Post
Experience Project iOS Android Apps | Download EP for your Mobile Device

I Am Dating A Crossdresser

Personal Stories, Advice, and Support 39 People

    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 16-17, F 1 Response Apr 19, 2012

    Your Response

    Cancel

    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 22-25, F 3 Responses Feb 29, 2012

    Your Response

    Cancel

    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 22-25, F 9 Responses Dec 2, 2009

    Your Response

    Cancel

    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 36-40, M 1 Response Mar 16, 2012

    Your Response

    Cancel

    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 22-25, F 6 Responses Nov 24, 2009

    Your Response

    Cancel

    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 18-21, F 4 Responses Feb 17, 2013

    Your Response

    Cancel

    Related Experiences

    Herpes dating sites cater for people with genital herpes . When two people suffering from herpes date, it is obviously much safer as there is no worry about transmitting anything...
    smitha143 smitha143 26-30, F 1 hr ago

    Your Response

    Cancel
    Ugh. Back to the drawing board. Not a fan of online dating but it seems to be the best option at this point in my life; a divorced mom of three young kids. Wish there was an easier...
    peach1977 peach1977 36-40, F 1 Response 10 hrs ago

    Your Response

    Cancel
    I'm dating a guy right now and I really really like him. He is getting really handsy with me and I'm scared. I'm not saying I don't like it but it's scary because I never...
    Megan0899 Megan0899 13-15, F 2 hrs ago

    Your Response

    Cancel
    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

    Your Response

    Cancel
    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

    Your Response

    Cancel
    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

    Your Response

    Cancel
    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

    Your Response

    Cancel
    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

    Your Response

    Cancel
    Hi looking for other crossdressers to chat especially married ones
    Txcrossdress Txcrossdress 36-40, M 2 Responses Feb 16

    Your Response

    Cancel
    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

    Your Response

    Cancel
    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

    Your Response

    Cancel
    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

    Your Response

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

    Your Response

    Cancel
    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 4 days ago

    Your Response

    Cancel
    I love it when people ask legitimate questions about us crossdressers i love answering the questions and the more people know and understand us the better
    SissyInPinkLace SissyInPinkLace 18-21, M 2 Responses 1 day ago

    Your Response

    Cancel
    Hey , im a female who loves crossdressers :) feel free to share pics with me
    Sync093 Sync093 18-21, F 3 Responses 1 day ago

    Your Response

    Cancel
    Hey , im a female who loves crossdressers :) feel free to share pics with me
    Sync093 Sync093 18-21, F 5 Responses 1 day ago

    Your Response

    Cancel
    If you like crossdressers, please come chat with me I want to know all about it and you.
    69hotstuff69 69hotstuff69 22-25, M 2 Responses 1 day ago

    Your Response

    Cancel
    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

    Your Response

    Cancel
    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

    Your Response

    Cancel
    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

    Your Response

    Cancel
    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

    Your Response

    Cancel
    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 6 days ago

    Your Response

    Cancel
    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

    Your Response

    Cancel
    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

    Your Response

    Cancel
    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

    Your Response

    Cancel
    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

    Your Response

    Cancel
    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 31-35, F 7 Responses Feb 26

    Your Response

    Cancel
    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 3 Responses Feb 26

    Your Response

    Cancel
    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

    Your Response

    Cancel
    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

    Your Response

    Cancel
    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

    Your Response

    Cancel
    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

    Your Response

    Cancel
    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

    Your Response

    Cancel
    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

    Your Response

    Cancel
    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

    Your Response

    Cancel