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I Am Dating a Cross Dresser

Personal Stories, Advice, and Support 76 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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    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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    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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    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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    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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    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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    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 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 9 Responses Dec 5, 2009

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    Related Experiences

    I'm a closet cross dresser looking for other crossdressers to chat with. message me!
    chloegirl15 chloegirl15 16-17, T 2 days ago

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    ive been a crossdresser since middle school slowy getting more into it especially when I got into college ive never shared this with any one besides a few close girls im friends...
    peachy93 peachy93 18-21, M 3 Responses May 20

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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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    I would like to start crossdressing but don't know where to start, would anyone like to help me out?
    pthksw pthksw 22-25, M 3 Responses 6 days ago

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    Hi I'm 16 and want to start cross dressing but I don't know where to start I've tried to google it but I just became confused can someone help me please
    iphone6plus iphone6plus 18-21, M 2 Responses 5 days ago

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    hi! I'm new to EP and I'm looking to chat with other crossdressers!
    chloegirl15 chloegirl15 16-17, T 2 Responses 2 days ago

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    I have been wanting to get together with anyone local for some time now. I worked up the courage and I put an add on Craig's List in the personals. I just did it yesterday and had...
    JessicaMann JessicaMann 41-45, T 7 Responses 5 days ago

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    Hey all! I want to talk with some of you girls. Especially if you are in Massachusetts
    jamieCD99 jamieCD99 18-21, T 2 Responses 4 days ago

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    Hi all been dressing a long time off and on.. I like it a lot when I do it and just would like to talk about with other cd or trans girls 😊
    deleted deleted 26-30 8 Responses 1 day ago

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    I am truly very happy about ladies whom like guys who cross dress. I do respect you ladies 100% and I swear I really mean I do respect you all. Please keep it up because I am a...
    Pinkygir Pinkygir 16-17, M 2 days ago

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    Just had the second dream about cross dressing 2 days ago, so I thought I had better get it written before I forget it. This one was shorter but again, I didn't want it to end...
    jamie50 jamie50 51-55 2 Responses May 16

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    So my boyfriend successfully hid that he was a cross dresser from me for many years. When I found out I was extremely hurt and angry. It was hard to get past it, not the cross...
    CMegan CMegan 31-35, F a week ago

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    My cross dresser husband. I love him but his crossdressing does nothing for me. I don't mine that he does it and I even buy him clothes and he wears mine. Maybe I'd enjoy it more...
    PerfectPurplePassion PerfectPurplePassion 61-65, F 4 Responses 6 days ago

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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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    any cross dressers want a chat
    crossdresser1065 crossdresser1065 13-15, M 1 Response May 9

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    Hi everyone, I have experimented with the idea of dressing up like a girl but I haven't had anyone to talk to about it. This place seemed it was the right place so hello Cross...
    cd211999 cd211999 13-15, M May 14

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    Hi everyone, I have experimented with the idea of dressing up like a girl but I haven't had anyone to talk to about it. This place seemed it was the right place so hello Cross...
    cd211999 cd211999 13-15, M May 14

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    but there needs to be more out their, there are to many single cross dressers who need a woman in their life, I couldn't be more thankful of my girlfriend who lets me be me <3...
    lovegfpanties lovegfpanties 18-21, M 9 Responses 6 days ago

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    Hi I am a cross dresser I have actually got my nails done
    Sexyrachel1406 Sexyrachel1406 18-21, M 1 Response 2 days ago

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    I can't help it...it started slow,but...I want another cross dresser to love.
    deleted deleted 26-30 2 Responses 2 days ago

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    I have gone through probably 120$ in the last two days, trying to re-buy clothes and thongs to re-become a cross dresser. Shaving is a pain but with head clippers its not too bad...
    DanielleSweetcheeks DanielleSweetcheeks 18-21 10 Responses 2 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 2 days ago

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    Well as it not really thought about now as you know men wearing dress they get stare but women wearing trouser is fine. But I am cosplaying as a male anime character and as it more...
    CuteButTheDevil CuteButTheDevil 16-17, F 17 hrs ago

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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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    Hello all, this is just a short little story about me over the past few months and today. Over a long time there, i hated myself for dressing. then at a stage i was under dressing...
    Sarah147 Sarah147 18-21 7 Responses May 11

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    High school sweethearts, my bf and I have been dating for five years. 6 months ago he told me he likes to cross dress. At first it was just so overwhelming I didn't know what to...
    charley3399 charley3399 18-21, F 2 Responses May 20

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    My boyfriend confided in me shortly after we started dating that he loved to crossdress. I not only supported him but I encouraged him to wear the type of clothing that made him...
    blackbredjenn blackbredjenn 18-21, F 1 Response 5 days ago

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    easonjack521 easonjack521 22-25, F 2 days ago

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    jml2000 jml2000 56-60, M 2 Responses May 7

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