was about to come true. I was surprised at how long and large George’s cock was but did not get to see it for long as he guided my wife’s head down until she opened her mouth to take what she could in. Then all I could see was her head bobbing up and down and George moaning and telling her in a normal voice to “suck it like a good little girl”.
This went on for several minutes with George saying loud enough for me to hear such things as “suck it good girl” and “you love black cock don’t you” and what really go to me and almost made me cum was, “After I cum in your throat we’ll see how your pussy feels.”
It didn’t take too long before I knew he was cumming in my wife’s throat as his moans grew louder and my wife was clearly swallowing a mouthful. George then told my wife to take off the rest of her clothes, while she was stripping George stood up and also undressed. For a 65+-year-old man, he had an absolutely fantastic muscular body looking much more fit than any 65-year-old man I had ever seen.
His cock was longer by an inch or two but much thicker around than mine. I knew that my wife was in for some good fucking. He told her to stand before him when she was down to her panties. He then slowly lowered them while playing with her bottom saying, “My god, you have a beautiful ass, I am going to love fucking it”.
As we had not done that, I had a twang of jealousy as I wondered if she would let him but hoping that she would so I could see it being done on the woman I loved. Once she stepped out of her panties he pulled her to his mouth and began licking her pussy to her great pleasure as indicated by audible gasps and moans. She looked over at me and our gaze met. I saw pleasure, lust, and love in her eyes.
He then turned her around and looking back at me he said to her, “Bend over so I can get you ready for my cock”. He then proceeded to lick her pussy and anus alternately to her great pleasure. As he was licking her she kept saying, ”god that feels good” and “don’t stop”. Then she had her first climax audible moaning and almost screaming in pleasure, in ways I have not experienced with her.
George then asked her what she wanted to do next. She responded “put it in” to which he said “That was not very enthusiastic, put what in? My wife then said, “Put your cock in me”. His response was “Is that all? Tell me what you really want”. “Beg for it”. Guess she really wanted to get fucked as this started a torrent of “please fuck me with your big cock, please” followed by “please fuck me with your big black cock now, Please” and I want you to fuck me now” as she lay on the couch and spread her legs.
George then asked her if this was OK with her husband to which she replied, “Oh yes but even if it is not I want to be fucked”. George literally pounced on her and with only a few stokes was buried in my wife’s pussy to his balls. This triggered a second large orgasm and pleas of “More.. Faster… Fuck me good” and that is what he did. I had never dreamed my wife could take such a pounding as she screamed to at least a couple of orgasms.
As he had just cum in her mouth he was able to pound her for what seemed an hour but was probably more like 20 minutes. I had pulled my cock out and had cum twice watching, the first without even touching my self. When he finally grunted and released his cum the second time I was able to see his contractions and cum oozing out of my wife’s vagina. God, what a site, which I will never forget as it was the first time I actually saw my wife making love or rather fucking someone else and I was able to witness how vastly different his lovemaking was from mine as he used my wife for his carnal pleasure. To hear her moan through orgasms was the highlight but more was to come.
Once he pulled out he pushed my wife’s head to his groin and ordered her to “Clean it up good girl, there is more to come”. My wife took as much of his momentarily flaccid cock in her mouth as she could and while she was cleaning his cock and bringing it back to life George turned to me and said, “I really enjoyed fucking your wife and looking forward to many more times” then, “That is OK with you isn’t it to which I said in a rather quiet voice, chocking back the emotion of jealousy and envy, “yes, of course”.
After he was hard again he got up and lifted my wife into his arms and carried her down the hall to his bedroom. As they passed me Jen’s and my eyes met and whereas nothing was said, the smile she had on her lips and the look in her eye said that she loved me but wanted to be fucked again by our host, George.
I followed them down the hall and got a glimpse of the room with the bed but George closed the door with his foot telling me that he wanted privacy. So there I was out in the hall listening to the moans and groans and utterances of pleasure from my wife and the bedsprings creaking and headboard hitting the wall at a very fast rate indeed. After my wife’s second orgasm the noise stopped and I heard George tell my wife to “turn over and get up on your knees”. After some almost screams of delight, my wife yelled, “God I love it this way, don’t stop” – “please don’t’ stop”.
I knew he was fucking her from behind doggie fashion and I knew that this was her most favorite position but I did not know that she would have so many orgasms doing it this way. It was hard just to listen and not see what was going on but I did not want to spoil my wife’s enjoyment and I really was hearing her enjoy the fucking she was getting. After what seemed like forever the bouncing stopped and George said, “I want that ass” to which my wife said, “I don’t think I can take you in there as you are so big”. What I heard next got me instantly hard as George said, “Just relax it will be OK” then “I want your ass to be mine”. “I just love fucking white girls asses”.
I couldn’t take it any longer so I very quietly opened the door a crack and saw that he already had the bulbous head of his cock past her anal sphincter and as she moaned he kept inching his monster into her anus. Seemed to take forever until be was all the way in and now the utterances from my wife were oohhs and aahhs. I just couldn’t believe what I was seeing with my own eyes as he went in and out of her well-lubricated ass. Wow, some site. I couldn’t help myself, as the scene was so exciting, as I masturbated to a record, for me, the third climax.
As they were nearing the end of their session, I ducked out to go back to the living room to relive what I had witnessed. I loved my wife more than ever as she trusted me enough to let herself go, in front of me.
Soon they came out of the bedroom and went into the bathroom for what I thought was a shower. Yes, it was for a shower but when I heard more moans I peeked in the bathroom and George was fucking my wife for the third time; this time against the shower wall. She had her legs wrapped around him and was bouncing up and down moaning pleasurably with each bounce. I had to admit that his stamina and power amazed me and I knew that we would be seeing him again this trip and in future years.
When she finally came out of the bathroom she picked up her clothes that were on the floor and dressed while I watched. Even that was exciting as it reminded me as to why she was naked in the first place. She then came over to where I was sitting and sat on my lap, hugged me, and told me that she loved me and hoped I really enjoyed watching, for the first time, her getting fucked by someone. I assured her that I loved him more than ever and very much enjoyed watching her receive such pleasure.
When George came out he sat down and we began anew our previous conversation about the island’s history as if nothing unusual had been happening. At one point he asked me if I liked “Cricket” which I told him that I knew so little about it that I was not sure if I liked it or not. I admitted that I was curious as we had been coming o the island for a few years and had not yet seen a Cricket game.
He then invited us back in two nights as the Caribbean team was playing the Indian team in India and it was to be televised. He said that ‘they’ were having some friends over and would love to teach me and us what Cricket was all about. At the time I thought that it was he and his wife and some of their friends but I was to learn, women rarely come to watch Cricket.
An orgy of men with my wife in the middle
I guess I should not have been surprised when we arrived at his home two nights later that his wife was gone and two of his buddies were already drinking beers as the pre-match festivities were on. George gave my wife a long hug and an equally long kiss, which I saw as showing off to his friends. Soon after we arrived two more of his friends arrived. After introductions were made all around, Jen and I got a lesson about Cricket so we would know what was happening.
George sat on the couch next to my wife with me on the other side as the match started. As we watched he and his friends told us what was happening and how they expected the present batter to get a “Century”. Heck, I did not even know what a “Century” meant. I was a little anxious as he rather soon had his hands on my wife’s legs going up and down under he skirt and it had to be obvious to his 4 friends what he was doing. He then put his arm around her and started almost casually feeling her breasts and I could feel her getting excited as I knew well how sensitive her breasts were.
I heard and I am sure the others heard George ask my wife how she enjoyed her last visit. I could see where this was going and felt my heart racing with this rather unexpected turn of events. Here was a room with 6 men and my wife and I sensed that 5 of them were going to pleasure themselves with my wife. Nothing was said but I saw 4 pair of eyes watching more what was happening on the couch than what was on the television screen. When Jen was hesitant to answer, George asked her if she wanted him again. Her response was a nod but I saw smiles around the room.
George’s hands had been under my wife’s dress as had to be obvious to all in the room. He then said aloud to me “Chris, your wife is a very horny lady as she is wet already”, followed by, “Help me remove her panties”. I had not expected this to happen but slowly reached under my wife’s skirt and lowered them first to her knees and then off while searching for a signal from her eyes. I couldn’t help myself at this point as I put them to my nose and inhaled the aphrodisiac I had come to know of the scent of my wife’s pre-cum lubrication. I was uncomfortably hard.
While George was making out with my wife next to me and I was inhaling the evidence of my wife’s readiness from her very moist panties, one of the guys came over and said, “Let me smell your wife’s pussy” at which I reluctantly passed him her panties. Soon they were being passed around to all of the guys who were all smiles as they inhaled her smell.
George then got up and pulled my wife to him and while they were hugging, he raised her skirt baring her bottom to the room while he played with it. He then turned with her and walked down the short hall to his bedroom all the while fondling my wife’s bare bottom for all to see. They went into the bedroom and I fought the urge to go watch as the 4 guys were too close by and I felt I had to be brave especially as they were all looking at me as often as they were the spectacle of my wife’s bare bottom.
