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I Am a Crossdresser

Personal Stories, Advice, and Support 6,179 People

    New white 7" heels and dress tonight :) And

    thanks to a good female friend - some decent hold-ups and a nice new red skirt :))
    GemsHeels GemsHeels
    31-35, M
    15 Responses Apr 3, 2015

    Room Mate To Boyfriend

    I was living alone when a old high school friend told me he needed a place to live. I needed help with the rent and it was a big house so I said ok. But I had a secret to hide, I was a crossdresser. I had a lot of clothes and loved to dress. Kevin moved in and things went well...
    ammilnet ammilnet
    11 Responses Dec 8, 2012

    Many times I go out shopping

    and trying on clothes in the stores and never had a problem with the the sales staff. Last night was no different. I have a friend that just started crossdressing. Other night when I dressed him up I talked about that I go to a few stores and try on clothes in the stores...
    cdjo cdjo
    41-45, M
    14 Responses Jan 21, 2015

    Yesterday was the best day of my life my

    girlfriend came over and treated me like her princess like I was a girl she brought over clothes for me to try on and she did my make up and she made me feel amazing
    deleted deleted
    6 Responses Dec 6, 2015

    Kick anyone ? Send pics

    or talking about stealing knickers
    deleted deleted
    1 Response Oct 27, 2015

    Crossdressing And Flashing At Lake Hartwell

    It was a sunny day. I had recently purchased a two piece bikini. I drove out to the lake and found a remote location to wear my new bikini and layout in the sun. I parked the car. There was another car in the parking lot but I did not let that stop me. I put on my bathing suite...
    rachaelbalenger rachaelbalenger
    46-50, T
    11 Responses Jul 31, 2011

    At one point I lived in a duplex

    and there was a woman about my age who lived in the downstairs apartment. We shared a basement with laundry facilities. I occasionally looked at her clothing, but her styles never interested me much. I used to go down there in women's clothing to do my chores when I was...
    deleted deleted
    3 Responses Jul 27, 2015

    Why am I still a crossdresser?

    I'll tell you why, when I was young, every day I stood in front of my closet filled with my mother's clothes. There were nothing really girly, everything was to big for me, so my desire to dress was never fed completely, I am hungry for something really mind blown, out of the...
    hathmore hathmore
    22-25, M
    5 Responses Dec 5, 2015

    I have been dressing up

    as far as I can remember and this is my story of how, who and when. I was already used to the female body as I have three older sisters that I have seen their naked bodies many times but my first contact with "****" was my dad's **** play cards that I found by accident while I...
    CDJasmine CDJasmine
    6 Responses Dec 30, 2013

    never married but looking!

    Any female that don't smoke that's interested in a crossdresser?
    aquarius3 aquarius3
    2 Responses Feb 15, 2016

    Coming home for summer vacation

    and realizing you want to crossdress is exhilarating. im sad i cant do it though because i cant drive and there are no stores near me. Experience project is where i come to feel loved and to indulge my crossdressing fantasy. Talking to everyone i meet on here makes me happy. I...
    IamKatrina IamKatrina
    18-21, M
    1 Response Jun 25, 2015
    kelliTxxx kelliTxxx
    36-40, T
    1 Response Apr 20, 2016

    Crossdressing Is My Safe Haven!

    I am shy with some insecurities. I am also strong and reliable and have moral principals. I am also very caring and loving towards my wife and son. I am also very likable and easygoing. I also love sports. Baseball, skiing and womens figure skating are my favorite sports...
    emmicd emmicd
    56-60, T
    28 Responses Jul 12, 2008

    Wwhat do you guys think of my latest costs

    dressing purchase omg I'm so in love with this dress! 
    Zoe24 Zoe24
    26-30, M
    1 Response Feb 3, 2016

    It's a dang shame. I dress up

    whenever I get a chance .Last night I had the house to myself, but I was so tired that all I did was take a shower and put on a bra and panties to sleep in. I missed a great chance to enjoy myself.
    mandywantsit mandywantsit
    56-60, M
    10 Responses Jul 29, 2015


