The Date [bondage, crossdress]

sexy lady in red

We had exchanged emails from time to time and respected each other’s
privacy and commitments. He enjoyed my writing and that was how the
contact had started. I had shared thoughts and ideas with him and he did
the same with me, both of us enjoying the thrill and excitement at
suggestion and counter-response. I am not sure if many of the thoughts
and ideas were mine or his, but there is no doubt he was able to wind me
up to an aroused state with his comments.


From time to time he would suggest that we meet up, but for various
reasons, mostly due to those commitments it didn’t happen, not then at
least.

I hadn’t heard from him for a month or so when quite suddenly I received
an email from him. It seemed a chatty, friendly, catch up sort of email.
He wrote about how depressing winter had been and then about his car
being repaired, before going on to talk about the start of a sunny spell
with the long awaited advent of Spring. It was the sort of email a best
friend might write and then he went on to suggest again about meeting
up. He wrote that he had researched a place he wanted to go to not far
from my home and invited me out for a quiet walk and some lunch.

For once I had no commitments, it was such an innocuous email and
perhaps I was just in the right frame of mind, though later a little
nervous and I agreed to go.

In a way, somewhere in the back of my mind I thought that It was like
being invited out on a date, a date with another man, something I had
never done before nor contemplated doing either.

I replied to him perhaps a little too quickly, nervously agreeing to his
kind invitation and the day of our date was set. I sent him yet another
email then, unaware of the subliminal messages I might have been giving,
but in my mind to finalise the exact place and time. I had suggested
somewhere public and mutually unknown, but he would have nothing of it
and insisted on picking me up at my house! I was quite nervous about
this prospect, but He was very persuasive and in the end I foolishly
agreed. I gave him my address in a crazy moment of submissive arousal.

That night I thought about the meeting, in my mind thinking over the
quiet walk he had referred to and it suddenly occurred to me that he
might be a seasoned rambler, the planned walk perhaps challenging. The
more I thought about it, the more I thought that I’d better check with
him if I needed to wear trainers or walking shoes.

Idiotically, I have no idea why I phrased it like that, I am such a
silly fool sometimes, I innocently asked him if he wanted me to wear
anything specific.

His response was slow, but obviously well considered and very specific.

He asked me if I had any pale coloured short shorts. I had, I had worn
them sometimes on holidays abroad and I told him so, briefly describing
them from memory. Then he asked me if I had a white sleeveless tee
shirt. The forecast had said it would be warm and not knowing exactly
where the conversation was going I again said that I had.

That was when he sent the email that turned my head into a spin.

“I will pick you up at 10.30, you will wear your pretty pair of
knickers.”

He was specific about that word and I knew what he meant from our
previous conversations, as I had told him how I had a pair of pink satin
knickers with elasticated legs that really excited me when I wore them.
He went on to say.

“You will wear your matching camisole top, your white sleeveless tee
shirt and your short shorts. The only other thing you will wear is a
pair of open toed sandals on your feet.”

The email sent a wave of nervous, humiliation and yet submissive
excitement through me as I read it. My white sleeveless tee shirt has
fairly thin straps over the shoulders, following the trend of vest tops
and usually worn on sunny summer holidays. Hence it was loose and fairly
open around my shaved armpits. The camisole that matched my knickers was
of the same deep pink colour , again in a shiny satin material. The
straps were thin spaghetti straps and there was a lace edge around the
hem and the bust. Wearing it beneath the tee shirt would reveal it quite
obviously and that very thought was turning me into an embarrassing
quivering mess.

But, that wasn’t all however, I had describe the knickers to him in
intimate detail during our teasing exchanges all that time ago and he
knew that the elasticated legs gripping my thighs could be visible or
almost visible below the legs of those short shorts.

The thought of my appearance humiliated me intensely and I really didn’t
know if I could go through with it. He had never really appeared to be
so assertive in our email exchanges before, he had purely been teasing
me in his conversations. I know that I had admitted to him that I was
very submissive and hated confrontations, which was the truth, but he
had never really appeared to be a dominant man before. Surely he
wouldn’t humiliate me in public and this was just a tease too. He was
just teasing me for now and when it came to the time he would expect me
dress as normal when we met.

The days went by, the date drawing ever closer and my nervous
humiliation ever growing as I continually thought about it. Each day I
hoped and hoped he would send me an email telling me he was teasing me,
but no email came.

In the end, the suspense grew to such a level that the day before we
were due to meet, I eventually emailed him.

I carefully wrote the email saying how much I was looking forward to
seeing him tomorrow and how glad I was that the weather seemed to be set
hot. Then I carefully broached the subject about what he had told me to
wear for him.

His reply was immediate and assertive to the point of aggression.

