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I Am Dating A Crossdresser

Personal Stories, Advice, and Support 35 People

    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...
    loudamy loudamy 26-30, F 8 Responses Dec 2, 2009

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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. ...
    loudamy loudamy 26-30, F 6 Responses Nov 24, 2009

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    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...
    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...
    ashfay ashfay 22-25, F 2 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...
    loudamy loudamy 26-30, F 3 Responses Feb 29, 2012

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    Related Experiences

    I'm from Milwaukee, Wisconsin and would love to meet a local crossdresser! I"m looking for a gurl friend that loves to dress as much as I do. Please message me if you're nearby!
    Cassie153351 Cassie153351 18-21, M 28 mins ago

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    I've always loved the idea of dating a crossdresser. I'm what some people might call a "tomboy" and I just always found the juxtaposition ( I that's the right word I'm not really...
    BrahmaDonna BrahmaDonna 22-25, F 16 Responses Mar 22

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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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    I'm dating a boy , most people don't understand they don't think it's serious , yes we aren't going to get married but I would just love my parents to understand . We have been...
    happpy33 happpy33 13-15, F 12 hrs 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've crossdressed since I was 15 years old. For alot of crossdressers thats nothing but it seems like it has been so long for me. At the same time I'm bored with what i have. I've...
    dawncutie dawncutie 18-21 3 Responses Mar 17

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    If there any girls here willing to add me or help with a 0% chance of girls clothes for me to wear or you wanna be friends please message me i am a male crossdresser and by the way...
    lovepink73 lovepink73 13-15, M 1 Response Mar 22

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    I absolutely adore crossdressers. I kind of run a small business where I help boys and men get dressed up. I would love to hear all of your stories. Any age can message me, and I...
    ShainaNichole ShainaNichole 18-21, F 10 Responses Mar 29

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    I live in GA and would like to meet other crossdressers and transgenders.
    sexidancer sexidancer 41-45, T 2 Responses Mar 30

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    Any sissy or crossdressers here from central Ohio? I'm a sissy admirer and would love to meet some girls! Muah!!!
    ChrisP1279 ChrisP1279 31-35, M 1 Response Mar 31

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    Illinois area - any crossdressers or even girls accepting near the La Salle area?
    lovepink73 lovepink73 13-15, M 1 Response Mar 31

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    Would love to meet a UK girl that likes crossdressers, message me xx
    Jessicatv2012 Jessicatv2012 36-40, T Apr 1

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    I'm a female, born on and completely one and I love crossdressers. I'm open to help you with any questions but I won't date a guy over 35. I'll be anyone's friend. Please message...
    ShainaNichole ShainaNichole 18-21, F 3 Responses Apr 1

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    I am interested in finding crossdressers in Washington State, Bremerton area for chat and maybe more?
    Danielle1967 Danielle1967 41-45, M Apr 2

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    I want to meet a Cambridgeshire crossdresser to help me
    deleted deleted 26-30 Apr 3

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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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    Please contact me via EP, my Facebook page under Jess Angel or JessAngel6y@gmail.com to join our new male Christian Crossdressers group. I'm looking to generate support for each...
    JessAngel JessAngel 22-25 1 Response Apr 5

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    22 year old crossdresser is there any one in peterborough cambridgeshire to come and give me a good **** naver had anal and want to try so badly
    messycindy messycindy 22-25, M Apr 5

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

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

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    Seeking crossdressers, or sissy men in the southern mo. northern ar. area. Want to talk and share thoughts. Best case scenario, FWB.
    mabiguy mabiguy 36-40, M 1 Response Apr 6

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    Any sissies and crossdressers living in midland Ireland?
    cindytights cindytights 36-40 Apr 7

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    Any crossdressers living in Australia
    Jess967 Jess967 18-21, M 1 Response Apr 8

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    I am married to an amazing man, a fabulous father, talented lover and my very best friend...oh yeah, he's a crossdresser as well.
    Happiegurl Happiegurl 26-30, F 1 Response Apr 9

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    I too am a crossdresser and I love to wear feminine clothers. I love the feel of pantyhose and silky clothes. I used to fight my urges, but now I have come to realize this is a...
    JaimeCD JaimeCD 46-50, M 3 Responses a week ago

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    Um... Hi im a aspiring crossdresser Id kinda like help crossdressing if anyone would want to My kick is josef3303664
    deathtrap12 deathtrap12 18-21, M 2 Responses 4 days ago

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    Best Older Men Looking For Younger Women - AgeFriends.com is a new dating site for Older Men Looking For Younger Women. Older men dating younger women has been the norm for years...
    agefriends agefriends 31-35, F 20 hrs ago

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    Insights on Swift Plans of Younger Women Dating Sites It doesn’t constantly adhere to that the women in their twenties will necessarily be interested in a person her very own...
    GarthPasche GarthPasche 26-30, F Mar 24

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    Older Men Like Younger Women as they are more vibrant, spontaneous and full of life. A survey of 2000 adults showed that only one percent of women preferred a relationship with a...
    likeyoungerwomen likeyoungerwomen 31-35, F Mar 31

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    Older Men Like Younger Women as they are more vibrant, spontaneous and full of life. A survey of 2000 adults showed that only one percent of women preferred a relationship with a...
    likeyoungerwomen likeyoungerwomen 31-35, F 1 Response Mar 31

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    Couples have a higher chance of reaching divorce if they are having deep financial trouble, and for this reason, finding a wealthy mate is not something that a person should be...
    lookingforrichmen lookingforrichmen 26-30, F a week ago

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    Older Men Younger Women Dating Site - AgeMeet.com AgeMeet.com is the # 1 dating for Older Men Younger Women Dating Site, it offers a meeting place where younger women seeking older...
    sallycc17 sallycc17 26-30, F 1 Response Apr 3

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