Newsgroups: alt.sex.stories
WARNING: The following story contains graphic descriptions of sexual activity. This is intended for ADULTS ONLY. If you are below 21 years of age, or offended by this kind of material, or it is illegal where you are, stop reading now. -- CJ
If you like this, I've got many more, so email me at curjim@usa.pipeline.com
Cock in a Frock ( CrossDressing: the Early Years )
By KAREN of Nix*Pix 303/375-1263
I can't quite remember when I first started to cross dress. I think I was about 8 or 9, somewhere around that time. It all started one cold rainy afternoon. I was outside playing, on my own, because none of my friend, one of them being Paul but we will here more about Paul later, could come out and play probley because it was raining. The rain had started to come down even harder now so I thought it was time to go in. Walking into the living room, socking wet, my aunt had come round and was sitting talking to my Mam. Turning to look at me my Mam promptly told me to get upstairs and get out of those wet clothes and get myself dried off at once.
At this point I had better explain that because my room was being redecorated, all my things had been moved into my sisters room, bed, wardrobe everything. I had been in there for about two weeks upto now and my Dad not being the kind of man to rush anything, it was probley going to be another two weeks before I would be moved back into my room. Anyway, getting on with the story, once upstairs I went into the bath room and got a towel and then went to my sisters room.
Taking all my clothes off because Mam was right, I was socked right through I started to dry myself. Moving over to what I thought was my wardrobe I opened it and the found out it was my sisters. Standing there totally naked, I found myself looking through my sisters things. Even to this day I don't know why I was doing that, but I was. As I was looking through I saw a nice pair of I think thet are called Hot Pants. Like Dungerees only shorts instead of trousers. Taking them out of the wardrobe and laying them on the bed, then taking a pair of her pants out, a pair of soxs and a lilly white blouse and laying them on the bed, and finally a pair of my sisters shoes. Black one's with a little buckle on the front.
Nipping over to the top of the stairs I lissened to see if I could here my Mam comming, but she was to ingrosed in what she and my aunt was talking about. Going back to the bed room I started to put the clothes I had just layed out on. First the panties, then the blouse, and the Hot Pants, the knee high sox, and finely the shoes. I must admit standing there in my sisters clothes, I did look a bit like her.
After that first early experiance I found myself sneeking in and putting on my sisters clothes more and more. This carried on for a good 4 or 5 years. As the years went on so my sisters taste in clothes changed and therefore so did mine. My sister had started to hang around with some Rock A' Billy friends, and so she started to by all the clothes associated with that group. Stockings and Suppenders to be more percise. I was in heaven! for the first time I was wearing realy feminine clothes. Thank you all my sisters friends, Thank you.
Not long after that was the first time I got caught in frocks. I had just got in after hanging around with my mates, and the house was empty. It was about 1:30 so I knew my Mam and Dad would not be in until 6, so that ment I had a good 3 and a half hours to turn myself from Pete into Karen. That's the name I choose to call myself. Going upstairs and into my sisters room, and heading straight for the wardrobe stripping myself completly naked as I went.
Now standing totally buck naked in front of the wardrode I fetched out on of the suppender belts a bright red one, and put it on. Then I got a pair of black stockings out and put them on. Standing there looking at myself in the full length mirror to my horror I could see hairs sticking out from behind my stockings. Quickly taking them off I went straight into the bath room and shaved my entire body. By the time i had finished I had wasted and hour and a half. So there would be no makeup today. Getting back to dressing I put the stockings and supenders back on and took another look in the mirror. That's better no more hairy legs and chest to get in the way. Next I put on a black bra and filled the cups with tolet paper, next came a realy frilly blouse and then all the multi coloured pettie coats to make the skirt fluff out. And finally a pair of high heeled sling back shoes. Fuck I looked sexy. The only thing that spoiled the look was neither I or my sister owned a wig, so I was standing there and from the neck down I looked just like a woman. I mean I realy looked like a woman I could have walked down the street and no one I mean no one would have known I was a man, well still a boy realy. And from the neck up there was I no makeup and toting a skinhead to boot.
While all this was going on I had not heard the someone had come in. Turning around it was my Sister she was just standing there looking at me. "What the Fuck do you think you are doing. Get my clothes off now."
"You won't tell Mam will you."
"I don't know. I will have to think about it."
With that she left, and I put all her stuff back where it came from. Mam never said anything and my sister never said anything about it so I guess she did'nt. It was about 3 or 4 months before I even dared put on any of her clothes again. When I finally did I made sure the doors where locked.
The first time I went to buy a wig was about the same time. I had been thinking about it for some time but I had no idea where to get one from, apart from Lewis's, and at that time in my TV life there was no way I was going to go into a large department store and buy a wig. Anyway I was on the bus comming back from town when I happened to glance out of the window at a Theatrical supplies shop, and there in the window was a selection of wigs. So the next time I was in town I went in. The place was amazing all along the back wall was this massive selection of wigs. They had all different sorts. The shop was empty the only person in there was the shop woman. After about 5 or 10 minutes she came up to me and said.
