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I Like to Crossdress

Personal Stories, Advice, and Support 1,146 People

    A Girl Underneath: I can't always be dressed

    up but when I can get away with it I dress femme under my male clothes. One of the best times I can recall is in my second year at university. I stopped over at a female friends house early before class and I needed to shower as I got there all sweaty (I had been running) so I...
    a3s1r a3s1r 26-30, T Feb 19

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    I Like To Crossdress

    I shave my legs, make my face up real nice, get my stockins n heels, get a nice dress on and do my wig up a bit and go out. The sad thing is just drive around and never get out or go into the restaurant. All kinds of heads will turn at my some what attractive figure and this...
    AnnaisBell AnnaisBell 36-40 6 Responses Jan 16, 2011

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    Today sucked in every way.

    Got called all kinds up ****** things, workers at stores were rude, and my real life friends don't seem interested this time. It happens and it will pass, but days like today really hurt.
    Stacy81 Stacy81 31-35, T 1 Response May 20

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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 was dress as a woman. Lol
    Jedimindtrick39 Jedimindtrick39 36-40 3 Responses Jun 13, 2013

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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 inserts that gave me a nice B cup. After, I put on a black skirt and a black wig. With make up, I was very passable. I love...
    KikkiNikks KikkiNikks 26-30, T 5 Responses Oct 4, 2011

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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 times (shopping, dinner, sightseeing) mostly when out of town. I have cross dressed since my early teens. Last summer I had...
    clarame clarame 56-60, M 1 Response Apr 16, 2012

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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 then I don't no wort to do :(
    alistair1972 alistair1972 41-45, M Oct 2, 2013

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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. :)
    Stacy81 Stacy81 31-35, T 4 Responses Apr 15

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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 jacket, My shoes are black leather boots which make me feel sexy wearing them and I love my wig and make up making me a...
    Bondageboy12 Bondageboy12 18-21, M Aug 21, 2013

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    I love to crossdress.

    I have some panties and a bra. I wear a dress sometimes and I can sometimes get thongs and sexy panties from my cousins sister. I wear panties under my jeans and I sometimes wear them to school. I am straight but I love the feeling of them.
    Wedgiesinthongs Wedgiesinthongs 13-15, M 5 Responses May 23

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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 and bake them pies.
    Stacy81 Stacy81 31-35, T 1 Response Apr 14

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    Second time in public with all girl clothes.

    Same jeans and tshirt look, but went to a restaurant with a friend this time. Felt good, for sure. Trying to build up to short shorts since they're a hell of a lot more noticeable than jeans.
    Stacy81 Stacy81 31-35, T 4 Responses May 1

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    Can't wait to get home tonight

    but what to wear???? X
    xdresses xdresses 18-21, M 5 Responses Jun 21

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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 plans this whole weekend to be dressed and walk around the house looking sexy. I wanted to go for a ride, but my girl friend's cousin is...
    Jedimindtrick39 Jedimindtrick39 36-40 8 Responses Oct 14, 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 handsome man,his 32 am 22.he never told me he had a wife before so we started dating he treats me well than other younger men,he made sure i fall inluv with him...
    toto1990 toto1990 22-25 Jul 26, 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 handsome man,his 32 am 22.he never told me he had a wife before so we started dating he treats me well than other younger men,he made sure i fall inluv with him...
    toto1990 toto1990 22-25 Jul 26, 2012

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    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 much it until after college, when I had my own money and started buying my own things. It has progressed alot since...
    tammibadger tammibadger 51-55 2 Responses Jan 4, 2013

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    I'm Bi And I Like To Dress As A Woman

    Well to start off I've always wanted to dress as a woman never had the guts for it till i thought to myself F*** It I'm doing this and see where it goes problem is I can't be out with my family otherwise I'd be out on the street so I am trying to find a place of my own so I wont...
    theshytype theshytype 36-40, M 1 Response Aug 26, 2011

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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 I was really fit and realistic! So soon I'll get my money and start getting some boys/men's clothes...
    h47hentahu7y5a h47hentahu7y5a 16-17, M 3 Responses Oct 1, 2013

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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 started to buy my own women's clothes.  I's shop at church rummage stores and thrift stores to find things in larger sizes...
    jml2000 jml2000 56-60, M 1 Response Jun 20, 2012

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    I Crossdress Too

    I love to dress as a girl from head to toe, i love putting on a bra and pair of panties and then putting pantyhose on over my panties and then a dress, then i put high heels on then i go outside and sit out front or in the backyard
    addguy3455 addguy3455 18-21, M Oct 3, 2011

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    Just bought some sandals

    and wedges and got a veteran discount. Don't see that every day!
    Stacy81 Stacy81 31-35, T May 26

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    Nothing hurts me worse

    than being called an "it." People really suck sometimes.
    Stacy81 Stacy81 31-35, T 3 Responses May 20

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    fercrox fercrox 46-50, M 2 Responses Apr 6

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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 and doing my nails. My wife helped my pick out my outfit ( long black skirt with a white print along the bottom, a black...
    clarame clarame 56-60, M Apr 15, 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. (Nylons under my pants is the best I could do)
    Stacy81 Stacy81 31-35, T 4 Responses Apr 14

