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By *dsindy OP TV/TS
over a year ago
East Lancashire |
Sindy's date with a friend (A Fantasy Tale)
It takes some time to get started, but hey...you have to set the scenery first. Please dont stop before the good bit starts, and let me know.
I have this friend, a guy, who knows about Sindy. We have known each other years, from way way back during our days at college in the 1980's (showing my age there). Anyway, way back yonder, during a night on the piss, i commented to him on the fact that a girl in the pub was wearing shoes that didnt quite match her dress, and he gave me a quizzical look as if to say how would you know that. More beer flowed, more eying up the young ladies, when another girl walked past, forcing me to say "nice dress".
"What the fuck is up with you"? he said. "Whats with all the fashion talk, you into dresses or summat"?
Well, being pretty d*unk (actually, needed the help of the wall to stay upright, lol) i told him "yeah, pretty much so". The comment passed without any comeback, and the night ended as usual....failed to score, home with a curry, asleep on the sofa.
When i woke up the next morning, sore head and all, i thought to myself another night wasted, and went upstairs to brush my teeth and take a shower. Whilst looking at myself in the mirror, it came back.....FUCK, did i really say that!!!!
The Monday soon came round, and as usual, off to college i ttrotted, all the while thinking to myself he wont remember, no way, he was as d*unk as i was. Sure enough, nothing was said as we met at morning break in the refectory. The week passed, and with each day i became less concerned. Friday came around and the usual questions were asked......."where to tonight"? "Who is out with us"? "Do you think we will pull"? My friend told me he didnt feel up to going out, plu he was a bit short of money this week, so i said lets just get a video out, shove a pizza in the oven and have a night in, i would fetch round a few cans and we would be a pair of lazy bastards.
The evening came along, and off i trudged, off licence for 12 cans of cheap shit lager and then off to my mates. Typical British weather, so it was pissing down. Arrived at his house, wet through, ready to put up my feet, dry off and have an evening of beer and fast food.
First thing i noticed was...no parents. Where were they? A voice shouted down the stairs " my mum and dad have fucked off to Blackpool for the weekend, so wont have anybody to keep telling us to shut up". Great, i thought, no need to be on my best behaviour.
"Chuck us down a towel" i shouted up, "am soaked to the skin".
"Come on up and dry yourself off", he answered back. Little did i know, this was to be the start of a different night for us both. Upstairs i went, thinking "get myself dry, and then grab a beer".
"Where are you", i called.
"In my mums room", came the answer.
In i walked, and stopped dead. There he was, arranging a selection of dresses on the bed. He looked up and said with a perfectly straight face, "seeing as you like dresses, thought you might want to get changed"
WTF!!!!! "Errrrr, what you on about"? i asked.
Last weekend, in the pub, after you kept commenting on dresses, i asked you if you were into dress and you said yes".
"I was just being fucking stupid", i answered back, all the while thinking oh shit, oh shit, oh shit.
"Thats not what Gary said", he replied, and my heart dropped into my feet, and my jaw must have hit the floor......fucking Gary, the twat. Gary was a friend...a good friend....a VERY good friend. He was also gay, and very enthusiastic. He also was the guy who took my virginity and got me started on the road to transvestism. "I was talking to Gary on Wednesday" my friend said, "and i told him about a curious thing you said when out. You wouldn't begin to guess what he told me in return".
"But, but, but..." i started (motor boats seem to be called for in these situations)
"Dont worry", my friend said, "i wont tell anyone, and besides you are wet through and you aint wearing my clothes. Go on, it will be like a date night, god knows neither of us usually score". He was beginning to laugh now, and when he laughed he always made everyone else laugh, he was that kind of guy.
"I dont know", i said, "i would feel kinda stupid, and besides your mums stuff probably wont fit me". A lie, as she was a pretty tall, and i had already thought in the back of my mind that her stuff would fit me...the things you think about, lol.