"Is there anything I came do for you."
"Yes could you tell me how much that wig is please."
I was pointing to a realy nice blonde one.
"That one is 17.50. Is it for you or someone else."
"It's for me actually. There's a party comming up and it's one of those where the men go as woman, and the woman go as men."
I don't think she beleived me about the party. I never was very good at lying.
"Do you no what size you need."
"Sorry no."
"That's alright just try this one. I think it should fit."
She handed me this long blonde wig and pointed to the changing rooms. Once in them I started to put the wig on. She was right it fitted perfectly. Standing there admiring myself for a bit I decided to get it. It would leave me a bit short, but it was worth it.
"I'll take it." I said.
"I'll just wrap it up for you."
Looking around the shop I saw there was a rack with tights on it.
"Have you any fishnet stockings."
"No i'm sorry all we have in fishnet are these tights, and they are 18.99,
but we do have some cheaper, but they are tights."
"No there no good. It must be stockings."
"Here we go. That's 17.50 please."
I handed over the money and she said if there is anything else I need just call in again. I have been back to that shop a few times, but that's another story.
The first person I told I was a TV was Paul. He was my best mate. I think we were about 15 at the time, it was the middle of summer and it was realy hot. We where dossing around in the wood not far from where we lived. Every
one else had gone in, because it had started to get dark. We were lying in
this little clearing, clearing it was just a gap in the woods where some long grass grew. As I said I was lying in the long grass and Paul was sitting next to me. Then for some reason he said.
"Can I give you a massage. I saw some woman massaging this man on telly and I wanted to see what it's like."
"Alright." I said. What do you want me to do."
"Take your T-shirt off and lay face down."
Doing as he said I took off my T-shirt and layied on my front. Paul moved round and started to rub my back. I must admit if felt realy good.
"Turn round." He said. "Let me do your front."
So I did and he started to do the same on my chest. It was realy relaxing and I found myself getting an hard on.
"Am I turning you on Pete. Oh I see I am."
With that he started to undo my trousers and take them off, I didn't try to stop him because I quite fanced Paul and I thought I would just let him get on with it and see what happens, them he pulled of my under pants and started to wank me off.
"Are you enjoying this. I am, look I'm getting a hard on to. Do you want to see it."
"Yes please." I said.
"Come over here and get it out then."
He was standing a little way away from me so I got on all fours and crawled over to him and then started to undo his trousers and get his cock out. By now he to was rock hard, and there it was just inches from my face.
"Put it in your mouth." He said "Go on suck it."
Why not I'll try anything once. Taking the base of his cock with my right hand and gentally cupping his balls in my left I slowly opened my mouth and moved his cock into it.
It tasted quite salty, but realy quite nice.
"That's it you Fucker suck, YES!, YES!, oh YES suck it."
"How's that." I said between sucks.
"Pete, Paul."
"What's that. Someone's comming. Quick get dressed."
Quickly we put are clothes back on and stood up. It was Jean, Paul's sister.
"Paul. Mam says you've got to come in now."
"Alright i'll be right there."
"Fuck that was close Paul. We had better be a lot more carefull next time. I tell you what come round my house tommorow about 10. My parents will be at work and Candy will be out all day with her mates. When you get there, there will be a suprise for you."
"What suprise."
"You'll see, just come round at 10."
I woke up early that morning. Wondering that I should wear. The sexy black Basque with the red trim and matching panties or the virgin white lacy bra and supenders set. What a choise. Anyhow lying there waiting for my parents and sister to go out I had plenty of time to wonder what lay install for the next few hours. What ever it was I was giong to enjoy it. Sure enough 8 o'clock on the dot Mam and Dad left for work, followed closely by my sister. Right time to get my skates on. I leapt out of bed and dived straight into the shower lavared myself up and set to work with the razer. By the time I had finished there wasn't a hair left on my body, except for my head. I had even shaved all the hairs from around my cock. Once I had dried myself it was straight into my sisters room for her make bag. Bag well it was more like a suit case than a bag. Anyhow I selected some make up. Bright red lipstick, pale blue eye shadow, mascara and eye liner, a bit of ruge for my cheecks and a set of ready painted false nails and the glue to fix them in place with. Heading back to the bathroom I started to put the make up on. I have gotten quite good at it being as I practice every Sunday when my parents are out at their friends house. Even so it took me a good 3/4 of an hour to do. What was the time. Shit it's 1/2 9. Paul would be here in 1/2 an hour, I'd better get moving. Next I went back to my sisters room and got a pair of fishnet stockings from her draw, one of her pencil skirts, blouse, and a jacket.I was quite lucky realy. My sister and I were vurtually the same size so they would fit me fine. Then back to my room and under the bed for my suit case with all my lingerie. I decided to wear the Basque mainly because it was my faverate and it went well with fishnet stockings. What's the time now 1/4 to, plenty of time to get ready. Opening my case I took out my false brests, Oh I did not tell you about them. I was reading one of my Dads wank mags when I seen this advert for false brests. So I sent of 19.99 and 2 weeks later they arrived. Very realistic they are to. Money well spent. I fixed them into place with the glue I got with them and there they were 42DD. Now I proceded to put on the rest of my gear. First the Basque with the matching black and red panties, taking care to push my cock right in and down to get it out of the way, then the frilly white blouse, the pencil skirt and jacket and a pair of 4" stiletto shoes, and finally my long blonde wig. I must admit I even fancied Fucking myself when I went to look in the full length mirror in my Mam's room. Paul was going to die. Speaking of Paul were was he. Taking a sniddy look out the corner of the curtians I could see him walking down the street. Quickly I went down stairs and opened the back door, and then went to the front where Paul would be. "DingDong went the door bell and I answered it.
