I've altered one of my favourite stories to reflect my fantasies. I hope you like it, and I hope the original author doesn't mind.
*
I was sprawled out on the couch, watching some mindless show on TV and debating in my mind whether or not it was time for his first beer of the weekend. It was a cold and rainy Friday afternoon in the middle of November and I was wearing tracksuit trousers, thick white socks and warm black shirt. Shellie, my girlfriend, had left a little over an hour ago to visit her parents for the weekend.
Shellie, Stephen and I shared the rent on a modest two-bedroom house about two miles away from the university where all three were graduate students. Eric and Shellie had been together for almost two years now. Stephen, an openly gay man, was a long-time friend of Shellie's from school. She had known back then about his sexual orientation but he hadn't come out openly until he got to the university.
"What the hell; Why not?" I said to myself, just as the front door opened and Stephen walked in.
Stephen was a six foot-three, thin man with long black hair that he liked to keep in a ponytail, lively brown eyes, and a remarkably boyish face.
He slipped off his shoes, saw me, and smiled as he said, "Shellie left for home already?"
"Yes, not that long ago. What's up, Stephen? Going out tonight?"
Stephen smile grew even wider as he replied, "I've got a hot date and to make things even better, I bought a nice new toy in town at that adult store."
I couldn't help smiling at my friend who was, to say the least, enthusiastic and adventuresome when it came to all things sexual. Stephen had once dazzled us both by his ability to completely transform himself into a remarkably passable woman, complete with fake breasts, hair extensions that fell almost to his waist, full makeup, earrings, fake nails, two-inch black heels, and a form-fitting long-sleeved black dress. Stephen got lucky that night, spending it with a middle-aged businessman in the penthouse suite of the fanciest hotel in town. The businessman had known that Stephen was actually a man but had been so turned on by this knowledge that, at least according to Stephen, he had been more than willing to perform oral sex three times on Stephen during the course of the evening.
"OK," I said. "I'm curious now. What is your new toy?"
Stephen reached into his pocket and came out with a pair of handcuffs.
"I couldn't resist," he said, "they were on sale and everything."
"May I see them?" I said.
Shellie and I had experimented with bondage a few times and I'd found that the whole thing was a tremendous turn-on. Stephen had found me still strapped to the bed in the morning. He laughed so hard to see me dressed in her purple knickers and suspender belt. I begged him to release me. It was the first time he had seen me naked and he took his time releasing me, teasing me. I just wanted to hide myself.
"Better yet," Stephen said, laughing, "Why don't you try them on? I really should make sure they work, you know!"
I wasn't sure whether I trusted him enough, but I was curious how they would feel so I offered him my wrist.
Stephen stepped forward and took it, clamped it in the cuff, but then he deftly stepped behind me, grabbing the other wrist and quite quickly there was a click as the cuff were snapped shut. I was helpless.
"Why behind?" I asked, feeling rather vulnerable.
"Why not, my friend," Stephen said, "It certainly is a more, well, realistic, position, is it not?
I noticed that Stephen's hands were still on my shoulders. I was certainly beginning to feel rather submissive and, as had happened when Shellie had tied me, rather aroused.
I'd never had any kind of a gay or bi experience, not even a school 'show me yours and I'll show you mine" session. Stephen certainly was a good-looking guy, and he certainly did look quite pretty that time he had dressed up as a woman.