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It was my #1 fantasy through high school and college.After earning a degree and getting a job, I was able to afford anapartment on my own. I was working as an engineer and doing OK. (Yes, Iwas a geek.)I'd acquired a small wardrobe and would dress up in order to masturbate.That was the extent of my sex life.I decided to attend the local community college to study business inorder to fill gaps in my education. At the first class, a guy asked ifanyone wanted to carpool from the town where I was living. I thought "Whynot?" and that's how I ended up meeting Bob.I was 22, 5' 10" and skinny. Bob was about 35, and overweight. Still, itwas OK to share the half hour ride, twice a week.It turns out that Bob was fascinated with sex. He'd tell me about hisgirlfriends. He'd fantasize about girls in our classes. I was quiet, buthe loved to talk.Finally, after a few weeks, I had to speak up. I couldn't disclose mycross-dressing fantasies, but I had to ask about one piece of it. While Iconsidered. In a desultory way he looked through the contents amused bythe unfashionable garments and faintly disgusted when a few pairs of redrubber incontinence pants came to light formed like Victorian bloomerswith frills below where the knee would be. The box also contained oldlady corsetry, petticoats, dresses and coats. He wondered why on earthanyone would wear this stuff. He turned to repack the clothes when he wasstruck by an unaccountable desire to try the things on. That would besilly he reasoned but the urge stayed.His parents were away and they trusted the 16 year old to look afterhimself, he was quite a big lad and, truth be told, quite a bully atschool. Given that no one would know what he was up to, he gave way tohis odd impulse and began to select an outfit . First he chose a pair ofthe odd bloomers, he could not have explained why, he just had to. Thiswas followed by a rigidly boned corselet, which moulded his shape into afeminine configuration, with a narrow waist pushing.
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