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The Halloween Party Part Ithis story is part of the FanClub (mm:transgendered, 1974 words) [1/2] show all parts

Author: Jamietta
Added: May 13 2001Views / Reads: 5313 / 3761 [71%]Part vote: 8.40 (5 votes)
Boy dresses as girl for Halloween and winds up having a fantasy come true....
 


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Halloween 1996. I was in my junior year at college. By now I'd made a few friends who shared in my lifestyle, especially Michael/Michelle. Michelle was a senior and happened to very open about his sexuality. Although he was much crazier and 'out there' than I was, we became good friends nonetheless.

Halloween approached and Michelle decided (as he always does) to do drag for the day. This year he was going for the Joan Crawford look, or something like that. I admit that I often dress up somewhat, and sometimes go for full drag, but I was nowhere near as into the whole cross-dressing thing as Michelle. But no matter, it was Halloween, we were going to a big party in Mahomet, so I was going along with it.

I decided to go as Daisy Duke. Not because I necessarily wanted to, but because Michelle wouldn't let me say no. I even argued, "C'mon! Its October 31st, we're in Illinois, I'll freeze!" Michelle kept bugging me, saying he had all the clothes & accessories I'd need and I'd look "soooo good honey!!" , so I eventually gave in. So I went ALL out. I shaved everything, went for fake fingernails, and I even did some tanning. The 31st arrived and I let Michelle make me over. By the time we were ready to leave I was wearing a pair of red lace undies with a matching bra stuffed with (and I'm not making this up) half-inflated balloons filled with Ready-Whip whipped cream. Michelle told me they would look and feel more like real breasts - I just thought it was hilarious. Over that I had on a pair of short shorts ...

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