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I Am Dating A Crossdresser

Personal Stories, Advice, and Support 39 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 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 8 Responses Dec 2, 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 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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    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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    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 3 Responses Feb 17, 2013

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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

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    bbwmeet bbwmeet 26-30, M 16 hrs ago

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    Hi, myself Sonalyso, I am a mature divorced woman and I am feeling bored with my loneliness. Looking for best local dating partner via online, if you are Single, married men can...
    wendisweety wendisweety 26-30, F 1 Response 12 hrs ago

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    So Halloween just passed and it reminds me how hot crossdressers are. Yes, I know most of the guys dressed up like female characters on Halloween aren't normally crossdressers but...
    newasexy newasexy 26-30, F 8 Responses Nov 2

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    Me and my cross dressing bae! Yes, the one that's prettier than me! Love him to death! Not dating, but best friends since 2nd grade. And even then I was happy to apply his makeup!
    JustCammy JustCammy 16-17, F 1 Response Nov 9

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    It seems that 95% of all crossdressers are male to female, unless it is just that females are less likely to come out about crossdressing. But regardless it is pretty rare for me...
    LexyCD LexyCD 18-21, M 2 Responses a week ago

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    Hi, I'm a 20 year old closet-ed crossdresser, I'm really shy and awkward and quiet but I'd love to make some friends :)
    Madoka9 Madoka9 18-21, T 3 Responses Oct 30

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    Any CD's (Crossdressers) wanna talk?
    CDLover12 CDLover12 18-21, M 1 Response Oct 30

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    I wanna date a crossdresser
    CDLover12 CDLover12 18-21, M 3 Responses Nov 5

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    I'm so horny and I wanna talk to a crossdresser
    CDLover12 CDLover12 18-21, M 2 Responses Nov 6

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    I am in NH I am a crossdresser I am not good at it but would like to do it a lot more and find out how it is to be a women
    pittsfield pittsfield 41-45, T Nov 7

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    I wanna talk to some crossdressers I'm so horny
    CDLover12 CDLover12 18-21, M Nov 7

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    I am a Crossdresser, and horny and wearing slutty panties and love to chat
    Yyntnt80 Yyntnt80 46-50, M 2 Responses Nov 9

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    well, title pretty much says it. are there women here who like crossdressers? thoughts? opinions? why, why not, that sort of thing :)
    bigmacintosh22 bigmacintosh22 22-25, M 1 Response Nov 9

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    I'm a bigender crossdresser who does dabble in girly wear. I need somebody who'll treat me like a boy and won't tell me to make up my mind about what I want to be.
    MonochromeMimic MonochromeMimic 18-21 Nov 11

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    Any crossdressers in North Carolina? I would love to meet other CDs in my area!
    LexyCD LexyCD 18-21, M 1 Response Nov 16

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    Any crossdressers that wana talk?
    LexyCD LexyCD 18-21, M 2 Responses Nov 16

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    I love cute petite femboy crossdressers, I would love to meet and be friends with one...maybe even FWB
    biventure biventure 22-25, M 1 Response Nov 16

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    Hi everybody! I would like to introduce myself this wonderful group. I'm Amber and I am a very part-time crossdresser. I've been crossdressing on and off for a few years now. As...
    lthrnick1987 lthrnick1987 26-30, T 3 Responses Nov 18

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    I love being a crossdresser. I mainly dress in boyish clothing but I chuck in girls clothes too.
    BondageKiller66 BondageKiller66 16-17, T a week ago

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    I'm more of a transgender then a crossdresser.. Nun the less I could use more CD/Trans friend! We could take about everything u want! Our dresses, heels, stockings, leggings and...
    CutepieTay CutepieTay 18-21, M 1 Response a week ago

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    Having been a crossdresser for years and having purged my collection several times because my previous wives objected I now have an ever expanding wardrobe of dresses, nylons...
    PJSZ PJSZ 61-65, M 4 days ago

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    If I could compare my online dating experience to anything, I'd compare it the IPhone game "Flappy Bird". You see, when I first downloaded that game, I thought: "This game looks...
    DeathstalkerScorpion DeathstalkerScorpion 22-25, M 1 Response Nov 13

