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Circa 1958...grade school PTA fashion show. PTA fathers were asked to put on a fashion show dressed as their better halves. my dad was right in the mix. I remember he wore some mid calf, grey business suit w/jacket, tan stockings and black heels. i remember this because he practiced dressing days before the show. he wore some makeup and a wig. not very passable, but not many of the men were. i was mesmerized by the sights i was seeing. needless to say, soon thereafter, i was trying on my moms undies, nylons and shoes. My mom wore these white women's orthopedic shoes with a chunky heel to work, and when she wasn't working and not home I fell in love with these shoes along with the addition of tan nylon stockings, i wanked myself into a crossdressing lifestyle that would last to this very day. I was caught only twice by siblings and never by my parents although i'm certain they must have known or at least had an idea. Over the next 10 or so years, i would dress up and jerkoff often.. It wasn't a great reason, but it added some excitement to an otherwise dull existence. Over the next few days, Frank tried to get me to compete in various activities, all which he clearly excelled in. He was trying to set up a betting situation, but never did mention what he was planning to offer on his side of the wager. I was more interested in games than athletics. Poker was his first choice, but I still didn't respond. I was holding out for Parcheesi. It really didn't matter, because I was planning on losing anyhow. I just felt that I could put on a more convincing show at something I was good at. The day came when he made the offer and I reluctantly accepted. By this time, many of the residents had gotten wind of the bet. I wasn't too keen on having an audience, and agreed to one observer to clarify, or attest to, the terms of the wager, but not to observe the playing of the game.The big day arrived and Frank was cocky as hell. He had no doubt that he would trounce me and was.
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