They started talking among themselves about what a great find George had made and they could hardly wait to get into her and have her suck them off. They seemed to be bragging what I heard was, in fact, likely to happen. They talked about my beautiful wife as if I was not there and what they were going to do. At one point one of them asked me “Is it true that this is your wife?” My nod was met with “Is she always this sexy?”. Again I only nodded as I was too embarrassed to speak.
It had been quiet in the bedroom but now the room was filled with loud moans ending in a long scream, which told me that she was being pleasured indeed. At that point, the guys all started to undress and talk among themselves as to who goes first. I had expected that they would want to fuck my wife but now I knew that it was going to happen. What I saw in the room was four guys and all different cocks just like in the locker rooms back in college.
One was my size or a bit smaller in the 7-inch range with a large head. A couple was larger and about the size of George’s at an estimated 9 to 10 inches but they were sure different. One had a gigantic head as large as a large plum and the other was thick at the base and almost tapered and the crown was the smallest diameter. The last was a monster in terms of both lengths (10 to 11 inches estimate) and diameter. Knowing that my wife was going to feel and maybe suck all of these had my juices flowing.
After what seemed like an eternity George came out and almost immediately one of the guys with his cock at full mast sauntered down the hall and into the bedroom. He must have started fucking her almost immediately as the sounds the bed squeaking and of a new orgasm filled the room. There were ‘high-fives’ around the room. George sat next to me and told me “Thanks for coming over and the offer of sex with your wife” and that “Your Jen is some woman who just cannot seem to get enough sex” “How do you keep up with her”. I am not sure he really wanted an answer but said it just to be sure his friends knew the situation.
When the first guy came out he told his buddies that “George’s girl is one hot fuck”. Who’s up for round three”. The next was one of those with a cock the size of Georges but with the large head and he started down the hall commenting as he went so we could all hear, “Girl, are you ready for more lov’in” “Here I come, get your mouth ready”.
For a while, it was quiet, which told me that he had her sucking him. I really wanted to watch but it seemed that this was not going to happen. After a rather long period of no sounds, once again the bed was squeaking and hitting the wall followed by the very sexy and familiar moans and wails of an intense orgasm. Then it was quiet, out he struts saying for all to hear, “Showed her what a good fuck was like” and amid snickers from his buddies he sat down to watch the match.
Jen later told me that he first put his cock to her lips and said: “Suck it babe”. She told me that she loved the large velvety soft ‘helmet’. She also told me that after he came in her mouth he remained hard and simple impaled her when she was on her back. “he was good and I had a couple of great orgasms.
The next to go down the hall was the guy with a cock my size or maybe a bit smaller but he was what looked like very hard and sticking out as he went into the room. Again it was silent fro a while and then the bed started squeaking and Jen was heard moaning with what must have been each stroke. This went on for a long time and finally, we heard what must have been an orgasm but it was not as loud as the others.
Jen later told me that he made her lie on her stomach and then get up on her knees. He first licked everything from her clitoris to and including her anus. Than he told her that he wanted her ass which is what he did. “When he was done and had deposited his load in my bowels”, he told her that she had the best ass he had ever fucked and said that the next time he wanted her to suck him off.
When he came out with an ear-to-ear smile he said to the group that “that girl has the best ass I have ever had” “I can hardly wait to do her again” as he again smiled broadly and sat down to watch the match. Then the last guy, the one with the gigantic cock got up and said to the group, “Now she will see what a real cock can do” as he sauntered down the hall.
When he entered the room Jen was heard to say, “Wow, I’m going to love that one”. Then all we heard was he saying, “Yes, suck it good babe”. As he was speaking loud enough for all of us to hear in the living room, it was clear that he was a show-off. Well, he may have been but in a bit we heard the bed hitting the wall and I counted three orgasms as well as oohhs and aahhs and her saying, “Please don’t stop” as she had multiple orgasms.
Jen later told me that when he came in the room he first asked her to get him harder with her mouth. She said to me, “Hon. He was so big that I could hardly get past a couple of inches but he did get hard”. Then she said, ”He was so big that I had my first orgasm as he was entering me. He had great staying power and as you must have heard, I had several orgasms”
It was almost an hour before he came out of the room with a cocky grin and a flaccid penis. George was about to go back to the bedroom when his phone rang. From what he was saying it was clear that it was his wife as he rather frantically motioned for the guys to get dressed. When he hung up he told them that his wife and some girlfriends were on their way so they better get dressed and cleaned up quickly. He told them that they could stay but they all thought it better if they leave. “India was too far ahead anyway”.
I went down the hall to the bedroom to get this message to the love of my life and she sure looked satisfied and well fucked. Giving her a kiss, I tasted the distinctive taste of semen, which got me hard instantly. I told her that I loved her but Alleen was on her way home so the “party” had to stop for now. She jumped out of bed telling me to grab her clothes and headed for the bathroom. I rounded up her clothes and brought them to her in the bathroom just as she was getting into the shower.
When I went back into the living room the guys who had all just fucked my wife were saying goodbye to George and then to me they all shook my hand and said in one way or another that “Your wife is the sexiest woman I have been within a long time and I really enjoyed the sex” One of them said, “Sure wish I could turn my wife into a “Hot-Wife””. I told him that I had nothing to do with her love of sex, which started in college before I met her. A couple of them thanked me and asked if we might do this again. I told them that it is always up to my wife but anything is possible.
After they left, I turned around to see George going into the bathroom so I quietly followed him. What I saw startled me as Jen was sitting on the commode naked and sucking George’s cock. He kept saying, “suck it good, babe and I will give you what you want”. As this continued, I got worried that Alleen might come home and this was not what I wanted to happen.
After George loudly erupted in my wife’s throat, he grabbed her hand and led her to the bedroom. When I saw what was going to happen I asked him if he wasn’t worried about his wife coming home while he was in bed with Jen. He then said, “Heck, she will not be home for a few hours as she never comes back until the Cricket match is over for the day” then he added, “These horny guys would have continued to fuck your wife all day and I wanted some more of her, uninterrupted, for myself”.
The smile on my wife’s face said it all and she then said, “Hon, come watch, I love it when you are around to see me being made love to”, “ I get even more excited when you are near”, so I followed them to the bedroom as I was determined to not miss a thing.
Well, for the next 2 hours I watched as George fucked all of my wife’s holes. His first cum was in her throat and after she sucked him to hardness, which did not take long at all. He then proceeded to fuck her in every position I could imagine. Her largest screaming orgasm was when he did her from behind doggie fashion, which I know is her favorite.
He had amazing staying power and stamina for a 65+-year-old. He kept up the chatter of ”You are the best fuck I have had in years”, and ”That’s it, girl, contract those muscles, take all of my load”, and, “Ride ‘em cowboy” (when she was straddling him and supplying the action).
For her part she was having almost continuous orgasms and kept saying, “You feel so good, don’t stop”, and “Honey, he fills me so well”, and “More, more, more, I want more”. Most of her orgasms were of the ‘screaming’ type, which I do not hear that often when we make love.
After his second load, it took a bit longer for him to get hard but when he was he lubed up my wife’s ass and slipped it in her hole as if they had done this forever. My Jen was moaning like crazy and said, “Oh, his big cock fills me so good, I do not want it to stop”. It took a while but he finally deposited his load in my wife’s bowels. I thought that this would be the end of this visit but I was wrong. George got up to go to the bathroom and take a quick shower and came back with a hard-on. My wife welcomed him back with legs spread apart and open arms.
This last one was, to me, almost the best as George slowly and deeply brought my Jen to orgasm after orgasm with her legs hooked over her shoulders. This was the first time that I could actually see a cock going in and out of her vagina. A real turn-on and my feelings of love were never higher. Yes, I had pangs of jealousy and thoughts about where this would all end but the feeling of joy that my Jen was being pleasured won out. When he finally came he rolled over and said, “Not sure I could do that again as good a fuck as she is”. Made me very proud of my Jen.
They went to take a shower and I went back to the living room to relive what I had seen. Loved every minute of it. They came out all dressed as if nothing happened and Jen came to sit beside me on the couch. We kissed and hugged and she thanked me saying, “your being present was the best and got me so hot, I couldn’t believe it”. She then told me, again, that she wanted me present if we ever do this again. I remember thinking that now I would get my lifelong fantasies fulfilled.
We talked about a number of things for an hour more and when Alleen came home. I guess she assumed that we had been like this all day watching the Cricket match. Soon after we left as we were leaving the next day and we needed to pack. We said our goodbyes and George walked us to our car.
While walking out to the car he mentioned that he now has time to travel especially to see the US crazy sports such as American type ‘football’. When he asked if he would be welcome if he were to come to our area of the US, we both said “definitely, “we have a room for you as well as a bed for all of us”. We all laughed at that but I felt that it just might happen. As we pulled away he said “see you next year if I do not see you before”.
