Sean knew I wasn’t gay, but also knew that I had some fascination with him. I paid very close attention to and studied Sean who eventually started to adopt “feminine” behaviors around the office such as painting his nails and wearing a “man purse”. At first I kinda felt disgusted and guilty about having feelings of desire for a transsexual, but eventually I made a move on it. Sean, a few others and I had to fly out of town to Denver so we could attend a conference and we each got to partner up for a two bedroom suite. Without belaboring the boring parts, I’ll just skip to the part where Sean and I had sex. After a meeting in the convention center we retired to the hotel room. We had just finished sharing a shower and we mutually cleaned each other with the soap and washcloths. Sean’s body was like that of a teenaged blonde – only minus the breasts. Sean allowed the public hair to grow to hide his own perceived shortcomings until he could afford to have a penile implant. I was. He grabbed two glasses and carried them out to the living room. He unscrewed the cap from the bottle, and filled two glasses with white wine.Amber came out of the bathroom wearing one of his shirts.She flopped down on one of the living room chairs and said, “I hope you don’t mind me borrowing one of your shirts.”“Not at all,” Dexter said while handing her a glass of wine.“I was getting tired of my ass showing and my tits hanging out,” Amber said.“I can understand that. I guess that’s an occupational hazard,” Dexter said, although his shirt still showed nearly as much leg as the short skirt had.Amber said, “My client tonight was one of my regulars. He’s not a bad guy, but he wants that street-walker look.”“You looked kinda sexy,” Dexter said.“Thanks,” Amber said. “Sometimes I get so tired of it all.”“So quit,” Dexter said.“It pays the bills,” Amber said shrugging her shoulders.“So you’re going to stay with it until you find something better?”Amber nodded her head in affirmation, took.
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