“I told you what you are wearing Richie, it is non negotiable. I don’t
expect any simpering requests for me to change my mind. Both you and I
know that the very thought is exciting you beyond anything you have felt
before, so stop your pitiable excuses and accept it. I hope that your
legs are still smoothly shaved as you had told me before, if they are
not, then make sure that they are and as a punishment for questioning
me, you will now shave your arms smoothly also.

I will expect to see you exactly as I have directed you when I call to
pick you up tomorrow at 10.30.”

I was shaking as I read it and he was right, I was totally aroused by
the thought, to the point that I masturbated on and off all that
evening, though never allowing myself to climax in the fear that he
would admonish me if I did.

The next morning, after a night of broken sleep, I washed and shaved all
over my body, my legs and my arms too, before applying a smoothing
lubricating body lotion all over myself. My body felt soft and slippy,
sending weird sensations though me as I touched my skin. I was foolishly
early, what the hell was I doing, not only going on a date with another
man, but doing this to myself for him, yet I couldn’t stop myself
carrying on.

I was all of a quiver and found myself beginning to dress at only 9.30.

The knickers and camisole felt madly sexy as they always did when I wore
them in the privacy of my bedroom and my heart was throbbing wildly as I
struggled to quell my tingling penis.

I searched for and found the shorts I had told him I would wear and had
described to him for his agreement. Now I looked at them, my memory had
deluded me, they were indeed short, very short, made from a pink, peach
and blue floral material.

For a minute I thought I would reject them, but then I thought, he would
know what they looked like from my description. I stepped into them and
pulled them up my legs, they were tighter than I remembered, either my
bum was a bit bigger or they had shrunk. I wriggled them up over my
satin knickers and they caressed my bum tightly. I carried on wriggling
them up to my waist and I looked at myself in the mirror.

I felt an immediate burn of complete embarrassment going through me as I
saw myself. The knicker legs were indeed revealed about an inch below
the legs of my shorts, there was no way I could go out in them like
that, I looked like a gay pansy.

I wriggled my shorts down a little, pulling at the legs as I did so,
until the waistband came to rest at my hips and the legs just covered
my knickers. I looked in the mirror again, my shorts didn’t look right,
they weren’t hipsters, but at least they were just about hiding my
insane knickers.

With a pounding heart and a tingling penis, held down now by my tight
shorts, I picked up the white tee top and pulled it on over my head,
then looked in the mirror once more.

It was blatantly obvious and there was no way of hiding it this time,
the pink camisole was clearly visible. The straps were openly showing on
my shoulders, the overall pink color showing through the white of my
tee top and again all I could think of was, pansy.

By the time I put my sandals on I was an embarrassing mess, in the mirror
I looked half-naked, a vulnerable and simpering sissy, yet my crazy
penis was tingling madly. How could I possibly meet another man dressed
like this, let alone go out in public with him? It was then I had my
greatest feeling of remorse, I couldn’t go through with it, I just
couldn’t, yet a glance at the clock told me he would be knocking at the
door in about five minutes time!

What would I do? What could I do? My mind cleared a little for a second,
an idea formed, I would try and brazen it out, remain nonchalant, act it
out like an actor would play a part.

The time was ticking on quickly now and I suddenly realized I didn’t
have my wallet or my house keys. It took my mind off things whilst I
found them, only to realize I had nowhere to put them, no pocket to put
them in. I remembered my holiday bumbag then and ran upstairs to find
it. It was gone 10.30, hurriedly I found it and put my wallet and keys
in it then I clipped it around my waist. The doorbell rang as I did so,
making my heartbeat soar and with my heart in my throat and trembling
all over. I hesitantly went back down to the hallway where I stopped and
briefly steadied myself before finally, nervously, opening the front
door.

He was standing there, quite tall, mature, greying hair, wearing chinos
and an open neck shirt. I stupidly just said, “Hello,” my voice a little
too high and squeaky. He looked me up and down for a second then pointed
at my bumbag.

“What’s that Richie?”

It was the first time that I had heard his voice, it was well educated,
almost sophisticated, but his tone was extremely assertive. I blushed.

“It, it’s my bumbag.” I was blushing, nervous and taken aback, my voice
a mumble.

“I didn’t tell you to wear it, so loose it.” He didn’t make a move from
outside the door.

Nervously I undid the clip. “It, it’s got my wallet and my keys in it.”
I attempted to explain.

“You don’t need your wallet and you can give me your keys to look after
for you, now lose it.” He held out his hand for my keys which I
reluctantly gave to him before placing the bumbag on the hall stand.

“And pull your shorts up Richie, they look stupid half way down your
backside like that.”