    I love cross dressing. I would rather wear womens clothing over mens.  I dont remember what age i was but sometime during my early teens is when i discovered panties, and i would always wear them whenever i had the chance. When i met my wife and we started living together i...
    AmberRosecd AmberRosecd
    36-40, T
    29 Responses Apr 18, 2013

    I absolutly love to dress myself into girls

    clothes. Yesterday I was all dressed up and made pictures of myself. most of them are posted on my profile so take a look if you read this. tomorrow i'll post new pictures of me into a dress or skirt. I'm really exited to go crossdressing again. more people should try it!!
    deleted deleted
    10 Responses Jan 11, 2014

    My Sister Taught Me To Crossdress Mother Taught Me To Love It.

    At first, it was just a game. My sister wanted a girlfriend to play with and I was the only one around the house. I was 8 and Cin was probably 10. We had fun pretending and all day she dressed me in different skirts and dresses even though most were too big. At the end of the...
    deleted deleted
    28 Responses Mar 27, 2012

    Hi, iam NicolaCD, i have been crossdressing

    since i way a teenager, i started by wearing my sisters panties but got more adventurous when she was out i would wear her nighties and lingerie, i would also wear her party dresses, now i am older i buy my own womens clothes, i am looking for lots of cd or trans friends to...
    NicolaCD NicolaCD
    51-55, M
    24 Responses Nov 9, 2014

    Some months ago, this post was deleted by the

    EP Police for being posted in a group deemed inappropriate. Thanks to my good friend, Kimmi, my little reflection on baseball last summer was saved. ----------------------- My Dad Taught Me to Throw a baseball …But My Stepmom Taught Me to Throw Like a Girl. Yesterday I was...
    deleted deleted
    10 Responses Jun 7, 2014

    Just ordered padded hip enhancing underwear.

    No more pencil shaped Roxanne!
    Foxanne Foxanne
    22-25, T
    7 Responses Aug 8, 2015

    Gentlemen, wear stuff

    that fits, I learned that stuffing yourself in too a small dress hurts like hell later. I am watching animal planet with a heating pad on my side and pain reliever in my system... What I thought was that maybe something with a small figure could work like a body shaper... nope...
    darkcuckoo darkcuckoo
    18-21, M
    Nov 13, 2015

    I've always been a part time CD

    since I was 20. I'm doing it daily now starting last week.
    deleted deleted
    3 Responses Nov 15, 2015

    An Afternoon Quickie

    Several years ago i was chatting on AOL. I hooked up with a guy that dressed sometimes but was more of a CD admirer. We chatted for a while and he asked me if I would like to meet him in a few minutes. We were on the same side of town so it would be easy. He told me that he was a...
    rachaelbalenger rachaelbalenger
    46-50, T
    4 Responses Sep 1, 2011

    All these years I've been wondering what is the

    main motivation behind dressing up. Internally I feel it: it's a combination of being very excited along with the feeling of wanting to be girly. An endless infatuation with the perfect image I hold inside. The combination of everything that is feminine and obedient along with...
    CDJasmine CDJasmine
    12 Responses Nov 20, 2014

    My First Skirt

    I've been cross-dressing for as long as I can remember and will never forget when I purchased my first skirt. About 25 years ago I was living in the UK and got my own place, so decided it was time to get my own clothes (rather than sneakily trying on my mother or sisters stuff...
    michelletrans michelletrans
    51-55, T
    12 Responses Dec 2, 2012

    Now accepting apps for

    either a sugar daddy or a rich as husband, drop me a dm or find Me on Twitter @kelliTXXX
    kelliTxxx kelliTxxx
    36-40, T
    1 Response Jan 9, 2016
    deleted deleted
    2 Responses Feb 27, 2016
    elena4 elena4
    18-21, T
    3 Responses Apr 8, 2016

    I just bought a new long hair blonde wig.

