First femdom experience

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Let me first say that I wasn’t the most popular guy in High School. I was a normal looking guy that dated normal looking girls. I did learn that as the girls grew they became more and more desirable but at the same time I became more and more in awe of them

Goddess is waiting in

I always knew I was somewhat different. Most guys most wanted to fuck the girls. Get a quick orgasm and get out of there. I instead loved the smell of a girl’s vagina. I enjoyed giving pleasure to a girl with my finger or my mouth especially. Most girls at first thought this was “not right” somehow but after I started I usually got them to orgasm. Once I got them to that orgasm it was OK to do that again right or not. Some wanted to save themselves for marriage. That was also OK with me as long as I could bring them to orgasm orally I was fine. Some girls wanted to return the favor by masturbating me or a few with a half-hearted blow job. Most girls were OK but I knew I wanted something more. I was in awe of a great pair of legs connected to a wet vagina or an ass behind a wet vagina. Anyway here is the story of my first experience with an older (wiser)woman and FemDom.

I was in High School and the school was off for a week so I took my old clunker up to visit Marty, a family friend in Mass. I had visited him many times with my parents and he had just started out on his own. He had a small apartment in the old section of town and kept up two jobs to support his lavish (not hardly) lifestyle. When I visited earlier with my parents he had a morning job delivering papers and I used to go with him early in the morning to help out. His main job now was at a metal factory but he had kept his early paper route job. He had been at both jobs since he graduated High School about a year and a half ago and the two jobs were taking its toll.
The first morning I helped as I used to and that night he said would I possibly take the route the rest of the week and he would pay me so he could sleep in for a week. I agreed as I like to get up early in the morning. The first day we delivered the papers together, I really didn’t see anyone as most people were asleep. Marty said to deliver the papers in a certain order such that I finished on High street and I agreed. That first day it took quite a while to get all the papers delivered. The houses on High Street were old wooden three and four-story apartment buildings in a row. The last house on the street was four stories and I was glad to see it because I knew I was done and could get back to Marty’s apartment for a snooze. When I got to the last house on High Street I delivered the papers to the front door porch from the bottom to the top. When I finished at the top apartment the owner met me at the door and said I should deliver the paper to the back door only. As this was the last house I thought OK and walked down the four stories and up the back four stories. As I got to the back door, the resident met me again at the back door. This door was unlike the front door where I could only see the resident’s face but rather a full-screen door where I realized that the resident was a shapely older woman (probably in her 30’s).
She invited me into her kitchen to have a drink by saying “Why don’t you come in for a drink? Marty always does.” I obliged as I was done delivering the papers. She brought me a coke with ice and had me sit at the kitchen table. She was quite beautiful and I felt a stirring in my shorts. She asked me who I was and why I was substituting for Marty. We had a great conversation and little by little I realized she was naked under her fluffy robe. She had the biggest tits I had ever seen and was wearing spike high heels. This further turned me on as I have a “thing” for spike high heels. I had some experience with High School girls and knew what a young girl wanted but she was very sophisticated. I got up to leave and she walked me to the screen door. I somehow felt very comfortable with her. As she walked to the door with me she let the robe fall open and I saw she was wearing a blue push up bra and matching blue thong panties. She seemed to ooze sexuality and every step she made I heard the clicking of her heels. I couldn’t take my eyes off of her and she noticed. At the back door, she asked me how long I was in town and I mumbled an answer as I felt her hand slide down the length of my thigh. She wasted no time sliding her hand between my legs to feel my fully aroused cock. She asked if I liked what I saw and I said yes, very much. She then said softly into my ear “Come back tomorrow with no underpants. I hate underpants.”. She squeezed the tip of my dick, turned and closed the door.

I returned to Marty’s house and caught him just as he was getting ready for his factory job. I asked him about the lady on High street and he said that her name was Naomi and that was part of the reason he kept his paper route. He told me she was a little kinky but he always had fun and I should just take it as it comes.

