Cross-dress dreams come true. - Sex Stories

Cross-dress dreams come true.

... good talker. Well educated and smart and witty. I was enjoying his company. I kicked off my cowboy boots. Physically, Martin seemed like just your average guy. Maybe a little shorted than average. Not thin but not excessively fat. He had a nice smile and his ready laughter was contagious. As the beers relaxed us we eventually got onto the subject of sex. Somehow it got pretty revealing and I found myself telling Martin some things I'd never told anyone. I admitted that I'd had fantasies of being with a man dressed as a woman. Even admitted that I sometimes wore panties under my suit. He wasn't shocked or anything. In fact he was agreeing that it is an exciting thing to do. "Have you ever actually done anything? With another guy?" he asked me. "Noooo it's all just fantasy." "Well it sounds like you're pretty into it." I had to admit I was. I told him about how often I jerked off looking at pictures of cross-dressers. The excitement of imagining my hand going up under a skirt and touching a cock there. "What else would you do?" I really didn't have a simple answer. Sometimes I thought about sucking a cock, or just rubbing it through sexy underwear. Sometimes I imagined a man in a dress bending over for me... me lifting up the hem of his skirt, exposing his panty-clad ass. I fantasized about burying my face in his ass and then fucking him. Sometimes I thought about laying back and watching his erect cock, sticking out from a tiny miniskirt.... watching as he climbed between my ...

... legs and pushed himself into me. Sometimes I even thought about bending over the arm of a chair and having a gorgeous 'woman' fuck me roughly in the ass. It was all exciting. I shyly admitted all of it to him. "You really need to live some of your dream, Roger" he said with a grin. "Yeah, I guess so." If I was openly talking about it, I guess I was ready for the real thing. "I have an idea." He switched the TV on. "Give me a few minutes... I'll be back in a little while." I said OK and he left the room. I just sat there scanning the channels. Found nothing much and settled on an old movie. I got into the show and didn't notice how much time passed, but it was more than 'a few minutes'. Then I heard Martin come back into the room. I turned to greet him and was amazed. He was dressed completely as a woman. Wig and makeup clothes and shoes. And he was hot! Martin had transformed himself... and he was gorgeous. "Is this what you've been thinking about?" "Oh fuck! Martin!" "Call me Martine. What do you think?" "You're stunning!" Martin isn't exactly lean.. there's a little flesh on his bones. Turned into Martine, that all became a voluptuous beauty. He turned around, slowly, on his peek-a-boo spike-heeled shoes. Through the sheer silk of his stockings I could see the bright red toenails. There hadn't been time for him to do that just now. Martin was walking around with bright red glossy toenails all the time! I thought for a second about how erotic that would be. Like when I wore ...