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I Am Male And I Wear Lingerie And Dresses

Personal Stories, Advice, and Support 1,399 People

    My wife bought herself this dress one day,

    but she has never worn it except to try it on. I see it hanging in the closet all the time.One day while she was out of the house I had the urge to try the dress on, and I think I look pretty good. 
    happilymarriedguy happilymarriedguy 51-55, M 2 Responses Jan 12

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    Seeing Myself

    Yesterday on my way home from work, I stopped in a store to pick up a couple of things…. And there, inside the store, I ran into myself………… I was pushing my cart, turned the corner, and started up the next aisle. And there she, uh he…………no she was. Well, in...
    sissyinsilk sissyinsilk 56-60, M 4 Responses Mar 17, 2013

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    I Ventured Out For A Moment Today

    Today, I did; at about 10 a.m. local time. I made the, approximately, 90 foot walk down the hallway to the building's garbage chute on my floor. It was my first time during the daytime, outside the apartment in a dress. I usually make the walk between 3 and 5 in the morning...
    JosetteLaRoc JosetteLaRoc 36-40 1 Response Apr 11, 2012

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    Bed Time

    I sleep in Lingerie And Go out dressed in dresses on Saturday
    SissyTony SissyTony 56-60, M Jan 27, 2010

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    I Am Male And I Wear Lingerie And Dresses

    I am male and I love to wear lingerie and dresses. I enjoy crossdressing and going out crossdressed.A new Asian restaurant opened in the next town over from where I live. I decided I should try it out. A coupon was printed in the local town paper to save $5 when you spend $25...
    jml2000 jml2000 56-60, M 3 Responses Jul 30, 2012

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    I Love Panties And Bras

    My name is lisa54 and Ive been a crossdresser all my life. I havent worne male underwear since I left home in1977. I wore panties under my underwear. I never liked little boys underwear. When I left home I started wearing girls clouthes . jeans and teashirt not dresses. Till I...
    lisa54 lisa54 56-60 1 Response Nov 28, 2012

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    Married An Denjoy Dressing Up

    My wife does not know that when she is at work I wear her dresses and panties. I just enjoy, have always wanted CD to dress me up with make up and wig etc. Afraid if I did I would act on the urge to go to a bathhouse or peep show, and let guys use me, oh well just a fantasy.
    wmbiman wmbiman 41-45, M 1 Response Jul 12, 2013

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    Dress Shopping

    A while ago i wanted to go shopping so i put on my bra and panties and wore my regular male clothes over them. I then put on my wedge sandals that showed off my painted toenails and went to the mall. I went into one of the stores (i forgot the name of the store) and started...
    P3d1LOv3 P3d1LOv3 18-21, T 5 Responses Feb 23, 2013

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    Crossdressing Sissy Baby

    i am a bisexual adult baby i wear diapers 24/7 but i also love to dress up like a women i like to wear dressess bras pantyhose usaully my outfit consist of a womens dress preferable a silky dress womens bra then i put diapers and plastic pantys under my dress and then i love to...
    babyjenny67 babyjenny67 41-45, M Jan 6, 2010

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    Today

    i am wearing a cute long black dress, withe stripes off see thru in it, under it a black pair of panties with lace at the front, the last couple of days i have been wearing my black and white long dress, with purple satin panties under it, and before that my yellow all ine one...
    bodylower bodylower 31-35, M 2 Responses Nov 19, 2011

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    Lingerie

    im new and im a male whom loves to wear womens lingerie,i love to wear the lot.I wear stockings,suspender boy shorts,a bra,with incerts,a crop top and a long rubby red nite gown.i enjoy the feeling so much,smooth and silky and very sexy,i cant wait for girl to spend night away so...
    dman13620 dman13620 36-40 3 Responses Jan 20, 2011

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    Another New Dress

    this past week i was looking at an add from kohls.  i love looking for a new outfit to wear.  tonite i went to kohls and got a new dress that i saw in the ad.  it was so nice shopping andlooking at dresses and skirts. any way  this dress was the same color as...
    michelecd michelecd 56-60, M 2 Responses Jun 9, 2010

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    When I Can, I Do

    I began wearing men's thongs for a while before I got married. My wife and I were in a local sex shop. I was chiding her to get some sexy lingerie items. She told me she would wear them if I wore some of the mens' items they had there; which happened to be various g-strings and...
    JosetteLaRoc JosetteLaRoc 36-40 Apr 9, 2012

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    I wear silky lingerie every day under my male

    clothes and at weekends I wear a knee length dress over my lingerie with stockings and small heels.
    timothysknickers timothysknickers 22-25, M May 23

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    Hey, ive been doing this

    for a while, but never with someone else. I really want to, if anyone else in NYC does, please message me.
    mangera mangera 26-30, M 1 Response Apr 9