    So excited to try it out <3
    Lovebrittany Lovebrittany
    18-21, M
    1 Response Feb 9, 2016

    Caught By My Mom

    I remeber when the day I got caught by my mom.  I was about 15 yrs. old.  My mom was on her way to work and I said that I was sick so I could stay home.  She bought it and left for work.  FYI my mom always wore hose and skirts or suits to work, as her job...
    silkiehosewearer silkiehosewearer
    31-35, M
    34 Responses May 31, 2009

    It is a sad day. My wife has requested

    that I retire Terrieann permanently. It is a difficult thing to do, she has been a part of me for as long as I can remember and has helped me through difficult stressful times. I'm not sure I can really do this, but out of respect for my wife I feel I must try. Many thanks to...
    ta61 ta61
    51-55, T
    7 Responses Aug 27, 2015

    Chance encounter I had to go to my local Sears

    for something, when I decide to check out the pantyhose section. I was looking thru the 'own brand' section when I noticed a very attractive women also looking thru pantyhose. It didn't bother me I was dressed in men's clothes (I actually enjoy the buzz). I started to check her...
    michelletrans michelletrans
    51-55, T
    15 Responses Mar 2, 2014
    Lovebrittany Lovebrittany
    18-21, M
    5 Responses Feb 19, 2016

    Shopping At A Crossdresser Boutique

    About two years ago I was surfing some CD sites and came across a link to a boutique which advertised "everything for the crossdresser." I immediately opened the URL and found just what I had been looking for. Not only did it have everything I was interested in, it was also a...
    becki2582 becki2582
    41-45, T
    15 Responses Oct 4, 2011

    Went out for the first time dressed

    as a woman. It was very exciting but also scare wish I had done it long time ago
    Lonely47 Lonely47
    66-70, T
    2 Responses Aug 31, 2015

    I Think Earrings Were The Last Straw...

    There have been several milestones in my early life. You know, the normal events which might be seen as innocent and minor occurrences in a young girls life ...but to a little boy, are likely to cause cosmic shifts in their perception of themselves and the world around them...
    deleted deleted
    24 Responses Oct 20, 2012

    This weekend from Thursday to Sunday night I

    wore my female clothing in front of loads of friends and they all accepted it wonderfully :-) I even applied nail varnish to my toenails which made me even more happy. I'm envious of girls now...
    GemsHeels GemsHeels
    31-35, M
    5 Responses Mar 22, 2015

    They Don't Bite

    Yes, I am a crossdresser, but don't get to dress much. No, I wasn't wearing a dress or skirt this time (I only wish! ). This story is another with me in male mode but feeling feminine when the situation presented itself, and , for once, acting on that emotion. It all felt very...
    Kim1girl Kim1girl
    61-65, T
    10 Responses May 21, 2013
    Tights121 Tights121
    18-21, M
    1 Response Feb 3, 2016

    Last Sunday, I had a rare day home alone.

    As soon as I knew the coast was clear, I put on my black lace bra and panties with my black fishnet stockings. I did my make up and put on my wig and a cute pair of black heels and went for a walk around my yard and ended up sitting on a chair in my driveway for awhile. I just...
    deleted deleted
    9 Responses Nov 6, 2015

    I've been a cross dresser in spirit

    for a far back as I can remember. I didn't buy my first panties until I was in my twenties. I went through periods where I accumulated a lot of things - bras, panties, thigh highs, heels, wigs, make up, skirts. Then I'd purge and stay away from it. Then the urge would...
    marissacd61 marissacd61
    46-50, T
    5 Responses Apr 11, 2016

    The Art of Crossdressing!

