She moved up the bed and kneeled, placing her legs either side of my shoulders, bringing her cock to a massive erection as she did so. By the time it was next to my lips, she was ready to go, and I didn’t disappoint her.
For most of my life, I didn’t even know what a shemale was. It’s not the kind of word you learn at school, and I grew up in a strictly religious family in the country. There weren’t many transvestites around the town I grew up in, at least, nobody who would admit it. But when I moved to the big city, things changed completely. It turned out that I had a deep, unstoppable desire for casual sex. At first, it was just local women. I slept with college girls, MILFs and even BBW sluts. The internet was like a candy shop, full of irresistible delights, and I took full advantage. However, no matter how much pleasure I had, and how many gorgeous women I slept with, something wasn’t right. I was having the time of my life, or at least, I should have been. But I was always left with an empty feeling. Every night was the same. We’d meet, fuck and one of us would leave. That was the end of the story, but I wanted more. I had a creative mind in the bedroom. I didn’t just want missionary sex with girls, I wanted much more, but I didn’t know how to get it until I met up with Sandy.
Sandy’s profile was amazing, even more impressive than most of the girls around. Her pictures showed her in latex skirts, with bodice tops, high-heeled boots, schoolgirl skirts and nurses uniforms. There was also a picture of her wearing just black panties. I didn’t look closely, which is lucky. If I had noticed the bulge in her pants, things might have been completely different. As it was, Sandy and I chatted online and we swapped phone numbers. We agreed to meet at her place, an apartment overlooking the sea, with a beach view and balcony. When she opened the door, Sandy was even more beautiful than her photos. She was wearing a tiny blue miniskirt and a tight, strapless top which showed off her breasts. I could tell in her pictures they were artificial, but that was no big deal. Half of the girls I met online had silicone implants, and big tits have always turned me on. Sandy’s were just gorgeous, and her hot outfit suited them perfectly. She smiled as I entered and gave me a kiss on the cheek. I brushed her hand briefly, and immediately noted that it was rougher than I was used to. Did Sandy do manual labour? I realised that I had no idea, so I asked her what she did for a living. She smiled flirtatiously, and replied, “honey, I’m not going to tell you what I do, but you’ll find out in a minute.” Her voice was deeper than most women. OK, it was deeper than any woman I’d been with, and I found that sexy. I think I’d worked out what Sandy was, and that subconsciously I was completely fine with it.
We went out onto the balcony, and Sandy served up mojitos. The sun was setting over the ocean, and it was idyllic. In no time, we were exchanging glances over our straws and our feet were entwined. “Honey,” she said, taking charge, “you know what time it is”. I nodded. I wasn’t sure what was about to happen, but whatever it was, I was going to enjoy it. This wasn’t a usual hook-up. I was full of anticipation, and adrenaline was pumping through my veins. She took me by the hand and we went into her room. Then she offered me a pill. “A popper,” she said, as if it was the most natural thing in the world. “You inhale it.” I felt like an idiot, but cracked the pill and sniffed its contents. Suddenly, I was ready for action like never before. I went to lower Sandy onto the bed, but she resisted. Normally my partner would be scrambling to hit the sheets by now, but Sandy motioned to me. “You first” she said, as I took off my trousers and lay on the bed. “Now sit back and enjoy yourself” she commanded, laughing as she did so and flinging her hair over her shoulder. Then she sucked me, every move of her lips like an expert. Her rhythm was like a musical maestro. Her touch was the most sensual I’ve ever experienced. This was heaven and it didn’t take long to come. “I’m sorry” I muttered, and she looked at me playfully, “What for?” she asked, and ripped off her skirt, “now, it’s my turn.”
You can probably guess how I felt, but you’d be wrong. When Sandy’s cock slipped out, I wasn’t surprised, and I wasn’t disgusted. It all felt totally natural, like something I’d been waiting for my whole life. She moved up the bed and kneeled, placing her legs either side of my shoulders, bringing her cock to a massive erection as she did so. By the time it was next to my lips, she was ready to go, and I didn’t disappoint her. After that, she taught me how to lube up and penetrate her, and I fucked her on the balcony as the night fell over the waves. Nobody could see us that high up, and we made love until the sky was pitch black. In the silence, we could hear each other breathing, still gasping for air, satisfied. “That was amazing” I said to Sandy, “I had no idea”, and she put her finger to my lips. “Can you tell what I do for a living yet?” she asked me. I nodded, and felt my cock becoming hard again as she spoke, “Yeah, I’m a shemale porn star. Did you like it?” I nodded again, as she took hold of my cock. “Are you going to go back to those boring girls again?” she asked, and this time I shook my head. After a night like this, there was no chance. This was where it was at. A few days later, I contacted Sandy to arrange another date, but she was gone, gone to another continent to make movies, probably. Still, she left one more convert in my town, and I’ll never forget her.
Image sources Image Fotolia.com - melanjurga