When I started seriously playing around in my early twenties and thinking I was submissive, I was going through some rough times and honestly, my sex life wasn’t very normal. I couldn’t get along with women at all and always fought. So I thought I would try something different and try submitting. I was arriving at the self-awareness that the issue in my past relationships was power struggling. Domination and submission were out there on the Internet for me to read about and I admit it was kind of erotic and turned me on. I had absolutely no idea how to seek out a Mistress or Domme in any real capacity so I did what so many foolish people did – I searched on AOL! There was almost no real lifestyle Dommes of any kind on AOL, but I did find various kinks to enjoy. I somehow stumbled across a few Financial Dommes…this was back when that whole thing was just starting to get rolling. I had a decent amount of money, certainly enough to play. I liked the idea of the Princess/Goddess. It seemed like fun and I enjoyed the idea of this beautiful but wicked creature that was out there. I don’t know what it was, but I just really sort of craved perversion and danger then. Maybe it wasn’t healthy, I don’t know. I had a couple of unfulfilling experiences with women dominating me and losing money in the process. So I just looked harder and tried to find the most extreme one I could find, and that I was, of course, attracted to. I found a girl who was 18/19 and actually local to me, which was purely accidental. She was very attractive, the Princess type who thought the world revolved around her. I got to know her and we hit off, she was bratty as anything and unpredictable. She almost instantly set me up on a “tribute” schedule and demanded an insanely high initial tribute – which I think was like 400+ dollars. I just went for it. I think her initial schedule required me to pay 2000 a month and I’m not sure she even asked if I could afford it or what I did. To this day, I’m shocked I went along with it. But I was just captivated. I’m convinced that she wasn’t initially acting, which is just almost unheard of in that world. She never mentioned anything about R/T and said I would serve her online until I was no longer useful or she got bored. We just shot right out of the gate and it was a crazy initial ride as we would cam so I could worship her, and she could have me do random humiliating things to myself. She was really into two things, getting attention and humiliating/degrading me. She was so creative that it bordered on being crazy. She would call my phone in the middle of the night and tell me to go make scrambled eggs and rub it on my face. Sometimes she’d call and tell me to go make a payment to her or she’d have me do something nuts. Sometimes a female friend would just show up at her place while we were camming and she wouldn’t even flinch or turn it off. She’d just tell her friend that she was camming with “some loser guy” and they’d just go on chatting. After a bit, she decided that I should start paying more because she was going to send me things to worship. I did of course and she started sending me packages with random stuff in it of hers, sometimes totally non-sexual. Mostly though she sent two things…panties and used tampons. The panties were always totally soiled and stained. I would go on cam and she would order me to lick every inch of the panties and tell her how it tasted. She would stop me every so often to have me thank her for the honor of tasting it. The same thing for the tampon, she’d have me lick it and then suck on it. After I was done, she’d make me keep it in my mouth for as long as we were on. Her creativity and wickedness were for her age. I’m not easily humiliated but she regularly had me feeling totally degraded.
I started to lose track of how much money I was even spending. We were now constantly shopping online to buy her clothes, shoes, makeup, perfume, underwear, jewelry, you name it. I was legitimately hooked. One day, I was talking about something I was doing and I guess she had forgotten how close I was to her geographically and suddenly realized it. I got a call late that night and she asked if I had ever wanted to serve in real life. I said, of course. She told me that she wasn’t sure and would think about it, but that she was giving me an opportunity to tell her everything that I loved and worshipped her for, and why I would be such an excellent slave. I wish I could have taped that conversation as it was one of the most amazing Fem Dom moments I had ever experienced. I basically spent about an hour on the phone describing in detail everything that was amazing about her physically and mentally, and about all her feminine beauty. I tried to stop and finish easily 10 times and she prompted me to continue or that I’d have no chance with her. By the end, I was admitting things I had never thought I would. After that, I gave a list of things I would do for her, and just gave it my best shot. She listened and told me that she would contact me again with her decision – and if she accepted me that I would have a long list of things she needed and how she wanted me to serve her.
I was never so excited to get something. The list she came back with was bordering on madness. Nearly impossible to do. Filled with crazy stuff like that I would buy her enough toothbrushes so she never had to reuse one. Or that I wasn’t allowed to be in the room if she was changing any clothing. I loved it. Most of it though was about two things, having me over there and waiting on her hand and foot and upping the financial service. I was to pay her twice a week now and she would create a plan to continually up my payments. When I came over, she would have me give her the balances to my credit cards that I brought before coming in. She would look into my wallet and take any cash I brought. She was really taking a lot of money and I just didn’t care. We went shopping often and she spent without much regard. Every once in awhile she would max a card and then scold or slap me for the limit not being high enough. We’d sometimes bring her friend and she’d make me pay for her to buy things too. The thing that amazes me still is that I let her do things I would probably never do now, and that humiliates me in public. Sometimes she would scold me in front of other people. Sometimes she would make me walk behind her with my head down as she walked through the mall. She had a standing rule if the cashier asked if this was a gift or what the occasion was – that I had to tell the cashier that I was buying it “for my perfect Princess.” I’d probably never do any of this stuff today but it was incredibly thrilling on a base level. She was shopping for shoes and ran one of my cards to the max and made me call at the register to ask the card company to increase my limit. They actually did it and she ran it almost to the new max and said she would leave me a few dollars for “food.”
I could probably write a book on the things she did because I’ve never seen most of it repeated in any Fem Dom relationship I’ve known of. I’ll never forget when she went into the mall bathroom with her friend and instructed me to kneel outside the door to the women’s bathroom and that if anyone asked what I was doing to tell them “I’m trying to listen to women going on the potty.” Thankfully no one asked.
I was craving humiliation constantly despite never loving it before. I felt almost as if it was totally normal. I was going to her place somewhat regularly and most of it was me running around her house naked waiting on her. It was occasionally odd and she was capable of forgetting to engage me on any level other than “do this, do that.” Sometimes she would dress me up in female underwear and clothing that we bought for me. While I was dressed up she’d have me dance for her, or whatever else came to her mind. One of her favorite things to do was to pull up pictures and videos of naked and gay men and have me pretend, as a woman, to describe how I’d like to fuck them and be fucked. She made me come once into a cup and she threw the come onto my face and made me describe how I just “sucked a cock and how I liked the facial.”
When she let me be close to her, it was always worshipping of some kind. Mostly her feet, sometimes her covered breasts, sometimes her totally covered pussy. She was very open about the fact that I would never have sex with her. She let me lick her feet, which was about as much physical contact as I got at that point.
One day out of the blue she called me and said that she had a surprise for me…but that I would have to pay without knowing what it was. I paid what she asked and went over. We spent much of the afternoon with me laying at her feet while she did homework and studied.
Eventually she let me lick her feet for a while and while I was doing that she started talking. She told me that she was going to let me worship her in a different way and that I had better please her as she wanted. She had me kneel on the bed and she got in front of me facing away and she pulled her pants and underwear down off. I was pretty shocked as I had never seen her even partially nude like that. She gave me instructions that I was not to touch her at all, and that I was allowed to move closer to her and tell her how beautiful the view was. I did, and it was really amazing, she was almost perfect in that younger woman sort of way. I was close enough and low enough that I could get a small look at her pussy from behind. Her ass was amazing and without blemishes. I described what I saw and verbally worshipped her for about 10 minutes. I could get a faint smell of her pussy and it was maddening. I knew that I’d never get near it.
She told me I wasn’t done and that I was to come forward and kiss each of her ass cheeks and then thank her for the honor. I did, of course gladly. I had no idea what she was going to do next and she actually did surprise me. She told me that I was finally going to get a reward for being such a good slave and that she was going to expect more of course. She reached back and spread her ass with her hands and didn’t say anything for a second. She told me to bring my face as close to her ass as I wanted without touching and I was allowed to look and that I could smell her ass for a moment.
I did so, and it was a beautiful view, nearly perfect but it was unmistakable, her ass smelled sweaty and dirty. I could smell the faint smell of shit coming from her. I didn’t know how to react or what to say. So I just took a look deep pull of her scent through my nose. It was oddly intoxicating. I pulled back when I was finished and thanked her for the privilege. She asked me a question that surprised me. “How did it smell, and I want you to answer honestly.” I cringed a little but I didn’t want to lie to her so I just blurted out that it smelled a little dirty. She paused for a moment and followed it up with, “so the question is, did you like how it smelled?” I actually had to think about it for a second but I knew the answer deep down. I liked it. My mind just wished I could go back and smell it again. I almost didn’t want to tell her but I did. I admitted that I thought it smelled great and I was so happy she shared it with me.
She said nothing else for a few seconds and then she started to get dressed. After she was dressed she ordered me to kneel on the side of her bed near her pillow facing her.
She got closer to me and said, “I’m glad you were honest, but my ass is NEVER dirty.” She leaned down and slapped me hard across the face. I really felt terrible despite knowing I had been truthful. She grabbed my hair and leaned closer and spit right in my face, almost in my eyes. I’ll never forget what she said next because I had my eyes closed and was listening carefully – “Everything about me is beautiful, and if you forget that again, you’ll never see me again.” I really believed her.
