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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 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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    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 need some advice as I stated before my mom and dad got married when my mom was very young she ha me at 21 my dad is 10 years older then my mom and my mom always dressed very Seay...
    Albert122 Albert122 31-35, M 2 days ago

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    I remember when I was a young boy my mother left for work, so I thought I would play. I had on a pair of her panties and had taken out most of her slips and soft dresses. I had...
    anotheritguy anotheritguy 31-35, M 1 Response 3 days ago

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    So I had always been dressing whenever my parents would leave and run errands. So every time they left the house I would race into my moms room and immediately throw on a dress...
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    Well, I wasn't really caught but almost was close enough. I was in my sister's room when no one was home. I started to parade around in her bra and panties when I heard the front...
    ReneeTalley ReneeTalley 56-60, M 2 Responses 3 days ago

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    bcsissy bcsissy 61-65, T 6 Responses 4 days ago

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    I had been getting dressed every time I was home by myself. I always had a day off during the week and my wife worked a normal work week. So there was all dressed up in my favorite...
    silknrachel silknrachel 31-35, M 4 Responses 4 days ago

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    Crossdressing has always been an escape for me. The chance to spend a few hours as someone else/your female self is rejuvenating and strangely relaxing. At least it is for me.One...
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    Im done trying to disprove stereotypes because racist people will always be racist. I dont even care anymore. in fact I want the world to hate me even more. which will happen if I...
    dk2016 dk2016 18-21, M 1 Response Jan 29

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    shadownexus3299695 shadownexus3299695 26-30, F Jan 28

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    joanne969 joanne969 61-65, T 2 Responses Jan 23

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    Joanneforever Joanneforever 56-60, T 1 Response Jan 22

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    joanne969 joanne969 61-65, T Jan 21

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    crosskimmy crosskimmy 26-30 1 Response Jan 21

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    mickitg mickitg 41-45, T Jan 17

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