Tricked became Enjoyed Part II
Tricked became Enjoyed Part II
Sex Story Author: | Sportslover |
Sex Story Excerpt: | I was hesitant at first, since it was kind of low cut, and I had nothing to fill it out. |
Sex Story Category: | Blowjob |
Sex Story Tags: | Blowjob, Boy, Cum Swallowing, Fantasy, Gay, Job/Place-of-work, Mature, Oral Sex, Transvestite |
It had been six years since my experience with Chris in the move theater. Much to my disappointment, we never did share another passionate session together. While I knew he enjoyed it, he got a girlfriend shortly after, and we didn’t take much. I moved away to college and got a girlfriend myself. I occasionally thought back on, and masturbated to the day in the theater with Chris, but that part of me slowly faded away. Especially the longer I stayed with my girlfriend. However, not to long ago, she left me. Obviously I was devastated at first, she was my first love and we had spent years together. I didn’t date afterwards, instead choosing to focus on both my schoolwork and job. By the time I had graduated, I hadn’t been laid in over a year, and I was getting hornier each day. Eventually, I started to focus more and more on that day with Chris. It made me crave dressing up, taking a cock and making it cum harder than it ever had.
For awhile, I only thought about it, allowing fantasies and masturbation to satisfy my urges. But as anyone with a fetish knows, eventually you have to act. I didn’t know how I wanted to start though, and unlike the past, there wasn’t a certain guy I wanted. That all changed one night when I went to a nearby pizza restaurant and saw him. I didn’t know his name, but he was a tall, well built, tanned god. He was probably 6’3”, 215 lbs, mainly muscle. However, his looks weren’t what I was attracted to at first. I could see a large bulge in the front of his pants, he was clearly hung. He grabbed some pizza and left, he was a delivery boy.
I went back home and pleased myself all night thinking about it. I knew I wanted him, but I had absolutely no idea how to get to him. I was convinced the only way to get to him was to trick him into wanting me.
I had no clothes of my own to dress up in, so I traveled into town and found a lingerie shop. I found a very hopeful lady and told her my girlfriends fantasy was for me to cross-dress and I wanted to surprise her. I tried on countless things, trying to find the perfect combination. I had many things I needed to hide, so not everything was possible. I eventually settled on a tight black skirt, with black leggings. As badly as I wanted nice smooth legs, that would cause more questions than I wanted to answer in my other life. She picked out a nice pair of heels for me that pumped up my legs and ass. Every time I passed a mirror, I couldn’t help but check it out, perfectly plump, even I wanted to squeeze it. For the top, we settled on a white blouse.
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