I Want to Someday Be a Passable Crossdresser

Personal Stories, Advice, and Support 274 People

    I'm a 15 year old sissyboy

    who secretly wears his 17 year old sisters bra panties bikini lingirie tights leggings dresses skirts tank tops gowns heels lipstick skinny jeans heels and definetly make up and I also secretly am attracted to masculine tough and hairy men
    deleted deleted
    26-30
    Dec 30, 2015

    I Am Not Sure If The Title Is Appropriate.

    Like, this title of the group suggests to me that one wants to be passable as a guy in a dress.One must forget the male inside completely.The aim is to pass as a WOMAN, not as a crossdresser.Having in your mind that you are a crossdresser (ie,a guy in a dress) while outside in...
    RobynTheBeautiful RobynTheBeautiful
    41-45
    1 Response May 22, 2011

    I'm working on building my wardrobe

    and learning makeup. Been doing online research and talking to my gf about it. Hopefully soon to at least take a trip out.
    sandrasweetie sandrasweetie
    31-35, T
    Jan 3, 2014

    Enough Is Enough

    For my entire life I have been crossdressing in secret. Each time I get an opertunity to dress I do it quickly  and change back to boy clothes very quickly to avoid getting caught. after dresing I am always filled with shame discust and remorse. But now I realize that the...
    BrianaStix BrianaStix
    22-25
    2 Responses Oct 20, 2010

    Not Me

    i want to pass as a woman someday not a crossdresser
    spaz2692 spaz2692
    46-50
    1 Response Oct 3, 2011

    On My Own

    Life and job changes have afforded Penni to be the woman she always knew was there lurking beneath the surface. Not much to report now but it's only going to get better and as they say practice makes Purrrrfect!!! Stay tuned....
    pennitkr pennitkr
    46-50
    1 Response Sep 1, 2012

    Passable

    Yes this is a goal for me. I am uncomfortable with my girly side going out. I can make myself passable at home and I have went out at night. But I would love to pass as a female in broad daylight. I would love to go shopping as a woman. I sometimes think I could pass but I just...
    LisaMichaels LisaMichaels
    41-45, M
    6 Responses Apr 1, 2009
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