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I Want to Someday Be a Passable Crossdresser

Personal Stories, Advice, and Support 222 People

    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 2 Responses Sep 1, 2012

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    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

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    im trying as hard as i can to transform.

    i feel the woman inside and i want her to come out. i cant wait to be a woman full time. go to bars and hit on guys, get checked out. id love to be in a relationship with another passable transgender or crossdresser so then people assume that we are a lesbian couple. i think...
    jjmann2121 jjmann2121 18-21, T 14 Responses Apr 26

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    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

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    Not Me

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

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    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

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    My focus is not on beauty,

    it's about passing. I haven't been practicing make up like I should be (shame on me) but I'm learning the art of walking in high heels. Not easy. I'm still new to coming out of the closet and am too self-conscious to totally emerge, but I'm getting there.
    CinimonGypsy CinimonGypsy 41-45 1 Response Oct 25

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    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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    Related Experiences

    This could be fun, why not? Feel free to tell me what you think of this :D 1) Name: Daniel Burnett 2) Male or Female: Male 3) Were you named after anyone? No, not to my...
    DanBurnett DanBurnett 16-17, M 3 hrs ago

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    I love being a crossdresser sometimes. Every time I go shopping for women's clothes, I always love trying them on at the Fitting Room. Normally I look for leggings, bra, panties...
    Pretty7Pretty Pretty7Pretty 26-30, M 2 Responses Dec 6

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    Hi M, I know that you and Mom talked Thursday night about where I was and what I was doing. Let me first say "Thank you " for being so understanding and agreeing to be a resource...
    JessicaDale JessicaDale 51-55 6 Responses Dec 8

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    I need tips on getting my girl to dress me. she says she will suprise me someday. but I wanna make shure she likes it. I want her to get into it. I wanna be fully dressed make...
    wannabefemmed wannabefemmed 31-35, M a week ago

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    I have been married to my wonderful, amazing husband for almost two years now and we have been together for 5. I love him with all my heart and divorce is not an option with us...
    cowinapartyhat cowinapartyhat 18-21, F 1 Response Nov 30

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    Some of the best friends I've ever had are transsexuals and crossdressers. I helped one of my past boyfriends of two years even realize he was a male. I helped him pick his male...
    AlysonBlack AlysonBlack 18-21, F 1 Response Dec 13

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    i want to find a girl that wants to date a crossdresser
    littleprincess1992 littleprincess1992 22-25, T Dec 12

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    I'm a girly crossdresser who wants to meet someone like me and we dress up like princess girly girls
    sissyprincess2 sissyprincess2 22-25, M Nov 30

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    I wanna chat/trade pics with other crossdressers or girls please message me with either your kik/skype please have a pic as i want to see who I am talking to. xxx
    lucyxcd lucyxcd 18-21, M 1 Response Dec 10

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    Having been a crossdresser for years and having purged my collection several times because my previous wives objected I now have an ever expanding wardrobe of dresses, nylons...
    PJSZ PJSZ 61-65, M 1 Response Nov 23

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    I would love to have a cross dresser pen pal, I think it would be wonderful to talk to someone like that:) if a crossdresser would like to have a non cd pen pal please pm me.
    Batman328 Batman328 18-21, M Dec 2

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    It's official my whole family know my secret of being a crossdresser and it feels super amazing it's a feeling I thought I would never feel :)
    Tigerbentz Tigerbentz 16-17, M 3 Responses Dec 2

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    mesg me plz im willing to talk talk anyone im a crossdresser btw
    imacrossdressermessageme imacrossdressermessageme 70+, T 1 Response Dec 4

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    I'm looking for friendship with males females crossdressers,I can be a loyal and caring friend xx
    stuartCd stuartCd 18-21, M Dec 6

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    Thinking about coming out to my sister. Over the past couple of months, I've realized that I'm a crossdresser. I've already debated for a while about coming out to my family and...
    Cmoor007 Cmoor007 22-25, M 2 Responses Dec 7

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    I often dream of taking a girl home then finding out she's a crossdresser when I go down on her
    thesentinel02 thesentinel02 22-25, M 2 Responses Dec 11

