I Like to Crossdress

Personal Stories, Advice, and Support 1,696 People

    I discovered that I like the feeling of

    femininity that wearing sexy girls clothes gives me on a whim. I put on a pair of my sister's panties when I was about 10 to see what it would feel like and ended up loving itπŸ˜…. For me, it's sort of a form of gender fluidity and being able to express my own gender identity...
    deleted deleted
    26-30
    3 Responses Mar 17

    Today I was feeling horny,

    so I decided that I finally needed to buy some stockings and a garter belt. I went to a local clothes store, and, bending over and showing my thong a whole lot, I finally found a cute black frilly belt I liked. I wanted a matching thong, but they only did granny panties that...
    Thong15male Thong15male
    22-25, T
    1 Response Jan 4

    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
    2 Responses Oct 4, 2011
    deleted deleted
    26-30
    2 Responses Jan 2

    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
    6 Responses Apr 10, 2014

    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
    3 Responses Nov 1, 2014

    I love dressing as a Disney princess.

    That's pretty much all I dress as. I have a few other dresses but it's my princess dresses I love.
    deleted deleted
    26-30
    1 Response Feb 9

    I love when I get to put on a ball gown

    and feel like a princess.
    deleted deleted
    26-30
    Jan 26

    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
    6 Responses Oct 14, 2012

    there is nothing like trying on a new dress

    for the first time. I always get so excited.
    deleted deleted
    26-30
    1 Response Mar 22

    The last two weeks have been absolutely

    incredible because I found someone who I could be a woman with. I took a walk late one night all dressed up and I didn't notice that one of my neighbors was out walking her dog. We'd spoken a few times, but didn't really know each other. She thought I was a woman (!) and came...
    deleted deleted
    26-30
    7 Responses Aug 16, 2015

    If you read my last story,

    you know how incredibly lucky I was to find someone to dress up with a few weeks ago. She has been absolutely incredible for me and we are together most nights. We've been jogging at night and I now have sports bras and workout clothing. It is certainly a different experince...
    deleted deleted
    26-30
    6 Responses Sep 30, 2015

    What's more fun than going to the Players to

    see La Cage Aux Folles? Going to the Players to see La Cage Aux Folles as Charlotte, giving the stuffy old geriatric theatre-goers more theatrics than they bargained for! Intermission was especially fun. The show was packed, so the line for the men's room was miles long and...
    CLaquelle CLaquelle
    31-35
    Mar 30

    One thing I'd like to say to people

    who say, those a women's clothes. These are clothes. I don't think they care who wears them! Mind your own business.
    deleted deleted
    26-30
    4 Responses Sep 27, 2015

    I have tried to convince myself to stop

    dressing at times but I am always drawn back. That was before I could actually accumulate my own wardrobe. Now, every chance I get I just want to slip on a pair of satin panties and a nice bra and go on from there. There is not much in the world that makes me feel so feminine as...
    ReneeTalley ReneeTalley
    61-65, M
    3 Responses Oct 6, 2015
    lvrofhose lvrofhose
    56-60, M
    1 Response Jan 11

    Don't expect many people to remember me

    but I left EP sometime last year because I had given up crossdressing for a while, but as you could probably guess I'm kinda back to doing. I'm not your traditional crossdresser with the panties and bra and nice dress although I do enjoy that. I'm more into nice tight clothes...
    Carlygirly2040 Carlygirly2040
    18-21, M
    18 Responses Oct 2, 2015

    I am going to get my haircut this afternoon.

    My hairdresser is so hot... I'm thinking of wearing panties under my jeans... Maybe put my beads in too πŸ˜³πŸ˜‰πŸ˜˜
    wllylmx wllylmx
    26-30, M
    3 Responses Mar 23
    deleted deleted
    26-30
    1 Response Feb 16

    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

    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, 2015

    I feel like an alien sometimes in my

    genderfluidity, the only one of my kind in my community, so far as I know. It's not easy being me and being open and intimate with friends, of which, 'round these parts, I have few.
    CLaquelle CLaquelle
    31-35
    Jan 11

    I wish i had a friend to crossdress with.

    another crossdresser or a girl. someone that's into the same things I'm into wearing.
    deleted deleted
    26-30
    Jan 9

    i lost another bet and have to wear a dress

    for a hole week and i am doing it i had take my wife to work and she said we nead milk at home i said ok i went to the store and got the milk the woman just smiled and said thank you it felt grate and then i had to take my dot to work she said she had to stop at the store so i...
    dragqueenpa dragqueenpa
    56-60, M
    2 Responses Sep 2, 2015

    I finally have some money to spend

    and I want to buy some women's clothing, but I don't know what to buy. I could really use some suggestions, anyone have any?
    deleted deleted
    26-30
    6 Responses Apr 11

    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, 2015

    I attend a large community college about 50

    miles from my home. I've been here since the summer. I only wear jeans and t-shirts at school and keep my look ambiguous because I'm afraid of the attention. There are a few places out where I do dress as a girl. I LOVE my girl clothes because I feel truely me and free when I...
    destinationlisa destinationlisa
    18-21, T
    4 Responses Oct 6, 2015

    So, I'm a little shaken today,

    not sure how correct that response is. I had a plan to reveal Charlotte next month on poetry night around the time of my birthday. I haven't been since september when I started rehearsal for my last show, consequently there was a friend of mine there who lamented my absences...
    CLaquelle CLaquelle
    31-35
    2 Responses Feb 11

    Today I decided I needed to slightly update my

    collection of women's outerwear, and to get some new stockings (as I tore my old ones). I got to the shop where I usually buy my clothes in, with just a thong on under normal guy's clothes on the outside. I spent ages looking around at everything, squatting down as often as...
    Thong15male Thong15male
    22-25, T
    Feb 28

    I feel compelled to make a statement.

