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I Am A Nonpassable Crossdresser

Personal Stories, Advice, and Support 99 People

    Sad, but True! But there was a time .

    . . A twelve to fifteen year period in my 30' and 40's was by far the most adventurous time in my life. I even changed careers so that I could work from home and stay dressed as a woman. The ladies at the bank drive thru saw me as a woman much more often than as a man and would...
    AmberFountaine AmberFountaine 66-70, M 1 Response Jul 29

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    Really hard to pass- I'm lucky enough to be

    slim and able to pull off looking good in a skirt. It's just that my face couldn't possibly pass for female without a lot of makeup and that makes me look like my face is plastered. If only I could pass without having to put on that much makeup. Alas.
    a3s1r a3s1r 26-30, T Jan 22

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    Not That I Don't Wish I Could

    When I was 18, the smallest I could fit into, barely, was a juniors' size 13 skirt. Of which I had a really cute black and white plaid pleated one that my then-gf would borrow from time to time, when she was in her mood of being accepting of what I did. (the other times she...
    AliciaHalfcat AliciaHalfcat 36-40, T 1 Response Sep 9, 2012

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    Related Experiences

    Any crossdressers wanna talk?
    PlusSizeLover12 PlusSizeLover12 16-17, M 1 Response 2 hrs ago

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    I'm an European boy, not a "teen" anymore since I've already turned 20, but I think this is the best group to post my story. Crossdressing has been part of me since I was 13, and...
    Eurocd Eurocd 18-21, M 1 Response Oct 10

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    closet crossdresser since i was 10 years old looking to talk to other closet crossdressers
    tina1952 tina1952 61-65, M 1 Response a week ago

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      Just wondering if there are any girls out there that want to chat with a crossdresser in the uk. Nikki x
    Nikki1988x Nikki1988x 22-25, T 1 Response Sep 21

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    any crossdressers want to chat then please feel free to add me as a friend
    GirlyAndrea1987 GirlyAndrea1987 26-30, M 3 Responses Sep 22

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    I'm new to EP and want to meet a crossdresser. I'm looking for a sexual and emotional relationship. I'm 20, 5'11, 160 ibs, good looking and from Cambridge Ontario. Add me up if you...
    Alex19191 Alex19191 18-21, M Sep 24

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    Are there any girls from New Jersey that like crossdressers? I'd love to hear from someone and chat
    Lovethembig Lovethembig 18-21, M 1 Response Sep 28

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    If you're a girl that likes crossdressers you are automatically cool in my book. Y'all are the best!
    rachelmarie13 rachelmarie13 18-21, T 3 Responses Sep 28

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    Looking for another crossdresser to talk to or be friends with in Michigan!!
    need4speed28 need4speed28 18-21, M 1 Response Sep 30

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    i enjoy making new friends and chatting with fellow crossdressers. please feel free to add me for a chat.
    GirlyAndrea1987 GirlyAndrea1987 26-30, M 3 Responses Oct 4

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    I am a new Crossdresser looking for others to dress with and play
    prettypatty5 prettypatty5 61-65, M 2 Responses Oct 4

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    Looking for crossdresser in SF Bay Area to dress and play
    prettypatty5 prettypatty5 61-65, M Oct 4

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    I want to meet a crossdresser the want to be with me
    vicky994 vicky994 36-40, M 1 Response Oct 11

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    I am looking to chat if anyone wants to chat with a guy/crossdresser with slutty lipstick on I would enjoy
    Yyntnt80 Yyntnt80 46-50, M 1 Response 6 days ago

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    I love crossdressers and shemales
    PlusSizeLover12 PlusSizeLover12 16-17, M 5 days ago

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    During a serious LSD session I met my anima, she was a powerful sexy dominant woman with 2 guard dogs. She shown me how it would feel to be a woman, to be more feminine and opened...
    Mickadoo Mickadoo 31-35, M 4 days ago

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    I be want to meet someone special the like to be with a crossdresser male or female I haven't had any experience with no one I want someone to training me
    vicky994 vicky994 36-40, M 1 Response 4 days ago

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    I'd like to get to know older (more mature) crossdressers from SE Wisconsin. Meet or just talk about how we cope with dressing alone.
    tvronnie tvronnie 66-70, M 3 days ago

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    I'd like to get to know older (more mature) crossdressers from SE Wisconsin. Meet or just talk about how we cope with dressing alone.
    tvronnie tvronnie 66-70, M 1 Response 3 days ago

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    I'm looking for a fellow crossdresser in Northwest Indiana. Just to hang out and be girlie with.
    Dora922 Dora922 31-35, T 2 days ago