"Well, its up to you. Do or dont, but if you dont, you will have to sit about with nothing on". True, i was completely drenched, and no way would my clothes dry on me. "Give it a go, and later on, when your clothes are dry, you can get changed back"
Knowing that i could do that, and knowing that i really wanted to continue with my recently found love of ladies clothes, i nodded. "Ok, but just till my clothes are dry", i added. Then its back to them.
"Sure, whatever", replied my friend, and stood there.
"If you think i am getting dressed in front of you, think again buddy", i growled. He may have found out things about me, but hell, i wasnt a total tart.
Laughing he started to walk out of the room, and as he was walking out the door he called back, "dont forgt to put some knickers on". Laughing, he went down the stairs.
"Knickers", i grumbled. "I will show him knickers". I was intending to keep on my own underwear...good old fashioned jockey shorts...but thought in for a penny.... and went to the drawers at the side of the room.
Now, having 2 sisters, i know where they usually kept their underwear, top drawer for everyday items, second drawer for nicer things. Sure enough, opening the top drawer revealed lots and lots of knickers and bras, slips and tights. Nice, but nothing frilly. Opening the second drawer and...BINGO. more knickers, this time with matching bras, in lovely colours, with lace trim and detailing. A bit more of a rummage and, yes, suspenders. Hmmmm, bit of a minx she is.
It didnt take me long to find what i wanted, and on it went...a beautiful black and cream bra, with matching french knickers, over a wide suspender belt in black with 6 straps. On went the stockings, dark black (good job, as my legs were still unshaven at the time).
Up i stood and looked in the mirror. I would like to say i was stunned by the attractive girl staring back at me, but in reality it was just me..a guy in lingerie who looked like a guy in lingerie. I laughed to myself and turned to the bed to check out the dresses.
One caught my eye straight away, a beautiful dark green woollen one, knee length and with 3/4 sleeves. I pulled it over my head and smoothed it over my body and looked in the mirror. I gasped...no, still that same guy looking back at me.
"Hurry up", cried my mate, "beer to drink".
"Shoes, shoes, shoes", i mumbled. Bet i wont fit into them. Sure enough, a pair of black heels were in the wardrobe, about 3 inches high. I looked at them...size 7. Now, i am a 9 in mens shoes, but only because i have wide feet. An 8 is ok length wise, but to get proper fitting width ones cost more than i made. Scrunching up my feet, i tried to slip into them, and for the first time i did gasp in surprise...i could (just about) fit into them. They pinched at my toes, and across the top of my foot, but i could get into them....a first.
All dressed up, i took a deep breath, walked to the top of the stairs (carefully) and called, "am coming down now, but if you fucking laugh, i will strangle you".
"Grab yourself a beer when you do, i am on my second. Its true what they say, women take ages to get ready".
Bastard, i thought, "they take ages cos its bloody hard work.
Down the stairs i slowly went, holding on for dear life, and at the bottom, turned to the kitchen. "Might as well put the pizza in while your there girl", he called out.
Shaking my head, i grabbed a beer, turned the oven on and knelt down to open the door and put the pizza in.
"Fucking hell", came a voice behind me, "you actually did it". I turned around and my friend was standing in the door way, looking slightly shell shocked.
"You bloody well told me to, you dick", i shot back, and he grinned. Didnt laugh (i would have kneed him in the bollocks if he did), but just grinned. "Shoes as well, proper lady you are. Whats under your dress? Go on, flash us your tights and knickers".
"As a matter of fact, not wearing any".
"Knickers", he asked, looking puzzled.
"Course i am wearing knickers", i told him. "Not wearing tights".
"Then what......"
"God, you are slow", i mocked. "What do you think i have on? Anyway, pizza is in, i want a beer, and what film do you have"?
"Take your pick. Kellys Heros, The Eagle has Landed or A Bridge to Far". He liked war films, so did i.
"Bridge" i said. "Get it set up, i will sort out the food, and then we can watch it".
"Ok", he said, and walked past me to the fridge, got 2 beers out and handed me one. As i turned round to put it on the worktop, his hand came out and rubbed across my bottom. "Sorry" he quipped, "couldnt help myself, had to have a feel to see if you really had suspenders on"
Not knowing what came over me, i lifted up the back of the dress to flash stocking tops, suspenders and my bum covered in the knickers. "There you go stud, have a gander at that", and then, pulling the dress down, pushed him out of the kitchen and started to sort out the pizza.
