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I Am Dating A Crossdresser

Personal Stories, Advice, and Support 39 People

    My Wife Is Married To One, Me. Does That Count?

    My wife is married to one, me. Does that count?  She's not active on this site, but I am. I'd be happy to share with others in similar situations, but I'll keep this brief, since I'm not sure how active this group is?
    PStJBR PStJBR 41-45, M 1 Response Mar 16, 2012

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    A Completely Unexpected Beginning

    I just went on my first date with a wonderful man. I've never had so much fun, or met anyone who gave me butterflies as quickly as he did. I went into the first date knowing that he was a part time crossdresser. I don't know if I was in shock, or simply didn't care, but the news...
    ashfay ashfay 22-25, F 4 Responses Feb 17, 2013

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    It's Been Awhile...

    Sorry, ya'll. It's been quite a while since I've been on EP. Goodness!! So much has happened. I'm sorry to say that I and the crossdresser did not work out. Nothing to do with his enjoyment of dressing in woman's clothing. We just were not compatible as people. Still good...
    loudamy loudamy 26-30, F 3 Responses Feb 29, 2012

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    It's Time To Get Dressed Up!!!

    So we are planning a trip to Jacksonville, FL (only a two hour trip from us!) to go to The Metro, from what I hear, a pretty cool gay bar.  They have drag shows on the weekends and I think it will be a lot of fun.  But I really feel like this will give...
    loudamy loudamy 26-30, F 6 Responses Nov 24, 2009

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    Pantyhose Run!

    Unfortunately the pantyhose from Hooters didn't hold up as well as expected so I was asked to make another run last night.  No problem there, I don't mind one bit, but it was a bit funny this time around.  Last time I went there was a very busy dinner crowd so I...
    loudamy loudamy 26-30, F 9 Responses Dec 2, 2009

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    Dating A Crossdresser

    The other day my boyfriend of a year and eight months revealed to me that he occasionally crossdresses. He assured me it was NOT because he is actually gay, NOT for the sexual aspect of it, BUT because it gives him a chance to escape the stress in his life. When he told me, I...
    BFisaCD BFisaCD 18-21, F 1 Response Apr 19, 2012

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    Related Experiences

    Some notes about the meeting at the Ingersoll Gender Center on Wednesday; I arrived early as I was unsure of the location and allowed extra time to get there. It's dark and rainy...
    JessicaDale JessicaDale 51-55 13 Responses Feb 6

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    I don't understand why most people think transsexual and crossdressers are weird and not human...they were just born in the wrong body or like to dress as the other sex...I am not...
    bobbyrado2 bobbyrado2 18-21, M 2 Responses Feb 5

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    I am a strait male crossdresser, and I enjoy thinking about myself as a pole dancer. I would like to feel that energy of femininity. It all started in my puberty during stressful...
    levalo levalo 31-35, M 4 Responses Feb 7

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    been one all of my life ad as of late I have sex with other crossdressers and good looking men-
    xkimm xkimm 61-65, M 2 Responses Feb 11

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    so I guess it's time to admitt it I am a crossdresser but I'm okay with that I wore all girl clothes the entire day out in public today and not one single person was mean or rude...
    cuteinmypantiestoo cuteinmypantiestoo 26-30, M 7 Responses Feb 11

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    Hi everyone I'm new here and I'm looking to make new friends I'm a crossdresser and I do like to meet more people like me :-)
    victoria08 victoria08 36-40, M 7 Responses Feb 14

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    Hi looking for other crossdressers to chat especially married ones
    Txcrossdress Txcrossdress 41-45, M 2 Responses Feb 16

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    I would like to say that it takes a special type of woman to like a crossdresser, but I don't think that is the case. I think it takes a special type of woman to allow herself find...
    JessicaMarie35 JessicaMarie35 31-35, T 2 Responses Feb 18

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    Hi i am 21 year old crossdresser and i was forced to sex by my uncle when i was 17.
    penelopecross21 penelopecross21 18-21, T 2 Responses Feb 19

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    I am a lifelong CrossDresser, have grown up racked with guilt over my "aberrant" behavior. Just recently I have come to embrace it. Tonight when I got home from work, i showered...
    ta61 ta61 51-55, T 10 Responses Feb 21

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    Any crossdressers want to trade pics
    hannah357 hannah357 18-21, M 2 Responses Feb 22

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    Hello, I would love to talk with crossdressers or people who just wanna chat. I know it is a very 'taboo' topic but I am sure there are some people out here who would love to chat...
    lwdcd lwdcd 22-25, M 1 Response 1 day ago

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    Dating changes as people age, so dating older women can have its benefits. If you are interested in dating an older woman, there are plenty of reasons to do so. Whether you think...
    Nileay Nileay 36-40, F 4 Responses Feb 5

