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I Am a Guy Who Secretly Wears Women's Clothes

Personal Stories, Advice, and Support 1,741 People

    How It All Started

    Back when I was just a kid,there was no TV,and we had to be creative to keep busy in the long summer vacation. I had a friend who was a couple years older then me.His parents both worked,so he had the house to himself all summer.His sister ws at his grandmas one day, when he said...
    deleted deleted
    26-30
    3 Responses Feb 12, 2009

    My Little Secret

    It all began when I was about nine or ten. I found my older sister's matching satin bra and panties and fell in love with the texture and feel. I had to put it on so I took a pair of panties to my room and waited till bed time. It was then that I put on my sister's panties and...
    Freja14 Freja14
    36-40, T
    6 Responses Oct 20, 2011

    the only time i come out about it is

    if i ask a random person at a department store for their opinion on an outfit, im always on edge because im scared ill see someone i know or ill have a wardrobe malfunction which has happened and is super embarrassing
    Donpi Donpi
    22-25, T
    1 Response Jan 9, 2015

    I Wear Women's Clothes As Much As Possible

    I wear panties to work as much as I can. I love winter when I can wear more... I love to wear a nice small bra and camisole over top. I once went to a tire shop wearing my gf's bra under a jacket but it was so warm i took my jacket off, thinking that I would put it on once i...
    karenjensencd karenjensencd
    46-50, T
    4 Responses Oct 27, 2013

    OMG! I Bought a Dress!

     As is my habit when I go out of town for a week or more I stopped by a mall on the way to my hotel to purchase some new panties.  I enjoy perusing the racks of panties and nighties where I know no one could recognize me.  The freedom to look, touch, compare and be...
    prettydar prettydar
    56-60
    2 Responses Aug 1, 2009

    I have friends that know

    but a lot that haven't seen though I've outed myself about it. They don't know how often every day for some things panties and bras(underdressing) I've wore my nail polish out and I don't have black polish soo its noticeable (neon green covered w/ glitter green for the past...
    whitwhit86 whitwhit86
    26-30, M
    1 Response Aug 28, 2015

    I Wear My Friends Heels And Panties Secretly...

    I have a lesbian friend who lives right behind my house, we know each other since we were very young. We hang out very often and most of the time she tells me her lesbian stories and OMG i get really turn on listening to her and she knows it. Acording to her i'm the only guy...
    vannessacd vannessacd
    22-25, M
    1 Response Jun 12, 2013

    I have been weakening lately

    and have been back in panties. I have also been buying skirts, a garter belt, stockings, and most recently a corset. I made the mistake of posting videos on You Tube, and the attention and reaction gave me such a rush. I got banned from You Tube, although my videos are pretty...
    VictoriaFredericks VictoriaFredericks
    36-40, M
    2 Responses Aug 6, 2014

    My 4 year old daughter bursts in with a proud

    twirl "Daddy, do you like my pretty new dress that mummy bought me?" Somehow it feels like she is taunting me. Like 'ner ner, I've got a pretty new dress and you haven't' but she doesn't know, so it can't be. Oh I hate feeling like this, and I hate myself for feeling like this...
    Heellover Heellover
    36-40, M
    1 Response May 27, 2015

    I hae been crossdressing

    since I was around 10 or so. I have only let this secret out to two people other than my two therapists I am soon going to get my own place in a bigger city and then start to go out in public dressed in womens clothes. I have anxiety over this decision to do so. Good thing...
    Jessica1967 Jessica1967
    41-45, T
    2 Responses Jul 11, 2014

    Confused When I Was Young Now Just Don't Care.

    I do not know why I ever started wearing my sister's panties but I found out real quick that I loved the hell out of feel of those panties. I started wearing my sister's panties when I was pretty young, I'd guess I was about 6 to 7 yrs. old. They felt so good and I was so...
    sexyjet sexyjet
    56-60, M
    2 Responses Apr 3, 2012

    That's Me

    I wish I didn't have to wear my lingerie secretly, but with today's society I have no choice.I live in the mid-west that is very conservative and I also live in a small town. I know if I did openly crossdress it would be all over town with a couple of weeks. The night my ex-wife...
    happilymarriedguy happilymarriedguy
    51-55, M
    2 Responses Sep 18, 2012

    I think it's a secret.