    It didn’t take me long to figure out how to mix and match outfits. Crossdressing is about getting the details just right! Having two older sisters always helped in choosing the right outfits. My sisters had cute dresses, cut off jean, and baby t shirts…not to mention...
    PinkISpunk PinkISpunk
    22-25, T
    5 Responses Jul 23, 2014

    It makes me happy that,

    yes I may have a blanket slightly covering my legs, but I am sitting in easy view of my neighbours, while wearing leggings, a thong and a hood less sweatshirt while watching the rainstorm and scrolling through EP. I told myself to do it and here I am :)
    deleted deleted
    2 Responses Aug 3, 2015

    I simply love wearing women's clothes

    as I like the feel and the styles, I have been cross dressing since I was 10 but got more serious at it from age 18, I wear silky lingerie every day and at weekends I wear ladies outer clothing over my exquisite silk lingerie and stockings and suspenders.
    timothy1994 timothy1994
    22-25, M
    2 Responses Mar 14, 2016

    If you've read my stories,

    you know I started by wearing my mom's underwear (just like many of you.) She caught me in her underwear and was very understanding and kept letting me wear it. Did any of you with similar experiences feel very strange when you left bodily fluids in her underwear or when she did...
    deleted deleted
    6 Responses Sep 8, 2015

    I've just begun to accept this side of myself

    more seriouslly the past year! I've bought a good amount of femme clothing an makeup have been wearing panties every day for at least 6 months now (got rid of male underwear)! I've yet to go out in public dressed up...but I hope to someday, an also hope to get...
    TinyDickJohn TinyDickJohn
    41-45, M
    1 Response Nov 7, 2015

    I have been a crossdresser

    and exhibitionist since I was 13, but for a long time I didn't know what that meant. I would go out wearing just a long shirt, or make some short cut off jeans, sometimes cutting out the part between my balls and ******* and turning them into a miniskirt. But I didn't discover...
    jackiebi11 jackiebi11
    46-50, T
    Oct 26, 2015

    I wonder what forum everyone is going to go to

    when EP shuts down? I sure hope we can all find ap place so we can continue our friendships and sharing our crossdressing experiences together. Any suggestions? Looking forward to hearing from you....
    61-65, M
    5 Responses Mar 28, 2016
    deleted deleted
    19 Responses May 29, 2014

    A Little Help From the Landlady

    It was the late seventies and I was 16.  I had to move towns to complete my university entrance years (11 and 12).  My parents found board with a divorcee, a lady in her 40's living alone in a large house in a well-to-do suburb.  She was very kind although a little...
    IsaacNewton IsaacNewton
    60 Responses Feb 5, 2008

    I have been crossdressing

    since the age of 12, I still remember the first time I slipped into my mums pencil skirt and suit jacket with a lacy camisole underneath. It felt so right! There have been times when dressing en femme has been very difficult or impossible due to living arrangements, but now I'm...
    Pedro9132 Pedro9132
    31-35, M
    1 Response Apr 4, 2016

    Young Crossdresser

    IForgive me for bad mistakes. My Femele name is ashley. and i started crossdressing since I was 16 years. First i dress my mother clothes, and do it for 1 years. Acctualy i haven't buy ant clothes for my self. ;) nobody supports me, i do it for my one. : ) I'am feeling great when...
    skillboy skillboy
    11 Responses Apr 22, 2012


    I started crossdressing when I was 8 with one of my mother's slips.  I loved the way she looked when she got dressed.  The bras, panties, stockings and slips she looked so wonderful on her.  One day I found a slip of hers and tried it on.  The feeling of the...
    SamanthaAnne SamanthaAnne
    46-50, M
    9 Responses Dec 3, 2006

    I get really annoyed

    when addressed "Mister" even though I'm in a skirt and all feminine. If they can't figure out what to call me a simple "you" would suffice
    Leotrine Leotrine
    61-65, T
    1 Response Oct 31, 2015

    I am sooooo proud of myself today.

    I walked into a store and bought a new pair of heels. I have had them on since I got back. It's something I have wanted to do for so long. I am very happy with myself.
    Jenni0127 Jenni0127
    51-55, T
    13 Responses Dec 16, 2014

    Questions Answered

    "Go ahead. Put them on." Adrienne nodded toward the pair of silver satin panties she had placed on the bed. Her boyfriend, Sammy, looked confused by this request, and a little nervous as well. "W-why would I do that?" "It's OK, Sammy. I know. "My panty drawer has seemed a little...
    sammi11 sammi11
    41-45, T
    60 Responses Jun 25, 2011
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