We didn’t mention that event for a couple days. I was back at her place, and she was really in a bad mood and was treating me like crap. She was ordering me around constantly and out of nowhere she tells me to go into her bathroom and make sure it was spotless because she was about to use it. It was not even close to clean, of course, as I went in. So I asked her what I should clean it with. Mistake. She yelled back that I had 2 minutes to clean it with whatever I could find and then she was coming in. She was in such a bad mood that I was a little afraid of letting her down on this one. I had no chance, I couldn’t really find anything too useful immediately so I just used water and toilet paper to rinse stuff and wipe down what I could. She came in and I knew it was still dirty. A couple looks around at the condition of the bathroom and she was instantly more angry. She grabbed my hair and pushed my head down to the ground and ordered me to start licking the floor. I just went with it and it was totally disgusting. The floor was filthy and I could feel the dirt on my tongue. I just kept licking and she was not speaking to me at all. She yelled at me to stop after a couple minutes and I looked up and she was sitting on the toilet as if she was going or ready to go. She ordered me to kneel at her feet looking at her. I was thinking I was going to be slapped or hit, but she didn’t. She looked and me and said, “you’re going to stay kneeling while I use the bathroom. Do not move or speak.”
I stayed pretty motionless and she started to pee. I expected her to get up after doing so, but she stayed seated and I realized that she was about to take a shit. I was a little unnerved as I didn’t know why she was making me kneel there. I listened to her go and I honestly was totally turned on. I tried to not show it though. She finished and was sitting there while she started instructing me, “I’m going to get up and you’re going to smell my ass again, but this time, you’re going to wipe me because that’s what you’re worth to me right now.”
I felt instantly humiliated but at the same time, I was actually excited and curious to do what she asked. I couldn’t explain it. She got up and turned around, spreading her ass to reveal herself – this time, her ass was very dirty and I could clearly see the shit that remained from her dump. The smell was piercing. I got shaky for a moment as i reached for some toilet paper. I didn’t really know how to do it best from that angle and just did what I could to wipe her clean. After a couple of swipes I got her clean and told her that she had been wiped well. She didn’t say anything but sat back down on the toilet seat and said “show me what you wiped off.” I shyly offered up the toilet paper and turned it so she could see. We both looked at it for a moment, and I could hardly believe what she said. “I want you to lick the toilet paper and taste it. Since you were unable to clean this bathroom, I figure you should get a good taste of this.” I had rimmed a woman before, and gotten a small taste but nothing like this. There was actually a good streak of shit on the paper. I went close to it and the smell was foul and pushed at me. She leaned in closer to me and said, “not just lick it, I want you to lick it off the paper.” I was nervous but I really wanted to obey her for some reason. I put my tongue to it and the taste hit me immediately. It was harsh and bitter. I just kept licking at it and the smell was coming up with each stroke of my tongue. I had licked it a few times and it wasn’t really coming off the paper. I knew that I would have to lick harder and get it in my mouth. She was totally silent and just watched me. I licked harder on the paper and I could feel it coming off and clinging onto my tongue. I had to pull it back into my mouth and I got a better taste of it – it was really nasty and I had to fight my gag reflex. I went back down and tried to be quick about licking it off. I did mostly get it all off and I could feel that I had a decent amount of it in my mouth. I couldn’t believe that I had her shit in my mouth. I felt totally degraded. I had little else to do so I just tried to swallow it down. I nearly threw up from the little bit I had. Nevertheless, I managed to do it. She had an odd look on her face as if this surprised her. She said, “And you just went ahead and swallowed it without me having to tell you to do it. I’m impressed.” I actually was happy to hear her say that and it erased the sick feeling that I had. She pulled me out of the bathroom by my hair and had me kneel again in her room.
“Tell me now, you just tasted my shit, how was it?”
I knew the answer already. It was absolutely disgusting, but I was HAPPY that I was able to taste it. For some reason, I was convinced that I deserved it, and in some way was lucky.
I replied quickly, “It tasted amazing and I’m lucky that I was able to taste it.” She smiled and petted me on the head. “I didn’t flush the toilet so you may go back in and admire the rest of it. You aren’t worthy of that yet, though.”
I went in and looked down into the toilet. There was a large, light shit that wound around the bowl. There was so much of it that I got a little sick thinking of what it would be like outside the bowl. But I couldn’t shake a feeling. It looked pretty! I wanted to tell her I thought that way.
I worked up the courage and went back out to her, and told her, “it was beautiful, and even more so, because it came out of you.”
she smiled, and said, “I know.”
That moment actually was an important one because I think a switch flipped mentally for her. I think that she realized that I would basically do anything for her and that she had me. It felt like she had embraced the fact that she was totally in charge and that I belonged in my role of slave. She became even more dominant and her desire to humiliate me actually increased almost immediately. This period to come was the most intense humiliation that I have ever received to this day. I reached a point occasionally where I was not sure if I could handle it, and I was becoming brainwashed to begin with.
Still, her wickedness and creativity was astounding. I can still remember her putting a hood over my head and ordering me to stand in her living room. I stood there for what seemed like an eternity until I realized there were people in the house other than her. She had 3 female friends and a guy friend over, which I did not find out until later. They hung out in the living room and I was randomly exposed to humiliating acts and physical punishments. I’ll never forget being introduced as her “worthless servant” and it didn’t help that I was not clothed from the waist down. I was insulted about my appearance, written on in marker, and had things thrown at me, including food. After I had been written on, I was told that on my legs with an arrow to my cock read, “no pussy for this, forever.” She was leading this whole thing and encouraging her friends to do whatever they felt like. After instructing me to recite humiliating things, she asked me if I had to piss, and I foolishly said yes. She ordered me to aim my cock back up toward myself and piss myself. I did, and I clearly entertained them. One of the worst things I had to endure was the guy getting up a few minutes later and saying that he had to piss and asked how he should do it. I was told to get on my knees and he pissed right on the hood. It soaked the hood and some came through into my hair. Thank God this guy was not feeling me as he was being encouraged to have me suck him. It went on for a while and I went through a lot of degradation from her best friend (the one that went shopping with us.) She told me that she had decided that she also needed a slave and that it was already settled that I was to assist in recruiting one for her. My Mistress piped in, “She’s looking for an even bigger loser than you. So this is going to be hard.” I just kept sinking as the dialogue continued amongst the three of us. Apparently my Mistress’s friend was similarly twisted all along. She went on, clearly with my Mistress’s approval, to tell me that once she took on a slave, I would perform sexually with him for their entertainment. I hated the idea but I felt I had no choice or say in the matter. She continued on to abuse me verbally until she finished and ordered me to beg her to kick me in the balls. And she kicked me hard. I almost went down to a knee, and I could clearly hear My Mistress telling her to kick me again. Once again, I begged her to kick me, this time harder. She sent me to the ground, and I actually couldn’t get up for a moment. When it was all finally done I was made to thank everyone. I actually was affected by this event for a day or two, but eventually I came to accept what happened and be happy that I entertained them.
Over time, I occasionally would be ordered to lick her ass and worship it but we hadn’t really advanced beyond that day on the toilet. I was being used more harshly now but I came to expect it and like it as I knew it was clearly making her happy. I was in the middle of a long session of ass worship when after a good licking she ordered me off her and told me to spread her ass and put my face close. I did as she asked and waited, not knowing why I was doing this. I found out why quickly as she farted loudly right into my face. It smelled awful but I stayed put as she told me to. She farted again and it was strong and felt a little wet. As I stayed and waited for her to undoubtedly fart again, she leaned back and told me, “Open your mouth and put it as close as you can to me, I’m going to fart in your mouth. Don’t move until I tell you, I may have a few for you to eat.” And she did fart, 3 times into my mouth as I shuddered each time. She was really pleased. I knew that she was serious when she told me that my face was the perfect place for her farts.
At this point, I was so submissive to her that I would truly allow her to do most anything without any fight. She was now viewing my bank accounts online and had put me on an allowance essentially. I had moved all her bills to my credit cards and was still on a large tribute schedule. She reviewed all my own bills and had me reduce them however I could so she could add that extra money to my tributes. I really loved that she was taking almost everything I earned and I believed she deserved it. She told me openly it was her goal to one day take control of all my money and set up goals to increase how much I made. She would tell me that if I didn’t meet her goals that she would make me earn extra income by having me suck cock for money. Fortunately, I never had to experience that. I probably would have though so that she would be pleased and happy with what I did for her.
I came over every day after or before work and I knew that she was taking so much control that I didn’t really want to do anything else. I asked one day if she wanted me to move in with her and I had my balls beaten for being presumptuous. But I knew she was considering it and enjoyed me having so little control of my life.
She started making me ask to go to the bathroom and often she would deny me if I was busy pleasing her or waiting on her. I knew eventually I would probably go on myself. That’s how much that she demanded of me. At that moment, I thought this was as close to real slavery as I could ever experience, and although I know it was unhealthy on some level – I loved serving her and truly did worship her.
The day came when she had decided it was time for me to come live with her. That was an incredibly long day where I worshipped her body as she instructed me on how I would move in and what it meant. She laid out the rules, everything. As I expected, she demanded that I add her to all my bank accounts and credit cards. She wanted complete control of my money and how I earned it. She told me I would continue to work and make money, and that it was my job to continually strive to earn more.
