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I Am Dating a Cross Dresser

Personal Stories, Advice, and Support 75 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 5 Responses Nov 18, 2013

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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 1 Response Aug 17, 2010

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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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    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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    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 6 Responses Mar 27, 2012

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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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    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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    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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    Related Experiences

    i am thinking of making a skype for this account ,for crossdressers,Trans,Gay,lesbian and bi people . Comment if you want to chat or want me to make it. Love Ruby xxx
    Ruby1997 Ruby1997 18-21, T 1 Response Nov 28

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    did you ever had w dream of been a girl and waking up and feeling like a girl. I been having a dream of been a girl and woke up wear a night gown and emotionaly feeling like a girl...
    littlefox1973 littlefox1973 41-45, T 1 Response 11 hrs ago

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    How come society makes us feel bad for thinking out the box when all the time it's made up to control us. Come play at secreterotica . com it's sexy, fun the groups and library are...
    YouKnowItMakesSense YouKnowItMakesSense 31-35, M Nov 28

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    Sooo.. How did it happen? well so far I have only come out of the closet with my wife. But that began about 4 years ago. It should be noted that i have dresses off and on in...
    MsMarcy MsMarcy 41-45 4 Responses Nov 30

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    Hi im 20 from libya !! Anyone who want to talk !! Massage me !! :)
    Czcz763 Czcz763 18-21, M 1 Response Dec 6

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    Ellie's back, Hey everyone! You guys were right about the purge, you come back to it. I only wish I had kept my things, now that they're all gone :( Since I'm in college now, money...
    elliecarr elliecarr 18-21, T 2 Responses Dec 10

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    Yes, I am a straight cross dresser. I want to change this. I daydream every day about meeting a cross dresser like myself. We meet and we dress each other in lingerie and dresses...
    sissyrachel48 sissyrachel48 61-65, M 2 Responses Dec 1

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    hi girlies, I would really love to talk to a cross dresser, cross dressing is amazing and I respect everyone who does it, I can proudly say I am a sissy cross dresser and I love...
    anaisha004 anaisha004 18-21, T Dec 7

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    hi girlies, I would really love to talk to a cross dresser, cross dressing is amazing and I respect everyone who does it, I can proudly say I am a sissy cross dresser and I love...
    anaisha004 anaisha004 18-21, T 2 Responses Dec 7

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    Looking for other cross dressers. I want to learn from you and talk about everything related to being a cross dresser.
    SamanthaCD5 SamanthaCD5 22-25, T 1 Response Nov 24

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    I have reached a point in my life that a100% girl, I am no longer attracted to. I feel cross dressers are more serious about they look and are willing to take the time to become...
    righ2b righ2b 56-60, M Dec 2

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    I am a 38 year old male to female cross-dresser. I have been married twice, divorced twice, and have a daughter. I am in a relationship with a loving and kind woman who I have...
    Mich38 Mich38 36-40, M 3 Responses Nov 22

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    I, like most cross dressers, tried on my first pair of panties in my early teens. What an exciting feeling! I still get that rush of excitement every time I put on! When I go out...
    christine3000 christine3000 46-50, M Nov 23

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    I would love to have a cross dresser pen pal, I think it would be wonderful to talk to someone like that:) if a crossdresser would like to have a non cd pen pal please pm me.
    Batman328 Batman328 18-21, M Dec 2

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    I love talking to cross dressers and sissys! It's really fun, anyone wanna talk? I might not respond till 10:30-11
    Ericafaith Ericafaith 16-17, F Nov 29

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    Some of the best people I've ever met on here are trans or cross dressers. You guys are AWESOME.
    Shh84 Shh84 26-30, M Dec 1

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    I am looking for cross dressers and tg's to hang out with in or near Tampa, Brandon, seffner, valrico Florida. I am looking for others to go out with.. I don't want to go out alone...
    stephanycd stephanycd 36-40, M 1 Response Dec 2

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    I really want a cross dresser pen pal, just to share what we have gone through. Also our likes and dislikes what fits and don't fit. we could chat about our make up it would be...
    mattie23 mattie23 51-55, T 2 Responses Dec 9