I couldn’t wait until the next morning. I delivered the papers extra quick and finally got to 101 High Street. As I finished delivering the papers Naomi was waiting for me at the back door in a pushup bra skimpy panties and high heels. She opened the door and asked me into the house and I had to brush up against her as I entered. She led me into the living room as I watched her walk in her skimpy outfit and heels. My dick was hard as a rock and straining at my jeans. Naomi watched me follow her into the living room, walked up slowly to me and gently slid her hand up and down my thigh, teasing me. As soon as I felt her touch, I felt a tingling in my dick and more straining at the jeans. She expertly slid her hand down to my pants button and quickly had my jeans open revealing my rock hard flag pole. She wrapped her long fingers around my rigid cock and led me into her bedroom. Her hands were soft and finished in beautiful long red fingernails. She left me standing in the center of the room as she sat on the bed crossing her long legs. Naomi just sat on the edge of the bed her eyes trained on my erect cock with a devilish smile I will never forget across her lips. She told me to strip and that’s exactly what I did. Her eyes seemed to cut right through me as I dropped each article of clothing to the floor. I felt awkward but somehow comfortable standing there, completely naked, with her eyes focused on me and my aroused cock. I didn’t want to disappoint her so I just stood there totally naked, trying not to look at her face but looking at her fantastic body. “You will do.” Was all she said and she stood up and walked to me. She slid her long index fingernail under my cock pausing at the tip to wipe the precum off my dickhead. She stuck out her tongue seductively and cleaned the precum off her nail. She then slid her fingernail under my chin and said “ You will call me Mistress Naomi and will speak only when spoken to. Don’t move!” She quickly turned and left me naked in the middle of the bedroom. I could hear her in the bathroom, but I didn’t dare move or say a word.

In what seemed like twenty-five minutes but was probably only two she reappeared to find me standing exactly as she left me. Naomi, however, was completely different. She had on a black push up bra and black thigh high stockings held by a black garter belt and were holding a black riding crop. When I saw her I felt my cock shudder again. She commanded me to my knees slapping the riding crop to her thigh. I quickly complied as she sat in a chair at the other end of the room. She seemed so powerful and in control. She curled that index finger to me and I crawled to her. She commanded me to kiss her feet and I quickly responded. As I finished the first foot she spread her legs and commanded: “Eat me!” I quickly moved up her leg to her snatch and started sucking on her clitoris; which most HS girls responded quickly to. She stepped on my erect cock with her foot and said “Slow down Stud. Let’s enjoy the process. You will make me cum only when I want to.” I had never heard a woman speak like that and my cock seems to stiffen even more. I slowly brought her to a series of moaning climaxes. She controlled my movements by putting both hands on my head and a high heel tip under my balls. It was like she was playing a musical instrument she directed me in my movements to give her maximum satisfaction.

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After Mistress Naomi was finally satisfied she got up and moved to the bed. She sat seductively down and again motioned me to her with her riding crop. “Let’s see what you got, Stud. You will only cum when I say so! Do you understand?” I was hard as a rock dripping precum at that point and ready for anything.
She laid back on a large bed pillow and spread her legs over the end of the bed. She again curled her finger for me to come forward. I stood in front of her my dick straining to get in that perfect pussy. Mistress Naomi said, “You have been good so you can fuck me now.” I immediately knew what was expected and started to pump her pussy over and over until she was squealing with delight. I had drained my cock myself last night (masturbated) and before I started the paper route so I could hold out quite long but Mistress Naomi seemed to want more and more. She used her pussy muscles to milk my cock for all it was worth. I finally felt a swelling in my balls and as I was about to let go. Mistress Naomi must have known and grabbed my balls and squeezed until the feeling passed. Although it was quite painful during her squeezing it felt great again when I started pumping again. This continued on for what seemed like hours and I was drenched in sweat. I kept pumping and pumping with Mistress Naomi controlling my dick until she said: “Fill me you young stud”. I pumped her hard after that and within seconds I pumped my cum over and over into her wet vagina. My body jerked back at each stream of cum shooting into her. It was like nothing I experienced before. I had never held back that long before and was surprised to find my erection was reduced but by no means gone. I continued pumping and pumping the sweat dripping off my forehead onto her gorgeous tits. Mistress Naomi just laid back and enjoyed my pumping moaning every so often. Even though I was fully drained I felt I was somehow fulfilling a need Mistress Namoi had. Finally, Mistress Naomi had enough and commanded me to “clean her up”. I pulled out my still erect cock and knelt between her fabulous legs to suck her dry. The salty taste of my own cum mixed with hers turned me on in a kinky type of way. Mistress Naomi drew me up from between her knees and forced me to stand in front of her. All she said was “Stand still!” She took my acing cock into her mouth and sucked me dry. She really knew what she was doing. I quickly felt my balls swell up to unload again. Mistress Naomi grabbed my ass and held me while she sucked every drop down her throat. After the first oral ejaculation, she teased my balls with her nails and sucked me to fullness again. I never had had so much attention given to my cock and it seemed to respond on its own. This time it seemed to take forever to get me to the brink of cumming but Mistress Namoi was patient and worked me over the brink. I know I didn’t cum as much as the first few times but she had an evil smile on her face as I finally went limp. She cuddled me into her breasts and caressed my wet hair. We later took a shower together and fucked one doggy style in the shower before she told me to leave. It was late afternoon when I returned to Marty’s apartment and fell into a deep sleep.

