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Or, so it seemed? He was tall, good looking, and was one of the most successful businessmen in Greenbrook. At 35 years old, he was already a millionaire 50 times over. Yet, he would trade it all for one thing: to be a woman.He had first experienced this feeling as far back as pre-school when he often asked his mother why he couldn't wear dresses like the other girls. The feelings intensified as he grew older, especially during his teen years, when Ryan watched with envy as those same girls developed into attractive young women.Oh, how he wished to be able to wear those clothes and makeup. How he wished he had breasts and a vagina. Each night he would go to bed and pray for divine intervention, to somehow awake in the female body he felt he belonged in. But, his prayers went unanswered and Ryan tried to manage in a world where he felt all alone.Cross-dressing relieved some of his unhappiness. By slipping into his mother's dress and heels, by applying her lipstick, he was able to. When she got her cock buriedin my ass, the front of her pants rekindled the fire the paddle made onmy ass cheeks. After a bit it felt like she had a small orgasm and sheslowed down her fucking and picked up the phone and hit redial."You won't believe it Roy, I paddled her ass until she cried and now Iam fucking her silly with my strap-on and she is turning into a realpro, this silly cunt can work her pussy so well that I have already cumonce and I am slowly fucking as we talk, she never misses a stroke asshe makes sure to give me a squeeze on the end of each stroke and againwhen I start to thrust into her pussy, you would love to have your dickup this cunt's pussy Roy, we just have get Rachel to let us take herhome!"The talked a few more minutes before Miss Robin decided she needed toget back to some serious fucking."Now cunt, it takes me a long time to cum when I fuck a used slut likeyou, but I want you to work those pussy muscles the best you can so Ican get off!"With that Miss.
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