His tone was dominant and dictatorial, as if he was talking to a child.
I blushed a beetroot red, my body quivering in embarrassment and he knew
it too. With trembling fingers in a horrible humiliating reluctance I
wriggled my shorts back up to my waist where they clung tightly to my
bottom and so revealed the elasticated legs of the awful, awful madly
sexy knickers that I was wearing. This time I didn’t have to look in a
mirror to know instantly how it made me look.

“That’s better Richie, you look pretty when you blush.” His smile was
more like a leer. “Come on then darling lets go.” And he held his hand
out to me.

I looked at it nervously, then stupidly unable to think straight I took
it. His fingers closed around mine, his grip powerfully enclosing my
hand, he had no intention of letting me pull back inside the door to
hide. He was taking me out in public looking like a sissy whether I
liked it or not. He gave me a strong tug and I was suddenly there beside
him, looking up at him, standing in the sun for all to see. He closed my
front door then with his free hand, my heart leaping as I heard the
latch drop locking it. His car was parked in the street outside my drive
and he pulled me along by the hand, down the drive to it. My face was on
fire the whole time and my head down looking at my feet , terrified at
being seen or meeting a neighbour. He unlocked the car doors with his
remote and then opened the passenger door for me. The inside beckoned,
privacy, a place to hide. I quickly bent to get in, the sudden smack on
my bum making me jump and almost leap inside, sitting with a stinging
feeling in my posterior.

His laugh was an almost gleeful chortle and suddenly he was sitting
beside me.

“Do your seatbelt up Richie, we don’t want to get stopped by the police
now do we?” His smirk reflected his teasing comment, he fully knew what
his every carefully chosen word was doing to me.

I don’t remember much of the drive, I couldn’t concentrate, my insides
were like jelly and I’ve never felt so scared or submissive in all my
life. Yet my penis was tingling madly in my satin knickers and tight
shorts. I had no idea where the remote woodland car park was, I had
never been there before and how he knew about it was a mystery. He
pulled to a halt under a canopy of trees and stopped the engine, then he
reached into the glove compartment and pulled out a clear plastic bag.
He removed from it a bottle of deep pink nail varnish and a similar
bottle of nail gloss.

“Take off your sandals Richie, then you are going to paint your toe
nails and your finger nails. Take your time Richie, don’t smudge them or
I’ll make you do them again. Two coats of colour then one of gloss on
top.”

I looked t him aghast. “I, I, can’t,” I began.

He interrupted me. “You will do as I tell youRichie, or I’ll drive away
and leave you here, do you understand?”

He was matter of fact, holding all the cards and totally authoritative.
It seemed I had no alternative, I wasn’t sure where we were, I was
dressed like that and he had my house keys. The prospect of walking home
was out of the question. My whole body was trembling now, I felt
trapped, yet the burning humiliation he was building inside me was
fuelling an insane tingling arousal deep within me too. How could I
possibly be so nervous and humiliated yet so aroused too, it was all too
confusing. He spent some time rummaging around in the boot of his car
whilst I went through the process of trying to paint my nails to his
satisfaction with trembling fingers. It seemed to take forever and his
final inspection only added to my humiliation.

“Good, that’s how I expect to see them every time you go out with me, do
you understand?” I nervously nodded, not trusting myself to speak.

“Now put your sandals back on.” Quivering I did as I was told and he
watched me intently as I did so. When I’d finished he nodded then took a
slim tube from his pocket.

“This is lip gloss, now look in the visor mirror and paint your lips.”
He spoke as he handed me the tube and again, knowing I was beaten, I had
no alternative I did as I was told with a feeling of sheer embarrassment
as I looked in the mirror, painting the deep pink sticky gloss on my
lips as he watched me, fully aware of the shame and humiliation I was
feeling.

“Good, that’s more like it, now we can have our walk.” He gesticulated
for me to get out of the car.

I looked around nervously, there was no site or sound of anybody and
reluctantly I got out inevitably tugging down on the hem of my shorts as
I did so.

He stood there with his arms folded looking at me then spoke again.

“Hmm, OK, I can see that you aren’t used to wearing your shorts like
that are you? So this time, I will give you a choice. I have a skirt in
the boot of my car. Do you want to continue in those shorts or put on
the skirt?”

I looked at him nervously, he was right I felt totally uncomfortable in
my shorts, my knickers showing beneath them as they were, I know I
looked like a big pansy wearing them, but a skirt! I wasn’t sure,
perhaps it would be less gay and would hide my knickers, but a skirt!

“Quick about it Richie, we haven’t all day, now choose.” He was quite
aggressive now.

“C can I try the skirt?” My voice was small, nervous even.

“No Richie, make a choice and that’s what you will wear, now quick about
it, or shall I just drive off and leave you here?”

I was quivering, that mixture of nerves, humiliation and crazy arousal
“I’ll wear the skirt,” I mumbled.