Marty woke me after he returned from his factory job and I told him all the details. Marty said Naomi had called him at work and that they both should be there tonight for a special treat. We ate a big dinner at Denny’s, took showers and we both got dressed for the evening (without underpants) as Naomi instructed. Marty said you should masturbate before you leave because it will help. I was amazed that I still had some cum left but did as I was told.

Marty and I walked to 101 High Street and Marty explained that Naomi was married but had a special relationship with her husband. Most mornings Marty would service her before work but sometimes she would have Marty over in the evening and have her husband watch. This was to be one of those times and Marty told me not to worry. We both climbed the stairs and waited on the back porch for Naomi.

Naomi opened the back door and led both of us into her kitchen. Naomi was dressed in a short tight black miniskirt, shiny red top and silver spike heels with lacing up her calves. This immediately got my dick straining to get out of my jeans. An older man (30s) was standing by the sink doing the dishes in a tee-shirt, shorts and an apron (her husband I thought) She handed us each a cold beer in a frosted mug and took a mixed drink for herself from the counter as the three of us sat at the kitchen table making small talk. Marty took a sip of his beer and then stood up and started kissing Namoi’s neck as she drank her drink. I just watched and sipped my beer trying to get comfortable with my dick straining to get out. Finally, Naomi got up and commanded both of us to open our pants. Marty quickly unbuttoned his jeans and zipped down the zipper. I did the same. She walked over to us and grabbed a rigid cock in each hand and led us to the living room saying “Arnold, clean up the kitchen and then you can watch.” She led through the living room to the second bedroom (obviously Arnold’s). In the room were kinky toys, a table, a pad in the corner (for Arnold to sleep) and a large round red chair/bed. Naomi sat on the chair and commanded us to strip which we both did quickly. She said, “Arnold, get in here and clean up!”. Arnold entered this time without the apron with his head down and quickly picked up our clothes, folded them neatly in two piles and sat on a small stool in the corner of the room. Naomi stood up and removed her top seductively over her head letting her big tits tumble out and settle high on her chest. They were perky, tanned and magnificent. She dropped the red top onto the floor and slowly removed her miniskirt stepping out of the pile on the floor. She was tan from head to foot, no tan lines, except a small triangle on the top of her ass. She kept her heels on and picked up the riding crop. She slapped the crop onto her thigh and commanded Arnold to clean up her clothes. Arnold moved quickly to pick up her clothes folding and putting in a third pile. Arnold’s shorts were so short they looked like women’s hot pants and Arnold’s penis end was sticking out of the bottom of the shorts. Naomi walked seductively to the mirror on the wall and snapped her fingers. Arnold quickly obtained a brush and clip to put her hair up into a bun. Obviously Mistress Naomi was the head of the household. Finally she seemed to remember we were standing there naked and erect. She again grabbed both of our cocks and positioned us to her liking. She said, “Arnold keep quiet and you can watch a set of young studs satisfying your Mistress.” At that she commanded me to sit on the round chair and proceeded to lower her cunt onto my rock hard cock while sucking Marty’s cock into her mouth. I was in ecstasy her tight cunt working my cock like a baker kneads a loaf of bread. As I was really drained earlier in the day and I masturbated before we left so my cock was ready but not willing. Mistress Naomi seemed to know this and worked herself over my rigid rod such that I was a human dildo for her pleasure. I looked over at Arnold and he was watching intently all the action but did not move from his seat. The next thing I heard was Marty saying “Mistress, I have to cum.” Mistress Naomi said “Boys cum at will”. Wherein Marty jerked his head back and unloaded into her mouth. Mistress Naomi removed Marty’s dick from her mouth and let the ropes of cum fly onto her neck and breasts. She left Marty to sit on the bed and started concentrating on me as I finally felt my balls tense for action. Mistress Naomi removed herself