It was a brisk fall evening in the city and the streets were still alive with people heading home from work or a night out. I had been out shopping for bras for my drag show that was coming up the next day. I decided to stop by a lingerie store that specialized in bras for crossdressers.
I was immediately impressed by the selection of bras and panties that were available. I tried on a few bras and matched them with some panties that I thought would go well with them. As I was checking out, I noticed a man at the counter looking me up and down with an appreciative eye.
He was tall and handsome, with a well-toned body, and I could see the bulge in his pants that let me know he was interested in me. He approached me and asked me if I would be interested in spending the evening with him, and this caught me off guard.
I told him that I was flattered by his offer, but that I was already taken. But he insisted, and explained how he was more than happy to pay for a night of hot, steamy sex, and that he had no interest in a romantic relationship. I was intrigued, and felt a wave of excitement course through me.
I took him up on his offer, and we made our way to a nearby motel. We went into one of the rooms, and he wasted no time in ripping off my clothes. He ran his hands all over my body, exploring every inch of me, and my skin tingled in anticipation of what he was going to do next.
He grabbed a few toys that he had brought with him and began to use them on me. They felt incredible, and I experienced pleasure like I had never felt before. He pushed my head down and instructed me to suck his hard cock, and I greedily did as he commanded.
He moved his hands all over my body, leaving me breathless with anticipation. He licked, sucked, and bit my body in all the right places and I moaned in pleasure. He finally reached between my legs and pleasured my clit with his tongue, and my orgasm exploded through me.
He then moved down to my ass and inserted one finger, then two, and then three, making me cry out from the intense pleasure. He then pushed his hard cock into my ass, and I moaned loudly as it filled me up. He fucked me passionately, and I could feel the pleasure build up inside me until I finally had my second orgasm of the night.
When it was all over, I lay there exhausted, feeling satisfied and pleased with myself for taking the risk and giving myself a night I would never forget. I thanked him for the experience, and he thanked me for being so brave and open minded. I left that night feeling empowered and excited for the next time.