Written by Phil231

TV
27 Apr 2012


This story is pure fantasy. I know it’s perverted and kinky, but it’s so sexy and I’d love to try it.

I’ve always enjoyed women’s undies, especially seamed stockings and suspenders, whether worn by a woman, a man or me.

For some time now I’ve been trawling the web to find someone with similar tastes. As luck would have it I found a cross dressing couple who wanted to be humiliated. They were called Charlie and Sam. Over several weeks we discussed what we all wanted and decided we’d take it in turns to act out our fantasies. We drew lots and it was my turn first.

I knew what I wanted to do so I prepared a script and they agreed to follow it.

When the appointed day came I got dressed wearing my wife’s black stretchy basque, a pair of barely black seamed stockings and a pair of her used black see through nylon panties. To complete the look I inserted a pair of false breasts under the basque. I’d never pass for a woman, but I thought I looked really tarty and sexy. Over these undies I wore ordinary jeans and t shirt for my journey.

Feeling very excited, I drove to Charlie’s place. With pounding heart I knocked on the door which had a peep hole.

Charlie opened the door and as we chatted easily I found very quickly there was no need to be nervous. They were both very easy going and looking forward to what I had in store for them. As ordered, Charlie was already wearing a red basque with see through panels and long suspenders, attached to which were dark seamed nylons. He also had on a pair of satiny red panties under which I could see the outline of a dick which was already large and well formed even though it wasn’t fully erect yet. His feet were encased in totteringly high heeled pumps in which he seemed about 6 foot 6 inches tall. He wasn’t fat but was well built. He wore bright cherry coloured lipstick, mascara and heavy blue eye shadow, all topped off with a black wig. He was definitely a man wearing female attire.

By contrast his friend Sam was small, around 5 foot 6 inches in his high heels, and very slender. He was dressed all in white and looked very demure and virginal. He wore a white lacy basque, white lacy see through panties, white nylon stockings and white high heeled stilettos. Sam also was wearing heavy make up, including long false eyelashes, long red false nails and a blonde wig. Sam was stunningly sexy and was very effeminate in all his movements and mannerisms. His pathetic little dick was about the size mine had been when I was growing up; it was very thin and quite short. Sam could easily have passed as a woman. It was also soon plain that Sam was the more submissive of the two. I got the impression he would do anything you asked him to.

After a little small talk and after ironing out the final details of what we were going to do, we started.

I began by drinking 4 pints of water straight away after which Charlie and Sam removed my outer clothes. They both looked so incredibly sexy and we all stood close to each other and kissed and fondled our garments and our cocks, which gradually rose in our panties. I told the two of them to kneel down on all fours on the floor. I got out some lube, pulled Charlie’s panties off and fingered lots of lube into his arsehole. I then did the same with Sam. After this I lay on my back as they both took my panties off and inserted lube into my arse. They then led me upstairs and onto the bed.

As arranged, Sam lay in the middle of the bed on his back. I was still standing and Charlie bent down and gave my cock a quick lick and suck to get it fully hard. Then I crawled onto the bed on my hands and knees and positioned my arsehole directly over Sam’s face, with my body vertical. As I lowered my hips I felt the wonderful sensation of Sam’s tongue reaching up to lick my crack. I lowered myself right down so that I was resting on his face and I felt his girly tongue enter my arsehole and flick in and out.

I was so turned on by this that my cock was standing fully to attention while Charlie climbed onto the bed and leaned forward to take my cock in his mouth, with his dick near Sam’s dick. As I felt Charlie’s hot breath on my cock he started to lick, suck and play with it. He supported himself with one hand while he cupped my balls with the other. When I leaned sideways I could see both their pricks knocking together as they moved. Charlie’s job was to keep my cock hard, not to make me come yet. This was absolutely wonderful as my cock, my balls and my arse were all being played with.

After a short time of this fantastic stimulation I felt my wee start to come. Charlie had kept my cock hard as I had wanted him to, so I told him it was time for the next phase. He knew what to. He let go of my cock and shuffled right around so that he was kneeling with his arse just in front of my dick. His head went down, so that it was below his arse, and he started to suck Sam’s dick. The task for Charlie’s mouth now was to keep Sam’s dick hard. I raised myself up, reluctantly losing Sam’s girly tongue from my arse and shoved my cock into Charlie’s arse. He gasped with pain so I pulled back a little and entered again, more gently this time, gradually increasing the pressure until I got my whole prick inside his arse. After the first shock he moaned with pleasure. But I wasn’t there to shoot my spunk. Oh no! My desire to piss got stronger and finally I couldn’t hold it any longer. As the flow of hot golden liquid started I tried to hold it back so that the flow wasn’t too fast because I wanted it all to stay in his arse. As it happened only a little dribbled out but most stayed in his arse, helped by his bum being up in the air and his head being at bed level.

Now it was my turn to move. Sam remained in place on his back on the bed. Charlie kneeled above him, still with his arse above Sam’s face, and trying to hold my piss inside himself. Charlie lifted his head slightly from Sam’s dick. I positioned myself so that my arse was over Sam’s little dick, then pushed down as Sam guided his cock into my arsehole. To be honest it didn’t feel much bigger than his tongue. Charlie now lowered his head to my cock and took it hungrily into his mouth. This was wonderful, being fucked up the arse while another man was sucking my dick. This time Charlie could suck me off properly. It was all so sexy and overwhelming that I knew I’d come very quickly.

As I felt my cock build up to coming, I said to Charlie “Now”. Again, he knew what to do. He rotated his hips and lowered his arse down to Sam’s face and tried to release my piss into Sam’s mouth. Sam stuck out his little tongue and eagerly lapped it up.

Well there I was. My arse was being fucked by a girly man wearing sexy undies and make up. My cock was being sucked by another man similarly attired. My piss was being dribbled from one man’s arse to another man’s mouth. It was all so fucking horny and sexy that I exploded spurt after spurt of hot thick creamy spunk into Charlie’s mouth. Even though he knew he had to keep it in his mouth, there was so much that some of it leaked out of his mouth and down his chin. He released my dick and as he lifted his face I could see his make up and lipstick were smeared. He looked like a real slut.

Contentedly, I climbed off Sam’s prick and lay down on the bed with my head near Sam’s head so that I see the final drops of my piss dribbling from Charlie’s arsehole and so that I could watch the final act. I didn’t go too close as I didn’t want to get wet.

Charlie shuffled round and placed his mouth just above Sam’s Once again Sam’s girly little tongue reached up eagerly and tried to lick my spunk out of Charlie’s mouth. Charlie gradually opened his lips and let the spunk flow down to his boyfriend’s mouth and tongue.

This was fantastic.

My piss had gone into two cross dressing men.

My spunk had gone into two cross dressing men.

I felt like the king of the world.

As I gently drifted off into a well deserved snooze, as I sleepily watched Charlie and Sam start to play with each other’s cocks so that they could come too, I wondered what treats they would have in store for me when it was their turns to decide what we would do. I also started to plan what perverted tasks I could think up for when it was my turn again. I decided next time I must try and think of something which would really humiliate them.


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