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.who loves having as many orgasms as possible, but that $50,000 dollar prize money if I did accomplish such a feat was extremely tempting to at least try for it!My girlfriend was very enthusiastic for me to give it a go! She had some ideas about how to spend that much money, and she encouraged me to enter the contest; which, eventually, I did.It would be boring to try and recount every last day of those 365 days of one-orgasm-a-month, so I'll shorten the account into a brief sketch of what it was like.The first thing I can say is this---IT PROVED TO BE THE HARDEST THING I'D EVER DONE IN MY LIFE!!!In fact, after only two weeks, I was ready to quit. I wanted to fuck my girlfriend so much by then, that I could hardly stand it! But, with that $50,000 dollar prize money hanging there, she wasn't about to let me give up! In fact, to help keep me on track, she ordered a really nice chastity cage for me to wear, and she expected me to comply by doing so! I did, and that actually helped a. I was getting used to being one of the girls by the time it came to betime to go home but I was unable to find Antonia, who I was told hadleft earlier, so I was unable to get my male clothes back or my breastsremoved and forced to go home dressed as a woman.Tomorrow would be different I told myself as they would have had theirfun. Would Martha talk to me when I was dressed as a man again?When I got home Mum was furious that I was dressed as a woman. "No sonof mine should be dressed like me!" my mother said."Well, think of me as your daughter," I replied."Yes you are cute but you are my son, Sweetie. Have you been hidingyour desire to dress like me for long?"I told Mum that I had never dressed as a woman before today or eventhought of doing so but as I had felt compelled to do so I was doing mybest to enjoy it. To some extent I had got used to what I was wearingbut then something such as the swishing of my ponytail or the feeling ofmy bra round my chest and the way my suspenders.
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