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

I Am Dating a Cross Dresser

Personal Stories, Advice, and Support 75 People

    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

    Your Response

    Cancel

    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 4 Responses Apr 20, 2012

    Your Response

    Cancel

    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

    Your Response

    Cancel

    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

    Your Response

    Cancel

    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

    Your Response

    Cancel

    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

    Your Response

    Cancel

    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

    Your Response

    Cancel

    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

    Your Response

    Cancel

    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

    Your Response

    Cancel

    Related Experiences

    Hey everyone, i want to share my experience and need some advice, but i cant tell it to my friends or family since i promised to my boyfriend, so I found this site and decide to...
    DanielleMiranda DanielleMiranda 22-25, F 2 Responses a week ago

    Your Response

    Cancel
    I would like to converse with people who like to cross dress or people who are sensitive to the needs of a cross dresser. I am an older person, retired and living alone. Need to...
    phylisst phylisst 70+, M 7 Responses Jan 16

    Your Response

    Cancel
    Hi. I'm Nikki and I'm 19. I love crossdressing coz it makes me so horny. I have two sisters and I'm always wearing their bras and panties and bikinis. I would love to make lots of...
    SissyTeenNikki SissyTeenNikki 18-21, T 3 Responses Dec 31, 2014

    Your Response

    Cancel
    Essex gurl here. Not looking for anything naughty. Just a friend. X
    Heellover Heellover 36-40, M 3 Responses Dec 30, 2014

    Your Response

    Cancel
    I am teacher and a girl left some clothes in my classroom over winterbreak. They fit me and I have been wearing them daily. In her bag was a skirt, a pair of jeans, undies, and 2...
    Therealjason Therealjason 31-35, F 5 Responses Jan 3

    Your Response

    Cancel
    Hey, looking to chat with someone pretty much about anything :P inbox
    jessieBourdon jessieBourdon 18-21, M 3 Responses Jan 11

    Your Response

    Cancel
    hey everyone I need help working some things out.
    Leena1968 Leena1968 46-50, M 7 Responses Jan 13

    Your Response

    Cancel
    My sister is driving me crazy about me wearing panties. Even whin she was who got me started with my 1st pairs. Idk. I can't make her understand that I like how they make me feel...
    onomaine onomaine 22-25, M 4 Responses 3 days ago

    Your Response

    Cancel
    Galatians 5:16-26 So I say, walk by the Spirit, and you will not gratify the desires of the flesh. For the flesh desires what is contrary to the Spirit, and the Spirit what is...
    LuanneW LuanneW 66-70, M 2 days ago

    Your Response

    Cancel
    Hey everyone, i want to share my experience and need some advice, but i cant tell it to my friends or family since i promised to my boyfriend, so I found this site and decide to...
    DanielleMiranda DanielleMiranda 22-25, F a week ago

    Your Response

    Cancel
    Hey everyone, i want to share my experience and need some advice, but i cant tell it to my friends or family since i promised to my boyfriend, so I found this site and decide to...
    DanielleMiranda DanielleMiranda 22-25, F 2 Responses a week ago

    Your Response

    Cancel
    Hey everyone, i want to share my experience and need some advice, but i cant tell it to my friends or family since i promised to my boyfriend, so I found this site and decide to...
    DanielleMiranda DanielleMiranda 22-25, F 12 Responses a week ago

    Your Response

    Cancel
    Hey everyone, i want to share my experience and need some advice, but i cant tell it to my friends or family since i promised to my boyfriend, so I found this site and decide to...
    DanielleMiranda DanielleMiranda 22-25, F a week ago

    Your Response

    Cancel
    Hey everyone, i want to share my experience and need some advice, but i cant tell it to my friends or family since i promised to my boyfriend, so I found this site and decide to...
    DanielleMiranda DanielleMiranda 22-25, F 1 Response a week ago

    Your Response

    Cancel
    Hey everyone, i want to share my experience and need some advice, but i cant tell it to my friends or family since i promised to my boyfriend, so I found this site and decide to...
    DanielleMiranda DanielleMiranda 22-25, F 1 Response a week ago

    Your Response

    Cancel
    My girlfriend has a male cross dressing friend so she told me over the phone stateing he was a really nice guy so I took the plunge & told her I to was s crossdresser but I think...
    mick69x mick69x 51-55, M 5 days ago

    Your Response

    Cancel
    In the first survey, the responses indicated that only one to seven percent of cross dressers considered themselves bisexual, yet twenty-nine percent reported some kind of gay...
    KurtPantyboi KurtPantyboi 56-60, M 2 Responses Jan 20

