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I Like to Crossdress

Personal Stories, Advice, and Support 1,030 People

    The Beginning - Like many of you, I started by wearing my mothers things. First it was her boots. I love boots to this day. Then I added pantyhose, then bras. That was pretty...
    tammibadger tammibadger 51-55 2 Responses Jan 4, 2013

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    Look at mycrox-d.com Lingerie for men
    fercrox fercrox 46-50, M 2 Responses Apr 6

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    A New Friend -  Just recently I met a new friend.   She is very nice and we have exchanged pictures via e-mails.   She knows that I like to wear dresses...
    bobbie13 bobbie13 56-60, T 2 Responses Feb 22, 2010

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    An Outing With My Wife - My wife and I call it and "outing " when I crossdress and we go out in public. Tonight, began preparation for tomorrow, by bleaching my hair on my wrists...
    clarame clarame 56-60, M Apr 15, 2012

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    I Love Crossdressing - I had some hanes her way cotton panties that fit my feminine *** perfectly. I put those on with thigh high stockings. After I wore a white lacy bra with...
    KikkiNikks KikkiNikks 26-30, T 4 Responses Oct 4, 2011

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    The Day Of The Outing, Disapointing But Fun - While mother nature did not help. It was going to rain. so we decided not to go to the Tulip festivel. By she wanted me to do as I...
    clarame clarame 56-60, M Apr 16, 2012

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    I'm at a cocktail party. I'm dressed like a guy in boring pants and a boring white shirt. I keep looking at all the girls in their cute dresses, wishing I could join them. Sigh...
    Twig8 Twig8 31-35, T 3 Responses 3 days ago

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    Bought some jeans today and actually tried them on in the store for once. Really starting to get the hang of this. :)
    Twig8 Twig8 31-35, T 4 Responses 1 day ago

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    Last Summers Vacation - I am a 56 years old, who has a wonderful wife that is supportive but careful about me cross-dressing. We call these outings. We have gone out together many...
    clarame clarame 56-60, M 1 Response Apr 16, 2012

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    I Love To Crossdress - I love to crossdress.  I have been crossdressing for many years.  I started wearing mom's clothes when I was 12 or 13.  After outgrowing mom's clothes I...
    jml2000 jml2000 56-60, M 1 Response Jun 20, 2012

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    Thrift Stores & More! - I have been crossdressing for most of my life.  I can remember dressing fully from about 1975.  I have shaved my legs and chest in the past and...
    Falecia0 Falecia0 61-65 3 Responses Jul 22, 2012

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    Mexx - My name is Mexx when I'm a lad. Basically I just started this 2 days ago when I dressed as a dude for a date, and when I showed my mates pictures of me as a boy they thought...
    TheRealMe98 TheRealMe98 13-15, F 3 Responses Oct 1, 2013

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    I used to be terrified of buying women's clothing while shopping alone. I still feel some anxiety, but I can do it. I came up with a decent trick, though; maybe you can use it, too...
    Twig8 Twig8 31-35, T 6 Responses a week ago

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    Crossdressed And No Where To Go - Wow, it's 4a.m. and I finally finish geting dress. Everybody is sleeping, I got the door lock. My girl friend is gone for the weekend. I made...
    Jedimindtrick39 Jedimindtrick39 36-40, M 8 Responses Oct 14, 2012

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    Crossdressing - When I crossdress I feel like a woman, I get myself in a black skirt and tights followed with panties and bra that matches and a normal pink shirt with a girly...
    Bondageboy12 Bondageboy12 18-21, M Aug 21, 2013

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    Love It.. - Guys are so funny. I grew up with a bunch of bullies in school. They made my self esteem low. The funny part of it, I'm sure most of them would have fallen for me, if I...
    Jedimindtrick39 Jedimindtrick39 36-40, M 3 Responses Jun 13, 2013

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    As much as I love wearing a skirt, heels, and hose, I think I'm at my cutest when I'm wearing women's jeans, a pink/ purple hoodie, and pink sneakers. Makes me want to hug friends...
    Twig8 Twig8 31-35, T 1 Response 2 days ago