from me and squeezed my balls and said: “Stand and cum inside me stud”. Naomi pushed Marty on the bed, bent over the bed and started licking Marty’s dick to fullness presenting me with her magnificent ass and I started humping her doggie style. I slid my cock in and out holding her tiny waist for balance. Soon I felt my balls swell up ready to go. Again Mistress Naomi seem to sense this and moved her ass in reaction to my pumping, milking me to the climax. I felt her tense as I was about to cum and she slid her ass down fully onto my dick. I erupted over and over into her hot cunt. By this time Marty was ready for more and we reversed places. Marty standing doggie style with Mistress Naomi sucking me to hardness again. After Marty unloaded a second time Mistress Naomi positioned herself between both of us and teased my cock while bringing Marty to full hardness again. She then pushed Marty back down on the bed and started to suck his dick. Mistress Namoi stopped for a second, turned and commanded me to “Fuck me up the ass Stud”. I complied as best I could and found her anus lubricated but very tight. I didn’t last very long because I had never done this before and she used her ass muscles to milk my cock. I exploded with another climax deep inside her ass. All the while she was milking Marty’s cock. Namoi just couldn’t get enough. Finally, we were both limp and in Mistress Naomi’s words, “Useless to me.” She called over Arnold who quickly cleaned up the cum on her neck, breasts, vagina, and ass using only his tongue. Mistress Naomi commanded “Arnold, get the boys some more beer”. Arnold quickly finished up his cleanup chores and brought us both a cold beer along with a mixed drink for his Mistress. We sat content on the large chair drinking our drinks trying to regenerate. I was the first to bounce back and Mistress Naomi noticed my inflating cock and said, “Looks like round two”. She quickly put down her drink and sucked my cock fully into her mouth. She was an expert. While giving me that blow job she caressed my balls and ass with her finished nails. This attention to my cock and ass was too much for me and I quickly unloaded again into her hot mouth. She continued giving blow jobs to Marty and me as she used her free hand to massage the other’s dick to fullness. I never thought I could cum this many times and after awhile I felt thirsty again. Marty had more endurance than me and at some point, I had to watch the action along with Arnold. Finally, Mistress Naomi drained both Marty and me so much that we both couldn’t get it up again. Again, she had Arnold clean her up and get us a snack and drinks. I really thought I would never get it up again and Marty later told me that this was one of the best sessions he had ever had with Naomi.

Finally, Naomi decided we were through and commanded Arnold to “bring the boys their clothes” which he did quickly. We both started to dress and Mistress Naomi said: “Do you boys want a chance to watch?”. Marty said “Yes Mistress”.

Naomi snapped the riding crop up and quickly got Arnold naked and strapped to a table by his bed. She put what looked like a handball attached to a strap into Arnold’s mouth and connected a chain by clips from his nipples to his ballsacks. Namoi then used the chain to pull his balls and nipples painfully away from his body. Arnold quickly began to sweat and groan. This torture continued for about 20 minutes and I found myself getting aroused again beneath my jeans. Mistress Naomi observed this and brought me over to where Arnold’s head was turned, unzipped my pants and sucked me to a final dry cum in front of poor Arnold.

Mistress Naomi returned to Arnold and said “You have been a good slave today and you know that your Mistress needs young studs to satisfy her. Not a puny little dick like this.” With that she opened a drawer pulled out a strap on dildo and fucked Arnold up the ass. Arnold erupted all over his stomach just as Mistress Naomi thrust the last of 10 strokes. That was too kinky for me and I zipped up and motioned Marty to leave.

I had the greatest sleep I ever had and the next morning woke up early to get back to delivering papers. I was the personal entertainer of Naomi for the rest of the week. On the last morning I was there Namoi gave me a deep long kiss goodbye. I will always remember that kiss. I sometimes wonder where Mistress Naomi is now. Probably satisfying herself with Arnold watching.

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