I would be given any money I needed on a daily basis. She told me that I wouldn’t own anything while I was with her, that it was all hers. I was okay with it, even letting her basically take partial ownership of my car (which was a luxury car.) I already acted as her driver anyway when we were together, so it didn’t even seem like much. I had assets she didn’t know about that were fairly significant, and I had been hiding them until this point. I was at a point where I really felt like it was okay if I let her know about them. I knew what she would do and say, but I felt like I was so committed to her that she should able to decide for me. I told her that same night about the money and she was extremely angry and spent awhile reminding me just how angry she was. In the end though, she told me she was happy that I realized she deserved control of it and that it would make both our lives better. She reinforced what I already believed, that my sole purpose was to serve and please her, and that her authority was final and absolute in the house. I knew what this commitment meant also in terms of sexual service and her dominance and also how she treated me. She confirmed it by reiterating how as her slave it was my duty to practice and improve my obedience every single day. I can remember her saying, “once you come here, I’m going to use you exactly as I want and you’ll live as I tell you to live.”
Those words were chilling but I loved living for her benefit.
She was one of the few people I’ve ever known that truly wanted obedience and almost total control. So many say they do, but don’t when it comes down to it. I was never allowed to talk back or question her and she enjoyed instructing me on nearly every significant detail of my life. She never really beat me excessively or whipped me, etc. It was almost as if she knew she didn’t have to.
It was a regular day like any other for us and she surprised me when she called me into the bathroom as she usually didn’t do that. I went in and she pointed to the floor in front of her and I knew she wanted me to kneel. Almost silently she pulled my head forward and opened my mouth with her fingers. I knew what to do and leaned forward waiting for her. I felt her piss going into my mouth and I could hear her say, “Don’t waste any, drink it.” The stream was steady and filled my mouth. I swallowed it down quickly and kept my mouth open again until she finished pissing. It was hot and flavorful. I loved the taste of it and was glad to be drinking from her. She let me swallow the last of it and looked at me with a smile. She spoke slowly, “It’s nice to see you drinking because I’ve decided I don’t want to waste it anymore in the toilet. You’ll be drinking all my piss from now on no matter how it is given to you. Do you understand?” She went on, “if you aren’t here, I will save it for you and you will drink it later. If you are here, you’ll most likely drink straight from me. I know you will make a better toilet.” I didn’t even really think about what that actually meant or what she was saying. I still could taste her piss in my mouth and knew I would have it all the time. I felt so lucky. She pissed twice more that day into my mouth directly and I swallowed it down like a good boy. I had a better understanding of what was in store for me as I was woken up from my sleep and she was there standing above me. I could only hear her say, “open your mouth, toilet” and I did, half asleep, only to feel a sharp stream of piss enter my mouth and half choke me. I swallowed it down as best as I could but piss ran down the sides of my mouth. I was so tired I only hoped she wasn’t displeased. I fell asleep almost immediately. Next morning, I was serving her breakfast and her coffee when she quickly ordered me onto my knees and between her legs as she stood in front of me and her chair. “You may pull my panties down to the ground gently and remove them. I did and she sat down onto the chair with her legs spreading out. “When I piss in your mouth this time, you’re going to be a good toilet and not let any spill. If you don’t drink this correctly, I’m going to be very upset.” I opened my mouth as wide as I could and waited for her to start. Her piss was heavy and came with force, it was her morning piss and it tasted stronger. I could feel it splashing in the back of my mouth and hoped none was coming out. As she kept pissing, I knew my mouth was filling up. I kept my mouth open wide and managed to let a good amount slide down my throat without my mouth closing. I knew that I had done well as my mouth filled more quietly until there was no more. I closed my mouth and happily swallowed it down. She pushed me off her without saying anything and as I was walking away, she called to me, “now you are ready for more.”
I was pretty sure I knew what she meant.
Later that day, I was doing her laundry and she entered the laundry room behind me and put her hand on my shoulder. I turned and she said bluntly, “stop what you are doing, take off your clothes and go sit on the kitchen floor and wait for me.”
I had little idea what she was having me do this for, and I quickly complied, removing my clothes and going out to the kitchen. I sat down on the cold floor, as ordered. She walked in calmly and I could see that she was in a comfortable T-shirt and was not wearing any underwear or pants. I shifted a little bit as I didn’t know what I would be doing. I thought I might be drinking more piss, but it didn’t feel as if that’s what she was thinking.
She squatted down facing me, looking me right in the eyes and she started to speak,”You did very well with my piss this morning, but there is more for you to do. You’re ready to be my toilet, but a toilet is more than just drinking piss. I think you’re ready to handle my shit too.” I gulped but didn’t make any expressions. “You’ve already had some in your mouth, but now its time for you to take all of it.” I listened as she gave me instructions.”You are to keep your mouth open and let my shit fill your mouth. If it overflows, just keep it open and relax. If I miss and shit on your face, don’t worry I will make sure it gets in your mouth. Once I am done, keep your mouth open and hold it in your mouth until I tell you what to do. If you choke on it, it’s alright, I know you will be a good toilet and keep it in your mouth. Do not throw up my precious shit.” I nod in understanding and as she stands back up, I am terrified that I will not be able to do this or that I might throw up. Despite the fear, deep down I am thrilled that she wants to put her shit inside me. I can’t say exactly why, but I just feel it. She moves herself over me, and I cant wait to see what comes out of her beautiful asshole. She paused for a moment and I heard her ask, “is there anything you’d like to say before you receive this?” I was a little lightheaded almost from the anticipation but I could only think to say one thing. “I’ve hoped you would think I was worthy of your shit.” She didn’t say anything in response, but I could see her body move and as she spread her ass wide apart, I could see her shit pushing out slowly from her asshole. I opened my mouth as wide as I could and waited for it come. It pushed out slowly and I could hear it as it slid from her. The smell was powerful and reached me before anything entered my mouth. Her shit was long and heavy as it passed through my lips and its weight forced it to break off and land firmly into my mouth and onto my tongue. When it landed on my tongue I felt it slide down towards the back of my throat and stayed there. The taste was unforgettable and hit my tongue all at once. It was not a good taste at all, and it was bitter and pungent and had a rank flavor. It was down all the way into my mouth and I tried to keep my mouth open as I gagged slightly from it touching the opening of my throat. My mouth was very full and I could feel how thick her shit was. It came out of my mouth as it was too long and I felt it resting on my lips. She wasn’t done and I saw her re-adjust to try to get it all out. I could see it coming but only felt more of her shit landing on my lip and on top of my nose. It was wet and heavy as it settled on my face. My mouth was still open and was displaying her bulky shit. Waiting for her to finish and holding it in my mouth, I was experiencing a surreal mix of emotions and physical sensations. Plus, I already knew what she wanted me to do and what I was facing. She stood over me and looked down, I couldn’t see her reaction too well and I hoped she instructed me quickly. She began to speak to me…”What a good toilet, open your mouth as wide as you can like you are showing off my shit.”
I did, and it shifted deeper against my throat. She spoke again, and I could hear the pleasure in her voice. “Now I want you slowly to start to eat it, make sure you chew it while you eat it so you taste it like I want you to.” I closed my mouth slowly and I became instantly aware of just how much shit was in my mouth. I did as ordered and started to chew slowly. As I pulled it apart in my mouth, sliding through my teeth, I tasted it fully, its flavor was overwhelming me. The smell was also filling my nose as more of her shit rested under my nose and on my cheeks. I swallowed a small piece of what was in my mouth and it started to come back up but somehow I managed to keep it down. I knew I had so much more to eat and wondered how I could do it. I closed my eyes for a second and picture the woman I served above me. I thought of the first time I had ever tasted her shit and how good it made me feel in my core that she was sharing herself with me like that. How I knew she wasn’t completely comfortable with her ass being dirty. I remembered the look I saw in her face when she knew I liked it, and she could see I wanted to taste her. This time, she wanted me to experience all of her. I felt in some way that she wanted to know absolutely I would do anything for her, that I was ready to serve her how she wanted and needed for total fulfillment. I started to chew her shit again and started swallowing more and more of it. It was incredibly difficult that first time but I desperately wanted to please her. I finished everything I had in my mouth and proudly displayed an empty mouth to her. She smiled and whispered, “almost done” as she scooped up what was on my face and put it into my mouth. The last bit was disgusting but I suffered through it. In a short time, it had all gone down my throat and I was once again displaying an empty mouth, proudly. She leaned down and gave me the first kiss she had ever given me, right on the forehead. “You’ll worship my shit as you worship me. You will eat all my shit just as you drink all my piss. So tell me toilet, what do you do when I need to shit?”
I paused for a moment to collect my thoughts and then confidently replied, “I open my mouth , and worship you as I’m eating your beautiful shit.”
A deep crimson sunset hangs low over the bare, gnarled trees when I pull up to the house at 7:00, exactly on time. I see strobe lights through a broken window. The pink painted tire swing twisting gently in the breeze is a strange contrast to the black house. They’re making me wait. While I watch the windows, I’m trying to imagine what poor, lucky son of a bitch they’ll likely coerce into painting it some shade of pink for them.
