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I Love Dressing As A Woman

Personal Stories, Advice, and Support 1,574 People

    Thinking About Coming Out To My Girlfriend

    She has caught me dressing before. Not in person but on my phone. I had pics on my phone of me fully dressed with her make up and all. Her underwear, bra, stockings , mini skirt, heels and top. We kinda talked about it for a little but i was so embarrassed that i got the topic...
    lonleycdresser lonleycdresser 22-25, M 10 Responses Oct 28, 2012

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    Dressing

    i so love dressing as a woman it is the most amizing thing in the world to me the way i feel when i go out is like i am the person i was ment to be i love clothes and shoes and makeup and all the things that woman do dressing as a woman makes me so happy and i feel so free like i...
    stacyhopes stacyhopes 31-35, M 2 Responses Mar 22, 2013

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    I would love to dress

    as a woman all the time. Going out in public so that everyone can see me. A few times at night I've got dressed up and drove around for a couple of hours. I've drove along the motorway with the interior light on, knowing that trucks passing can see into my car. Men wore dresses...
    albro1000 albro1000 41-45, M 3 Responses Jan 5

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    My Wearing Of Women's Clothes

    I started wearing women's/girls clothes at the age of13/14 after nicking a pair of tights/pantyhose from a school mate's sister & I found out that I liked wearing them as I had a paper round at that time I decided to start buying my own, I got fed up a few years later of just...
    xdpaul xdpaul 56-60, M Jun 9, 2012

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    Sadly though it has to be in secret,

    but I really do enjoy it. That feeling of somehow being free is great.
    Johnina Johnina 66-70, M 3 Responses Jun 29

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    Today I Felt Like ...

    Today I felt like getting a corset and bra and stocking suspenders but I backed out at the last minute at the moment I just tend to wear bra's and pink panties (knickers) from time to time but would like to make myself feel like a girl does what do u guys think ? Do u think Iade...
    Haz56 Haz56 22-25, M 4 Responses Jun 13, 2012

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    My First Crossdressing In A Girl Slumber Party!(:

    ok lets start,hello im shay and im 16 years old. my story srart 4 yers ago , my parents were on a vacation for 2 weeks,some night my old sister (16, today shes 19) had a pajamas party with 2 friends.2 days before the party i got an F in a test in school and i didnt tell my...
    SHAY8877 SHAY8877 16-17, M 1 Response Sep 21, 2012

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    The Show So Far...

    Tonight i've already been outside, done a sneaky stealth mission through the house and all of this in the space of an hour. I've been talking to people like me ALL OVER THE WORLD for the past 3 hours and it is one of the coolest things that can be done in our world.
    BayareaCD BayareaCD 18-21, T 2 Responses Jun 5, 2012

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    I love to be with other women

    while dressed as a woman, going shopping, going to the beauty salon, ect, just being one of the girls,
    DawnR59 DawnR59 51-55, T 3 Responses May 4

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    Having underdressed with bra

    and panties for about 5 years, I have recently gotten into wearing skirts! Long, flowing skirts, knee length skirts and even slutty little mini skirts - I love them all. (With my large beer belly, my favorite skirts are maternity skirts!) The feeling of airy openness and...
    DonnaSue10 DonnaSue10 66-70, M Dec 1

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    True Siblings Will Love You No Matter How Far They May Seem

    O.K...First I'm a Cartoonist,and a truck loader Who can lift up to 400 lbs and I'm 165 lbs,5'10'Red hair,Irish...and I'm 32 years old.......beres my Statement.....I work/live As a guy....and At pm hours I'm a "Girl" in Deresses...and whatever the whole nine...people so I work as...
    keligo keligo 31-35, M Aug 3, 2012

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    I Love Dressing As A Girl

    Ever since i can remember I have been interested in female clothing and female things. I was never able to show it much because I was afraid my family would disown me. I use to hang out with my cousins and they were both female, and my age we are all just weeks apart, and they...
    cbprescott cbprescott 18-21, T 1 Response Aug 16, 2012

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    My Wearing Of Women's Clothes

    I started wearing women's/girls clothes at the age of13/14 after nicking a pair of tights/pantyhose from a school mate's sister & I found out that I liked wearing them as I had a paper round at that time I decided to start buying my own, I got fed up a few years later of just...
    xdpaul xdpaul 56-60, M Jun 9, 2012