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    Well that's not exactly true but Edmonton is the closest big city to where I live. Which is is the Alberta Beach area. I would like to chat with and eventually meet other cross...
    alison56cd alison56cd 56-60, T a week ago

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    I would love to be cross dressed by a female in leather and satin and go out :)
    leatherx leatherx 26-30, M 4 Responses 15 hrs ago

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    I have been with my boyfriend for almost two years. He has been separated during that time and during the first year of dating he refused to do anything about getting a divorce...
    anndisaster1 anndisaster1 26-30, F 12 mins ago

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    I lost a bet 3-1/2 years ago, for which I had to paint my toes neon pink for a week, show them in public and post public photos on my Face book and dating sites. Prior to that, I...
    steve66oh steve66oh 46-50, M 2 Responses 1 day ago

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    Happiness is at its peak, as gays can now meet and greet the people they want to date, on an online platform. Online dating sites in today’s world is the most convenient and...
    MosesProffitt MosesProffitt 22-25 Dec 1

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    10yeargap.com focuses on younger women dating older men and it encourages age gap marriage. 10YearGap.com is not a sugar daddy site. Single women are attracted to older single men...
    JessieFay JessieFay 31-35, F Dec 2

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    10yeargap.com focuses on younger women dating older men and it encourages age gap marriage. 10YearGap.com is not a sugar daddy site. Single women are attracted to older single men...
    JessieFay JessieFay 31-35, F Dec 2

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    10yeargap.com focuses on younger women dating older men and it encourages age gap marriage. 10YearGap.com is not a sugar daddy site. Single women are attracted to older single men...
    JessieFay JessieFay 31-35, F Dec 2

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    10yeargap.com focuses on younger women dating older men and it encourages age gap marriage. 10YearGap.com is not a sugar daddy site. Single women are attracted to older single men...
    JessieFay JessieFay 31-35, F Dec 2

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    10yeargap.com focuses on younger women dating older men and it encourages age gap marriage. 10YearGap.com is not a sugar daddy site. Single women are attracted to older single men...
    JessieFay JessieFay 31-35, F Dec 2

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    10yeargap.com focuses on younger women dating older men and it encourages age gap marriage. 10YearGap.com is not a sugar daddy site. Single women are attracted to older single men...
    JessieFay JessieFay 31-35, F Dec 2

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    10yeargap.com focuses on younger women dating older men and it encourages age gap marriage. 10YearGap.com is not a sugar daddy site. Single women are attracted to older single men...
    JessieFay JessieFay 31-35, F 1 Response Dec 2

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    10yeargap.com focuses on younger women dating older men and it encourages age gap marriage. 10YearGap.com is not a sugar daddy site. Single women are attracted to older single men...
    JessieFay JessieFay 31-35, F Dec 2

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    10yeargap.com focuses on younger women dating older men and it encourages age gap marriage. 10YearGap.com is not a sugar daddy site. Single women are attracted to older single men...
    JessieFay JessieFay 31-35, F Dec 2

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    10yeargap.com focuses on younger women dating older men and it encourages age gap marriage. 10YearGap.com is not a sugar daddy site. Single women are attracted to older single men...
    JessieFay JessieFay 31-35, F Dec 2

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    10yeargap.com focuses on younger women dating older men and it encourages age gap marriage. 10YearGap.com is not a sugar daddy site. Single women are attracted to older single men...
    JessieFay JessieFay 31-35, F Dec 2

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    10yeargap.com focuses on younger women dating older men and it encourages age gap marriage. 10YearGap.com is not a sugar daddy site. Single women are attracted to older single men...
    JessieFay JessieFay 31-35, F Dec 2

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    10yeargap.com focuses on younger women dating older men and it encourages age gap marriage. 10YearGap.com is not a sugar daddy site. Single women are attracted to older single men...
    JessieFay JessieFay 31-35, F Dec 2

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    10yeargap.com focuses on younger women dating older men and it encourages age gap marriage. 10YearGap.com is not a sugar daddy site. Single women are attracted to older single men...
    JessieFay JessieFay 31-35, F Dec 2

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