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I Like to Crossdress

Personal Stories, Advice, and Support 1,382 People

    Officially taking a break from being Lydia

    and dealing with my urges. I have huge exams coming up and i recently got a girlfriend so i need the time and energy for other things. I'll be back in a few months maybe, thankyou everyone. Goodbye for now :)
    deleted deleted 26-30 3 Responses Nov 1, 2014

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    DildoSniper DildoSniper 22-25, M 1 Response Apr 10

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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...
    KatrinaBoyer41 KatrinaBoyer41 41-45 7 Responses Oct 14, 2012

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    after the responses i got to my first post

    and the stories i have read i really feel that i have found somewhere that i can chat to people and not be ridiculed or made feel inferior,i hope that i can do the same for someone else
    dede73 dede73 41-45, M 3 Responses Jun 9

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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 4 Responses Oct 4, 2011

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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, F 1 Response Apr 14, 2014

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    Nothing hurts me worse

    than being called an "it." People really suck sometimes.
    Stacy81 Stacy81 31-35, F 2 Responses May 20, 2014

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    I had a little time home alone today.

    .. as soon as i had the chance i grabbed a cute pink v neck and some tights and put them over a aqua pair of panties and a black bra. I felt like the prettiest girl in the whole street, i then changed into a black dress and a sexy black thong. xoxo ~chloe
    chloerosecd chloerosecd 18-21, M 2 Responses Jun 9

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    I'm new on EP. I like the freedom it allows.

    Reminds me of walking in a park wearing a sundress and no undies. I kinda wanted the wind to blow my dress up just for a second.
    stamfordfan stamfordfan 41-45, M 2 Responses Oct 29, 2014

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    I have family members

    who accept me and I have friends that accept me! WHAT MORE DO I NEED? More clothes...women's clothes
    SadFacePanda SadFacePanda 13-15, M 1 Response May 2

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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, F May 26, 2014

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    Wife accepts that I crossdress

    and ****** me crazy
    Sophieflesh Sophieflesh 31-35, T 5 Responses May 6, 2014

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    Can't wait to get home tonight

    but what to wear???? X
    xdresses xdresses 18-21, M 4 Responses Jun 21, 2014

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    Where do attractive ladies find the time to get

    all "dolled up." It takes me forever to shave my legs, paint my nails, do my make up and choose jewelery. Never mind choosing type of underwear, dress, stockings and heels. But it's all worth it in the end when you walk out there and feel people's eyes on you as you sassay down...
    stamfordfan stamfordfan 41-45, M 1 Response Oct 30, 2014

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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, F 2 Responses Apr 24, 2014

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    Would love to talk to ladies

    who like straight men who love to crossdress.
    stamfordfan stamfordfan 41-45, M 1 Response Oct 30, 2014

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    I seldom wear long dresses.

    My fav skirt length is where I stand up, put my hands by my side, and wear a skirt that's just shy of my finger tip. Very short and sexy. If I'm going out without panties I'll wear something a little longer. I was in a taxi the other night with a cute dress and no undies. I...
    stamfordfan stamfordfan 41-45, M 3 Responses Oct 29, 2014

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    The only thing that keeps me from gaining

    weight is my desire to crossdress. I love very short, tight skirts. Nothing beats the looks you get when your legs are perfectly sculpted in stockings and heels. I love to sit on a couch and cross my legs. It took me forever to learn how to do it correctly.
    stamfordfan stamfordfan 41-45, M Oct 30, 2014

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    I have just returned from my first "outing" .