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    So tomorrow me and my girlfriend are going on a

    belated valentines day date and I might wear some leggings and maybe a shirt. I'm not sure. I'm so glad she accepts me.
    deleted deleted 26-30 Feb 14

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    Changing Times

    I feel that i no longer can indulge in my crossdressing ways. It was so much more enjoyable when I could share it with women. I did so like having sex when dressed. Now that I kike being alone, it's not as much fun. I have started purging again. As I get older, don't want anyone...
    Julie4728 Julie4728 51-55, M 5 Responses Jan 20, 2013

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    Everyday

    There is nothing as comfortable as wearing a dress or skirt. Nor is there anything as sensual as wearing nylon or silk panties. Panty hose are wonderful too. Now put on a bra for breasts support and feeling the straps and band around your chest and straps on your shoulders is...
    Adam59 Adam59 56-60, M 5 Responses Jul 24, 2012

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    Me

    Today I sat in the bath and shaved every bit of hair on my body that said male and rid of it until it said female. after that i dried my self off and smothered cream all over me with a nice feminine scent.... of I trot to the bed room putting on my purple red bra and matching...
    shaeeee shaeeee 46-50 30 Responses Jul 30, 2012

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    I Love This !

    hey everyone i have so much to say ! i'm new to this website !!! i wanna meet as many people like myself! so lets talk ??? so excited to talk to you ladies ! and men ! xoxo Marissa <3 message me add me ! i'm friendly
    Marissautahrobert Marissautahrobert 18-21, M 5 Responses Nov 3, 2013

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    Check this out then or get it

    for a friend. http://www.amazon.com/Feminizing-Men-Achieve-Maximum-Feminization/dp/1502959674/
    AaronFel AaronFel 36-40 3 Responses Nov 28

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    All The Time

    can't think of anything else I want to do now. I dont have to transform completely with wig and make up but totally dress in womens clothes with lipstick on. was in the gents in a pub yesterday and a guy apologised thinking he was in the ladies so I must be doing a good job of...
    christinemelody christinemelody 56-60, T 1 Response Jun 23, 2012

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    It's such a great feeling to have those tight

    clothes upon my skin. If I could dress in public and not be scared I'm going to get judged then I'd love it.
    deleted deleted 26-30 4 Responses Jan 12

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    Sisters Petticoat

    My first experience of female clothing was at the very young age of 6. I don't know why this happened but I woke up in the middle of the night & quite out of the blue with no previous thought, felt a sudden desire to try on my sisters petticoats & slips. I didn't question my urge...
    susanpod susanpod 41-45 Aug 26, 2013

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    I Wear Girl Cloths

    i appreciate womans clothing their soft to wear they make you feel good an in the right way gorgeous...lol
    deleted deleted 26-30 1 Response Jul 24, 2012

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    I Am Obsessed With Living As A Woman

    I have an obsession with being a woman. Like most I started dress when I was young, about 13. I started with a pair of panties, and panty hose. I was satisfied with this for a long time but when I was a senior in high school I had the chance to dress completely. I wore stockings...
    sissysuzy sissysuzy 31-35, T 6 Responses Aug 27, 2012

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    I Too Love Dressing As A Woman.

    I was surprised to see this title because I often think about how dressing and smelling like a female heightens my spirits. I am now 63 and have a grand daughter who is 23 and lesbian. I have no problem with her life-style except I often wonder why she won't be more feminine as...
    deleted deleted 26-30 2 Responses Apr 26, 2013

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    The Karla Collection.

    I now have a drawer full and a chest full of woman's clothes to make me happy. I have a total of 9 maxi dresses, 4 push up bras, 6 pairs of panties, 2 skirts, 4 shorter dresses, one pair of slacks, one blouse, 2 tops, one white silk negligee and bathrobe, one short flannel...
    FrauleinKarla FrauleinKarla 61-65, F 1 Response Dec 4, 2013

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    Sunday Dressing

    I find that on sundays I have mor time to myself and have gotten the urge to dress again. I stopped for awhile hoping that I could get back out in the dating game and have a nice relationship. But after many long drives ( which is where I do most of my thinking) I realize that...
    Julie4728 Julie4728 51-55, M 5 Responses Aug 5, 2012

