I Cross Dress

Personal Stories, Advice, and Support 1,510 People

    Hello Ladies, I luv to cross dress!

    A few years ago my mother wore her military uniform everyday. She was an admin. secretary and wore a crisp blouse, straight skirt along with suntan or navy pantyhose -along with her 3 inch regulation black patent high heel pumps! One day in early high school I was pretending...
    Hcarl69 Hcarl69
    51-55, M
    3 Responses Jan 9, 2014

    Tonight is going to be fabulous.

    I just purchased Star Wars the Force Awakens, going to slip into something comfortable, vegg on the couch and be a gurly geek.
    shadowplt shadowplt
    51-55, T
    Apr 6

    Today I went to two separate stores

    and bought some panties. I get a rush shopping for panties. I especially love when the cashier is a girl.
    deleted deleted
    26-30
    2 Responses Feb 12

    Wearing Lingerie Under Male Clothes

    Hi, I've been crossdressing for as long as I can remember and over the years (despite purging) I have a huge amount of lingerie, dresses, costumes and make-up so when I get some time to myself, I can REALLY have some fun which I enjoy greatly. Up to now I've rarely gone out...
    broidie broidie
    41-45, M
    2 Responses Mar 18, 2012

    Ok I've gone over the cliff,

    I just walked into my closet (literally and figuratively), I have more clothes that represent Sherry than me as a guy. Yesterday I went to a nail place and had fake nails done. It's weird trying to grip stuff with long nails. I love the new look, just need to get used to doing...
    shadowplt shadowplt
    51-55, T
    5 Responses Apr 10

    Why must society label men

    that wear women's clothing as crossdressers? To me it is just clothing. Do women get ridiculed when they wear men's clothing? No they do not. It is just a fashion statement. They aren't called names or laughed at. Now if a man wears women's clothing he is considered weird...
    happilymarriedguy happilymarriedguy
    51-55, M
    12 Responses Oct 6, 2015

    What to cross in tonight?

    :) something with leather
    leatherx leatherx
    26-30, M
    2 Responses Apr 13

    About to cross dress any suggestions?

    Heels boots dress or skirt or leggings
    leatherx leatherx
    26-30, M
    2 Responses Apr 5, 2015

    The Urge To Dress In Girly Clothes

    My wife knows I've done it, but hopes I have given it all up.....which I have, until the next time. When I'm likely to be alone and undisturbed for, say, a whole day I'll raid my Femm-trove and decide what to wear. That's fun in itself. The longest & most time-consuming part is...
    Maryesther Maryesther
    70+, M
    4 Responses Jan 21, 2012

    Tonight I sit on my couch watching Battle Star

    Galactica. I'm wearing a camie and getting ready for bed.
    shadowplt shadowplt
    51-55, T
    2 Responses Apr 11

    So this morning I wanted to dress up.

    I had to run into work and would be there by myself for a few hours. I decided I would go into work in a dress and change after I got there. I put on a pair of black tights and an orange dress. I put my male clothes in a bag to take with me. I put on a black cover and drove to...
    mat2Robin43 mat2Robin43
    51-55, M
    9 Responses Nov 15, 2014

    I really need help! I need someone to help me

    cross dress in leather and satin. And I want to look and feel sexy
    leatherx leatherx
    26-30, M
    Apr 4, 2015

    At the mall right now getting toe nails done.

    Love having color on them and wearing sandles to show them off.
    shadowplt shadowplt
    51-55, T
    1 Response Apr 4

    It's True And I Don't Deny It!

    Always had a interest in fem items since very young (5). Always hiding it from the parents. The collection was small so it was fairly easy to hide. When I moved out the collection of clothing just exploded. Went through several purges. Pondered the thought of quitting completely...
    deleted deleted
    26-30
    7 Responses Mar 26, 2012

    This is what I put on

    after work and went and did some shopping. Went to a fast food restaurant and ate. I love having a dress or skirt on.
    mat2Robin43 mat2Robin43
    51-55, M
    6 Responses Aug 26, 2015

    So this morning I got dressed in my new dress

    and went to drive to work. I always change at a hotel near my work before I get there. Any way as I was driving my car started to make a strange sound. I told my self I would need to check that out when I got to the hotel. Well I did not make it. There I was on the side of the...
    mat2Robin43 mat2Robin43
    51-55, M
    10 Responses Aug 12, 2015

    Nothing Weird About Crossdressing

    when i met my wife we were into all kinds of sex,you name it we did it but i hadnt told her that i crossdressed!!one day we were having very horny sex she was wearing stockings suspenders etc when i just said you look so sexy dressed like that and i would love to dress like you...
    deleted deleted
    26-30
    3 Responses Oct 25, 2012
    mott52 mott52
    46-50, M
    9 Responses Mar 2, 2014

    I once bought a pack of girl underwear

    but i got rod of them. Now i want to get more than just underwear but i dont want to go out and buy them but i also cant buy them online, so what should i do?
    deleted deleted
    26-30
    Aug 15, 2015

    I love to cross dress.

    As soon as I was in my room, my clothes came off. After I decided what I was going to wear first, I change into multiple girly clothes, I put on black high heels, tan thigh high pantyhose, and a black slip dress/nighty. I walk around, looking at myself and I like when I can see...
    lascruces1971 lascruces1971
    41-45, M
    3 Responses Oct 5, 2015

    Trying out new looks.

