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I Am Dating a Cross Dresser

Personal Stories, Advice, and Support 70 People

    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 8 Responses Dec 5, 2009

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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 4 Responses Nov 18, 2013

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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 6 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 5 Responses Mar 27, 2012

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    My boyfriend, whom I've told you about on my

    last post, told me he cross-dresses. He was very afraid and insecure to the point where he believed if he told me, I'd leave him. But I am not bothered one bit by it at all like some girlfriends would be. It took a lot of guts on his part to tell me about this, and I respect him...
    takethispain takethispain 18-21, F 2 Responses Mar 7

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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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    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 3 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 3 Responses Apr 20, 2012

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    Related Experiences

    Below are videos of cross dressers being arrested . LEt me know what you think. http://www.youtube.com/watch?v=EqGplR3x9LE http://www.youtube.com/watch?v=nHi8TUZabTo http://www...
    bobbylee111 bobbylee111 26-30, T Apr 7

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    i want cross dress as a female like all the clothes,have long hair, makeup, jewelry and everything and also learn the ways of women. even how to do sex. plzzz message me and help...
    shifakhan shifakhan 18-21, M Apr 12

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    I just started cross dressing. Any one else new that wants to chat?
    nightfun56 nightfun56 18-21, M Apr 10

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    i want cross dress as a female like all the clothes,have long hair, makeup, jewelry and everything and also learn the ways of women. even how to do sex. plzzz message me and help...
    shifakhan shifakhan 18-21, M Apr 12

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    i want cross dress as a female like all the clothes,have long hair, makeup, jewelry and everything and also learn the ways of women. even how to do sex. plzzz message me and help...
    shifakhan shifakhan 18-21, M Apr 12

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    i want cross dress as a female like all the clothes,have long hair, makeup, jewelry and everything and also learn the ways of women. even how to do sex. plzzz message me and help...
    shifakhan shifakhan 18-21, M Apr 12

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    i want cross dress as a female like all the clothes,have long hair, makeup, jewelry and everything and also learn the ways of women. even how to do sex. plzzz message me and help...
    shifakhan shifakhan 18-21, M Apr 12

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    i want cross dress as a female like all the clothes,have long hair, makeup, jewelry and everything and also learn the ways of women. even how to do sex. plzzz message me and help...
    shifakhan shifakhan 18-21, M Apr 12

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    and I live in the Port Huron area. Write if you'd like to talk!!
    deleted deleted 26-30 Mar 31

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    Look at mycrox-d.com Lingerie for men
    fercrox fercrox 46-50, M Apr 6

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    Who doesn't like to wear a pretty dress with spaghetti straps!
    riley729 riley729 18-21, T 2 Responses 1 day ago

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    My boyfriend and I have been dating for over a year now, and I am completely in love with him. He' my best friend and the love of my life. I can't imagine life without him. He...
    lithium123 lithium123 22-25 6 Responses Mar 30

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    I'm a cross dresser and I'm looking to chat with other cross dressers and females
    Dizy132 Dizy132 18-21, M 7 Responses Mar 24

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    Im starting a Ki.K group chat ANY full time cross dressers under the age of 20 This is a chat for crossdressers to show off their outfits talk about shopping clothes and post like...
    lovevspink16 lovevspink16 18-21 Apr 5

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    Im starting a Ki.K group chat ANY full time cross dressers under the age of 20 This is a chat for crossdressers to show off their outfits talk about shopping clothes and post like...
    lovevspink16 lovevspink16 18-21 Apr 5

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    Im starting a Ki.K group chat ANY full time cross dressers under the age of 20 This is a chat for crossdressers to show off their outfits talk about shopping clothes and post like...
    lovevspink16 lovevspink16 18-21 Apr 5

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    Im starting a Ki.K group chat ANY full time cross dressers under the age of 30 This is a chat for crossdressers to show off their outfits talk about shopping clothes and post like...
    lovevspink16 lovevspink16 18-21 Apr 5

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    Im starting a Ki.K group chat ANY full time cross dressers under the age of 30 This is a chat for crossdressers to show off their outfits talk about shopping clothes and post like...
    lovevspink16 lovevspink16 18-21 Apr 5

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    Im starting a Ki.K group chat ANY full time cross dressers under the age of 30 This is a chat for crossdressers to show off their outfits talk about shopping clothes and post like...
    lovevspink16 lovevspink16 18-21 1 Response Apr 5

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    After stumbling across a cross-dresser in p**n, all I think about when I'm in public out of my feminine personality is that I wish I was wearing more than just my sisters tight...
    Jess967 Jess967 18-21, M 4 Responses Apr 7

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    Most people mistake me as one and cross dresser's want me to be one. I think they want to be like me, they have an obsession for my kind.
    Maurelle Maurelle 22-25 Apr 8

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    I'm in my early 40's and been dressing as a women as long as I could remember I've had to deal with a lot of people who don't understand and have been nothing but ignorant to me...
    olsentrisha olsentrisha 41-45, T 4 days ago

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    hey, Cross Dresser Looking for HELP,I need your help :( Basically my sister is moving out and I don't have any money to buy woman clothes :( hoping this fundraiser will get me at...
    Boy2girl92 Boy2girl92 18-21, T 1 Response 2 days ago

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    So today's fun filled event with the wife was a 7 hour complaint fest with 2 hours of arguing in there. Just wouldn't end. I had to walk out of the room after 3 hours which...
    j21043 j21043 31-35, M Apr 5

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    I am falling for a crossdresser. I love him and who he is and I would never change him. I told my family, which consist of my mother and sister. Mom was accepting, my sister was...
    bbsw1963 bbsw1963 46-50, F 2 Responses Mar 24

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    There was no way that he could be 47. No way. I thought he was 35 or 37, maybe 38. He acted like he was close to my age but clearly he was at least 10 years older than me. But why...
    poinsettia poinsettia 22-25, F 2 Responses 2 days ago

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