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I Am Dating a Cross Dresser

Personal Stories, Advice, and Support 78 People

    I Am Dating A Cross Dresser

    This weekend I found out my boyfriend of 15months who I live with is a cross dresser. I found pictures on his computer, I then found he had a secret account and persona and has been encouraging people to email him all the time we have been together. Our sex life has never been...
    confusedheretoo confusedheretoo 31-35, F 6 Responses Nov 18, 2013

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    Liffes Shocking Moments!!

    i met this great guy who at first i thought was like all the rest, but it turns out he was nothing like them! he not only was a real good man, but a man that likes to wear women's clothes.... the way he told me was after we had dated like a week he had came over one day and i...
    fashionablylostinga fashionablylostinga 41-45, F 4 Responses Apr 17, 2011

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    New To This World And Looking For Some Support

    I have been dating my boyfriend for 2 years this month. Very shortly after we met and began seeing each other he told me about his cross dressing. I was very taken aback by it but, I thought through it and couldn't wait to see him later that night to tell him that I was very much...
    bldbeauty bldbeauty 22-25, F 6 Responses Apr 20, 2012

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    Love My Cross Dressing Man

    I have been dating a wonderful man for a couple of months. He told me he likes to wear womens underwear after a couple of dates . I really wasn't shocked and felt happy that he was able to share this with me. He has recently started wearing more womens clothes , only indoors when...
    pinglasgow pinglasgow 41-45 5 Responses Jun 5, 2011

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    My Cross Dresser Beau Wants Others To Join Us!

    My boyfriend and I have been dating for almost 3 years. He didn’t tell me he was a cross-dresser until we were 4 months in, when I had already fallen in love with him. I was slightly amused at first, then curious. I asked him to model anything feminine he had in his...
    MG1023 MG1023 46-50, F 7 Responses Mar 27, 2012

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    Please Help!

    I just recently found out the my boyfriend likes to cross dress. It at first started out as him just telling me he liked to wear pantyhose. I was ok with that it bothered me a lil but i just thought i would get used to it. Then it turns into he likes high heels and skirts. now he...
    confused728 confused728 22-25, F 6 Responses Jan 26, 2010

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    I love my boyfriend more

    than anyone! He tells me that a lot of people don't like dating cross-dressers but I don't know why! Here's a few reasons my cross-dressing boyfriend is better than anyone else! 1. He actually enjoys clothes shopping with me. 2. He gives me valid fashion advice. 3. The sex is...
    madmae16 madmae16 18-21, F 1 Response Jun 25

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    I Am A Trans

    I am trying to learn what to do so I dont have to stop being me but I dont loose her because I do love her
    TGMegan TGMegan 36-40 2 Responses Aug 17, 2010

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    I Just Found Out

    About two weeks ago I found all the undergarments and nighties, a wig and two semi blown up balloons. First I was in shock and now am trying to accept everything because he is a wonderful man. We have only been dating for six weeks. To show I am trying I bought him some new...
    confusedinw confusedinw 56-60, F 10 Responses Dec 5, 2009

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    Needing Advice

    I have been with my husband for nearly 10 years and we have 2 kids early this year we decided to have a trail separation while all this was going on he came out and told me he wanted to dress like a women, now I have had my worries before as he likes shinny things and wearing...
    Reeni2006 Reeni2006 36-40, F 1 Response Sep 15, 2013

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    Related Experiences

    I have been cross dressing for as long as I can remember. I have just told 2 of my Aunts this and was extremely nervous about their reactions to the news. Both of them were...
    jay8899 jay8899 26-30, M 3 Responses 5 hrs ago

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    Sometimes I find a partner Crossdressers interesting))
    DOMINABARBARA DOMINABARBARA 36-40, F 9 Responses 10 hrs ago

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    I like to wear short skirts but to narvis to go out in it. I have walked around in it at night. no one seen me. wish I could go to a store in it... maybe one day I can....
    nick369 nick369 61-65, M 1 Response 10 hrs ago

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    So I was looking at a Tumblr site that had so many cross dressers with small pen*ses and started wondering if that is why I am the way I am. I have always had a small pen*s, but...
    ashtaync ashtaync 51-55, T 3 Responses 3 days ago

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    just right now. I went to my car to grab my swimsuit and a few other things and I heard a neighbor with a female voice off in the distance say "look is that a cross dresser?" I...
    hankypanty6664 hankypanty6664 31-35, M 3 days ago

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    I am a CD cose I whant to look like a pregnant women
    oblivion1000 oblivion1000 18-21, T 1 Response 3 days ago

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    Hi all I am new to crossdressing and just started at the age off 50 when I had low testosterone but now I am on the correct medication I still love to and want to dress and act...
    Robbie0306 Robbie0306 51-55, M 5 Responses 5 days ago

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    I would like to meet up other cross dresser that are in the Los Angeles area
    fancyycd fancyycd 16-17, M 5 days ago