“Good boy, now take your shorts off and give them to me.” He was
sounding more and more like a schoolmaster.

I wriggled my shorts down and reluctantly handed them to him, standing
there in the open in those pink satin knickers, my face burning in total
humiliation. He took them from me and went to the boot of the car,
opening it he put them inside and took out some grey material before
closing it again. I couldn’t detect anything about the skirt except the
colour until he handed it to me.

“There, now put it on.”

It was then I realised it was a schoolgirl skirt, grey, flared and
pleated and horribly short. The waist button was undone and the zip
down, I nervously stepped into it and pulled it up my legs, over my bum
to fasten it at my waist. If anything it was worse than my shorts. The
length barely covered my knicker legs but because of the flared
lightness of the material, I could hardly feel that I was wearing it and
my every movement made it flick and dance showing glimpses of what I
wore beneath it. It made me feel naked and vulnerable, there was no way
I could go on a country walk with him wearing it.

“Umm, c Can I have my shorts back,” I began.

“No,” he almost shouted, “you chose Richie, now, one more argument from
you and I promise I will leave you here, do you understand me?”

“Yss,” I mumbled nodding.

“And while we are at it, from now on you will call me sir, got that?”

I nodded a half nod, “Yss…..sr,” I said quietly.

“Good.” He opened the back door of the car and took out a jotter and a
pencil and turning gave them to me. “We will be looking for birds today,
I want you to make a list of all the birds we see, then your homework
will be to write about them.”

I took the jotter and pencil from him, they were the sort of things a
young schoolchild would use, the jotter lined in wide lines, the pencil
a thick soft 4b pencil, a type that would be used when learning to
write. I felt confused and began to feel more and more that he was
treating me as a schoolchild or simple minded person, rather than a male
friend.

In seconds he was off walking, heading along a path.

“Come along, keep up.”

I almost ran after him, he was unnerving me but I didn’t want to be left
there in the carpark alone.

He was walking quickly his long legs striding, I am only short and I
found myself trotting along behind him. He suddenly stopped and pointed
into the thicket.

“Look,” he said, “that is a Robin, you can see he has a lovely red
breast, now write down Robin, that’s R O B I N.”

I thought he was joking for a minute but one look at his face made me
realise he was being perfectly serious and it suddenly dawned on me that
he wanted me to play along with his game. So I obediently did as he told
me. I took the soft pencil, incidentally it was quite difficult to write
with and I ended up having to write the word Robin in large capital
letters for it to be legible. That was how we carried on, stopping
randomly and him pointing out a common bird and demeaning me by spelling
its name out to me so that I could then struggle to write it down.

Luckily we didn’t meet anyone, that is until we came to a lake. He was
busy pointing out a duck and spelling out D U C K, when a man appeared
out of nowhere followed by a large black dog. I cringed trying to hide
behind Graham, vainly hoping the man wouldn’t notice me! Haha, fat
chance. He came right up to us, all eyes looking at me, making me feel
so embarrassed, so humiliated. I wished a hole in the ground would open
and swallow me up right then. Not only that, I am afraid of dogs, but
dogs always seem to sense my fear, this one headed straight for me and
even though I nervously tried to push him away, he did what all dogs do.
Put their noses into your crutch. Of course in this case, he went
straight under my skirt, his nose lifting it revealing my knickers, his
wet nose right up between my legs. The man was smiling widely and
entered into a deep conversation with Graham as I carried on struggling
to push the dog away and escape from it, but only succeeding in making
it growl.

“I think she’s enjoyin playing with the dog,” I heard the man say.

Graham was nodding and smiling. “Go and play with the doggie a bit love
while I talk to this gentleman.”

I couldn’t believe what he was saying, here I was dying of humiliation,
obviously scared of the dog and not wanting its attention and he was
telling me to play with it.

“Rub his tummy darlin, he likes it when you do that, don’t worry about
him growling, it’s just he doesn’t want you to stop that’s all, likes
havin his own way does Rocky.” The man smiled widely, almost a leer in
his eyes as he spoke, then he turned back to continue his conversation
with Graham.

Meanwhile the dog was trying to jump up at me and he was a big dog, his
front feet would be on my chest. I struggled to push him down, trying to
turn away from him, then I tried the rubbing his tummy thing, that his
master had said. Curiously the dog seemed to calm down and stood there,
letting me rub his tummy. I looked across at the two of them in deep
conversation, just wishing the man would go so that we could finish this
humiliating walk and get back to the car. I don’t know exactly what
happened, or how it happened, I was so busy watching them when my hand
seemed to touch something hot and wet. I glanced down curiously only to
see to my disgust that the dog had developed a huge erection and that I
had just been rubbing it. I pulled my hand away hurriedly, glancing up
as I did so, only to see that both men were watching me intently.

