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Woman Cross Dresses for Power & Sex

Then, Josephine removed Robert's dress pants and pulled down her boxer shorts. With his finger fingering her clit and fucking her pussy, Josephine leaned Robert back in the softness of the black leather seat. Then, draping her legs over his shoulders, before lowering himself and burying his makeup clad face and lipstick decorated mouth in Robert's warm, wet pussy, he licked and fingered her pussy. Once she was wet enough, once she was on the verge of having an orgasm, so wet that Josephine could slip his erect prick in Robert's pussy with the first forward thrust and deep hump, Joseph fucked Sarah.

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With a tailored, pinstriped, blue suit, a fitted shirt, a complementing tie with gold tie tack, bejeweled cufflinks, a pair of crisply ironed, flattering slacks, coordinating socks, an alligator leather belt, a colorful pocket square precisely place in a suit coat, highly polished dress shoes, and a Fedora hat perched atop her head, appropriately tilted to one side, Sarah was now Robert, her Dad's first name. The whole nine yards, resplendent in men's clothes from head to toe, looking so very elegantly dapper, even better than how her father used to dress, pleased at what she had created, Sarah gazed at herself in the full-length mirror. A wish come true and a long time coming desire that manifested itself in her dressing as a man, when her Dad died, with her missing him etched forever in her brain, her need to continue her life dressed as her father permanently altered and transformed her feminine side to more of a masculine one.

In the perfected way that she looked, looking better than Julie Andrews in the movie, Victor Victoria, better than Madonna, when she dressed as a man in her music videos, and even better than Terri Griffith in the movie, Just One of the Guys, men's clothes were Sarah's intended, albeit not so subtle statement to make. By wearing men's clothes, the power uniform accepted in a male based society and one that opened so many doors for her, when dressed as a mister that were closed to her dressed as a miss, even though everyone knew she was a woman dressed as a man, her transformation would be complete, if only she had a penis. Then, again, if she had a penis, she'd no longer be a woman dressed as a man and the only thing she enjoyed more than dressing as a man was being a sexy, sexual woman.

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