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I Am Wanting To Be Caught Dressed As A Girl By My Mom

Personal Stories, Advice, and Support 252 People

    I wear my moms lingerie

    and some of my sisters short skirts whenever I get the chance, dreaming of being caught taking pics of myself and sending them to anyone who wants my oics by my mom, but everytime I get close I chicken out and put my normal clothes back on, I still have some pics though of...
    joseph1998 joseph1998 18-21, M 5 Responses Oct 20, 2015

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    At an early age my crossdressing progressed to

    the point of my feeling confident enough to go onto NYC's Upper West Side streets. My mother kind of grudgingly allowed me to dress at home but made me promise never to leave our apartment dressed as a girl even though she often said: "If I didn't know, you could fool me". From...
    josil josil 56-60, T 3 Responses Dec 12, 2015

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    I love to walk by women,

    especially cute ones while I'm dressed as a woman. Most of them don't notice, but every once in a while one of them will comment, or better yet, start to giggle. I once boarded a city bus just ahead of three young teen girls. I had on a short skirt and heels and made sure I sat...
    1SarahAnn 1SarahAnn 46-50, M 1 Response Oct 20, 2015

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