“I agree I think she’d love to play with the dog, perhaps we can meet up
again so she can have some fun?” Graham’s voice carried across to me.

The man was smiling evilly, well it looked evilly, then he spoke
something quietly to Graham before calling the dog to him and walking
off leaving us alone.

“What was that about?” I said in a whisper.

Graham paused and looked at me, he looked cross.

“Little sissies should be seen and not heard, learn your lesson Richie,
you do not question me and you do not speak unless it is to answer
something I have asked you, do you understand, or shall I put you over
my knee here and now?”

His words shocked me, took me aback, but I could feel the old submissive
yearning growing inside me and I couldn’t control it.

“Ys Sr, I’m sorry Sr,” I mumbled quietly.

“Good, now, where was I? Ah yes, these duckies are Mallards.” And he
spelled the name out again, making me scrawl it out in my jotter.

“For your special homework this week, I want you to find out all about
the sex life of the Mallard and write an essay about it. Do you
understand?”

I nodded. “Ys Sr,” in my little voice. So he was continuing to treat me
as a schoolchild, it was so weird, but if it made him happy I decided
that I’d play along with him.

We did meet a couple more people on our walk, both were men and both
looked at me curiously, going away with smirks on their faces. I burned
in humiliation each time and got to the point that my senses were hugely
heightened as I walked behind him, listening and looking at every little
sound. I had never thought that a woodland walk would be so stressful.

We finally got back to the car, it was almost 1.00 pm. He patted my bum,
making me jump once again as I bent to get in and when I sat in the seat
I nervously tugged the hem of my skirt down to try and cover my
knickers.

He chuckled,

“Did you enjoy your walk Richie?”

I nodded. “Ys Sr,” I said quietly.

“Good and from now on I’m going to call you by your chosen name, Leanne.
Well Leanne, I’m hungry after all this fresh air, I promised you lunch
and we are going to a nice little pub which isn’t far from here.” And he
started the car.

My insides jumped at his words, the car starting enforcing the fear, he
couldn’t, surely he wouldn’t take me to a pub, not dressed like this, oh
my god I thought I was going to die.

We pulled into the pub carpark in about ten minutes, there were two or
three cars in there. He stopped by a steps which led up to the beer
garden and got out of the car. I had shrunk down in my seat and when he
opened the door,maws about to refuse to get out. He looked at me then
bent down speaking softly but assertively at me, he was calm but I could
sense the ferocity in his voice.

“Stop behaving like a baby Leanne, you are getting out of the car
whether you like it or not, even if I have to drag you out and if I have
to do that. Then I will put you over my knee right here and spank you
and then I’ll leave you here to find your own way home. Don’t think that
I am teasing, now do you understand?”

I looked at him, trying to persuade him, but I could see the steely look
in his eyes, the set of his chin and I knew he had me over a barrel, I
had to go along with him. I would have to brazen it out and ignore the
obvious humiliating looks I would get. Reluctantly I undid my seatbelt,
swung my legs out and got out of the car. He closed the door locking it
behind me, then taking my hand led me up the steps to the beer garden.
Luckily there was only one person there, he sat at a bench near the
building, he was an old man drinking a pint and smoking. Graham led me
to a table towards the far end of the garden and the man watched us as
we went.

“Be a good girl and sit here while I order our lunch.” He was smiling,
in his element even, knowing what he was doing to me. My cheeks were
bright red anyway, as they had been all morning and I sat there
nervously, trying my best to be inconspicuous shrunk down in my seat.

He seemed to take forever to come back and I noticed that half his pint
was drunk by the time he returned to me. On his tray beside it was a
small child’s box carton of drink. It had funny animals printed on the
sides and a straw sticking out of the top.

“There you are love, now don’t spill it down your front.” He passed the
child’s drink to me.

I had an overload of humiliation already, I didn’t think I could cope
with anymore, but I struggled on unable to look around me. Then when I
thought that it couldn’t get any worse, I noticed a lady heading up the
path towards us carrying a tray. She placed it down on the table between
us, I couldn’t even look at her, I had no idea what she looked like, I
was focussed on the floor.

“One special and one child’s meal, love, does the little one want
ketchup?”

“Oh yes please, she loves ketchup on her chips, don’t you Leanne?” He
was doing it just to shame me more.

I nodded.

“Tell the nice lady then Leanne, where are your manners.”

I swallowed, the humiliation eating into my very soul. “Yes please,” I
mumbled my voice squeaky with emotion.

“Ahh, there, of course sweety.” She was back in seconds with a bottle of
ketchup and then disappeared to leave us to it. I looked down at my
plate, there was one sausage, some baked beans and a portion of alphabet
shaped potato fries, he was tucking in to a meat pie, mashed potato and
peas. My stomach gurgled as I looked at his food.

