I Love Dressing As A Woman

Personal Stories, Advice, and Support 1,801 People

    I love it so much and cannot stop myself dress

    up in women's clothing and sexy under wear and stocking
    janetjanet janetjanet
    51-55, T
    3 Responses Mar 30, 2016

    So it had been about one

    or two weeks since the "game" and I have non stop dressed up as a girl as in my sweat pants drawer I have a skinny jeans, a dress, a bra, 2 pairs of panties and lipstick and lipgloss my mom has not noticed.
    mater717 mater717
    16-17, T
    Mar 30, 2016

    My salesman( his name is Ron) came back

    and wanted to chat over coffee. I met him at a local coffee shoppe and we spent almost 3 hrs chatting and having a great time together. He wasn't to forth coming with many details of his life-but i can feel the pain in his voice. Were going to meet for dinner later this week and...
    Kittenkiss76 Kittenkiss76
    66-70, M
    2 Responses Nov 2, 2015

    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
    5 Responses Aug 27, 2012

    The other night my wife

    and I went out to eat. Enroute I reclined the front passenger seat and she says the front portion of your (my) bra cups were raising my top enough that my bra was noticeable. All I said was "really". There were 2 small mounds in my top. neither of us said a word the rest of...
    serinalynn serinalynn
    66-70, M
    2 Responses Aug 18, 2015

    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
    4 Responses Jan 12, 2014

    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
    1 Response Dec 1, 2014


    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

    Sometimes i get confused about life-but i must

    forge ahead and try to make the best of this life. Ron called last night and wanted to talk and i should have hung up on him. But we chatted and settled a few of our differences. I was dwelling on myself and didn't think about his feeling about dating a cross dresser. Men can be...
    Kittenkiss76 Kittenkiss76
    66-70, M
    Dec 23, 2015

    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
    Aug 26, 2013

    Check this out then or get it

    for a friend. http://www.amazon.com/Feminizing-Men-Achieve-Maximum-Feminization/dp/1502959674/
    AaronFel AaronFel
    3 Responses Nov 28, 2014

    Prt 3: my mom makes me go out ALOT!

    After we got our nails done my mom took me out to a local restaurant she told me I have to eat slow like a lady and if any bathroom emergencys don't forget to use the lady's room with a smile. We went in I ordered my usual and then all of a sudden I had to use the restroom and I...
    mater717 mater717
    16-17, T
    Feb 15, 2016

    I went shopping the other day,

    fully dressed except for not having any panties on. Lovely divine feeling
    deleted deleted
    6 Responses Dec 22, 2015

    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
    18-21, M
    2 Responses Sep 21, 2012

    Went back to the doctor

    for my two week check-up and my glucose was almost back to normal.!!! YEA... Lost 11 lbs and i feel so much better. Now I'm so glad i cut out white sugar all together...That was the good news--Ron called me a few nights ago and he wants to start seeing me again. I just don't no...
    Kittenkiss76 Kittenkiss76
    66-70, M
    Jan 28, 2016
    JulieCakes JulieCakes
    18-21, M
    4 Responses Dec 24, 2015

    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
    7 Responses Jan 20, 2013

    Here is a picture of

    when I felt like dressing as a sorority school girl or something...😆😆😉
    deleted deleted
    1 Response Jul 5, 2015

    Do I wear my floral dress today with pink pumps

    or my black and white outfit with cream peep toes? The choices us girls have to make
    deleted deleted
    8 Responses Dec 22, 2015

    This morning I put on my bra

    for the day, A Cacique Lace Plunge bra, a Boy Short Pantie and a white mini sun dress. The weather is cloudy and rainy until Wednesday, so my sun dress will not be outside much. It was fun getting dressed though.
    serinalynn serinalynn
    66-70, M
    1 Response Aug 17, 2015

    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

    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
    4 Responses Aug 5, 2012

    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
    nj00001 nj00001
    22-25, T
    4 Responses Mar 19, 2016

    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

    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, 2014

    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
    2 Responses Apr 26, 2013

    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
    deleted deleted
    6 Responses Nov 3, 2013

    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, 2014

    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
    2 Responses Dec 4, 2013

    Would anyone spank me over there knee

    as I have been a bad girl
    deleted deleted
    5 Responses Dec 22, 2015

    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
    Feb 14, 2014

    Being able to bring out my inner woman

    and not hide her anymore is amazing! I've started coming out to close friends and I couldn't be happier about the feedback I've received!
    tgheather tgheather
    31-35, T
    5 Responses Oct 26, 2015

    Yesterday after a stressful day at work i

    couldn't stop thinking about getting home and changing into my wonderful women's clothes. I stopped at the grocery store and got a steak and a few other things for dinner. Got home and showered and dressed in a nice white top-black skirt and black stockings. Started dinner and...
    Kittenkiss76 Kittenkiss76
    66-70, M
    5 Responses Oct 9, 2015

    Not sure if anyone is following this

    but Ron canceled our date for Saturday night because he said he had to work all day Saturday. I was upset to say the least-but decided to just not worry about any of it and let things fall where thy may. Later in the day i decided to go to the sports bar where we had our second...
    Kittenkiss76 Kittenkiss76
    66-70, M
    2 Responses Nov 17, 2015

    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
    56-60, T
    2 Responses May 4, 2014
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