    .. but I'm not sure. I mean it must have been discovered by someone by now. in fact I am sure it has... but it's like the elephant in the room. I can only speculate because if I call them on it and they didn't know then I just blew the whistle on myself. Why do people tippy toe...
    jenifer6 jenifer6
    56-60, M
    2 Responses Dec 27, 2013

    Wearing Lingerie

    I just love it so much. For the past 2 years I wear pantyhose or stockings with gartetbelt, panties, bra, and full slip every day under my man cloths. Sometimes at night I sleep with all my sexy lingerie on, other times a long red nite-gown and panties.
    jamiesissycd jamiesissycd
    61-65, M
    Dec 17, 2011

    Got Filmed On Omegle

    So I love to dress up and go on omegle and show off and watch the reactions, anyways yesterday I was chatting to this girl who was making me dance and pose - which I was loving! then I get sent this Link: http://www.youtube.com/watch?v=8WDCopo05vc turns out she was filming me...
    20nik 20nik
    18-21, M
    16 Responses Sep 21, 2013

    I Guess I Want To Be Caught

    I secretly wear women's clothes all the time. When I am engaged in male behavior, (i.e. work, chores, etc.) I am wearing some sort of women's clothing, you can be sure. Most times is unobtrusive, like wearing panties, and sometimes it is quite obvious like wearing a women's...
    AZgirlMichelle AZgirlMichelle
    46-50, M
    10 Responses Apr 24, 2012

    i am 18 years old.i started crossdressing 3

    years ago.i wear my sister's cloths secretly when i was alone at home.i also do make up and nail polish.still i am dressing up as girl secretly and i just love it.
    deleted deleted
    26-30
    2 Responses Jun 23, 2015

    I've spent 2 weeks dressing like a woman

    and it's been amazing! My parents are away on a holiday so I've had the house all to myself and everyday I've got to dress like a girl and it's been great, it makes me feel so free and alive. Mainly skirts and dresses paired with tights of course and pairing it with heels some...
    balletboyslover balletboyslover
    51-55, M
    1 Response Apr 24, 2015

    I wouldn't say its a secret,

    all in my circle know but its primarly lingerie only been years since ive fullly dressed only been 4 times only.I am just lingerie only.
    deleted deleted
    26-30
    Aug 14, 2015

    I have done for a while

    and I continue to expand ever day i can sometimes I get the clothes from the stuff my wife dosen't fit into and sometimes I just use her clothes when shes not wearing them. I have to say its a special thrill knowing that I'm standing right next to her wearing her shirt or her...
    vsxmark vsxmark
    22-25, M
    1 Response Mar 10, 2014

    The Hell We Go Through

    Just to be or even experience our true selves. In reading all these stories one element is glaring and that is the extents that ALL of us have had to endure just for the few moments of total bliss of being who we know we're not supposed to be. First we discover...most of us when...
    marysgirl marysgirl
    61-65, T
    24 Responses Oct 5, 2011

    Yep, It's Still A Secret....

    Even though I go out in my male clothes with women's clothes (at least panties and often stockings or pantyhose and even sometimes a bra) underneath. I haven't been able to (and probably never will) share my need to do so with others. Or at best I will be able to share it with a...
    RayanneA RayanneA
    56-60, M
    2 Responses Oct 28, 2013

    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
    Apr 9, 2014

    Discovering What I Like

    i started wearing pantyhose and high heels when i was about 6 or 7 i guess i dont know why i tried it but i was curious. It feel really good and got my **** really hard. My cousin would come over and i would show him and he liked it when i dressed up and i would be his girlfriend...
    highheelnate highheelnate
    26-30, M
    14 Responses Jan 25, 2011

    First Time I Dressed Myself Fully.

    One day I found myself alone in the house for a reason that I no longer remember - I must have been about 12 at the time. It was rather a large house and my sister and I shared the use of one the bathrooms. She tended to have untidy habits and had taken to leaving her stockings...
    jamiesissycd jamiesissycd
    61-65, M
    1 Response Apr 10, 2012

    Last Night

    I was on a business trip and it was close enought that I had driven, so I brought some extra suitcases.  Usually I have to share a room with a co-worker, but this time I was on my own.  It was fabulous!  I brought my dinner back to my room and dressed up...
    SomeguyinUT SomeguyinUT
    31-35
    6 Responses Jun 14, 2009

    Scared Of Being Found Out

    I am a man who has been secretly wearings panties and other things for my whole life off and on. I not gay, but do in my fantasies like being a girl and so . I have bought panties for myself but am uncomfortable doing this. I have worn various things under my clothes and love the...
    2excited2stop 2excited2stop
    56-60, M
    3 Responses Nov 18, 2011

    Six Signs He Is Wearing Lingerie

    I found this on the web and thought it might be helpful. Ever wondered if a guy was wearing lingerie? Ever wondered if other people knew if you were wearing lingerie? Here are a few tell tale hints which often reveal that a man is wearing lingerie, useful for people watchers...
    jamiesissycd jamiesissycd
    61-65, M
    11 Responses Jul 27, 2012