“Come along Leanne, be a good girl and eat up,” he spoke with his mouth
full.

So we are still playing the schoolgirl game, I thought to myself, so
let’s play along and get this day over with. I tucked into my child’s
meal and pretended that I liked it.

It was gone two o’clock when we left the pub, he had had another pint of
beer and I had been given some sort of fruit drink that he poured out of
a little flask he produced from his pocket and “for being good”, a lolly
pop to suck, which he watched me doing intently, his eyes glistening as
he did so.

Now at last we were going back home and this time he drove up onto the
drive. I felt a bit heady and got out of the car quickly heading for the
front door, he took his time, making a thing of looking for the keys.

“Have you got a spare set of keys Leanne?” he said as he looked for them
in his pocket.

“Yes inside, I have.” Then I thought I’d better keep the sir bit up.
“Sir. But I haven’t a spare set outside.”

“Good.” He produced the keys and dangled them in front of me. “I’ll keep
these then, it’ll make it so much easier won’t it?”

He said it challenging me, knowing his words were making me quiver in
nervous apprehension. As he came over beside me at the door and before I
knew it he was suddenly kissing me. Kissing me there on my doorstep,
with me dressed like that, kissing another man, in public on my own
doorstep.

“Relax darling,” He could see I wasn’t happy, I was tense, confused and
very nervous. “Now open those pretty pink lips and kiss me properly,” He
paused then continued softly “That is if you want me to let you in!”

The threat was still there, he was telling me that I still had to do
what he said, that he was still in control and I still had no
alternative.

This was such a big leap from the fantasies, my stories and the closet
cross dressing, I was trembling nervously, but taking a breath, telling
myself it was nearly over, I’d soon be inside, I finally did what he
said.

His lips mashed over mine then, his kiss powerful, all possessing, his
tongue opening my lips and entering my mouth and In a crazy
inexplainable way he suddenly had me weak and almost swooning in his
arms.

I could hardly stand when he broke the kiss and then the front door was
open and we were standing in my hallway kissing again, I’d lost track of
time and lost control of myself, suddenly living in my own fantasy dream
world.

How he got me up to my bedroom I’m not really sure, but his hands were
all over my body as we kissed again. I was whimpering, trembling,
afraid yet weirdly aroused too as he quickly stripped me naked and I
foolishly let him in meek compliance. It was as if I was drunk or
drugged or something and before I knew it I was naked lying on my back
on the bed. He was still wearing his boxer shorts and was on top of me
crushing me as he kissed me at all my erogenous zones, my body
quivering and twitching beneath him. He worked me up into an enormous
state of arousal, I wasn’t sure which bit of me was more aroused, then
suddenly he stopped , sitting astride me.

“You know Leanne, your stories really excited me, I’ve thought of them
all the time, dreamed about them and now I want to live them too.”

He climbed off the bed, leaving the room for a minute and I just lay
there in a foolish stupor, almost as if I was drunk, unable to move,
think straight or understand what he had just said. He returned
momentarily with a large bag which he dropped on the floor, rummaging in
it. He turned to me then, his eyes gleaming madly, in his hands were a
pair of black leather buckled handcuffs. I gasped, shocked, He could see
the fear flit across my face and he was on me, over me in an instant,
before I could even move a muscle. I fought him, that is I tried to
fight him, but he had all the advantages and my left wrist was cuffed in
seconds, rolling me over onto my tummy as I tried to kick out with my
legs, but he just sat on my bum as he pulled my right wrist behind me,
cuffing it to the other all too easily. He stroked my bum then as I
squeaked into the pillow.

“There baby, that wasn’t so bad was it?” His voice was full of
excitement

He climbed off me, to one side on the bed and rolled me back onto my
back, my hands under me. His kisses this time were rougher, little bites
to my neck, my chest and nipples which he sucked hard and I was
incapable of stopping him, I was at his mercy. Between my gasps and
moans I tried begging him, pleading for him to release me, to stop it.
At first that only seemed to excite him more, then as if he had just
thought of something, he leaned off the bed to the bag again. The ball
gag he produced, sent me into waves of fearful horror and my pleadings
multiplied immensely, but he was smiling, his excitement increasing by
the minute.

“It won’t hurt baby, you know your going to love it, now open those
sweet little pink,lips for me again.”

I wriggled and twisted, my lips clamped tightly together, but he only
seemed to relish the wrestling match, enjoying himself, wearing me down
until I was completely exhausted, then squeezing my cheeks my lips
popped apart for him and suddenly the ball gag was in my mouth, between
my teeth, holding down my tongue. He was almost humming to himself as he
buckled the strap behind my head, pulling it tight, filling my mouth.