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    Related Experiences

    When I was 17 I was with a 33yo japanese woman, it was perfect and the sex amazing. I think japanese women really care about their man. It didn't work cause she was jealous of my...
    DrBenwey DrBenwey 18-21, M 1 Response Dec 4

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    What's not to like? They've seen things, been places and done things that have brought them to their current, highly desired selfs. I mean, who wouldn't be happy to find...
    yourguardingangel yourguardingangel 18-21, M Dec 4

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    To talk about anything... and I mean ANYthing. I'm an open book and need an open and honest woman to share with.
    dcisme dcisme 41-45, M 1 day ago

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    i love mature women plz chat me
    y2j3 y2j3 18-21, M Dec 4

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    So, as I mentioned before I find chubby girls very attractive. I myself am also chubby and love being chubby, however I want to remain healthy. Recently this girl started talking...
    ilovefatforsomereason ilovefatforsomereason 22-25, M Dec 9

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    That's when it all started. Wearing a dress and panties. It was out of necessity that I had them on. I was away from home and my clothes got muddy so my mother had me put on a pair...
    Adam59 Adam59 56-60, M 1 Response Nov 19

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    Well, either I gained a few pounds from Thanksgiving or I'm 'preggo' again. Squeezed into a pair of jeans that are barely buttoned (my belly is really straining the button). At...
    shinigami709 shinigami709 31-35 1 Response Nov 29

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    I take this day so seriously that I maintain a completely separate closet with dress shoes, socks ,suits, ties, pocket silks, and cufflinks, not to mention underwear which I only...
    propergentleman propergentleman 36-40, M 5 days ago

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    Heya ladies, I'm getting pretty tired of being told, “You can't write this or that.” I've decided that's ok though because I've found a new website. I've only been here for 2...
    DevilishTongue DevilishTongue 26-30, F 1 Response a week ago

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    So normally I'm pretty skinny, but lately my belly has been sticking out farther than usual without me having to stick it out, and its making me really excited! Its naturally...
    iwantaroundbelly iwantaroundbelly 22-25, F 10 Responses Nov 22

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    Is there any older women, married or single, out there looking for a younger guy?
    conc246 conc246 18-21, M Nov 26

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    She's the best person I've ever met. The kindest heart I've ever known. A genuinely humble spirit. She truly doesn't know how beautiful she is inside and out. In this modern world...
    theSusanQ theSusanQ 51-55, F 3 Responses Dec 8

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    GallyG GallyG 41-45, F 3 Responses Dec 9

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    I feel her drawing in closer to me... feels good....biding my time...
    theSusanQ theSusanQ 51-55, F 1 Response a week ago

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    I feel like I am in cold storage as she works 7 days on/7 days off with 12 hour shifts. Our communication is at a minimum until she is off work for seven days. I know I need to...
    theSusanQ theSusanQ 51-55, F 3 Responses 3 days ago

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    I love dressing in women's clothing. I wear women's clothes everyday. It is a topic of discussion my wife and I came to grips with. Thru all the discussions 1) I am not gay; 2...
    serinalynn serinalynn 61-65, M 4 Responses Nov 19

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    I have dressed up all my life in one way or another, for *** long as I can remember. Back in school I loved dressing in my panties and shorts never minded the comments, some wear...
    mattie23 mattie23 51-55, T 1 Response Dec 8

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    I love a woman with a big hairy bush. mmm
    olderman51 olderman51 51-55, M 20 hrs ago

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    I don't do it often but when I feel like it I love dressing up, or just for myself :)
    imgivingupnow imgivingupnow 18-21, F 3 Responses Dec 3

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    It started innocently enough right here on EP. I came across something she wrote and immediately found myself interested in not only her words but the woman herself . After...
    Christopher27 Christopher27 41-45, M 1 Response Dec 9

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    I started wearing my pantyhose when I was young my sister got them for me along with a bra she would help me be the girl that I wanted to be she love dressing me up we new each...
    mischef mischef 41-45, T 2 Responses Nov 26

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    Part 7 of My new Life: "What do you mean you have never loved a woman but you have loved?" I asked, intrigued. "I loved a man, and I had married him", he stated simply. " Well...