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    I just came out as a crossdresser to my best friend. she was very accepting but kept telling me that being gay isnt a bad thing.....thing is I'm 100% sure im not gay.....do you...
    cdux cdux 18-21, M 1 day ago

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    I would love to chat with other crossdressers.
    bobbert720 bobbert720 26-30, M 1 Response 1 day ago

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    Any crossdressers wanna chat?
    PlusSizeLover12 PlusSizeLover12 16-17, M 1 Response 1 day ago

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    Omg they're so cute and sexy I'd love to date a young amateur cd or tv.
    tsnikki420 tsnikki420 22-25, T 5 hrs ago

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    Why is it that I get so turned on by seeing a male in women's clothes? Even once those clothes come off, I want to lick, suck, and **** him. No matter how he looks with clothes...
    Yachtdiver Yachtdiver 46-50, M 1 Response 2 hrs ago

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    Hi again, Hope you are all having a good weekend! I know I am. It is such a nice morning here and had the house to myself again. I am currently wearing a pair of pink satin bikini...
    Nikki1988x Nikki1988x 22-25, T 6 Responses Sep 21

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    I felt like it was time to get a handle on my CD'ing now that I'm starting to acknowledge the reality of this with myself and SO. I HAVE 36 PAIRS OF WOMEN''S SHOES. Oh God...
    JessicaDale JessicaDale 51-55 4 Responses Sep 21

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    I have a gay friend that I think I can seduce if I wanted, but I asked him if he would be alright with it and he said yes, soon after that I felt huge regret and we never did it...
    fizzy711 fizzy711 13-15, M 2 Responses Sep 21

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    AARRGH !!!!! I spent an hour in the bath Saturday night and shaved my long legs for the FIRST TIME IN 15 YEARS !! I was very meticulous. Sunday morning's shower ended with me...
    JessicaDale JessicaDale 51-55 6 Responses Sep 22

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    I'm still learning my style and comfort zones. I'm a big man, so when I do go public, en femme, other guys don't mess with me and, to my shock, I have learned that lotz of women...
    MollyPetal MollyPetal 41-45, T 5 Responses Sep 22

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    I have always loved the ladies, even when I was the shy guy. Now, recently, I have been delving into crossdressing- clothing, makeup, and all. There is something surprising I have...
    MollyPetal MollyPetal 41-45, T 3 Responses Sep 22

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    I enjoy wearing women's leather clothing and sexy **** Me Boots! Nothing beats it 😘
    LondonGuy1 LondonGuy1 26-30, M 8 Responses Sep 23

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    Has anyone ever taken that SAGE test or know much about it ? I took it and it says I'm way more into this gender issue than I thought I was. It's freaking me out a little. I scored...
    JessicaDale JessicaDale 51-55 1 Response Sep 23

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    Just want know if there is anyone from Oklahoma
    tom1518 tom1518 51-55, T 1 Response Sep 24

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    I'm a cd from South East London and I'm looking for a transgender girl who I can chat with
    Paulainlondon Paulainlondon 36-40, M 3 Responses Sep 24

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    Enjoying this, discovering the natural me.
    LyndaFemme LyndaFemme 41-45, T 1 Response Sep 24

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    I keep seeing all these posts of people saying "this is where I live is there anyone nearby?" And It turns out there is and there is only like two people I've met that actually...
    JulieCakes JulieCakes 13-15, M 3 Responses Sep 24

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    The proverbial "rabbit hole" is beginning to look more like a "black hole" and I can see the event horizon in the distance. ...and yes, I know that that you cannot actually "see...
    JessicaDale JessicaDale 51-55 Sep 25

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    She is a great friend. An accepting, understanding, caring friend, and quite nonchalant about it all. I can't thank her enough.
    Heellover Heellover 36-40, M 1 Response Sep 25

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    guys, k l k me! - jamez_s12 I can make you feel great!(;
    sissyboylovescock sissyboylovescock 16-17, M 1 Response Sep 25

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    Hi I'm a 54yr single slim cross dresser seeking any good cross dressing chat rooms can anybody suggest any as I don't aim to stay single for long.
    mick69x mick69x 51-55, M 1 Response Sep 26

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    Anyone wanna chat? got the house to myself tonight so I'm all dolled up, really happy with my makeup tonight :)
    prettylittlegirl182 prettylittlegirl182 18-21, M 1 Response Sep 26

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    i like the way they look and they feel great. i got these on sale for $ 5.00.
    karenmbrown karenmbrown 51-55, T 7 Responses Sep 26

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    i just love painting my nails, especially a nice red or hot pink nail polish, so girly.
    GirlyAndrea1987 GirlyAndrea1987 26-30, M 1 Response Sep 27

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