7:15, hanging a cigarette out the window as it burns dangerously close to my fingertips and flipping through radio stations, I see the strobe light shut off. A minute later, Violet, Scarlet, and Magenta come down the steps in a jerky, gliding V formation, like a flipbook flock of seagulls, elegant ostriches in 5″ stiletto heels. I know these aren’t their real names, the same way I know they’ll demand a disproportionate exchange for that information. Slave for a week, a date in drag, something like that. But I’m not into that shit. I’m just here to take them to the party.
Dr. Hawthorne adores them, buys them those physics-defying shoes and then imagines the heels caught under the gas pedal, speeding 95 MPH over a cliff, these flamingos, his little peacocks, clawing their one and a half inches of painted plastic talons off against the windows in a vain attempt to escape as they plunge to their deaths. He tells me this over a patient’s chart, reviewing the pathology report as I’m documenting the character of the colostomy drainage. “Unbelievably hot,” he says. “They’re angels. You’ll love them,” he promises. “Keep your eyes on the road and you’ll be fine. Don’t answer any personal questions,” he warns. “They can smell fear, so act cool.” Right. “Just get them there safe and sound and I’ll give you $100 for it.”
$100. It’ll only cost $5 in gasoline. No doubt he’s trying to impress them, flashing a Franklin for a 20-minute drive. One of them — Magenta, I’m guessing, from the color of her mohawk — appears at my window, plucks the cig from my fingers with pink claws, sucks in smoke and stalks around to the passenger side where she swings the door open and slides into the seat beside me, exhaling in my direction. Before I realize what she’s doing, she’s moving to stab it out in my lap. I tense reflexively, knees jerking upward, yelping “What the Hell!” and then the back of her hand is pressed against my crotch, the cigarette grinding out against her palm. She smirks as if she’s just performed a magic trick beyond the audience’s comprehension and runs her hand through my hair, ashes and talons and all. “Nice to meet you, too,” I mutter, exhaling slowly, and she laughs, leaves her bright lipstick on my cheek.
Violet bounces into the backseat and scarlet follows, climbing over her to settle into her seat behind me, extending a toned leg in a controlled, calculated manner before crossing it high over the other knee. My eyes meet hers in the rearview mirror. A real-life Jessica Rabbit, her deep red hair, slick and straight, falls over one eye. She slides her tongue between dark, full lips, arms crossed beneath her breasts, elevating and emphasizing her cleavage. Her dress, long and sleeveless, is slit up the side, revealing a firm white thigh. I swallow hard and force my eyes forward, thinking about catheters and STDs.
Violet begins to hum. She’s the only one with hair of a natural color, blonde curls to her shoulders, though her transparent shirt and skin-tight pants reflect the same color obsession. She sings softly under her breath as I pull out onto the street and get in the turn lane for the highway. A Garbage song. “I came to cut you up. I came to knock you down. I came around to tear your little world apart.”
Focusing on the radio, I merge onto the highway, accelerating to 60. It’s quiet for a minute, just the sound of the road beneath the tires and the background noise of the radio until Violet’s high voice, almost a little girl’s, pipes up from the back. “Are you a doctor, too?” I remember what Dr. H said and keep my mouth shut, but she persists. “Are you, Mister? Are you a doctor?”
What can it hurt? It’s a simple question. “I’m a nurse,” I answer.
“A nurse!” Scarlet laughs, tossing her hair over her shoulder and narrowing her eyes in contempt. “Are you gay?” She leans forward, displaying more cleavage. Violet giggles. Already regretting having fallen for the bait, I keep quiet this time, turn the radio up a notch.
“What’s that, boy?” Magenta demands, cupping a hand around her ear and leaning in. Then she leans down, head almost in my lap, and asks again, “What?” She straightens up and says over her shoulder, “Well, the cock will talk, even if the boy won’t.” My eyes jump in her direction but I quickly shift them back to the road, recalling the doctor’s warning. I feel a hand in my lap, fingers at the button and zipper of my jeans, and my breath catches in the back of my throat as her claws dip into my boxers, closing gently around my cock. I’m thinking eye injuries and hemorrhoids.
She slides cool fingers around the lengthening shaft, running the pad of her thumb over the head. I start to sweat. “Jesus,” I whisper, and she laughs again. Scarlet and Violet are leaning in to watch the show as Magenta unbuckles the seatbelt and gets up on her knees on the seat, bending forward to bring her lips so close to my cock I can feel her hot breath warming it. Thinking perianal abscesses. Thinking of vaginal birth. Oh Gd, it’s not working.
“Let’s play a game,” she says. “The faster you go, the faster I give it.” Painfully hard now, I’m finding it impossible to keep my eyes on the road as she lowers her mouth over my cock, fitting it like a glove. A strangled moan fights its way out of my throat, against my will. DAMN, but she’s good at what she does and she knows it. Violet calls out my speed from the back — 65 — and I feel my foot heavy on the pedal, unable to stop it as her lips come within an inch of the base.
My lips move but no sound escapes. I clear my throat and try again. “Please…” Not even the thought of circumcision without anesthesia can save me now.
Violet calls out 70 and Magenta pulls back enough to ask, “What’s that? Faster?” before picking up the pace. Her tongue, her cheeks, her lips, her hands, they’re all in on it and she executes it like a pro, introducing me to sensations I never knew were physically possible. I hear 75, then 80. Legs trembling, I open my eyes to see the back of a car rapidly approaching. Holy shit. I slam my foot on the breaks, swerve sharply to the left. Violet tumbles into Scarlet. Horns shout from the left and the right. My cock is acquainted with Magenta’s teeth and the cursing from the car behind me pales next to what breaks from my lips.
Shaking, my blood pounding in my ears, I swerve into the right lane, moving toward the nearest exit, but Magenta takes the wheel and guides it back into the middle lane of traffic. She places a hand under my knee, easing my foot up from the pedal. We slow back to 60. “New rule,” she says, and her voice is low, steady. “Stay under 65 and I’ll suck you off.”
“What the Hell is wrong with you?” My voice sounds strange, distant and weak to my own ears. She ignores me, though I can’t say I expected an answer. Violet announces my speed as 60 and I feel an arm around my ribs, a hand on my chest, Scarlet’s, her palm over my pounding heart. Those claws reaching up under the shirt, scratching over my chest just below the threshold of pain. Warm lips slide back over my cock. This is torture… amazing, incredible torture.
“Sixty-four,” Violet warns, and then her mouth is on my neck. A violent shudder wracks my shoulders, jolts of electricity slamming through my spine. I wrench my foot off the pedal, stiffening my ankle to keep it raised while my hips writhe in the seat. This is fucking insane.
I can hardly breathe. Magenta’s lips touch the base of my cock. Her throat fights valiantly with the head and I’m nearly in tears with the effort of holding off the climax, trying not to ram the car in front of me. Scarlet drags her nails over my chest and through my hair, Violet setting my ears and neck on fire. The thought is no longer possible. All I can do is pray.
My prayers are answered. I see the exit ahead of me. Magenta’s throat contracts around my cock once more and every muscle in my body locks up, eyes shut tight and I’m not sure if I’m coming or dying, foot slamming down involuntarily, pushing the pedal into the floor. We skid to a violent stop at the light. Slowly, I open my eyes and see that we’re still alive.
Chest heaving, eyes streaming, mind numb, I miss the light before I realize that green means go and the parade of angry cars behind us are honking at _me_. Magenta leans back in her seat, flips down the mirror and reapplies her lipstick with surreal nonchalance. Violet slips her fingers into her ringlets, checking that each is still in place. Scarlet adjusts her cleavage, looking out the side window. The radio continues to play.
We drive another few blocks before I realize that my pants are to my knees, cock hanging out of my boxers and covered in lipstick. My face is wet with tears, my neck surely marked. I pull my pants up, boxers cold and wet, cringing at the thought of having to rip them off when I get home. Rubbing the lipstick off my neck with my palm, I exit the car on unsteady feet. The girls leave their doors wide open, somehow graceful on those ridiculous heels, and are ringing the doorbell already by the time I’ve shut the car doors. When I reach the front door, Dr. Hawthorne is there to greet me with the money and a strangely concerned expression on his face. “You look terrible,” he says. “The girls tell me you’re having urinary problems. Come on in, I’ll take a look.” And blushing pinker than the lipstick with which Magenta has painted my cock, I shake my head in horror, scrambling for an excuse…
I had been a closet crossdresser for most of my life. Ever since the first time I had stolen a pair of my mother’s panties and jerked off with them I became obsessed with female clothing. I loved it all, panties, skirts, blouses, dresses, heels, the more girlie the better. Satin items were my favorite! I just loved the feeling the soft, silky material sliding across my skin. By the time I was 18, I had a whole chest filled with female frillies. I used to wait till late at night when both my sister and mother had gone to sleep, and then I would get all dressed up for a nice wanking session. I would put on stockings and my garter belt. Then I would slide a nice pair of sating panties up my legs after tucking my “package” away. Next would be a lacy padded bra to give me the illusion of some titties. A nice mini-skirt and satin blouse for that slutty secretary look, and then the outfit would get topped off with a nice pair of black heels.