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    Yes Everyday

    I wear womens clothing everyday everry where I go. Not so much dresses a bra and panty, a top and womens jeans. See my profile pic   Womens clothing is so much more comfortable than mens and feels soft and comfortable while being worn. I'll neverget tired of womens clothing.
    serinalynn serinalynn 61-65, M 1 Response Jun 6, 2012

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    Dresses Are Hot

    am absolutely in love with wearing some panties and a dress, i just feel so femenine, i do it secretly though. i get this adrenaline rush like no other! i guess because of risking getting caught. i've been doing it probably since i was 15 yrs old, i would take my sisters short...
    00nothankyou2010 00nothankyou2010 18-21 7 Responses Feb 7, 2010

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    Love To Wear Lingerie

    I love to wear ladies lingerie. I have been wearing it since I was young when I used to wear my mums panties and lingerie. My most daring and exciting time was going to work wearing my lingerie outfit under my male clothes. I wore suspenders and stockings, panties, bra, a half...
    pantiescouple pantiescouple 26-30 Jul 20, 2010

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    As Often As Possible

    yes I'm male at birth but have always wanted to be female i do wear dresses and lingerie when i can 
    spaz2692 spaz2692 46-50 2 Responses Jan 2, 2012

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    Bras And Panties

    bras and panties......WOW......i get aroused even by saying these two words. i like bras so much , especially lace bras but the problem is that to enjoy them u have to have a real boobs .
    noala noala 22-25, T 4 Responses Apr 21, 2011

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    Two Things I Love

     i love to wear lingerie and i love to wear dresses over the top of the lingerie it is so nice to put on your favorite lingerie and them pick out your sexiest dress and put it over your lingerie and then i am a very happy girl.
    jarviscooper jarviscooper 36-40, M 3 Responses Nov 24, 2009

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    My Lingerie

    i have been a crossdresser for a long time and all my lingerie and dresses are all mine as i have bought them and tried many of them on before buying them.and i always feel so feminine when i am all dressed and ready to go out.
    phylisanne phylisanne 66-70, F 2 Responses Jun 30, 2010

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    Dresses

    I  love to dress in lingerie & dresses I started to dressin them when I was 23
    xdpaul xdpaul 56-60, M Jun 18, 2011

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    How It Is Tobe Percieved As A Female

    I am a cross dresser.I dress and live as a female 24/7. I love silky ,satiny, lacypanties and bras ..i love wearing silky blouses and skirts and dresses. i wear make up and have long blond hair clear down to the middle of my back. i have a beautiful pair of breasts and wear...
    aniowagirl aniowagirl 66-70, F 1 Response Mar 1, 2010

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    What I Do As A Girl To Get Ready For My Day.

    I get up in the mornings and do my makeup and hair then put on my panties and bra i am wearing for the day.go thru my wardrobe to decide what out fit i am going to wear that day.then my hose and heels.
    aniowagirl aniowagirl 66-70, F 1 Response Jul 31, 2013

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    Have Always Been A Girl

                               Once I separrated from my wife in 1984 and my money was my own again. I started buying my lingerie and dresses so I could...
    Samanthalynn101365 Samanthalynn101365 61-65, T 1 Response Mar 24, 2010

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    Lingerie Anyway

    I am a 50 year old straight man and I enjoy wearing lingerie.I do have one dress and one pair of high heels, but I rarely wear them.
    happilymarriedguy happilymarriedguy 51-55, M Jul 22, 2012

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    I Love To Wear Dresses And Lingerie

    I love to wear ladys undies io wear them when io get home from school and sometimes to school wheni dont have gym. i wear them all day on a weekend. i love them silk satin lace nylon. i always wear a pad or pantyliner in them to feel more girly. i also love to wear dresses when...
    addguy3455 addguy3455 18-21, M Oct 3, 2011

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    Shopping

    Just came back from a great shopping trip. I bought a couple shirts, a couple pairs of pants, and of course, some lingerie. If I can give one piece of advice, and maybe this is really dependent on where you live. Tell the sales clerk you're shopping for yourself. I was dressed...
    BlushGreen BlushGreen 26-30, M 3 Responses Nov 24, 2011

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    I Don't Want To Really Be A Female.