It was quite funny, sitting there, eating pizza, drinking beer and watching a film while dressed in his mums clothes, but it didnt seem as if anything were wrong. We still shouted at the usual scenes in the film, still said what the commanders did wrong, or should have done different...all the usual things two lads do, but a sort of routine started. Whenever a fresh beer was called for, he would pause the tape whilst i went to get him his drink, and my own. I cleaned up the plates, sorted out the rubbish, all the things a wife is "expected" to do, as he did nothing. Still it was a good evening and i was surprised when, after the film ended, he said "your clothes will be dry now, do you want to get changed into them"?
"I dunno",i replied, "i am comfortable as i am,that ok"?
"Yeah, if you like. Besides, you look like you are enjoying it"
"I am", i told him. "Feels good". The beer was getting to me, as usual.
"Why didnt you tell me about Gary, and all this dressing" he asked. "Thought i was your best mate".
"I am not sure, probably cos i didnt think you still be friends".
"I will always be your friend", he laughed, but gently. "And tonight, it looks like i am your boyfriend".
"Well, dont be expecting a snog, or anything else", i shot back. "just cos i have been with Gary, does not mean i am a slag".
"I would never think of you like that", he replied quietly. "I would treat you right".
What this???? What was he saying?
"Oh, i dont know", i said, testing the waters. "I wouldnt mind being a slag". Laughing as i said this, i started to think, and more, to imagine, what it would be like to be with him as a woman (impossible as i was just a guy dressed as a woman).
"Seeing as tonight i am your boyfriend, why dont you come and sit here next to me", he suddenly blurted. a blush creeping on his face. Was this him talking? Or the beer?
"You only want to get your hand up my skirt", i said, half jokingly.
"And do you want that" he came back with.
There was a hush, and there it was.......said out loud. I was right, he was getting turned on.
"Ok, i will sit next to you, but no hands up skirts" i repeated, and moved over to him.
For the next few minutes, we watched telly, an embarrassed silence between us.
"Oh, for goodness sake", i finally said, and picked his hand out of his lap and put it on my thigh, right where the suspender strap attached to the stocking. "You have been wanting to do that all night."
We sat like that for about 20 minutes, just watching the telly, when i started to feel uncomfortable...not with the situation, but with the position. I removed his hand, then kicked of the heels i was still wearing, and sighed in relief. lifting my feet up, i tucked them behind me and leaned in toward him. His arm went around my shoulders and i snuggled down at his side, this time my hand on his thigh.
"Dont get ideas mister", i warned, "just getting comfy".
We continued to watch telly together, late night crap and such when he said "want to watch some porn"?
By now, 6 or 7 cans of beer in me, i was past being shy. "Sure, why not" i said.
Up he got, and i thought, damn...i was comfy there. He went out of the from, and then came back in with a video tape. Wonder what it is i thought. He sat back down, but i had stretched out my legs. he just lifted them up, sat down and placed them across his lap, one hand holding the remote, the other on my thigh (funny enough, at the juncture of stocking welt and suspender strap...dirty boy i thought).
On went the video, and it was one of those tapes, German i think, or Swedish. No build up, just straight into people fucking.
Now, i love porn..its got everything for me. Sexy ladies, hung blokes, and usually lots and lots of stockings and suspenders. True to form, this had it all and as we watched, i felt something under my leg. God, his cock was getting hard as a rock. Mind you, mine was twitching away merrily in my knickers.
Then came a scene i will never forget. It cut to a group gang bang, where 3 men were servicing 5 women, and for the first time i saw a woman using a strap on cock. She was fucking one woman while a guy was stood in front of her, pushing his cock into her mouth. Horny i thought, and now my cock was straining away, and my friends was pushing right into my leg. Then one of the guys came up behind the guy who was being sucked, grabbed hold of his head, turned him around and started to kiss him, all the time rubbing his cock against his arse.
