This experience may contain mature content, as flagged by the community.
Please click away if you do not want to see this content.
To report inappropriate content, please email us.

I Cross Dress All the Time

Personal Stories, Advice, and Support 471 People

    A Long Time

    I've been secretly wearing panties and pantyhose for many years and find it exciting.  I'm hoping to meet others from SE WI who are the same.
    SoutheastWiGuy SoutheastWiGuy
    56-60, M
    Mar 13, 2010

    Love To Dress

    I have been crossdressing for many years now, and it just gets better and better. I have always wanted to share this with a special someone in my life, and it happened. My wife is in to it and even participates. She has bought me bras, panties, and she even bought a strap-on for...
    pantiescouple pantiescouple
    Jul 20, 2010


    I spent thanksgiving with my lesbian neice and her girlfriend.  They k+new I was a closet crossdresser and loved it.  When I got there they gave me orders that for the whole weekend I would be under their control.  They gave me a pretty 42b bra and matching panties...
    andypanda andypanda
    Jan 19, 2009

    Why I Crossdress!

    My earliest memory in life is that of trying on my mothers high heels. Most little boys try this a time or two and then go on to something else but for me it was a great big wobbling step towards who I am today. I remember that my father was absent from my life most of the time...
    sissyribbons sissyribbons
    36-40, T
    2 Responses Sep 15, 2009

    When I Get Home...

    When I get home each afternoon, I slip off the boy things and just walk around in my panties and a T or my cami that I've had on all day. I could get dressed up but like most girls I just feel like getting comfortable after a long day in the office. What I would...
    deleted deleted
    Mar 4, 2010

    I Cross Dress All The Time

    I wear panties and .stockings every day, be it suspenders, knee highs etc, Once a week i meet with my girl friend and we play dress ups, she dresses me up in lovley sexy panties bra, stocking and dresses, skirts. We do my make up and then we pretend tgat i am her girl...
    mickann mickann
    41-45, M
    3 Responses Jan 24, 2010

    Started Young

    My sister started dressing me in her pretty dresses and undies when i was 10 and she saw how much i loved it so we kept doing  it,now i dress up every day and i love her for showing me how much fun it is to be a girl.
    deleted deleted
    4 Responses May 10, 2008


    Yup, For the last 3 weeks, I've been fortunate enough to have time during the day to indulge myself. I've even taken off some evenings to buy a new outfit for the following day. Each night I find myself thinking "what shall I wear tomorrow? Today I even changed from a skirt...
    BrendaCD BrendaCD
    36-40, T
    1 Response Mar 18, 2009

    I Love

    I love wearing women's clothibg so much that since I lost my job 18 months ago I have dressed in nothing but female clothing apart from when I have to go to the shops
    xdpaul xdpaul
    56-60, M
    1 Response Jun 10, 2011

    I love cross dressing

    so much that I gave away all of my male cloths and started taking hormones on 08-07-2014to grow breasts so I can look more feminine
    deleted deleted
    5 Responses Oct 9, 2014

    My Story "real Girl Clothes 24/7 - Just Who I Am."

    I've been wearing girlclothes off 'n on since I was 15. I started out raiding my sister's dirty clothes hamper in H.S., but got away from it during college. I think I just wanted'ta deny/ignore that time in my life. I got into backbacking & wilderness camping big time during...
    AshKat AshKat
    41-45, T
    Dec 12, 2009

    I Am Happy Now

    I started dressing at age 5 or 6 i got marred 2 times i did not tell the first wife Intel i caught her cheating the 2nd wife well im glad shes gone but now at age 55 i am happy being a cross dresser but would love to find a gal that wants a man like me
    simmsmel simmsmel
    51-55, M
    1 Response Nov 11, 2007

    Permissioned For Crossdressing!

    Story no 2 I am a 19 years old, male. But whenever i am in home i only wear saree. saree is my favorite dress. i love crossdressing since the age of 8. my mom allows me to wear her blouse, petticoat , saree etc, but now she buy me my own.
    ExUser007 ExUser007
    18-21, F
    May 30, 2012

    Feeling Good

    I have spent most of the day preparing to dress for the evening. Full body shave, hair and nails the works. I'm currently dressed in red lingerie, red skirt and white blouse. Topped off by new red 4 inch heels. I have no place to go or to share my feeling with and maybe a...
    pele333 pele333
    2 Responses Jan 7, 2009

    As Much As I Can, I Wear Nylon

    I am a straight male that loves the feel of ladies clothing. I love the feel of nylon on my body. I am not the best writer in the world, so please bear with me. It all started when I was around 10 years old when I would sneak into my moms bedroom and wear here gloves. That is...
    deleted deleted
    May 30, 2008

    ..All Dressed Up and Nowhere to Go!

    Hello girls! As I write, I am dressed as I wnnt to be dressed! As me! For comfort today, I am wearing a floral dress,with black bra and black lacy panties!..Oh it feels so good!!.. For the next nine hours I wil, at least be very happy!
    mzdivine mzdivine
    3 Responses Dec 21, 2008

    Loving to Be a Woman

    i wear my lingerie all the time and even when i am not going out i always wear something i guess that makes me a girl that wears her lingerie all the time.....phylisanne
    phylisanne phylisanne
    70+, F
    3 Responses May 15, 2008


    So for all of my marriage I kept my feminine side hidden&surpressed unable or unwilling to my true self. Then 1 day my wife came home & caught me in a pink babydoll doing things i shouldn't be doing. It started the end to my marriage & now I can live outside the...
    Fran47 Fran47
    2 Responses Jun 1, 2008

    I Love Ladies Lingirie

    When I was a small boy I liked to look up ladies dresses. This was in the late 50's and early 60's when women wore garter belts and stockings and lacy slips. I was hooked on feminine garments. Soon enough I was playing in the laundry hamper and rubbing my sister's and mother's...
    Jamieflc Jamieflc
    4 Responses Oct 16, 2009

    Love Mini - Skirts

    i'm also a stright male that loves to wear mini skirts  with no underwear . wearing mini skirts is so sexy and it turns me on . i would like to hear from men who loves to wear mini skirts.
    nastybobby73 nastybobby73
    41-45, M
    1 Response Jun 30, 2009

    Cant Get Enough

    i cross dress every day and i love every minuet of it xxx
    sarahj sarahj
    46-50, M
    2 Responses Aug 28, 2008

    Cant Get Enough

    i cross dress every day and i love every minuet of it xxx
    sarahj sarahj
    46-50, M
    1 Response Aug 28, 2008
More Stories