    Mid day , grocery store . Although in a chicken hearted way lol . I dressed in my girliest panties , pantyhose , ladies jeans with white dress shirt and open back ladies shoes with a half inch heel . One would have to look very close to detect , however it was one of my hugest...
    MissMsSissy MissMsSissy 56-60, M 9 Responses Oct 6, 2014

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    When ever I see an attractive woman in a

    skirt/dress I like I want to talk to her and tell her I'd like to try on her skirt/dress.
    stamfordfan stamfordfan 41-45, M 3 Responses Nov 1, 2014

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    I love wearing women's clothing,

    it makes me feel super cute!
    gaykitten gaykitten 16-17 1 Response Dec 29, 2014

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    I love getting in and out of car

    when I'm wearing stockings, a short dress or skirt and heels. People don't look to see if you're a girl or a boy. They just love to look.
    stamfordfan stamfordfan 41-45, M 1 Response Oct 30, 2014

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    I really like crossdressing everything

    that a women wears I like to wear its a turn on and it turns other people on just love hat
    lvrofhose lvrofhose 56-60, M Dec 2, 2014

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    I love the ritual of getting dressed

    for a night out. Lying in the bathtub and thinking of what to wear. A dress? A skirt? A suit? Very short? Knee length? Maxi? Dress with a slit? Skirt and jacket? Or with a blouse? Or a sweater? Do I want it to be tight or loose? With stockings? Thigh highs? Garter belt...
    stamfordfan stamfordfan 41-45, M 3 Responses Oct 29, 2014

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    I have long legs. I love to wear this type of

    strappy heel with a short skirt or dress.
    stamfordfan stamfordfan 41-45, M 1 Response Oct 30, 2014

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    I'm not gay but when i dress up in girls

    clothes i feel an urge to have a man make love to me as a woman .Is this weird or does anyone else feel the same way ?
    dede73 dede73 41-45, M 8 Responses Jun 9

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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, F 4 Responses Apr 14, 2014

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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, F May 17, 2014

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    DildoSniper DildoSniper 22-25, M Sep 24, 2014

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    I am male but I like to dreas women stuff I

    should say I wear it very little coz no one accept but when I am not I keep dream about it
    deleted deleted 26-30 Feb 13

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    Any crossdressers want to talk I woke up horny

    I don't know and I feel sexy
    yuyu0079 yuyu0079 18-21, M Apr 17

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    Bringtheocean Bringtheocean 18-21, M May 8

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    I don't think of it as crossdressing really.

    I've felt like a girl for as long as I can remember. It's more like finally being able to wear things that other women are wearing.
    SandyBG SandyBG 56-60, T 2 Responses Nov 1, 2014

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    I was in Victorias Secret a few years ago.

    I was a little nervous as I shopped for stockings and a skirt. When a sales lady asked if she could help I blurted out "What size skirt would I wear?" She smiled and showed me the selection. I found a pleated short skirt I liked. The sales lady asked me "Would you like to try it...
    stamfordfan stamfordfan 41-45, M 4 Responses Oct 29, 2014

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    When I worked in Rock Island,

    my girl friend and I went shopping in Iowa City just before Christmas. We went to the large mall on the east side, the one with the indoor ice rink. I arrived at her house, dressed to the nines, nylons, a full skirt, a festive sweater top, walking boots with two inch heels...
    shirleyeugest shirleyeugest 66-70, M 3 Responses Jun 7

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    I just... feel more comfortable wearing more

    feminine clothes I guess... I love how they look, and how they feel. Wearing a dress or a skirt or some makeup, always makes me feel so... so pretty. I love feeling pretty. I'm still pretty closet-ed about it all though in real life :s I wish I was strong enough to express...
    Madoka9 Madoka9 18-21, T 2 Responses Oct 30, 2014

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    I like to shop enfemme

    whenever I get the opportunity.This is a picture of me
    breannahenderson123 breannahenderson123 41-45 5 Responses Apr 4

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    I shouldn't look at Instagram pictures of all

    the sexy crossdressers and tgirls while at work. Making me so horny!
    LoveWearingTights LoveWearingTights 22-25, M 2 Responses 3 days ago

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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, 2014

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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, F 4 Responses Apr 15, 2014

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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 4 Responses May 23, 2014

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    stamfordfan stamfordfan 41-45, M Oct 29, 2014

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    JamieMostra JamieMostra 26-30, T Feb 19

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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, F 4 Responses May 1, 2014

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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, F 8 Responses Apr 10, 2014

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    yuyu0079 yuyu0079 18-21, M 2 Responses 3 days ago

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    Related Experiences

    Is there anyone in RI that would want to help me begin crossdressing?
    FallenAngel405 FallenAngel405 16-17, M