    Wasn't A Secret

    This is short as I've written my growing up story that says it all. Basically I was raised as a girl and only when it was absolutely necessary did I wear boys clothing. That way of life ended when I entered the Air Force and continues today with a few exceptions so that my...
    deleted deleted
    26-30
    1 Response Mar 25, 2013

    Love Womens Clothes

    Not much to say except I fell in love with womens clothes when I was 10.It started with panties,than bra's and so on.Now I'm 62 and wear womens clothes every chance I get,witch is almost 24/7 because I'm retired now for the last 11 years.
    diaperandlingerie diaperandlingerie
    61-65
    5 Responses Nov 12, 2008

    THE ART OF SILK

    REMEMBER IF YOU  ENJOY DRESSING IN WOMENS CLOTHES,YOUR NOT ALONE,I REALLY LOVE THE TRANSFORMATION .I FEEL SEXY,ANDS THAT IS GREAT,REMEMBER  LONG YOU ARE HAPPY TAKE PRIDE IN WHAT YOU DRESS IN. HAVE GREAT TIME WHEN GO SHOPPING, WATCH THE CATLOGS,AND THE SALE PAPPER , PINK...
    byebyebird byebyebird
    46-50, M
    4 Responses Aug 5, 2009

    Swimsuit

    i wear ladies swimsuit one piece .bra. dress.thongs.panties or any thing for ladies but no one know that from my family but i do not wont to leave this becouse i wear this from 11 year bue now i am addicted to wear this if i marred i wife must to know this but...
    Feb 10, 2013

    Wearing women's clothes is wonderful.

    I am a closet cross dresser my EP friends and the people I have met are the only ones that know about my dressing. I love the feel of satin and nylons when wearing heels.
    cdjo cdjo
    41-45, M
    2 Responses Jan 19, 2014

    I love wearing a skirt love the breeze

    and being able to reach up underneath and feel my panties:D only wish my wife would understand:/
    raider4421 raider4421
    26-30, M
    3 Responses Feb 28, 2014

    Wearing Women's Clothes

    When I was working I had to dress in women's clothing secretly. I didn't want a confrontation. I could wear women's turtlenecks and women's jeans with a sweater and panties or a bra, girdle and stockings. But I didn't want to get caught. It was a great way to start the day...
    jml2000 jml2000
    61-65, M
    1 Response May 24, 2012

    Absolutely Love It

    Like many I started in my teens with some of my mom's things, then my sisters. When she moved out I stopped, then started up serveral years later. I have purged my wardrobe on at least three ocassions, but have reisted doing so for the past 4 years now. Thank heaven for EP...
    deleted deleted
    26-30
    1 Response Jul 2, 2012

    Long Time...

    Dear friends,   I was the youngest of five kids. Alle males..and my mother was longing for a girl. Maybe this was the reason that she treted me as a young kid liek a girl. But I must admit I love it. i was her girl , I was Gabrielle  and Gabrielle had all female...
    Vanessa52 Vanessa52
    51-55, T
    3 Responses Apr 25, 2010

    Recent Practitioner

    I think in the back of my head I knew I was/have always been a TV. It was only recently that I was able to fully understand and articulate what I was thinking and feeling. It took a fight with my wife to bring it to the surface. The whys and wherefores of the fight are...
    jillian99 jillian99
    61-65, T
    4 Responses Sep 2, 2011

    OH YES!!! And I so wish I didn't have to hide

    it. I so much love how women's clothes feel on my body and how it brings out my feminine side.It would be so wonderful to not have to hide it and have the freedom to dress in the clothes I love so much.
    silkydrawers silkydrawers
    46-50
    3 Responses Aug 8, 2015

    Chemise And Matching Thong

    My favourite clothes have been a black and pink chemise with garter straps, matching thong and fishnet stockings. The chemise went just over my *** but above the stocking tops and the thong fitted beautifully. Very similar to my profile. Anyone else like chemises?  
    skipspence skipspence
    36-40, M
    7 Responses Oct 19, 2009

    Only A Few Know

    Since crossdressing is not widely accepted by society yet, I have to hide my passion for wearing women's clothing.My wife knows and my EX-wife knows plus whoever she told. My kids know and I am pretty sure my wife's kids know too. My mother-in-law knows and even my sister-in-law...
    happilymarriedguy happilymarriedguy
    51-55, M
    1 Response Oct 18, 2013

    Not So Secret Anymore

    I used to hide this from everyone, but in recent years I've been coming out a little at a time. The weird thing is, no one has been surprised yet. Some friends have even been slightly relieved that that is all. Why did I hide away for so long?
    Heellover Heellover
    36-40, M
    Jul 22, 2013
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