Once I was all dressed I would hop on the internet and go cruising around various Crossdressing and Tranny websites until my clitty was so hard I couldn’t stand it. I would pull it out and jerk off furiously until I sprayed my cum into my other hand. For a while, I would just wipe it off my hand with a napkin or some toilet paper, but eventually, I started to lick my juices off my hand. Cum tasted so delicious to me that I even started to jerk off in the middle of the day without getting dressed just so I could have a tasty treat.
When I graduated from High School and moved on to College I decided to live off-campus so I wouldn’t have to deal with a pesky roommate, leaving me free to dress whenever I wanted. My first semester went well since I was living off my summer savings and didn’t have to work while enrolled, however by the time the second semester rolled around my savings was almost empty. So I started looking around town for a decent part-time job that would still allow me to focus on my studies.
After about 2 weeks of looking, I realized the flaw in my plan. Most of the part-time jobs had already been snatched up by other students during the first semester of the year. The only part-time job I had been able to find was an overnight clerk position at the only “Adult Bookstore” in town. I didn’t really want to take the job as it was the overnight shift meaning I would then have to stay awake to go to class and the find time to sleep after class but before my shift would start at 11:00 pm. That didn’t exactly leave me with a lot of time to get my school work done. Also not to mention that part of the overnight’s job was to clean up the video booths in the back. While I wasn’t opposed to doing it, it wasn’t exactly something I was chomping at the bit to do. However, since it was the only job I was able to find I took it. After two weeks I figured out that it didn’t get that busy between 3am-7am and I would be able to get some of my school work done during that time.
At first it wasn’t that big of a deal, sure I was tired during class, but I was able to keep my off-campus apartment and occasionally spend time in my girly clothes so I was happy. As the semester wore on though, the school work got more and more demanding, and I was having less and less time between getting my school work done and getting to my job to dress up. Soon I was not only worn out from all the work, but I was sexually frustrated on top of it, which was really defeating the whole point of having a job in the first place. That is when I got the brilliant idea to start bringing some of my clothes with me to work.
I would put on my stockings, garter, and panties while getting ready to go to work, but on top of that I would wear my “normal” clothes. In my backpack, I would stuff my blouse, skirt, panties, and heels. I would stay in my “normal” clothes until about 2:45 am that way the customers wouldn’t be freaked out by the new “girl” doing overnights. Then I would duck into one of the booths in back, throw on my blouse and skirt, slide my fuck me pumps onto my feet, and then teeter my way back to the counter to start nightly cleaning of the store.
I would teeter around on my heels dusting the displays and sweeping and mopping the floor. If anyone came in I would tell them that I was Candy, owner’s eldest daughter and that I was just covering for a week while the normal clerk was on vacation, not that it happened a lot.
Once the front end of the store had been cleaned I would go back into one of the booths for a little personal time with my clitty. Since I worked at the store not only did I have control of what was available to watch in the booths, but I also didn’t have to feed quarters into the machine, I could just set it to play on a loop. I would always find the nastiest tranny porn the store had, put it in the player, I would then select the option to have it play in all the booths at once (this was a testing function to make sure there were no problems with the feed in any of the booths without having to have multiple films in the machine.) I did this so that the moans of pleasure coming from the “gurls” would echo around the back room making me almost foam at the mouth with lust. I would let the sounds wash over me, fully enveloping me, so I would be transported to a fantasy land where I would take the place of the “gurl” that was on the screen. Through the waves of sound I would become her, so that in my head, it was me taking those yummy cocks into my mouth. It would be my ass getting pounded by a nice long, thick, dick. I would grab my rock hard clitty and start pumping like there was no tomorrow. Soon enough I would spray my load all over the floor to mix in with all the other “deposits” that had been left throughout the day. I would then drop to my knees and then lick up my deposit and any others my questing tongue would come across.
Once my inner slut had been satisfied I would get the mop and bucket and clean out the rest of the stalls. Then usually around 6:30 I would change back into my “normal” clothes before the morning clerk would come in and relieve me.
Now we don’t “allow” sex in the back, but we don’t exactly discourage it either. I mean one of the booths had glory holes in both it’s walls. I had asked the owner about it when I first got hired. He had said that even if they don’t get used, the simple fact that they are there brings in more customers, on the off chance they might get to use it. He then went on to explain that while we don’t allow couples into the booths together, we do let customers use the glory holes as long as they don’t make too much noise. Wanna take a guess as to which booth I always took my “personal” break-in?
With all ten booths playing at once it is quite loud in back, which is probably why I hadn’t heard him enter that night. While I was wildly jerking off in fantasy fuck land, he must have entered the booth next to mine and heard me moaning. Just as I started to spray my load all over the floor I heard him start to clap. “That was amazingly sexy you slut. Watching you play with your sissy clitty got my cock nice and hard. Why don’t you get on your slut knees and help relieve the pressure YOU caused.” and with that, a 8 inch cock slid through the glory hole.
Part of me wanted to bolt out of the booth, but another part of me couldn’t help but stare at the wonderful piece of man meat. I had never seen another man’s dick in person, and I couldn’t help but salivate like one of Pavlov’s dogs while looking at it.
“What are you waiting for you cock tease? Don’t you want this nice hard cock in your sissy mouth? If you don’t hurry the fuck up I’m just gonna kick in the door and rape your slutty ass, get those cocksucking lips on my cock NOW!” he yelled to be heard over the sound of hardcore tranny sex.
I couldn’t help it, the way he was talking to me fully awakened my inner slut. I sank to my knees in front of the glory hole and began to lick his cock like it was the best tasting ice cream cone I had ever had in my life. I ran my tongue all the way from his piss hole to the base of his shaft and back again. As I was swirling my tongue around his beautiful cock head I felt my clitty start to harden again. “Oh my god” I thought “Sucking this stranger’s cock has got my clitty hard enough to spurt again. What is wrong with me? Why does this feel so fucking good?”
While I was still licking the head of his cock I heard him say “Tony was right you are a grade-A slut. That’s right sissy the owner told me about you. Bet you didn’t know that he could tape into the security camera’s from at home. He has known about your little kinky “hobby” for the last couple of weeks. At first, he was pissed, so pissed in fact that he was gonna fire your fucking faggot ass, but then he got to thinking. He figured if he could turn you full on faggot, he might be able to draw in some more late-night customers by locking your ass in this booth and making you service the punters that pay for the booths next to you. That is where I come in. You see I specialize it turning little fags into full on sissy cum sluts. When I’m done with you, you will be the best fucking cock slut on the planet. Now stop teasing me with that velvety tongue and fucking start sucking whore!”
I couldn’t help myself, the more and more he talked the more turned on I got. I was so fucking hot that I didn’t even care anymore, I just had to get off again. I slowly took his head into my mouth. As I worked my way down his shaft and back up again I felt even more blood flow into my clitty. It was so hard now it almost hurt.
I kept working his cock over with my mouth, gradually picking up my pace. “Oh that’s it you fucking faggot. Yeah suck that fucking cock. You love sliding my man meat in between those slutty lips. I bet that you little sissy clitty is hard from servicing a real cock isn’t it slut? Yeah bitch, make me shoot my fucking cum down your throat. You know you want it, don’t you, you little cum dump?” The more he degraded me the faster I bobbed up and down and his dick. Soon I looked like a piston slamming up and down on his rod. “Oh god slut get ready. I’m gonna cum down your fucking throat. You had better swallow it all, HERE IT COMES YOU FAG!”
His cock twitched inside my mouth and hot man juice began to flood my mouth. Spurt after spurt flowed into my mouth and down my throat. With each shot of his cum, my own pleasure increased until I screamed out in orgasm, letting his dick slide out of my mouth and sending his last few spurts all over my face. I slid down the wall and just laid there in a pool of my own cum. That had been the most intense orgasm I had ever had, and I hadn’t even touched myself.
As I laid there trying to recover from that mind bending orgasm, I saw him withdraw his cock from the hole. My mind was still floating in the post orgasm fog when about a minute later the door to my booth opened up and he stared down at me with a needle in his hand. Still panting I meekly tried to sit up and scurry away from him, but I my body was still bogged down in post orgasmic bliss, and I was too uncoordinated. He quickly stepped over me and stuck the needle into the meat of my arm. As he pressed the plunger down, he looked at me and smiled “When you wake up, you will be a completely different person, say goodbye to Rob the closet crossdresser, and say hello to Candy Cumdump.”
When I woke up I was in a large 4-post bed covered by luxurious pink satin sheets. My head was pounding so hard it felt like it had been through a rock tumbler. I opened my eyes and immediately regretted that decision as the bright sun pierced right through my skull and made the pounding much worse. I reflexively slammed my eyelids shut again and tried to curl up into the fetal position, which is when I made my next discovery.