"Who is it." I said.
"It's me. Paul open the door."
"Go round the back. And lock it when you come in. I'll be waiting in the
living room."
"Alright Candy. Is Pete in?"
"It is me, Paul, look."
With that I stood up at turned to face him. Well to look on his face was amazing to say the least. He had actually mistaken me for my sister, I was quite flattared, because I thought my sister was very pretty.
"Well that do you think? Big boy. Do you reckon you could get it on with me and give me a dam good shagging."
"Fuck sake you little slut, come over here and suck my fucking cock. Just
like you did yestoday. That's right down on all fours Bitch!"
Getting down on all fours, like he had ordered me to, I started to crawl over to where he was standing. Bringing myself up onto my knees I started to undo his trousers, and let them fall to his knees. next I both my thumbs and forefingers in the sides of his under pants and slowly pulled them down to join his trousers. Taking hold of the base of his cock with my right hand I started to waggle it up and down. Slowly but surley it started to get hard, and when I thought it was hard enough, into my mouth it went. Moving my head back and forth his cock started to get even harder. Faster and faster I moved my head back and forth at the same time I was wanking him off for dear life. Then I started to feels he pushing harder and harder and I knew he was about to come, but I did not stop. I wanted him to come in my mouth and it wasn't long before he did. He shot his load straight down my throat. Hot and stickey spunk was running down my chin, but still I never let his cock out of my mouth. I wanted it all, and I was going to get to. Sucking harder and harder I could feel myself getting every drop of spunk out of his cock and into me. Finally I let go of my grip and licked the remaining spunk that had escaped of my chin.
"Fucking slut. you realy enjoyed that. Didn't you."
Sitting on the floor in front of him, I had this wicked look of cool satisfaction all over my face.
"I think it's time you learnt who the master and who the slutty bitch slave is around. Get the Fuck up them stairs. I'll wipe that grin off your face."
I always knew Paul was the Dominant one and I had always fantasized about being Dominated by some rough and ready man. And now I was going to get it. Once upstairs Paul turned into this realy nasty piece of work.
"Well slut as I said it's time you learnt some disapline. Now get them fucking clothes of... NOW!"
Standing infront off him I started to unbutton to jacket and slit it over my shoulders, and let it fall to the floor.
" And the rest." He said.
Quickly I unzipped the pencil skirt and let that to fall to the ground. Then I undid the blose and took it off.
"Well, well arn't we the pretty young thing. Pull that Basque down I want
to see your tits. My haven't we got a big pair of juggs. Now bend over that chair and the punishment will begin."
Doing as I was told I bent over the chair and he came over to me. I hadn't seen him take his belt off. The first thing I knew about it was when he brought it down across my backside. I let out a scream and he just laughted. He spanked me 5 more times each time I let out a scream. Then he stopped and grabbed hold of my panties and pulled them off.
"Spread your legs. It's time for your shagging."
Spreading my legs a bit, I thought this is it. Slowly he rubbed his cock up against my arse hole, slowly up and down, then all of a sudden Bang! in it went. Fuck it hert, I let out a scream which made him push it in even harder. Deeper and deeper he pushed gathering speed as he went. It was not long before the pain went and was replaced by pleasure. Once I got used to it being in there it realy was quite enjoyable.
"You like it? don't you bitch. Go on say it. Say you like it."
"I like it, I like it. Fuck me, Fuck me harder." I replied.
He realy started to fuck me after I said that. Then putting his arm round my neck he pulled me up straight and moved the chair out of the way, and started to walk over to the bed. His cock still pumping away as we moved. Once at the bed he pulled out of me and told me to lie on the bed with my legs in the air. Which I did with out question, for I wanted his cock back in me as soon as possible. Lying down I stuck my legs in the air, as ordered. He then climbed onto the bed between my legs and manovered his cock into my arse again. After it was in he put my feet onto his shoulders and leaned forward. This made my arse stick in the air and then he started to realy fuck me. It was not long before he shoot his load. Just before he pulled out and moved up to my cheast, and then stuck his cock into my false breasts and started to shag again. I also sucked on the end of his cock and he shoot his load all over my face. He then rolled off and started to wank me off. It was not long before I shot my load as well, and then we just lay there kissing and wanking for a while.
He still comes round every now and again for a shag. But he's got a girl friend now and I don't see him as often as I would like. He never did let me fuck him, but I got to do that to someone else later. But that's a different story.
The End..