My hand strayed to the front of the dress and started to press at my throbbing cock and i continued to watch. Then they did it on the video, the guy pushed him over, and then started to fuck his arse, and my friend shifted position, and put his hand down his pants.
Well, if he can, so can i, i thought, and spread my legs slightly, lifted the dress up and pushed my hand inside my knickers. Soon my friend stood up, undid his pants and took them off, all the while watching the film. it kept cutting between the two guys fucking, the girl with the strap on fucking another girl, and the 3 remaining girls all licking each other as the final guy was trying to fuck all three of them.
By now i was rubbing furiously at my cock through the knickers i had on, when my friend stood up again. More clothes off i thought, but no. Without warning, he came to where i was sat, and started to push his cock in my face.
Without thought, without hesitation, i opened my mouth and took him in, taking the time to free my own cock from its silken prison. Grunting with each push, he tried to get more of his cock in my mouth, forcing me to choke. Pushing him away, i looked up and said "slowly, not all at once, let me control the speed". he just looked at me, nodded and offered his cock again, going back to watching the film.
I started to lick his cockhead then, slowly, gently, stopping from time to time to blow on it, making him shudder. Then, with a deep breath, i started down his shaft, an inch at a time. When i had got about 5 inches in, i felt that it was enough, and began to lick the shaft whilst it was still in my mouth, my hands cupping his ball and squeezing. There was a loud groan and i thought, fuck he is cumming. But it was just the guys on the telly, he had pulled out of his arse and was wanking into his mouth, shooting streaks of cum all over his face in the process.
"I want to do that to you", my friend growled...a fierce tone to his voice. "want to fuck you in your cunt, and cum in your mouth." He looked down at me, still in my mouth and snarled at me....."I am your boyfriend, and i want my girl to spread for me". Where was my friend? Who was this stranger in his place.
He grabbed my head, and pulled his cock out of my mouth. Pulling me to my feet, he pulled me close and started to kiss me. No, not kiss, he tried to rape my mouth with his tongue, pushing into mine to be sucked, all the time, his hands on my bottom, squeezing, lifting the hem of the dress up to get access to the treasure beneath.
With the hem about my waist and his hands holding tight, he lifted me off my feet and my legs went around his waist, our cocks rubbing against each others.
"Fuck you", he murmured. "Fuck you, going to fuck you, going to fuck you" he kept repeating, each time pushing his cock against mine, thrusting as if he were actually fucking me.
Everything shattered as the phone began to ring. Everything fell apart as he released me and i fell onto the sofa, dress about my waist, legs spread wide, stockings and suspenders on show, cock out of my knickers. He looked dazed, confused, as he heard the phone and stumbled over to answer it.
"Hello" he mumbled. "Oh, hiya Mum, no everything is fine, i had just dozed off. Yes ****** is here with me". He looked down at me and began to smirk. "He is led on the sofa". His hand grabbed hold of his cock and he motioned me towards him. "No, its ok" he carried on talking, "you can talk for a while". I went to him, and he pushed on the top of my head. I knew what to do, and got to my knees, and began. As he talked to his mum on the phone, i started to suck him again, slowly masturbating his shaft as i played my lips over his head, every now and then going as deep down as i could. It was beginning to take effect as he started to twitch, mumbling his words, catching his breath. Finally he said, "gotta go know mum, ****** is getting ready to go. What? he can stay the night!! Ok, if thats alright with you?" I looked up, nodded, withdrew his cock from my mouth, blew him a kiss, and went back to fellating my man.
He carried on talking for a few more minutes before saying goodbye, telling his mum he loved her (awww, bless him) then hung up.
"You hear that? You can sleep tonight. And guess where you will be sleeping?"
"With you i suppose", i sighed. "And i just bet you want to fuck me. I knew you would want to get your hand up my skirt".
And with that, i took him by the hand and led him upstairs, letting his eyes feast on my bottom. This, i reflected, has turned out to be one hell of a date....and it has not yet even truly started.
There is more, if anyone is interested. After all, the fucking has yet to begin, and we have alllllllllll night. |