He looked down at me then in delight. “There I told you it wouldn’t hurt
baby, it makes you look so sexy and now I can kiss you again can’t I?”

I gurgled unable to speak, but he was over me his lips kissing mine
around the ball gag, his tongue licking me and I could feel his hardness
against my tummy through his boxer shorts.

It seemed to be going on forever, time was standing still. He was taking
his time enjoying each second, teasing my body, arousing me, feeling me,
masturbating me to a near climax, then leaving me as I moaned and
squirmed for him. He had me so that my penis was fully erect and
throbbing, precum beginning to dribble, but his hand snaked into his bag
once again. The spray from the spray can took me by surprise, it stung,
I squeaked and tried to curl up to avoid it, but he kept spraying until
the ice cold started to have its effect. He just sat there then,
watching as I quivered and whimpered , my penis and scrotum, my little
balls, shrinking by the second in their icy shroud. My bits were numb
now, numb with the cold, shrunken and numb. It was then I noticed his
gleeful expression and glancing down saw in his hands the chastity
device. I tried to scream to beg to plead him not to, but He all too
easily pulled my legs apart and was swiftly fitting the device around my
shrunken genitals and I couldn’t seem to do anything about it.

“You’re going to love this baby, we are going to have so much fun with
this.”

You could see the arousal in his eyes, he was so excited as He clipped
the little padlock shut imprisoning me before carefully hanging the key
on its chain around his neck for me to see.

I had written about this so many times and now it was happening to me
and now I couldn’t seem to quell my own quivering stupid nervous
arousal, as he did it.

He played with me and teased me again then, the numbness going from my
genitals the awareness of restricted erection painful yet highly erotic.
Soon He had me squirming and moaning again, playing me like an
instrument. But his bag of tricks still had its secrets to give up and
as he tired from his teasing he went once again to that evil bag. The
black dildo he produced and grinning, showed me, had a tube an a pump
attached and even in my wrecked emotional state, I realised that it was
an inflatable one. Once again I begged him with my gurgles and groans,
not to do it, to stop, stop, please no more, no more, I can’t take any
more. The ease which he rolled me onto my tummy was almost too shocking,
but his fingers, touching, feeling, lubricating both scared and excited
me. The first touch of the dildo made me jerk in my bonds, he giggled
and did it again and again until it began to slip into me. The pain was
as I expected, I had used a dildo on myself before, but he was careful,
getting me used to it until he fully slid it into me and I moaned at the
erotic invasion. Somehow I was aware that he was naked now, his cock
stiff and bobbing, he kissed the cheek of my bum, his kiss turning into
a love bite and I whimpered until I heard the pump and felt the fullness
inside of me. He went on like that for ages and ages, kissing me, giving
me love bites, sucking my nipples and each time he would give another
little pump, combining the pain of the fullness and pressure with the
arousal of his teasing.

“Baby, I can’t wait any longer, I’m going to fuck you now, turn you into
a proper little cock slut.” His voice was charged, his cock dribbling.

I whimpered, I’d never had sex with a man before, fantasy was one thing,
this toy play was one thing but for him to actually fuck me was another
thing altogether. I heard the hiss of air from the pump, the pressure
inside me diminishing and I was grateful for that, but I was terrified
of the prospect of what he was about to do. The dildo slipped out from
me easily, too easily, he really had prepared me. Then I felt him behind
me, we were on our sides, I could feel his heat, his stiffness. He
slipped between my cheeks easily finding my still gaping rosebud and
then with a brief sensation of pain he was inside me, in and in and in,
until my bottom met his hips. His hands slid around me then and gripped
my hips and He began fucking me. He started slowly at first, grunting as
he thrust, listening to my whimpers which he gradually converted to
moans as I succumbed to the sensations and eroticism.Then his pace
slowly increased, he was hot, getting closer and closer to cumming.

“You fucking little slut, you’re mine now, I own you, I’m going to breed
you, fill you.”

He was panting, thrusting harder and harder and I could hear a moaning
sound, a soft feminine moaning, then I realised it was me.

“I’m going to make you into a prostitute you little slut, earn me some
money, fuck I’m going to have fun with you.”

His cock was suddenly rock hard and he almost bellowed as I felt him cum
inside me, the sensation driving my own flaccid climax over the top too
as I felt a wetness dribbling from me. I could feel everything, every
sensation, every movement as if I was super sensitive. I felt him
subside, his breathing ease, his cock shrink and slip from me. He moved
a second wriggled about a little and to my shock I felt the invading
dildo once again, I whimpered, wriggling to try to avoid it, but in my
exhaustion it was futile, he persisted and with a few pumps of the pump
he embed it within me. He seemed to relax then and lay down quietly
behind me.