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    God doesn't make mistakes. I was just reading some comments to another Christian Crossdresser story, and came across these words. In the comments I was reading just now they were...
    AzabethTV AzabethTV 51-55, T Dec 11

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    I think crossdresser are really cute and feminine, I would love to meet one and become friends or more
    biventure biventure 22-25, M 1 Response 4 days ago

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    any crossdressers in new york.. message me.
    pantyboy1488 pantyboy1488 41-45, M 2 Responses 3 days ago

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    I have been crossdressers since my teens am now in my 40's I have accepted me as I am. If anyone has a problem with it is not my problem. I don't think I will stop crossdressing I...
    bloubulsarel bloubulsarel 41-45, M 1 Response 2 days ago

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    I want this body.... Someday I'll get it... Someday
    Bflyboo14 Bflyboo14 13-15, F 38 Responses Dec 7

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    Maybe I'm wrong, or crazy or just boring, but I want to wait until I meet the one whose bone I cant stop myself from jumping. But still, I do want it someday.
    EyzofBlue EyzofBlue 36-40, F 1 Response Dec 10

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    1-I'm a male,though that term has some connotations I don't share. 2-I was born in July 9th,1987. 3-I like overthinking about anything. 4-I have always been a very hard sleeper...
    theWolfUndertheMoon theWolfUndertheMoon 22-25 Dec 6

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    I've lost 15-20 lbs since I started to "come out ". I'm trying to lose "size ". I don't want to be a "big man " any longer. I really like being able to curl up on the couch. I...
    JessicaDale JessicaDale 51-55 1 Response Nov 24

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    I have thought about it for years but am too scared to do it alone need someone to help me look pretty and be the girl I have always wanted to be. From New Hampshire would love to...
    sammi2613 sammi2613 18-21, M Nov 30

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    I have been a "crossdresser" for years. I am only 18 (i messed up on my profile so it says differently, I'm sorry, I'll try to fix that) Anyways, I say "crossdressing" because...
    comfyCDer comfyCDer 18-21, M 1 Response Nov 30

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    any women, sissies or crossdressers that want to talk? Yxl_5
    raelynnCD raelynnCD 22-25, T 5 Responses Dec 11

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    I've been a crossdresser from a very early age, and all I've ever wanted was to be a girl,I think it's time for me now to talk to someone about starting hormone replacement therapy...
    wannabelisa wannabelisa 31-35, T 3 Responses 6 days ago

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    I would love to meet a girl/lady that wanted a cross dressing boyfriend! This would be a dream find for me.
    wjk1849 wjk1849 46-50, M 3 days ago

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    I always as a child wanted to wear dresses. Family on the conservative side. One day at boarding school we did a play involving crossdressers and I was hooked. Now I own more woman...
    bloubulsarel bloubulsarel 41-45, M 5 Responses 2 days ago

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    I lost a bet 3-1/2 years ago, for which I had to paint my toes neon pink for a week, show them in public and post public photos on my Face book and dating sites. Prior to that, I...
    steve66oh steve66oh 46-50, M 3 Responses 2 days ago

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    I started around fifth grade, I told my mom I lost to a bet and I had to keep my end if the deal. So, I went to the store and I got a Cheerleader outfit, tights, and a wig. My mom...
    deleted deleted 26-30 1 Response Nov 24

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    I like to talk. Cross dressing is one of my favorite topics. Send me a message of you want to chat.
    Adam59 Adam59 56-60, M 2 Responses Nov 26

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    I live in Salem oregon and have trying to find ways of connecting with crossdressers or transgender people. I am not having much luck there seems 6 be some in Portland but that is...
    okami2049 okami2049 26-30, T 2 Responses Nov 27

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    When I was 13:)I wore a bikini and I knew I was girly right away from then on all I want to wear is girly things:)
    sissyprincess2 sissyprincess2 22-25, M 2 Responses Nov 30

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    Yes, I am a straight cross dresser. I want to change this. I daydream every day about meeting a cross dresser like myself. We meet and we dress each other in lingerie and dresses...
    sissyrachel48 sissyrachel48 61-65, M 2 Responses Dec 1

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    Add me if you want to be friends
    needyourcome needyourcome 22-25, T 2 Responses Dec 3

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