I Love To Crossdress And Act Like A Woman

Personal Stories, Advice, and Support 2,155 People

    I went to a sandwhich shop near

    where I live a few nights ago. I wore my red t-shirt and and my hair down. My heart was pounding but I put on a brave face. Wearing a short denim skirt and white lace bikini underwear, I felt so sexy and feminine. The man that works there was so nice to me, he flirted with me...
    destinationlisa destinationlisa
    18-21, T
    15 Responses Oct 6, 2015

    I am planning another outing.

    I am planning to wear a pink camisole, black bra where the straps will show, a black skirt that goes to mid thigh, and boots with 3 inch heels that go up mid calf. I am going to a mall about 15 miles from my house. It is a suburban outdoor mall, so I can walk around quite a...
    submike1234 submike1234
    41-45, M
    Mar 29

    I have this love since 13 I wore a bikini

    and I knew I was a girly princess right away and now I am like offically gay:)I came out today so I just want to be treated like a girly princess with a girly tgirl:)
    camilexi camilexi
    22-25, T
    1 Response Nov 29, 2014

    On my days off I dress in my intimate wear

    and just walk around the house. I love the feel of satin all over my body. I even wear my maxi-pad and tampon underneath, it feel sooooo feminine on me, love it, love it...
    Sissycolleen Sissycolleen
    36-40
    6 Responses Apr 23, 2015

    Hi all I am new to crossdressing

    and just started at the age off 50 when I had low testosterone but now I am on the correct medication I still love to and want to dress and act like I woman witch I cannot understand. My wife is not understanding off this and thinks that I want to become a women but I only like...
    deleted deleted
    26-30
    3 Responses Jul 25, 2015

    This is what I wore when I went out

    for the first time (last month). I've met up privately before, but I'd never done so much as go to the store or driven en femme. But I went out for some drinks with some girl friends at a gay bar and it was SO FUN. Halloween is gonna be the next time, and I'm still deciding...
    deleted deleted
    26-30
    7 Responses Oct 20, 2015

    Left college,entered the work place.

    Got a seasonal position job at a resort. Worked there for 5 years before moving on, met April , 2nd year, worked together in 3rd year. She asked me one day if we can find a place off the resort to relax, no way to relax, no time to dress. We found a place close by, one day she...
    lvrofhose lvrofhose
    56-60, M
    Dec 3, 2014

    Crossdress

    I'm a 25 year old man and I can't help it i just love to wear sexy lingerie and womens clothes... i just started out wearing panties and bra but recently ive been buying skirts, cami tops and dresses etc.. i just love the way i feel when i'm all dressed up!.. although i love it...
    deleted deleted
    26-30
    6 Responses Dec 1, 2013

    I wish I knew more people like me in real life,

    I would love to host a teaparty where we all dressed up, drank tea and discussed our lives and show off our clothes! I bet it would be lots of fun.
    KitchenGun KitchenGun
    18-21, T
    3 Responses Apr 19, 2015

    I enjoyed my day. I needed some milk

    and other groceries so I decided to go out dressed as a girl. My legs are fairly tan but my toe nails were not done properly. I decided on a nice coral bra, my breast forms and a cute pink print top with cute shorts (white) and my pink highlighted sneakers. Looking good, I...
    RandiHill RandiHill
    51-55, M
    5 Responses Aug 26, 2015

    My Life

    I have always been different. Since the age of 4 yrs I knew I wanted to be a girl. I used to always dress up in my mothers clothes when she wasnt looking. Skip forward 20 yrs and a failed marrage, the thought of taking my own life always on my mind. So I thought go for it. Went...
    cordelia2 cordelia2
    61-65, T
    2 Responses Nov 30, 2013

    this isnt an experience

    but I would like to talk to someone this weekend about the whole transgender kinda thing, if they would be interested.
    Brother13 Brother13
    26-30, M
    1 Response Feb 12

    One thing I have yet to do,

    in the 15 years I've been crossdressing, is find some one to host well I get all prettied up. Fix my makeup, throw a pretty wig on, and throw a sexy outfit on. Then just let the man take control of me. I believe this is the end to being a sissy and wanting to act like a woman...
    deleted deleted
    26-30
    Feb 13

    I first cross dressed

    when I was 10 years old
    shortdicklette shortdicklette
    61-65, M
    Aug 12, 2015

    Had the best girlfriend night last night with

    my bestie and gf. She lets my inner bad girl come out and love every minute of it. Can't wait till the next time Robin comes out to play.
    deleted deleted
    26-30
    Aug 1, 2015

