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I Am A Nonpassable Crossdresser

Personal Stories, Advice, and Support 112 People

    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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    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, 2014

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    When I was younger and in shape I did an okay

    as a passable crossdresser. I was a football player and wrestler so I stayed nice and trim. When I was 18 I spent almost a week as a fully dressed woman. It led to a great sexual encounter with a stranger who admitted that he thought I was a woman from across the room, but was...
    Medic72880 Medic72880 31-35, M Jan 6

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    Related Experiences

    Yeah i want to date one and screw one prefferably with a female ... It's hot to me i'm really into crossdressers
    Kono1870 Kono1870 22-25, M 2 Responses 16 hrs ago

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    I've always loved crossdressers! I've learned half my makeup tricks from them. They're gorgeous, and definitely my "crowd". I've noticed half my friends are drag queens...
    muckwitch muckwitch 18-21, F 2 Responses May 5

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    i am a crossdresser. i like wearing female clothes,makeup,jewellery... i wear my moms saree, petticoat, nighty as i dont have a sister ..am really feminine and i like doing...
    Anjanacd Anjanacd 22-25, M 3 days ago

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    I am finding it very hard to figure out where I fit in the grand scheme of the gender spectrum. I would say that I more fluid and don't hide myself that much no matter how I am...
    JessicaMarie35 JessicaMarie35 36-40, T 7 Responses Apr 27

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    Looking for crossdressers in the fort Myers Florida area
    booboo74 booboo74 36-40, M 1 Response May 3

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    any crossdressers want to chat?
    jallen93 jallen93 18-21, M 4 Responses May 6

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    I think there's something sexy about a crossdresser in a short skirt
    jryall500 jryall500 41-45, M 2 Responses May 7

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    Hi 14 year old crossdresser here anyone want to chat?
    Michael2000K Michael2000K 13-15, T May 10

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    I had this beautiful girlfriend who had no idea about how much I love to dress up. It killed me a little inside to keep that part of myself from her. It almost felt like not...
    kins101 kins101 26-30, M 4 Responses May 11

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    i am a straight male crossdresser. i have always been attracted to women and and am very comfortable with my cross dressing desires. Oddly though, i've always had this "desire" to...
    quirkysquirt9 quirkysquirt9 18-21, M 9 Responses May 11

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    I would love to dress up and play with another crossdresser we can be *****
    twistedfrek twistedfrek 36-40, T May 17

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    So I just discovered that I have high estrogen levels. To my crossdresser me(15%) that means yay more enhanced boobs! But to the other side of me(85%) that means oh yay all my...
    fizzy711 fizzy711 13-15, M 1 Response a week ago

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    I love crossdresser a they make me so hot
    hannah357 hannah357 18-21, M 5 days ago

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    hi girls! my name is Chloe! I am looking to chat with other cross dressers. message me!
    chloegirl15 chloegirl15 16-17, T 7 hrs ago

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    Off to buy thigh highs and some skirts :) Wish me luck!!
    DanielleSweetcheeks DanielleSweetcheeks 18-21 1 Response 6 hrs ago

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    My 4 year old daughter bursts in with a proud twirl "Daddy, do you like my pretty new dress that mummy bought me?" Somehow it feels like she is taunting me. Like 'ner ner, I've...
    Heellover Heellover 36-40, M 1 Response 3 hrs ago

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    I have some new pictures, here's a little peek, the rest as always, in the album
    Automx Automx 26-30, M 8 Responses Apr 27

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    Please add me to your circle so when can chat and share experiences.
    booboo74 booboo74 36-40, M 2 Responses Apr 28

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    I would love to chat....it's slow at work
    booboo74 booboo74 36-40, M 5 Responses Apr 28

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    Even though there is that initial fear of being seen by someone whom I do not want to see me in femme. There is that satisfaction of the feel of the nylons, heels and so on and so...
    rlt171720 rlt171720 61-65, T 1 Response Apr 28

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    Makinu916 is me handle. hit me up but make sure you tell me where you got my sn from with THE VERY FIRST MESSAGE YOU SEND. otherwise I might block you or think you're spam
    MacksInner MacksInner 31-35, M Apr 29

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    I'm Back! Please message me if you wanna chat!
    princess922 princess922 18-21, M 5 Responses Apr 29

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    I love being a lady when the occasion or time suits me.
    AmandaCarrington AmandaCarrington 56-60, T 7 Responses Apr 29

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    I need more cross dressing friends, sitting here in my cute skirt n tank top if n e one wants to chat :)
    littlejoey4190 littlejoey4190 22-25, T 6 Responses Apr 30

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    I have found dressing in what society calls women's clothes just feels good. And I enjoy it. There is no need for excuses other than that. The clothes are more colorful and tactile...
    freddyshirley freddyshirley 51-55, F 9 Responses May 1

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    What do u guys think about the name Taylor???
    Jack0121 Jack0121 13-15, M 1 Response May 1

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    New heels! Excited much!! :)))Baby Pink Pleasers
    GemsHeels GemsHeels 31-35, M 5 Responses May 2

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    I've been crossdressing as man since I was about 16. I've never really been 100% why, but I just felt the need to take on a more masculine appearance. When I was at university I...
    matt998 matt998 22-25, F May 2

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    More less, if only haha, Amirite ?
    JessicaCD20 JessicaCD20 18-21, M 1 Response May 2

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    Did something new with my hair I love crossdressing
    Zlayer99 Zlayer99 13-15, T May 2

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    Strangely enough, after 40 years of crossdressing, I had my first dream about it last night. The dream was very clear and I know I was upset when I woke up too soon from it. I was...
    jamie50 jamie50 51-55 4 Responses May 3

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    New outfit and makeup :) so excited
    Zlayer99 Zlayer99 13-15, T 1 Response May 3

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    My mom got me hair extensions yay I'm so happy I can't wait to dress like a girl for school because this time I have extensions
    Zlayer99 Zlayer99 13-15, T 3 Responses May 3

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    Five Reasons I Love to Wear a Garter Belt By Alice, a submissive cross dresser #5 Because you are always aware of it around your middle #4 The way the supporters move with each...
    cdsubalice cdsubalice 56-60, M 1 Response May 4

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    and other things too. i would enjoy that, but have never had that experience. i have done many things with other sissy cds,but not with a female present.
    deleted deleted 26-30 3 Responses May 4

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    Anyone her from mid UK ? Or any UK ?
    secretlife88 secretlife88 26-30, M May 5

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    I would love to meet someone from the Fort Myers Florida area
    booboo74 booboo74 36-40, M May 5

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    I am originally from PA and make trips back.
    booboo74 booboo74 36-40, M <