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I Am Dating a Cross Dresser

Personal Stories, Advice, and Support 77 People

    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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    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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    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 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 5 Responses Nov 18, 2013

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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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    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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    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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    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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    Related Experiences

    is there any one for Cambridgeshire that needs a cross dresser friend
    dresscross dresscross 51-55, M 3 hrs ago

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    I am a cross dresser I enjoy it very much I try to look like a woman and dress like a woman and would like to have sex the same way women's have it
    dresscross dresscross 51-55, M 1 Response 1 day ago

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    I am a cross dresser and looking for lot of fun
    dresscross dresscross 51-55, M 1 day ago

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    I am not here for dating. I am not here for love. I am not interested in dating online. I am not interested. No. No. No. And no. So stop.
    LBMia LBMia 22-25, F 4 Responses 1 day ago

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    I do just as bad with online dating as i do with real life dating. If I could just find one guy who was honest.
    baprel26 baprel26 36-40, F 2 Responses 1 day ago

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    A met a guy online who was super sweet and charming. We talked, text, and video chatted every day for about a week before meeting in person. We didn't click because I thought he...
    Mo2013 Mo2013 22-25, F 3 Responses 2 days ago

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    Dating sites take all the fun out of Internet dating haha I had a picture of just my eyes and not a full face picture. If i were wearing a burka only my eyes would be visible. I...
    paliglass paliglass 31-35, F 1 Response 2 days ago

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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...
    Junecc11 Junecc11 26-30, F 2 days ago

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    Well that's very interesting cause I'm a cross dresser that likes girls , not so much as emotional relationship but as a. Friend someone to talk to and relate and share your part...
    samara11besc samara11besc 51-55 2 Responses 3 days ago

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    Anyone wana chat naughty and share some humiliating experiences
    Littlesissyboi69 Littlesissyboi69 18-21, M 4 days ago

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    I had the best time of my life tonight. I got the dressed up and went to get a massage in fem for the first time ever. I have always wanted to dress up and go out in public but...
    Rebecca83cruz Rebecca83cruz 31-35, T 6 days ago

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    I was at home alone and I decided to dress up like everyday. So I was wearing some black and pink lingerie and a golden fishnet garterbelt, and a pair of sexy black 4 inches heels...
    ImasexyCD ImasexyCD 13-15, M 2 Responses 6 days ago

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    I love it there is so many clothes to pick from I love to look in shops and see what I can get I get so excited wearing new ladies under wear I like to walk around the house in...
    dresscross dresscross 51-55, M 1 Response a week ago

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    I love to talk to cross dresser and to be very good friends and be a friend with benefits
    dresscross dresscross 51-55, M 3 Responses Jun 26

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    I recently got out of a long term marriage to live the lifestyle I chose. I will never be passable, but would like to connect with other CD's to share stories, tips and kind words...
    NewbieCD NewbieCD 41-45, M Jun 26

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    Okay this is my first post I am a 19 year old cross dresser. only two people know my two best female friends. I wish I could come out completely to the world but I am scared of...
    deleted deleted 26-30 Jun 26

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    Wyoming anyone want to meet up and have some "special" fun.....
    1Thatonedudeyouknow 1Thatonedudeyouknow 22-25, M Jun 24

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    I love to have a cross dresser friend to meet up with and have chat and anything else that goes with if
    dresscross dresscross 51-55, M 4 Responses Jun 24

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    I am married to a cross dresser. I was not part of that world. I found out he was cross dressing after 13 yrs together only because I found his feminine items. It was a shock to me...
    alecastro alecastro 31-35, F Jun 24

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    Herpes is a sexually transmitted disease that is common, According to the Centers for Disease Control and Prevention, in the USA about 1 out of 6 folks have the herpes virus. Sadly...
    smitha143 smitha143 26-30, F Jun 24

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    Well,there's not much about dating,so i noticed this sector to be busy... I want to ask tip or your take on dating women and if everything just falls on the female selection who...
    Peteswords Peteswords 31-35 2 Responses Jun 23

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    to have a cross dresser friend would be fantastic to share things with and more messages me
    dresscross dresscross 51-55, M Jun 22

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    Hi, I do feel so alone sometimes being a cross dresser. I'm sure many others feel the same, I don't think I would pass as a woman unfortunately, so I keep my dressing quite a...
    deleted deleted 26-30 7 Responses Jun 22

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    Any cross dressers or girls that love having girl's days with a skinny, feminine cross dresser that live in Florida? :) Message me if you wanna talk or meet up if we're close.
    jackgrey789 jackgrey789 22-25, T Jun 21

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    Elite dating sites, elite dating sites reviews, elite dating at www.elitedatingsites.com
    elitedatingsites elitedatingsites 36-40, F Jun 21

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    Around 4 years ago my senior year of high school I met someone who ended up having a big impact on accepting myself and being okay with who I am. I met her through a mutual friend...
    crossfitprincess crossfitprincess 22-25, M 5 Responses Jun 20

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    I have been utilizing my privilage at my new dressing studio to really go for it as it relates to "crossdressing". My latest outing resulted in a very strange sensation of a...
    JessicaDale JessicaDale 51-55 6 Responses Jun 19

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    I am a 17 year old crossdesser with a girlfriend who understands and gets into it sometimes. We have created a "girl" so when we have fun she can look at it as a different person...
    sexyjesscd sexyjesscd 18-21, M 3 Responses Jun 17

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    I cannot tell you how deeply I hate anything to do with meeting a girl when it comes to online dating, or anything close to that!!! Girls on dating sites are f******ed up...
    3mjay 3mjay 26-30, M 7 Responses Jun 13

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    i like cross dressing and talking about cross dressing message me
    jackgrey789 jackgrey789 22-25, T 3 Responses Jun 13

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    I'm so tired of men on here pursuing me....hard. I went from blocking zero to having no choice but to block otherwise I couldn't come back to the site and actually enjoy it. I don...
    SunshineMel SunshineMel 26-30, F 9 Responses Jun 12

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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...
    alizeeccaa alizeeccaa 26-30, F Jun 12