    Your Response

    Cancel
    Against is a bad word. . . I am just not attracted to men in women's clothes. I have a hard time finding clothes that work for me, and many men just slip them on and they look...
    RebekahWriter13 RebekahWriter13 31-35, F 1 Response Jan 5

    Your Response

    Cancel
    I'm a 19 year old cross dresser! If you wanna chat message me :)
    Fetish4life Fetish4life 18-21, T Jan 5

    Your Response

    Cancel
    Saw another cross dresser online once and after telling my wife about it, I mentioned that I didn't understand the fascination but it did turn me on. She then tossed me some black...
    free2bme469 free2bme469 46-50, T 7 Responses Jan 6

    Your Response

    Cancel
    New shoes 😁😁😁😁👠👠👠 I love being a cross dresser :')
    DanielleSweetcheeks DanielleSweetcheeks 18-21, F 4 Responses Jan 6

    Your Response

    Cancel
    Over the past like 7 months I've been super into cross dressers
    FreelanceHero FreelanceHero 18-21, M 2 Responses a week ago

    Your Response

    Cancel
    I’m not sure how to say this; it’s kind of strange to me! I’m a married, heterosexual, and long time cross dresser. I never had homosexual sex, never wanted it, and never...
    Cassandrajoan Cassandrajoan 61-65, M 7 Responses 6 days ago

    Your Response

    Cancel
    This story is a bit long but I wanted to share ny experience so I hope you enjoy. :) Normally I'm a very closed person, I like to keep to myself and not let anyone know about my...
    YouCanCallMeLucy YouCanCallMeLucy 16-17, M 4 days ago

    Your Response

    Cancel
    Well when I was 7 my folks went out to a Christmas party and left us at home with a babysitter. The sitter was content with putting us to bed early and watching tv downstairs in...
    Medic72880 Medic72880 31-35, M 5 Responses Jan 4

    Your Response

    Cancel
    I started ************ when i was 12 and i started getting more adventureous when i got a phone, i looked at some p*** by the time i was 13 i realised that i liked the look of...
    camtur camtur 18-21, M 1 Response Jan 8

    Your Response

    Cancel
    Ok I'm not really dating him , but he keeps chasing me ! He gives me signals and confuses me . The thing is i like him and I've kissed him several times , but I can't date him...
    liveforever1 liveforever1 22-25, F 5 days ago

    Your Response

    Cancel
    Full drag doesn't make me look any younger, on the contrary, I look 50ish as a woman. That's okay, I'm not doing it for dating or picking anyone up for a one night stand.
    Doviov Doviov 41-45 3 days ago

    Your Response

    Cancel
    Younger women dating older men mainly because younger women are attracted older men. older men mature, confident, stable .Mature guys always know how to treat their women.These...
    minnieccaa minnieccaa 26-30, F Jan 19

    Your Response

    Cancel
    2014 Review 2014 was a year of firsts in my crossdressing adventures, as I was able to go out dressed for a new record number of hours. Some of those extra hours were those that I...
    1SarahAnn 1SarahAnn 46-50, M 1 Response Jan 4

    Your Response

    Cancel
    2014 Review 2014 was a year of firsts in my crossdressing adventures, as I was able to go out dressed for a new record number of hours. Some of those extra hours were those that I...
    1SarahAnn 1SarahAnn 46-50, M Jan 4

    Your Response

    Cancel
    2014 Review 2014 was a year of firsts in my crossdressing adventures, as I was able to go out dressed for a new record number of hours. Some of those extra hours were those that I...
    1SarahAnn 1SarahAnn 46-50, M 1 Response Jan 4

    Your Response

    Cancel
    If you are a single biker and seeking a riding buddy & motorcycle club and serious relationship , you have to have a look the first , largest and most effective single biker dating...
    karallylong karallylong 26-30, F Jan 16

    Your Response

    Cancel
    Society has long become more open to the idea of older man - younger woman relationship and older woman - younger man relationship as well. Hollywood has brought in the practice of...
    angelacc11 angelacc11 26-30, F 2 days ago

    Your Response

    Cancel
    I crossdress. I can't help it. I'm 13, and I've tried about 3 times to stop crossdressing, and then something triggers it and the next thing I know is I'm wearing my moms panties...
    kylexdress kylexdress 13-15, M 5 Responses Jan 2

    Your Response

    Cancel
    I suspect that transgender and cross-dressing individuals are in the same invidious situation that gay people were several decades ago. Hopefully, prejudice against those who have...
    Ashanti Ashanti 51-55, T 1 Response Jan 6

    Your Response

    Cancel
    I really hate online dating sites because they are very boring and dangerous. You don't know who you are talking to. I tried dating sites before but none didn't work out for me. I...
    elana453 elana453 41-45, F Jan 14

    Your Response

    Cancel