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    Hey, You know older women dating?  I’d like to recommend a current popular dating site ~~? – datingolderwomen.org — It is the best, largest and most successful age gap...
    Mavien005 Mavien005 31-35, M 1 Response Feb 11

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    Why not, Herpes is a common infection which doesn’t end your life. Herpes in no way can stop you from having a lovely life like many other uninfected people. Herpes is very...
    smitha143 smitha143 26-30, F Feb 11

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    Many people living with sexually transmitted diseases (also known as STDs) such as herpes has been afraid to start dating again, for fear of rejection, or simply for fear of...
    smitha143 smitha143 26-30, F Feb 19

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    The idea of senior dating is completely different than dating in current generation times. Usually, when people who have crossed the near fifty years mark engage themselves I...
    sophiescanlan1 sophiescanlan1 26-30, F 1 Response Feb 20

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    Still are you single?? Fed up in finding your wealthy soul mate?? Here is the best road to the love paradise The largest over hundreds of Rich single’s Group. The place to meet...
    smitha143 smitha143 26-30, F 1 Response 4 days ago

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    Still are you single?? Fed up in finding your wealthy soul mate?? Here is the best road to the love paradise The largest over hundreds of Rich single’s Group. The place to meet...
    smitha143 smitha143 26-30, F Feb 4

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    hsvdating.biz is the best dating site for herpes positives and std positives. I got engaged through this site. Thanks to hsv dating.
    david0529 david0529 26-30 Feb 9

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    I signed up on EP to read and share experiences and stories. Have I missed the memo that this is actually a dating site? I've been receiving a number of messages recently that are...
    thecasualdilettante thecasualdilettante 22-25, F 2 Responses Feb 21

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    Online dating sucks!!! No one is serious about finding a relationship on these sites! Mostly everyone is looking to hook up...and now I'm learning that many of the guys have...
    putyourrecordson putyourrecordson 26-30, F Feb 21

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    After my relationship ended I haven't been able to find a date. I've never asked a girl out. I'm really depressed after my relationship ended, and I need to start dating again. I...
    idontknow2658 idontknow2658 18-21, M Feb 22

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    This year I will be 41 and have just gotten back into the dating world. I have been single now for almost a year after nearly 20 yrs of marriage/divorce and a long complicated...
    mamabutterfly mamabutterfly 36-40, F 7 Responses 5 days ago

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    Am I wrong for wanting to be exclusive before having sex with a guy I'm dating ? We've been dating for almost a month
    kayshay1991 kayshay1991 22-25, F 2 Responses 5 days ago

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    I am 18 years old and dating a 14 year old. It seems wrong. I know. But he makes me happy. And he is physically and mentally matured. We connect better than I have with anyone.
    KelBell14 KelBell14 18-21, F 2 Responses Feb 4

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    Just Saying. I am already engaged and I am not interested in dating. I just came here to find like-minded people whom I can converse and become friends with ^^vI was part of a...
    inkspensandpapers inkspensandpapers 26-30, F 2 Responses Feb 4

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    Did you guys ever date someone with herpes? I gotta tell you that I read a news from a news website and they link me to a site named biherpesdating.com, Then I choose a site trying...
    tanglelau tanglelau 31-35, F Feb 5

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    I'm so scared because we started dating and all this is new for me. He lost his wife 2 years ago. He has 3 kids. He drives 2 hours almost everyday to see me. Everything seems good...
    yaya9801 yaya9801 36-40, F Feb 8

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    I am dating a truck driver and I am conflicted on what to do as this is a totally new experience for me. This guy and I have known eachother for years he was the first guy to ever...
    sweetbaby2013 sweetbaby2013 31-35 Feb 10

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    I am dating a truck driver and I am conflicted on what to do as this is a totally new experience for me. This guy and I have known eachother for years he was the first guy to ever...
    sweetbaby2013 sweetbaby2013 31-35 Feb 10

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    I am dating a truck driver and I am conflicted on what to do as this is a totally new experience for me. This guy and I have known eachother for years he was the first guy to ever...
    sweetbaby2013 sweetbaby2013 31-35 Feb 10

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    I am dating a truck driver and I am conflicted on what to do as this is a totally new experience for me. This guy and I have known eachother for years he was the first guy to ever...
    sweetbaby2013 sweetbaby2013 31-35 1 Response Feb 10

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    I am so tired of online dating. I have been doing it for two months and I have had enough. It is unacceptable how men behave these days. They do not want to court a woman or make...
    curvysub curvysub 31-35, F 2 Responses Feb 11

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    I saw the new anti-smoking commercial that said you get twice as many matches on dating sites if you're not smoking in your profile picture. I found that to be very misleading...
    AgentSean AgentSean 18-21, M Feb 16

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    Online Dating sites, txt women, tell them your entire life story & that your interested in them. Talk on phone for a few weeks or so,,, then the man says one wrong line and BAM it...
    mcmill181 mcmill181 51-55, M Feb 16

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