    She'S Coming Around

    So I came out to my wife a few months ago when she started seeing through my excuses about how women's jeans and underwear fit me better cuz I have a small waist. She was mortified and I had all my clothes packed away and planned on never doing it again, until the idea came up...
    deleted deleted
    26-30
    9 Responses Nov 13, 2013

    why is it people seem to hate me

    when I dress up in women's clothing and act like a woman? Do they not want me to be happy?
    Daniel2Danielle Daniel2Danielle
    26-30, T
    6 Responses Sep 29, 2015

    I am a very girly girl crossdresser

    who loves to play dress up. I adore mistresses and masters to be submissive to. Please make me be a bad girl
    deleted deleted
    26-30
    2 Responses Jan 20

    Well it's Friday very busy week people have

    called me asking me what's going on I said nothing and asked to go out I said no just want to have a bubble bath some wine will put on leggings over sized shirt have some wine and just listen to music that's all I want to do
    lvrofhose lvrofhose
    56-60, M
    Nov 6, 2015

    I'm proud of all you

    before women that are living the life you want
    Live5ive357 Live5ive357
    26-30, M
    3 Responses Nov 17, 2015
    serinalynn serinalynn
    66-70, M
    3 Responses Nov 19, 2015

    Went to the gym early morning came back

    and got the bath ready, relaxed for a few minutes, shaved legs and body.put cream on to moisten the legs and body.put on black hipster panties. Suntan hose , control slip with bra, brown above the knee pencil skirt,brown turtle neck sweater, and natural 4 inch heels. Makeup was...
    lvrofhose lvrofhose
    56-60, M
    5 Responses Mar 3, 2015
    princesskami2 princesskami2
    22-25, M
    7 Responses Feb 20, 2015

    Is goodwill a good place to shop

    for ladies clothes? I wanna start a wardrobe but not spend too much to start
    Lovebrittany Lovebrittany
    18-21, M
    11 Responses Sep 14, 2015

    Just the feeling of putting on a cute dress

    or a skirt and blouse makes me feel like I could do anything. I keep everything quiet about my wanting to dress but someday when I feel confident I am going to venture out and let everyone meet the new Renee!
    ReneeTalley ReneeTalley
    61-65, M
    1 Response Oct 27, 2015

    Good Monday morning hope

    that your Mother's Day was good just getting over the day. I had a brunch for some close friends at the house. Everybody was looking good. Some had good friends come with them. I was dressed very conservative, nothing wild. We were having a good time, talking about when and...
    lvrofhose lvrofhose
    56-60, M
    1 Response May 11, 2015

    i dress as a female as often

    as I can. I have a complete closet full of clothes and so many panties and bras. I have taken natural herbs and developed small boobs. I have everything from long gowns to very short revealing mini skirts. I have heels, and flats. I do my makeup and nails and just adore being a...
    tammycd7 tammycd7
    56-60
    1 Response Jun 15, 2015

    Today is a day I got no

    where to go and all day to get there. So as a result, I bought a new dress and smooth plunge bra from Torrid and I am just lounging in my new dress and bra, boy short panty, stockings and wedge heels. Doesn't it feel so good all dressed feminine. I even went out in the Back...
    serinalynn serinalynn
    66-70, M
    9 Responses Feb 19, 2015

    I am a married Male to female Cross-dresser.

      I recently came out to my family.  So far its a pretty good.  I dress mostly when Im in my job.  I work alone, and usually spend one night primping, hair removal,  Then I may go to a movie, shopping or to a few clubs That I find relaxing. When I dress, I usually dress for...
    liziemary liziemary
    36-40, T
    9 Responses Apr 16, 2015

    I previously wrote that I have a trip coming up

    that requires a 4 hour drive and I was thinking of dressing up for it. The drive is still a couple of weeks away. I have thought a lot about this recently. I was originally planning to wear a very short skirt, pink camisole, 5” wedge sandals, with a bra and panties. One...
    submike1234 submike1234
    41-45, M
    3 Responses Oct 19, 2015

    o.m.g. I'm in a full full women's clothing.

