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I Am A Crossdressing Prostitute

Personal Stories, Advice, and Support 19 People

    While in college I would crossdress

    and go walk where prostitutes were known to be to get some money. My first time I wore a white halter top with breast forms, orange Hawaiian looking booty shorts, and some platform flip flops (that gave me blisters). The first guy that picked me up drove a blue Ford Mustang. He...
    Michelle1976 Michelle1976
    41-45, T
    Mar 2, 2014

    When I was back in college

    and needed some money I would get dressed as a girl and go walk where prostitute were known to be and wait to get picked up.
    Michelle1976 Michelle1976
    41-45, T
    1 Response Mar 2, 2014

    While in college I would prostitute

    while cross dressed to get some cash. One time I was picked up by a black guy and he took me to a nearby hotel. There were two other black guys in the room. The guy who picked me up told me the other guys wanted to **** also if I could handle it. I said sure but only one at a...
    Michelle1976 Michelle1976
    41-45, T
    1 Response Jan 17, 2015
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