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    I'm to the point now

    where I don't feel awkward buying women's clothes anymore. The only time I felt out of place today was when I walked through the men's section.
    Stacy81 Stacy81 31-35, T 1 Response May 17

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    Oh my, on my Facebook tonight,

    one of my friends put a picture on my wall of a girl and dude wearing short shorts(about 3 sizes too small, but that's not the point) then another friend was like "looks like she wears the pants; not him" then in brackets put (it) , I coulda ***** slapped him
    JessicaCD20 JessicaCD20 18-21, M 2 Responses May 28

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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 dabbled with makeup from time to time, but long ago settled into lingerie, clothing, shoes, belts, wigs, jewelry and sometimes perfume...
    Falecia0 Falecia0 61-65 3 Responses Jul 22, 2012

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    Any teens have a **** fet I'm looking

    for more teens into this
    SCARFACEkyle SCARFACEkyle 16-17, M 2 Responses Apr 24

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    Went out wearing nothing

    but girl clothes tonight. First time ever. Granted I was at a musical on a college campus, and I was wearing jeans instead of a dress. Still, baby steps!
    Stacy81 Stacy81 31-35, T 3 Responses Apr 24

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    Wife accepts that I crossdress

    and ****** me crazy
    Sophieflesh Sophieflesh 31-35, T 5 Responses May 6

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    To-days Attire

    While I'm out shopping & using a computer in my local library I have on under my male clothing a bra & pantie set in red, red tights/pantyhose & a red summer dress 
    xdpaul xdpaul 56-60, M May 26, 2012

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    marcus15 marcus15 16-17, M 2 Responses Jun 3

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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. If I start to panic, I turn off my phone, put it by my ear, and pretend there's a woman on the other end explaining what she wants me to...
    Stacy81 Stacy81 31-35, T 8 Responses Apr 10

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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,sexy p.j.'s, restrictive clothing - fantacies include full feminization, being sissified, maid, tightly...
    Jill67 Jill67 51-55, M 4 Responses Apr 20, 2012

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    Related Experiences

    any ladies or other crossdressers please message me!
    Gmailol Gmailol 26-30, M 6 Responses Sep 2

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    I've been wanting to cross dress in public but I don't know much about make up or looks. I just started getting into dresses and want to know more. I'd like to meet a few female...
    Eriborn Eriborn 18-21, M 10 Responses Aug 28

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    Hi :) I'm Anne Marie. I've been on here before but got so busy, but I do miss the community :). Talk to me any time! I'll talk about anything you like! Can't wait to meet you all...
    AnneMarie54 AnneMarie54 18-21, M 3 Responses 4 days ago

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    I want a bisexual experience
    quinn2254 quinn2254 13-15, M 2 Responses Aug 21

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    I have just started writing a new blog chronicling the slow feminization and sissification of my partner by myself. This blog is not a work of fiction, nor is it in any way the...
    deleted deleted 26-30 4 Responses Sep 5

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    it is an experience so i guess it needs a story to go with. there are so few women that truly accept this small part of me. it seems the younger me was bolder in revealing this...
    trailsonrails trailsonrails 51-55, M 1 Response 3 days ago

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    I want to cry right now I've taken up drinking because it numbs the pain of my self disgust I'm drunk right now and want to kill myself I hate myself because I crossdress I thought...
    JulieCakes JulieCakes 13-15, M 3 Responses Aug 24

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    When I was 14 I started crossdressing. My Mother and older Sister were gone quite a bit. One day after school I went home and started putting on my sisters clothes. Bra, panties...
    Stephaniegirl226 Stephaniegirl226 36-40, M 5 Responses 2 days ago

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    I don't consider myself a crossdresser. I do wear a lot of things that women wear... nail polish, panties, nylons, skirts, heels, sandals, sneakers, hiking boots, shorts, jeans...
    steve66oh steve66oh 46-50, M 4 Responses Aug 23

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    Hi. I'm new to this site so is thought I would post! I'm 25 and in a committed relationship with a woman. I consider myself bisexual and have had encounters with both genders...
    Nikki1988x Nikki1988x 22-25, T 7 Responses Aug 31

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    I would really like to have a crossdresser friend to spend girl time with, but I am about to move out of the country soon. I don't want to start a friendship with someone local...
    Freja14 Freja14 31-35, T 1 Response Sep 5

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    So here it is, I am Proud to be a Bangalorean and proud to be a Cross dresser in this City. I am as normal as most Men, I work for an MNC , Drive a car in the mad Bangalore traffic...
    laaquila laaquila 31-35, M 1 Response Aug 30

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    I am a straight guy who secretly crossdresses and would like to make friends with other crossdressers between the age of 18-25 who lives in around Craigavon, Co.Armagh. If...
    blackdresser101 blackdresser101 18-21, M a week ago

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    Hello everyone I am a 19 Year old Male who previously got addicted to crossdressing. I am strait but for some reason love to wear females clothing, I have tried on several of my...
    MsLexi MsLexi 18-21, F 1 Response Aug 18

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    Yesterday started out like most days. I get up in the morning and take a number of my nightgowns, negligee sets out of my closet and put each one on until I find the one I want to...
    silkydrawers silkydrawers 46-50 3 Responses Aug 20

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