    At least not all of the time. But I do like to imagine I am, and make myself as woman like as I can. And to do that I dress as much like one as I can. This (of course!) starts with silky underthings, hose and a bra (complete with breast forms to make it look and feel right...
    RayanneA RayanneA 56-60, M Apr 28, 2012

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    I Love Bras The Most

    My moobs are getting bigger as i get older and gain weight. And maybe it's because I wear my bras around the house more. They're 40Cs now and I love the feel of them in my tight bras. and I love to feel and hold them and rub my nibbles till they get big and hard. Added pics of...
    robbi95 robbi95 46-50, M 2 Responses Oct 30, 2010

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    If I Was Prettier I Would Ware Dresses And Lingerie All The Time

    I soo love wearing pretty things and dresses and lingerie are my favorites.  If I was prettier I would ware dresses and lingerie all the time
    deleted deleted 26-30 3 Responses Feb 2, 2010

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    "i Am Male And I Wear Lingerie And Dresses"

    "I Am Male And I Wear Lingerie And Dresses" just love to dress!!!being a sissy i love to wear lingerie it feels so good against my shaved body!When home and at weekends i fully dress and love to wear a dress heels and lingerie makes me feel sexy and so hot!!!
    mandiejune mandiejune 51-55, M 3 Responses Jan 12, 2010

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    I Wear It All

    I love wearing lingerie and dresses. I wear nylon panties 24/7, panty hose, bras everyday and all day. I wear slips, camisoles, half slips under my dresses and skirts. I am able to wear dresses and skirts at home all the time. There is nothing like being at home in the comfort of...
    Adam59 Adam59 56-60, M 1 Response Aug 26, 2012

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    Related Experiences

    I've never been able to get away with wearing a cami or bra under my shirts because every time I've tried the straps show. There have been a few times when I wanted to shock...
    slipgirl274 slipgirl274 61-65, T 9 Responses 4 days ago

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    Earlier I was going thru my chest that has all my bras and panties in it, omg I still have lingerie that I got when I was dating this one guy before Samantha dad, I have a couple...
    jennylovestosmile jennylovestosmile 18-21, F 6 Responses Jul 27

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    I m going to do this piecemeal so that I can post this experience. I am so addicted to lingerie, it is so erotic for me.
    susanwarfie susanwarfie 41-45, M 3 Responses Jul 24

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    When I'm home I like to hang out in lingerie. Nothing exotic - maybe a Cammie and tights or Teddie and pantyhose.
    rasssam rasssam 41-45, M Jul 27

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    I wear panties daily, and I have a few items of women's clothing I wear out in public. Makes me feel cute and sexy!!
    islands115 islands115 46-50, M 5 Responses Jul 29

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    Has anyone tried compression underwear to flatten and smooth our natural bulge under panties to make them fit better? I used a dance thong last night and it worked great
    artsyguy86 artsyguy86 26-30, M 2 Responses Jul 31

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    Hello,my name is jacob but i like to go by zoey. I have spent the last seventeen years of my life alone because I am a girly-boy. Now I have the Internet and sites like this...
    zoey764 zoey764 18-21, T 1 Response Jul 23

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    In love with this dress, I have to find it and slip it on ;)
    LisaTG LisaTG 26-30, T 2 Responses Jul 29

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    I've just started painting my toe nails and I heard a noise at my window it was a painter who was looking straight at me in my panties and bra, how embarrassing is that, I jumped...
    KinkyKatieLouise KinkyKatieLouise 46-50 5 Responses 4 days ago

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    I woke up late this morning! It is time to take off my favorite long sleeved nightgown and put on my panties and slip while I prepare my coffee and breakfast. I am going to be...
    feelsogd feelsogd 61-65, M 1 Response 3 days ago

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    Why I Wear Lingerie Q) When did you start wearing womens lingerie? A) Since a young age, about 8 or 9 years old. Q) Why do you wear womens lingerie? A) When I was coming of age...
    Joeymartin1977 Joeymartin1977 36-40, M Aug 9

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    I love to dress up and wear short dresses and skirts with a nice looking blouse or top. Also, I love to wear shorts and swimwear with hose and four inch high heels on.
    tammylynne tammylynne 41-45, F 8 Responses Aug 10

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    Likes to dress me beautiful. Already as a little girl I liked it, to wear lovely dresses and skirts and that's still the same. Of course I have pants, leggings and sweater but I'd...
    prettysybill prettysybill 22-25, F 5 Responses Jul 24

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    Males that don't like woman wearing make up..why? we don't do it for you! We do it to make ourself feel better it enhances our looks and makes us feel more worthy. Well it does for...
    rebecca1624 rebecca1624 22-25, F 1 hr ago

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    She tells him that she's loving the silky sensation of her very full-skirted full slip falling from its gorgeous shiny ribbon straps under her even more full-skirted summer dress...
    freeneezy freeneezy 56-60 1 Response 4 days ago

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    I love wearing them! They are really comfortable, and hug your body so well, especially with their interesting fabrics. And of course the lower body freedom. I would not want to...
    Roccondil Roccondil 22-25, M 11 Responses Aug 1

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