I was tightly bound spread eagle to the posts of the bed with silk ropes! Furthermore the satin sheet appeared to be tucked so into the bed so tightly that I could barely wiggle around, let alone curl up into the tight ball like I had reflexively tried to do. I was bound within a satin prison! The more I tried to struggle against my bonds and the sheets the more the satin caressed my body, which in turn sent blood rushing to my clitty.
I was still struggling against my bonds, when all of a sudden I felt my growing hard-on press into the plastic walls of what I assumed could only be a cock-cage. This really sent me into a panic. However the more I freaked out and tried to escape the more turned on I got from the satin, which just added to my frustration and panic. What a vicious circle I was trapped in.
Eventually the frustration just outright replaced the panic. The combination of my satin prison and my inability to get hard was driving me insane. Soon I didn’t even care about escaping from the satin, I just needed to get off.
After what seemed like hours I finally heard something other than the sounds of my own struggling. I slowly opened my eyes expecting to see my captor looking at me, which was, and wasn’t the case. What I had apparently heard was the monitor directly above my head turning on. Since it was the only other stimulation I had been exposed to besides my satin pleasure prison I couldn’t help but stare at it, and on the screen was the man from the porn shop.
“I hope you have been enjoying my little sissy mind breaking prison. It’s time to step up to the next level of your training.”
I felt something begin to push it’s way into my ass. It kept firmly pressing against my sphincter until it began to slid in. My eyes bulged out as it finally pushed itself all the way into what until moments ago had been my virgin ass. Once it was fully seated inside me I felt it start to pump some sort of liquid into me.
With the liquid came a warm rush of chemicals that spread throughout my body, and suddenly all my physical sensations seemed to get amplified by a hundred. I couldn’t help but wiggle around even more as the feeling of the satin sliding across my body became truly unresistant torture.
“Ah it looks like that enema filled with Mdma is doing it’s job. You see slut I like my trainee’s completely mind broken before I even start their actual training. Between the frustration of not being able to get hard and the amplified body sensations from the Ecstasy it usually doesn’t take long, maybe a week at most before their minds shatter. A week is too long it seems for your former boss though, so I will be speeding up the process by adding in a constant stream of porn on the monitor here. Subliminals have been added to the sound from the porn to further speed up the mind breaking. You probably won’t make it more than 10 hours before your a drooling idiot just begging to be allowed to cum. Just to be on the safe side though I’m gonna leave you in there for the next two days. Have fun and say goodbye to the bright college kid you used to be.”
With that, his image was gone from the screen and in place was hot bitch in latex. She was wearing a black latex catsuit that looked like it had been painted on. Her make up was super trashy with lots of eyeshadow, and big red cocksucking lips. Her tits where so massive they looked like they might cause the catsuit to have a blowout. Completing the outfit was a pair of gorgeous six in fuck-me pumps. She began to dance and caress her body to the background techno beat.
After a few moments, the camera panned backward to reveal two men sitting on a leather couch watching the stunning bimbo rub herself all over. As they came on to the screen she strutted her way over to the couch and sank to her knees.
Using both hands she freed their cocks from their cotton prisons and began to jerk both of the men off. Once she had them nice and hard she began to give them alternating blow jobs. Their cocks were huge! The one on the right guy had to be a good 10 inches. The guy on the left was the smaller of the two at about 8 inches but he clearly had WAY more girth than the guy on the right.
After a few minutes of her sliding down one cock and then the other the man with the fat cock ordered the bitch to stand up and spread her legs. Once she had assumed the position he motioned the other man to go stand behind her. She leaned back into him as he began to maul her huge rack with his powerful hands, and her hands reached behind her back to continue to fondle his cock.
At this point, the other man reached for the crotch zipper in the catsuit and began to unzip it. Instead of revealing a sopping wet pussy, a small little cockette flopped out. It paled in comparison to the pieces of man meat on the guys, but was sexy in it’s own kinda way. He keeps undoing the zipper until it was completely unzipped and her cock and ass were totally exposed.
While the first man keeps manhandling her gorgeous tits, the other took her sweet little cockette into his mouth and began to suck her off. As he did this the satin sheet seemed to tighten down even harder against my body, and then it began to move from side to side on my body. It must have been attached to some sort of motor underneath the bed, because it was now liberally sliding back and forth about a foot and a half across my body all while keeping up what felt like a bone crushing amount of pressure. It was a much more intense sensation than my meek struggles had caused. Combined with the Ecstasy coursing through my system it would have made me cum on the spot, but that infernal cock-cage refused to let me even get hard.
Also when the sheet started to move I started to hear voices whispering in my ears. They kept whispering about wanting to be the “Gurl” in the movie. How nice it would be to have man catching tits like her’s. To have her soft full cocksucking lips, her padded bottom, her amazingly silky hair. It would be amazing to be a beautiful bimbo like her, not having to worry about anything other than attracting more cocks. That makeup is perfect for attracting cocks to suck on. To be free of inhibitions like her. To let men grope and fondle your body like her’s. It must feel amazing to be so obedient. To surrender all thoughts to the pleasure of your body. Letting go and becoming a creature of sexual pleasure.
Between the porn, the moving satin sheet, the drugs and every present voice I really was starting to lose my mind. I kept trying to form coherent thoughts, but every time the all out assualt on my sense knocked them loose. I was starting to experience sensory overload.
Suddenly the man on the screen stopped sucking her coquette and stood up. When he did that the sheet stopped moving. You would think that I would have been happy, but I was already so far gone that I started to cry in frustration.
I yelled out “Please god don’t stop! I need to cum! Just let me fucking cum and I will do whatever you want!” I was so caught up in my desperate need to cum that I didn’t notice what had been happening on the screen.
The man with the fat cock had stood up and grabbed what looked like a padded bar stool with cuffs attached to one set of its legs. He and the other man had bent the beautiful gurl over the stool and locked her hands into the cuffs. They then put a heavy rubber training collar around her neck that forced her to keep her head in such a position that her mouth was easily accessible. In fact, both of her holes were now easily accessible.
Once both men had resumed their respective positions the whispering voices drew my attention back to the screen. The man behind the gurl shoved all of his nice cock into her boipussy, and the man in front pushed his cock into her mouth. At the same time not only did the sheet start its assault but the plugin my ass that I had forgotten about started to pump in and out of my own boipussy.
“OH GOD! YES! FUCK ME! FUCK ME! FUCK ME!” I screamed out. Wave after wave of undeniable pleasure washed through me. My nerve endings were on fire. I felt my mind begin to crack into little pieces from the combined sensations of pleasure and the constant frustration of not being able to cum. So much cum had built up during the last 4 or 5 hours that it was just leaking out of my cock now. I was trapped in that satin prison with no escape, my boipussy was being rammed like there wasn’t going to be a tomorrow, all while being forced to watch this incredibly hot porno flick.
This is when the whispering voices pulled out all the stops. They stopped being generic statements and started to directly address me
“Candy likes to feel sexy. Candy wants to be the gurl on the screen. Candy loves to suck and fuck. Candy is an obedient sissy slut. Candy needs cum every day. Candy lives to please men. Pleasing men gives Candy pleasure. Candy loves making cocks hard. Candy needs cocks to be hard. Without hard cocks, Candy doesn’t get any cum. When Candy is an obedient slut she makes cocks hard. Cocks like a slut who follows commands. Candy wants to be the best slut ever.”
“Candy wants big fake tits. Big fake tits make cocks hard. Without hard cocks, Candy doesn’t get any cum. Candy needs cum every day. Candy loves to suck and fuck. Candy only cares about things that make cocks hard. Clothes, Make Up, and High Heels make cocks hard. Candy only cares about Clothes, Makeup, and High Heels. Clothes, Make Up, and High Heels make Candy feel sexy. Candy loves to feel sexy. Sexy sluts make cocks hard. Candy is a sexy slut. Sexy Sluts obey. Candy is a sexy slut”
On and on it went. Never stopping, just ramming these thoughts into my head. I couldn’t take it anymore. My mind shattered into a million little pieces and Rob disappeared forever. Desperate to fill the void my mind latched onto those voices. Slowly but surely they rebuilt my destroyed sense of self. The more and more they droned on the more and more I could visualize this sexy sissy. I could see her outline, her shape that classic hourglass figure. With each passing moment, she became clearer and clearer. Finally, as all three actors in the porno began to climax, the voices all simultaneously shouted out.
“YOU ARE CANDY CUMDUMP! YOU ARE THE BEST FUCKING SISSY SLUT ON THE PLANET!” and with that final statement echoing around in my skull as I passed out from sheer sensory overload, Candy Cumdump was born.
She was in her mid to late 40’s, always impeccably dressed in business attire and groomed appropriately for someone of her position. She never looked cheap or ruffled, but always carried herself with an air of professionalism and control. She wore minimal makeup, just strong crimson lipstick and matching nail polish, with her hair in a shoulders length business cut.
“good. Now from yesterday I also know that you spend quite a deal of time in this office with a semi-hard or hard cock, that appears to produce quite a deal of precum, and I’m guessing quite a deal of cum when it spurts”
“seven shots. How exciting. Whats the longest time you have masturbated for before you came”