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    Can'T Stop Cd - I love to cross dress my wife fond out and she wheat mad and kick me out had to promise I stop but I no I can't stop I hide my stuff when she is out I dress up...
    alistair1972 alistair1972 41-45, M Oct 2, 2013

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    In A Relationship With A Much Older,muslim And Married Man - it has been a month since we started dating before we dated he started courting me, 1st i was reluctant his a very hot...
    toto1990 toto1990 22-25 Jul 26, 2012

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    Jill - Straight heterosexual male (wish I was female though..always have) who is tgirl curious and an admirer.Have crossdressed for as long as I can remember..love silk lingerie...
    Jill67 Jill67 51-55, M 3 Responses Apr 20, 2012

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    In A Relationship With A Much Older,muslim And Married Man - it has been a month since we started dating before we dated he started courting me, 1st i was reluctant his a very hot...
    toto1990 toto1990 22-25 Jul 26, 2012

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    Related Experiences

    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 like Crossdressing. But I have never told anyone. Do you think I should?
    Pinklovemaddie Pinklovemaddie 13-15 3 Responses 3 days 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 have a thing for guys who crossdress:3 I just find them so appealing!
    alpacca alpacca 13-15, F 3 Responses Mar 17

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    I have a thing for guys who crossdress:3 I just find them so appealing!
    alpaqqa alpaqqa 13-15, F 1 Response Mar 19

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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 crossdress every chance I get. My wife knows but does not participate.
    cdtommy cdtommy 66-70, M 2 Responses Mar 28

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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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    is there any girl in dubai who would like to make me her sissy and teach me how to be like a girl and how to wear girly clothes, makeup, jewelry and more i am a guy and want to...
    shifakhan shifakhan 18-21, M 2 Responses 6 days ago

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    i want cross dress as a female like all the clothes,have long hair, makeup, jewelry and everything and also learn the ways of women. even how to do sex. plzzz message me and help...
    shifakhan shifakhan 18-21, M 6 days ago

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    i want cross dress as a female like all the clothes,have long hair, makeup, jewelry and everything and also learn the ways of women. even how to do sex. plzzz message me and help...
    shifakhan shifakhan 18-21, M 5 days ago

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    I dont know when my cd begin..i my child hood my mom wears my sisters skirt and top,pants etc..mom always tell about my attraction to the girls properties.. so this will be the...
    deleted deleted 26-30 1 Response Mar 21

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    Is there anyone from Canada in here?
    secretboi50 secretboi50 31-35, M Mar 30

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

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

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    Look at mycrox-d.com Lingerie for men
    fercrox fercrox 46-50, M 1 Response Apr 6

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    Ever since I was young I have always dreamed about wearing dresses. In the third grade I would wish that on opposite day all the boys would be able to wear dresses and skirts. My...
    isabellavegara isabellavegara 18-21, M 1 Response 6 days ago

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    I would LOVE to meet a crossdresser from Milwaukee, Wisconsin! I am in desperate need of a "girl friend" so please message me if you're nearby!
    Cassie153351 Cassie153351 18-21, M 4 hrs ago

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    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 1 Response 2 hrs ago

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    On Monday I put on a pair of black jean jeggings and a fushia colored peasant top. Underneath I wore matching black panties and a bralette. I completed the look with a black...
    Brandie1960 Brandie1960 41-45, M 2 Responses 10 hrs ago

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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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    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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    Ok this is my first time writing about this and I am nervous about doing so. Ok i have crossdressed for as far back as I remember. The first time I can recall was at the age of 4...
    deleted deleted 26-30 4 Responses Apr 6

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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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    My first crossdressing experience was with my Mum's knickers. I remember I wanted to recreate a scene from a film where I saw a beautiful woman walking around in just her underwear...
    LucyTG LucyTG 26-30, T 4 Responses Mar 19

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    I'd love to crossdress but I'm scared of doing so, because I'm worried I won't be able to like what I see in the mirror when I do so. But I adore make-up and women's clothes.
    lyolyo1 lyolyo1 22-25, M 4 Responses Mar 20

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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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    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 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