    What do you think?
    shadowplt shadowplt
    51-55, T
    2 Responses Mar 27
    leatherx leatherx
    26-30, M
    Apr 12

    Mom>>

    I have been doing this since i was 8 or 9. I am 17 know mater what my age says on hear. well any way. when my mom and step dad whent out and left me at the house cuz i was a "bad boy" i had to find me something to do so i planed to go take a shower. That were i found my moms...
    brensonbrosh brensonbrosh
    22-25, M
    7 Responses Apr 1, 2012

    Told myself that this weekend would be a trial

    run of coming out for the two days. This is what I'm wearing today. A little scared and excited. I'm going to an outlet mall in the city.
    shadowplt shadowplt
    51-55, T
    4 Responses Apr 2
    chach420 chach420
    41-45
    Feb 21, 2015

    Praying That I Would Wake Up A Girl

    I don't Suppose that my story is too different from the feelings that you had about feeling different as a child, I could rarely remember a moment growing up as a child, thatI wasn't fascinated watchIng little girls, their beauty, their mannerisms, the way they played with each...
    emil2009 emil2009
    61-65, M
    17 Responses Feb 12, 2012

    ok thigh highs with garter on with my new

    panties. so wish someone was here with me.
    chach420 chach420
    41-45
    1 Response Feb 20, 2015

    Trying something new.

    It is getting wormer so I pulled out these short shorts. Only had them on of about 1/2 an hour as I made dinner.
    mat2Robin43 mat2Robin43
    51-55, M
    3 Responses Mar 8

    Would love to have a woman

    or girl cross dress me in all leather and satin jewelry and all.
    leatherx leatherx
    26-30, M
    Mar 22, 2015

    I love wearing these stockings

    and panties. gets me in the mood
    chach420 chach420
    41-45
    1 Response Feb 21, 2015

    As I live on my own and like wearing woman's

    clothes when indoors I'm always dressed as a woman during the day and for the last two weeks I've been sleeping in a nightdress
    cdpaul cdpaul
    51-55
    3 Responses Jan 3

    Dressing At Wokk

    I wear Panties and Bras and stockings under my work clothes hav'nt got the guts to go outside dressed up yet
    vanessareid vanessareid
    41-45, M
    7 Responses Jul 14, 2013

    Started only as lingerie ect at first.

    Ex wife at the time got me into it. I enjoyed I was always and still just lingerie to this day. There were 4 occasions in which She helped me transform completely. Its something im considering again but more on a regular basis more then just lingerie go complete. I don't know...
    deleted deleted
    26-30
    1 Response Aug 12, 2015
    jessilynn2015 jessilynn2015
    46-50, T
    Apr 10, 2015

    Its amazing, seeing God's work.

    Attitud , hard work, loving yourself, and God goes a long way for long lasting natural beauty. People with the wrost attitudes seems to be the ugliest and most lonely people on this earth.lol Don't cry its only clothes. True beauty comes from the soul. I'm sexxy as guy or...
    KatrinaBoyer41 KatrinaBoyer41
    41-45
    2 Responses Nov 16, 2014
    chach420 chach420
    41-45
    3 Responses Feb 20, 2015

    can't wait to get in the shower then put on my

    black thigh highs and red garter will my silky panties
    chach420 chach420
    41-45
    2 Responses Feb 21, 2015

    I'm Coming Out!

    I am a crossdresser. There, that was easy. My wife has found stuff around the house, knickers, bras, stockings, etc and has now forced my hand. I have say down and admitted all to her. It felt good, but I am now sk confused. How did it all start? Why did it all start? I don't...
    Surreycrossdresser Surreycrossdresser
    36-40, M
    30 Responses Aug 10, 2012

    This weekend has been lovely.

    I've been Sherry all weekend long, save a 30 min period when I was at my house fixing things. I did find out that at work there are rumors and talk behind my back that people are beginning to wonder about me and my choices of clothing/shoes. I've tried to be discreet about it...
    shadowplt shadowplt
    51-55, T
    4 Responses Apr 3

    I've noticed in the past couple of weeks,

    I have only worn "male" clothes twice, even to work. My dressing for work consists of a pair of ladies slacks and heeled boots with a dress shirt. At home it's Capri pants or a jumper shorts with a halter top.
    shadowplt shadowplt
    51-55, T
    3 Responses Apr 12

    I'm a girl but I take my brothers clothes,

    put them in my bag, ride to a spot I know, change and go out as a boy. No one knows but I love it, no getting harrased, or called miss, lucky I'm flat chested!
    cyraalana2000 cyraalana2000
    13-15, F
    4 Responses May 11, 2014

    Librans And Cross Dressing??

    Libra is my astrological sign and I have noticed that at least one fourth of the cross dresser's that I've seen on this site are also Librans. It seemed a bit odd to me that out of 12 astrological signs Libra seems to be the predominent sign for us cross dressers. Why is this? I...
    DonnaSt DonnaSt
    66-70, M
    29 Responses Oct 15, 2011

    My Sister And My Cross Dressing

    At first, my sister wasn't please about me cross dressing. It took a few months and my two week visit to my aunt's house in Cleveland. When we returned from our vacation, we still about 7 weeks before school started. I began setting my hair more often. The first Friday...
    marybethme marybethme
    51-55, T
    7 Responses Jan 21, 2013

    going out tonight and getting new stockings

    and panties then I putting a large toy in me
    chach420 chach420
    41-45
    3 Responses Feb 20, 2015

    The older I get the more I dress in womans

    clothing......I just love shopping for clothing and then modeling them when I get home....on occasion I couldn't wait that long and stopped at a gas station and changed real quick!
    jessilynn2015 jessilynn2015
    46-50, T
    1 Response Apr 9, 2015
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