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    hey I'm a 16 year old cross dresser that will love to meet and chat with other crossdresers
    fancyycd fancyycd 16-17, M 5 days ago

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    I'm in central Florida, Dunnellon, specifically. I'd sure like to meet with other cross dressers nearby. This is a small, almost redneck town, so the search is a difficult one.
    stefanifaye stefanifaye 56-60, T 6 days ago

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    The reason why I cross dress is because the feeling I get is just so amazing and I use it as a escape from the pressures of everyday life. When I first started to cross dress, I...
    12rak38 12rak38 36-40, M 6 Responses 6 days ago

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    I have worn my wife's lingerie when she is out. I've also gone to several lingerie stores to try on lingerie, like Victorias Secret, but would love to find friends to go with me...
    jordangrlee jordangrlee 26-30, M 1 Response 6 days ago

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    The challenge for cross-dressers, who are dual-gendered as most guys on here are, is to come out of the shadows and to start becoming more comfy with being out as their female self...
    jennylee911 jennylee911 41-45, F 5 Responses a week ago

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    I've gone out a few times crossdressed as a girl, but the other day it was my 2nd time to put myself into a public place, and actually interacted with someone.First, just some...
    kilv777 kilv777 26-30, F 6 Responses Jul 22

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    Today I took my first step to coming out as a cross dresser to my family. I have to cross dress for certain after school activities, which they know, but I've never before gone out...
    RedHeadedNinja RedHeadedNinja 13-15, F 4 Responses Jul 21

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    I have felt since I was a pre teen that I wanted to be a girl. One year I got a doll for Christmas by accident but I insisted on keeping it and played with it until it disappeared...
    furrbear furrbear 51-55, M 2 Responses Jul 21

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    So Sunday I was going to tell my GF that I am a cross dresser when she came home from her trip home. When we got home from the airport she sat down I fix her a glass of wine and...
    Kamryn83 Kamryn83 31-35, M 5 Responses Jul 20

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    I'll be in Panama City next week and would love to meet up with another cross dresser. message me!
    chloegirl15 chloegirl15 16-17, T 1 Response Jul 20

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    Actually a funny story. GUYS, do not judge me for this, I was only 11 years old. I met a girl on a forum called gaiaonline.com. I messaged her and we chatted for HOURS. After...
    Omziraal Omziraal 18-21, M 2 Responses Jul 19

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    Im more of a lingerie cross dresser Yes ive gone out a couple of times with SO dressed. But im more of a lingerie CD. I wish more woman would be aceapting of this.
    Averageguy41011 Averageguy41011 41-45, M 3 Responses Jul 19

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    ok so recently my girlfriend has been telling me that shes gonna have me femmed up to the nines so she can take me out for a drink and use me as her arm candy pretty much so she...
    peachy93 peachy93 18-21, M 4 Responses Jul 18

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    I really don't think EP is a dating site, but I see it being used as one, I mean don't get me wrong, if it weren't for EP, six amazing people that I know wouldn't be married...
    BroknGirl89 BroknGirl89 26-30, F 1 Response Jul 18

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    I'm a female cross dresser who would like to find other cross dressers to hang out with or a woman who would date a cross dresser. Message if you're interested.
    EmilyM18 EmilyM18 18-21, F Jul 18

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    Hi am from Co durham.. north east of UK.. I crossdress in secret.. odd time I would go out.. dark night or dark mornings.. told hand full of friends 2 who don't speak to me now and...
    24chris24 24chris24 22-25, T Jul 18

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    Aside from the obvious things like the pleasure you can get from wearing silky, soft lingerie there is so much more to it. I read a book called The Wounded Child. This book...
    silkydrawers silkydrawers 46-50 7 Responses Jul 18

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    Orginally from NI, anybody in Edinburgh?
    Andreabibabexx Andreabibabexx 22-25, T Jul 17

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    Would love to chat and get to know fellow dressers
    Thecdman Thecdman 22-25, M 3 Responses Jul 17

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    I don't and won't do it on this site, because this is not a dating site.......but i have recently made a new account on an actual dating site, to meet and date people in my general...
    violet1698 violet1698 31-35, F 4 Responses Jul 17

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    I'm 18 I live in LA and I've been cross dressing since I was 12 it makes me feel so comfortable and now I'm coming out as transsexual. I want to find sissy to cross dress with and...
    tgirlgabi tgirlgabi 18-21, T 4 Responses Jul 16

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    I wouldn't mind dating one of there guys on here. We just have to hang out just to see if it's something there. It take me 5 months to date someone. I have to know everything about...
    lorrena19 lorrena19 18-21, F 1 Response Jul 16

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    There are numerous older men in the world who are single and seeking someone special in their life. For all such men, AgeMeet.com has been created as a reliable online platform to...
    ultacc11 ultacc11 26-30, F Jul 16

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    There are numerous older men in the world who are single and seeking someone special in their life. For all such men, AgeMeet.com has been created as a reliable online platform to...
    ultacc11 ultacc11 26-30, F Jul 16

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