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I Started Crossdressing

Personal Stories, Advice, and Support 126 People

    My First Crossdressing Experience

    When I was about  5 years old, playing round at my aunties house, I accidently wet myself. When I told her what I had done she said don't worry and told me to get undressed.I was then bathed and dried.She the told me the only clothes she had that would fit were my...
    Claire1965 Claire1965 41-45 4 Responses Dec 2, 2010

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    Started?

    Not 100% sure what got me started crossdressing and when it was.I remember as a kid I would look through the Christmas catalogs that would be laying around just before Christmas. When people were around I would be looking through the toy section, and if no one was around I would...
    happilymarriedguy happilymarriedguy 51-55, M Nov 25, 2012

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    Born in the 60s, the world around me was a

    wonderful place. I distinctly remember at a very early age sitting in the same room as my mother and her sisters would be carrying on in conversation and think nothing of lifting their skirts, adjusting their garters, and smoothing out their tucked in blouses. I found all the...
    AndiTV AndiTV 51-55 13 Responses Aug 10

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    Started Crossdressing A Long Time Ago

    I started crossdressing, wearing panties, pantyhose and lingerie a long time ago. First it started with panties, seeing my sisters panties on the bathroom floor after the showered I could not resist picking them up and feeling them and all of the sudden before I knew it I had...
    pantiescouple pantiescouple 26-30 Mar 5, 2013

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    Getting Started

    Just got started need advise
    nfordhaas nfordhaas 41-45 Oct 7, 2012

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    Last night i confessed to my mom

    that i want to try crossdressing and painting my nails and this morning she bought $100 dollars worth of womens cloths online. Im so glad I confessed to my mom, im going to own my first pair of heels and dress in a week :D Thank you people who replied to my last post.
    Poopoohead17 Poopoohead17 18-21, M 1 Response May 17

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