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    Middle-aged men and teenagers don’t really want to get that tag of a committed relationship and fall into a long-term relationship at an early age. However, women in today’s...
    CougarsWoo CougarsWoo 36-40, F a week ago

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    Hey, You know age gap dating? I’d like to recommend a current popular dating site ~~? – AgeMeet.com — It is the best, largest and most successful age gap dating site for...
    sadecc11 sadecc11 26-30, F 1 Response Nov 10

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    It all started when I got a job at McDonald's on feb 22 2014. I immediately had a crush on this guy named Oscar. Keep in mind I am 17 and he is 16. I liked him from day one...
    Alliforevers Alliforevers 16-17, F 6 Responses Nov 2

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    I'm not doing it again, I had many trust problems with that. I'm not telling who they are, It's my business. But I would tell yall that I dated on here and it was a wreck for me...
    YoungSwagTheRapper YoungSwagTheRapper 16-17, M 5 days ago

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    MixedSingle.com is an interracial dating and personals site that brings together singles of all races, ethnicity and cultures seeking an interracial partner for friendship, dating...
    latrineantesa latrineantesa 26-30, F Oct 30

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    Our 29 Year Age Difference! Hello, I am 21 and my boyfriend is 50. We meet on AgeMeet.com.We were friends for a couple years before we got together, we have been together 3 amazing...
    danacc11 danacc11 26-30, F 1 Response Nov 12

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    I know I'm not attractive. In certain angles I look a hell lot better. That's why I use those photos online. They have not been edited and I wear no makeup. But my skin is always...
    1lonelydaisy 1lonelydaisy 41-45 2 Responses Nov 16

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    www.BbwMeet.Org is a leading Plus Size dating site for Men Looking For Plus Size Women.If you have considered trying Plus Size dating online, Bbw Meet is the place to be. Bbw...
    jennaAngle jennaAngle 26-30, F 1 Response Oct 27

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    I have been thinking about dating again after a year and a half of being divorced but have mixed messages from my friends. One of my male friends says that since I'm still...
    Phoenixsa71 Phoenixsa71 41-45, F 1 Response Oct 28

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    Single and over 40 is true, but the dating part? Not so much...it's not that I don't want to date, I just don't seem to meet men that I'd be interested in going out with. Most of...
    yourvoluptuousbaby yourvoluptuousbaby 46-50, F 8 Responses Oct 28

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    dating by its self is hard and lately ive been feeling sad and discouraged because of my herpes. how do I get over this feeling? I feel like crying just thinking about it. will i...
    brihappy24 brihappy24 22-25, F 1 Response Oct 29

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    I'm dating the most amazing guy on here, he's so sweet, I can truly trust him, we've been through some rough patches and I'm TRULY sorry for what I did, I love you more than...
    MaciP MaciP 16-17, F 3 Responses Nov 5

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    Been on/off dating sites since April and not a single date eventuated. Not even kidding. Only one or two guys I could actually continue a convo with, who both were creepy as...
    1lonelydaisy 1lonelydaisy 41-45 Nov 10

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    The more I see of men, the more I'm disgusted by them. Looking online at a body building forum where guys posted about their "dating" (more like sex) experiences. One guy was...
    1lonelydaisy 1lonelydaisy 41-45 1 Response Nov 16

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    well, I'm going to come clean and say that I have been in a few long term relationships lasting nearly one year each. the thing with me tho is that when I meet someone I like, I...
    justkyle20 justkyle20 22-25 6 days ago

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    Well the guy I wanted to fall back on isn't as anxious to go out with me as I am with him. Then again, I understand. I don't think he liked me picking my ex-boyfriend over him...
    moonstruckdelight moonstruckdelight 41-45, F 1 Response 4 days ago

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    Not Here To Date .... This App is Making Me think that People On Here Just Trying To Get Some Instead Of Actually Been A Friend ..Someone Mention a to Me If i was Having this...
    misslopez misslopez 22-25, F 7 Responses Oct 30

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