    I am not here looking for love. I have love. She has been the best thing in the world for me for as long as she has been a part of my life, and I strive everyday to be the best thing in the world for her. I am here looking simply for friends, to feel like I'm not the only...
    CLaquelle CLaquelle
    31-35
    1 Response Jan 27

    Today I went and bought another pair of panties.

    Soon, I will have enough for every day of thee week. Then, maybe I can start working on getting enough bras for every day of the week. But for right now I'm content with my new pair with my miniskirt and pantyhose on. I was so nervous in the store with it being a Saturday and all...
    CDMichelle16 CDMichelle16
    18-21
    2 Responses Apr 16

    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
    16-17, M
    4 Responses May 23, 2014

    I went to the doctor today wearing a bra,

    skirt, and nylons under the drab. When he tried to listen to my heart I had to take my cellphone out of my bra so he could listen. Really a fun tickle.
    Sharon03 Sharon03
    61-65
    3 Responses Apr 5

    I got my Cinderella shoes in the mail today

    and now I'm ready for some ball room action.
    deleted deleted
    26-30
    1 Response Feb 12

    For me to say that I like to crossdress would

    be understating it. I absolutely love cross-dressing. I hope to get my life in order so I can become as feminine as possible. Females have such a wide assortment of clothing to choose from. Eye makeup can do wonders. Lipstick feels so great. You can get by with vastly improving...
    Thejannettearmet Thejannettearmet
    51-55, T
    3 Responses Apr 6

    I'm not going to say

    that it runs in the family, but yesterday I was tending my grandkids when my two year old grandson went in the bedroom and brought out a dress that he wanted me to put on him. The zipper was stuck so I couldn't put it on. He went back in the bedroom and brought out a blue tutu...
    Sharon03 Sharon03
    61-65
    3 Responses Apr 13

    Would like to look like the lady in the black

    skirt and white blouse great legs
    lvrofhose lvrofhose
    56-60, M
    5 Responses Feb 10

    Nothing hurts me worse

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

    I love to crossdress.

    I have been dressing for as long as I can remember. I still remember the very first time I dressed, and what I wore. It was a green satin dress with white pantyhose and white heels. I wore a bra and panties underneath. I was hooked and have been dressing ever since. I love...
    Danny82301 Danny82301
    46-50, M
    5 Responses Jul 10, 2015
    kelliTxxx kelliTxxx
    36-40, T
    4 Responses Dec 25, 2015

    Uniform - a poem In the pre-Biblical

    beginning all were bare, from birth to burial as are all of us today still-born, bearing no distinctions, beside those bestowed by Nature Cold came, naturally, and bareness demanded a barricade Thereupon we borrowed beastly insulation, that served said purpose, and that only...
    CLaquelle CLaquelle
    31-35
    1 Response Feb 23

    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
    6 Responses Oct 6, 2014

    When I was little (about 6 years old) my friend

    Liz helped me crossdress for the first time. I was over at her house when she asked me if I wanted to play dress up which I obviously agreed too. After taking me to her room she showed me a Cinderella costume she had and I said something to the effect of (I was six, do you...
    deleted deleted
    26-30
    Mar 18

    I'm home alone tonight

    so if anyone wants to date me absolutely anything I can do it but tonight only.
    Bmac7 Bmac7
    18-21, M
    3 Responses Feb 28
    lvrofhose lvrofhose
    56-60, M
    3 Responses Jan 11

    Uber-grouchy Sunday morning.

    I was rudely awakened by an alarm sounding on both my phone and my girlfriend's at around 2:30am, announcing a tornado warning. Here in Sarasota we constantly are warned of catastrophic weather only to be passed over, so at first I was just annoyed. Then I heard the wind and...
    CLaquelle CLaquelle
    31-35
    1 Response Jan 17

    I love dressing up as a princess.

    now I need someone to treat me like one.
    deleted deleted
    26-30
    Jan 30

    I've got 3 nights with the house to myself,

    no parents. Wonder what I could get up too, tempted to go buy some sexy nightwear. Any Suggestions
    Carlygirly2040 Carlygirly2040
    18-21, M
    6 Responses Feb 22

    with my first wig I feel more like a princess.

    blond hair and my sleeping beauty dress. I'm so excited I can't be happier right now.
    deleted deleted
    26-30
    1 Response Feb 16

    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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