    I have on bra panties pantyhose high heels a zip up skirt with a slit, a cut top. wig, makeup. sitting in my back patio having a drink. loving it. Have my one piece swimsuit ready to change the get wet when it gets hot out here.
    deleted deleted
    26-30
    1 Response Jul 27, 2015

    My First Summer As A 16 Year Old Girl

    My mom caught me dressing when I was 12 and she was cautiously supportive. She had me wear a dress around the house in the evening. That summer, I spent two weeks at my aunt's house, living as Mary Beth. My mother had me dress more and more, with the idea of getting out in the...
    marybethme marybethme
    51-55, T
    9 Responses Jan 20, 2013

    I have a trip coming up

    where I will be driving about 4 hours. I am thinking of dressing up for the drive. I have a really short mini skirt, pink camisole, and 5" wedge sandals. Of course I will wear panties (probably a thong) and a stuffed bra. My bra straps will be showing. It will not look elegant...
    submike1234 submike1234
    41-45, M
    3 Responses Oct 7, 2015

    Skype me Terrylong646 up

    for anything ;)
    tiff646 tiff646
    18-21, M
    Jul 17, 2015

    Been dressing since age 13 at 14 was found out

    by a friend he told me I knew you were gay because all the girls like you I told him we play dress up and I want you to be my boyfriend and then we went my house I got dressed and had a wonderful time have had several lovers since then that is why I enjoy crossdressing because I...
    lvrofhose lvrofhose
    56-60, M
    1 Response Dec 3, 2014

    After going through all the effort of shaving

    moisturizing putting on make up and dressing,I sure don't want to ruin the illusion by not acting like a woman in every way.
    joanne969 joanne969
    61-65, M
    Feb 8

    It's going to be sad no more ep this site has

    made me realize that there are so many of us who like to dress and act as women and who are living as women ,go thru the process of becoming women, and those who are finding the nerve to come out , so to those of you , who are only circle, rock on , and live your lives to the...
    lvrofhose lvrofhose
    56-60, M
    2 Responses Mar 23

    I love to dress up as a women I get really

    excited when I get dressed up as a women looking forward to hearing from other people who like to chat with me I love to wear black stockings it turns me on
    RosieinStockings RosieinStockings
    56-60, M
    3 Responses Mar 4, 2015
    lvrofhose lvrofhose
    56-60, M
    3 Responses Feb 4

    I am a long time crossdresser.

    I have been wearing female clothes whenever I can from about the age of 10. No I do not concider myself a freak or bad. I just have a strong female side of me. Today I will tell you one of my favorite stories. In my early twenties I talked my wife into letting me go to a...
    taracd55 taracd55
    56-60, M
    2 Responses Feb 28, 2015

    Living As A Woman

    I have lived full time as a 'Woman', since 1992, when I took early retirement and decided to spend the rest of my lifer as a 'Woman'. My life has been so wonderfull with many new friends who only know me as an elegant woman, who has grandchildren and enjoys life. I did have...
    GailGrant GailGrant
    70+, T
    12 Responses Jul 18, 2011

    'm proud to say that I'm a closeted crossdress

    who love to act like a woman It's not just a phase, how do i know that ? When try my first dress and heels It was such a thrill I feld so much free, free of exceptation of others free of the burden of life it was just amazing. I want to act like a woman doesn't mean I would...
    rafaelhitchens rafaelhitchens
    22-25, M
    1 Response Aug 15, 2014

    I'm a 15 year old sissyboy

    who secretly wears his 17 year old sisters bra panties bikini lingirie tights leggings dresses skirts tank tops gowns heels lipstick skinny jeans heels and definetly make up and I also secretly am attracted to masculine tough and hairy men
    deleted deleted
    26-30
    Dec 30, 2015

    After several years ,

    that's when I met Linda.she had a classified lingerie for men.make an appointment meet.we met and talked about what I liked.Brought some things got undressed and dressed in front of her.she liked some of my outfits.her job was to take me shopping and to adjust some of the outfits...
    lvrofhose lvrofhose
    56-60, M
    1 Response Dec 3, 2014

    I've always liked the word transvesite not

    crossdresser, even though they are the same . I enjoy wearing female attire, going out, having a great time. I've always enjoyed wearing female attire since I was young and dream about a female. When I was dressed or not, I've always been a bottom, and wrapping my legs , around...
    lvrofhose lvrofhose
    56-60, M
    1 Response Nov 14, 2015

    My first time with a man was at the age of 14 i

    love to CD before going to bed so i put on my lace pink thong and a sexy pink bra with a very sexy short black dress and my blonde wig. My family was having a party and one of my mom's friend came in to my room and took my covers off and I was laying there dress he started...
    jessica525 jessica525
    22-25, T
    5 Responses Oct 22, 2014

    I crossdress with my girlfriend.

    We're about the same height. She buys clothes with me in mind. I love going thru her clothes. She loves to watch me dress. Shave my legs. Pull up my thigh highs. Choose panties. We both love to see me slip on my heels. I love when we're in a restaurant and she slides her fingers...
    stamfordfan stamfordfan
    41-45, M
    2 Responses Oct 29, 2014

    Not sure what i'm doing in this pic.

    Aha.😘 Someone chat?😊
    deleted deleted
    26-30
    3 Responses May 26, 2014
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