We must have lain there like that for an hour or so, I eventually slept
the sleep of complete mental and physical exhaustion, the discomfort of
the bondage and the awareness of the dildo gradually fading as I relaxed
and closed my eyes. I was awoken by his movement, he had got out of bed
and I heard him opening the bathroom door, but He was back in front of
me in seconds.

“You’ve got a wet room.” He was smiling. “Come on slut, wake up your
sleepy head, it’s shower time!”

He pulled me blinking, out of bed to my feet, tottering in my bondage as
he guided me out and into the bathroom, pulling me behind the screen.

“Now kneel down slut.” His hands were pushing down on my shoulders.

I had little alternative, was he going to shower me there on my knees,
perhaps he needed to have a feeling of power over me even there in the
shower. Awkwardly I slipped onto my knees and looked up at him, my eyes
pleading for him to release me. He was smiling evilly, his face full of
excitement again and I noticed his cock was half erect. He reached
behind my head and I felt him unbuckling the strap for the ball
gag,thank god, I thought, thank god he’s going to finish all this. He
undid the gag and pulled it from my aching jaws and I groaned as I moved
them again.

“You liked wearing that didn’t you baby, it made you look so sexy, don’t
worry, I promise you can wear it again, but now your going to love this
too.”

He stood back a little and gripped his cock, pointing it at me and I
suddenly realised what he meant by shower. My eyes opened wide in horror
and my mouth opened as I began to plead with him not to, then it hit me.
The hot jet hit my face, I closed my eyes and my mouth instantly and I
could hear him giggling, slowly he peed over my chest, then down over my
chastity enclosed penis, laughing as he soaked me with his urine,
debasing me completely until I was sitting there on my haunches the
dildo still embedded in me, dripping, sobbing.

Gradually his stream stopped, but then I felt his hot head against me,
touching my lips.

“Time for suckies baby.”

His voice was buzzing in his excitement, his cock head rubbing back and
fore across my lips.

“Open wide baby.”

He pinched my nose between his finger and thumb making me gasp and his
mushroom head was between my lips pushing into my mouth. I gagged and
half chocked, but he took his time, until he had me sucking more by
reflex and reaction than want. He began pushing his cock deeper and
deeper into my mouth, his hands behind my head preventing escape. Soon
he was panting, telling me to suck him, telling me to suck, calling me
all sorts of names and then.

“Ohhhhh you little slut, swallow it, swallow it you cunt.”

He embedded his cock right into my throat, his ejaculations straight
down into my stomach, I couldn’t breath, snorting for breath through my
nose as he filled me there.

When he’d finished I just sat there feeling used and abused, he undid
the cuffs then, helped me to stand and showered with me. This time it
was under hot soapy water, the chastity and dildo remaining in place as
he soaped me, rubbing his naked body against me and finally kissing me,
there under the hot water jets.

It was the nicest he’d been all day, it confused me, almost unnerved me
as much as all the humiliation he’d subjected me to, but in a way, in my
passivity he was using me now too. Turning me around, he released the
dildo and pulled it from me, leaving it on the floor of the shower.

“You’ll need that again baby, so keep it nice and clean.”

Suddenly he changed, he became almost business like, drying himself
quickly with a towel as he headed back into my bedroom and by the time
I’d found another towel and was dry enough, he was dressed.

“I have to go now Leanne, I’ll see you same time next week, I’ll drop
your pencil and jotter and some other things on your table downstairs.
Remember your homework, I’m looking forward to reading your essay and I
want daily emails from you and you know what I expect next week girl.”

I was totally taken aback by his words, homework.. next week…know what
he expects….and more importantly….He was already heading towards the
top of the stairs when I stopped him.

“Um, Graham, before you go, you’ve forgotten to take this thing off.”

He stopped, I could see his body stiffen and then he turned, a cloud
over his face.

“Firstly I gave you no permission to call me that, it is Sir to you,
secondly I told you that you were only allowed to speak when I told you
to and thirdly how dare you suggest I’d forgotten something.” He had
returned back along the landing to me as he spoke, then he grabbed my
wrist. “I warned you before that I’d spank you if you were naughty,” he
hissed.

I was shocked, taken aback, he pulled me back into the bedroom before I
could stop him and in a ludicrously quick time he was sitting on the bed
with me across his knees. To begin with it was the shame and humiliation
of being spanked, spanked by another man, but by the tenth stroke it was
the sheer stinging pain that hurt me. He gave me a dozen smacks and when
the tears sprang from my eyes he pushed me to the floor.

“The chastity is to remind you that your mine and to keep you thinking
about me.” He showed me the key dangling round his neck. “Now be a good
girl and do as I say next time. Bye Leanne.”

He left then, leaving me there then, my bum stinging and my poor penis
already tingling in its prison.

Last Updated on

Leave a Reply