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I Want to Someday Be a Passable Crossdresser

Personal Stories, Advice, and Support 228 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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    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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    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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    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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    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

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    Related Experiences

    Hi. This is really the first time I'm really putting this out there. I've been secretly crossdressing on and off since I was 6. I'm turning 18 in July so it will be 12 years now. I...
    DecrepitSundew3 DecrepitSundew3 16-17, M 12 hrs ago

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    I want to marry someday. I dream of a perfect man, my dream wedding. This is what I dreamed of. I want to marry an awesome guy someday. I feel very confident that I will get my...
    freckles45 freckles45 41-45, F Mar 6

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    If you like crossdressers, please come chat with me I want to know all about it and you.
    69hotstuff69 69hotstuff69 22-25, M 2 Responses Mar 5

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    Is there any crossdressers on here who want to come over to my house today
    hannah357 hannah357 18-21, M 2 Responses Mar 9

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    I'm making plans for a sissy/feminisation school I would like to have started for insecure boys who want to become females or if it is in their best interests. When I am finished...
    JohnVBlackburn JohnVBlackburn 18-21, M 1 Response Mar 12

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    Im a 21 year old and I want to meet and talk to crossdressers! I was in to crossdressing myself when I was younger but got out of it. Ive always just had an attraction to men in...
    nick191 nick191 18-21, M 1 Response Mar 22

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    Hello, I would love to talk with crossdressers or people who just wanna chat. I know it is a very 'taboo' topic but I am sure there are some people out here who would love to chat...
    lwdcd lwdcd 22-25, M 2 Responses Mar 2

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    I am happy to chat with crossdressers
    crossdresser1065 crossdresser1065 13-15, M Mar 9

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    I would love to meet a lady in Canada. I am sissy baby crossdresser who love a mommy to take me in as her daughter.
    RachelHill RachelHill 26-30 1 Response Mar 9

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    I love sissies so much Sissy crossdressers are so so hot
    Terrabyte Terrabyte 18-21, M 3 Responses Mar 12

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    yeah ... so send me pics of you crossdresserd or whatever , in exchange for pics of my ex girl
    Soizir Soizir 22-25, M 1 Response Mar 18

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    I am a female to male crossdresser, and I like it. I started wearing guys clothes when I was 12 and now, I'm nearly always in a pair of trousers and some kind of plaid or flannel...
    miskia0917 miskia0917 18-21, F Mar 19

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    I am just beginning to come to terms with the fact that I am a crossdresser and need someone to talk to madre about it
    justlilly03 justlilly03 22-25, T 7 Responses Mar 20

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    I would love to join your number of crossdressers
    eile eile 61-65, M 4 days ago

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    I am crossdresser and I live in Orlando, I need to meet
    KayraCasanova KayraCasanova 46-50, M 4 days ago

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    Whne I went to the Kawarau bungy place in Queenstown, New Zealand I wanted to bungee jump so badly but I didnt pre order a ticket so i couldnt go. I' ve always wanted to bungy jump...
    kar6425 kar6425 13-15, F 1 Response Mar 11

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    I do want to be a mom someday in the far future
    shannonsjourney shannonsjourney 18-21, F 1 Response Mar 18

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    Want To Live My Life And Someday Look Back And Say Wow
    goodnites25 goodnites25 22-25, M a week ago

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    I've mentioned this before. But it bears repeating. Putting on a dress, is not about sex, even though I feel sexy when I do it. When I first started dressing it was almost orgasmic...
    PennySterling PennySterling 51-55, T 4 Responses Mar 14

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    When I was about six, Dad enjoyed watching The Benny Hill Show. The show always had beautiful girls in beautiful lingerie chasing him. I really enjoyed that part of the programme...
    torixdresser torixdresser 36-40, T 6 Responses Mar 4

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    This would be absolutely amazing to have.. I want to have a lot of comparison! I'm really shy though..
    Cristyy274 Cristyy274 22-25, M 2 Responses Mar 8

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    Someday you will be only a memory, make sure you are a good one.
    darlingrose darlingrose 70+, F Mar 15

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    I want to meet another crossdresser sooo bad. One that likes to have fun ;) I don't mind age too much
    Chloe43 Chloe43 16-17, M Mar 21

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    I have been a crossdresser most of my life. But have just come out of the closet to my best & closest female friend. I was very scared cause it would have just crush me if I lost...
    Lisalingerie100 Lisalingerie100 56-60 Mar 22

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    I've been trying to get in touch with someone from the Trans Social Club that meets monthly about 45 miles away from my home, but I'm not getting any replies. I want to try again...
    JessicaDale JessicaDale 51-55 3 Responses Mar 4

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    if anyone wants to chat message me
    crossdresser1065 crossdresser1065 13-15, M 1 Response Mar 4

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    After numerous failed attempts, last night I finally went to dinner en femme. I am not a pretty girl and petite was never a word associated with me, ever. But..... I did it anyway...
    JessicaDale JessicaDale 51-55 11 Responses Mar 6

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    if anyone wants to chat with me message me
    crossdresser1065 crossdresser1065 13-15, M 1 Response Mar 6

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    if anyone wants to chat with me message me
    crossdresser1065 crossdresser1065 13-15, M Mar 7

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    Any want to talk just message me!c:
    Cristyy274 Cristyy274 22-25, M Mar 8

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    looking for some one in the state of California around Fairfield area that is 12-25 that would-be a good friend to a crossdresser and I don't have a gender preference either
    StarcraftsSwarm StarcraftsSwarm 13-15, T Mar 12

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    if anyone wants to chat you can message me
    crossdresser1065 crossdresser1065 13-15, M Mar 13

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    Does anyone want to chat about crossdressing?
    DelletedUser DelletedUser 13-15, M 2 Responses Mar 14

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    I've broken up with a few girls and a few cross dressers. I just want a serious relationship...
    ZPCI ZPCI 16-17, M Mar 19

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    i am cd.i stay in india.i am boy.i am girl from inside.i am boy from outside.i started cd fron age of 19.my current age 32.my mom knows i am cd.i love all girls jewellery.i love...
    tanyarao tanyarao 31-35, T 1 Response Mar 21

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    This is a experience about the first time I cross-dressed. I typed it out to tell a friend on here so I might aswell post it with a tiny bit more detail... When I was very young...
    TakeAPicture TakeAPicture 16-17, T 3 Responses 3 days ago

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