I Am A Life Long Crossdresser

Personal Stories, Advice, and Support 959 People

    I started when I was 10 being forced to wear a

    black nightie by my best friend at the time and his sister. Once forced to put it on I knew then I was different and I was excited. But when I was 14 and started putting on women's cloth's when home alone I knew my inner self was different. I like the experience and I knew I...
    deleted deleted
    26-30
    3 Responses Nov 3, 2015

    My first experience of seeing a girl's knickers

    was when I was in elementary school, playing with Angela, I accidentlly lifted her dress to reveal white and pink lacy knickers. I thought wow, they're pretty.
    deleted deleted
    26-30
    2 Responses Mar 13, 2015

    I started being interested in womens clothing

    when I was about 10. We had an 'au pair' (or live in nanny) staying with us. she was european and one day when she was out of the house , and I was feeling inquisitive..I went into her room to look around..and saw her corset and other pieces of her underwear and stockings out...
    LesterTV LesterTV
    56-60, M
    4 Responses Sep 2, 2015

    I am also a submissive,

    and married to my Mistress----she has feminized me (like I really hated that) and I perform the role of a traditional wife for her, she in turn treats me as her wife and she the male equivalent---We have just returned form Las Vegas where I spent 3 days as her wife , and lovely...
    Milliewife Milliewife
    66-70, T
    2 Responses Oct 9, 2014

    Im starting a Ki.K group chat ANY full time

    cross dressers under the age of 20 This is a chat for crossdressers to show off their outfits talk about shopping clothes and post like their outfit of the days or stories of getting caught or telling people or going out in public in clothes. if you want to join. Ki.kme fhnvs86...
    lovevspink16 lovevspink16
    18-21, T
    Apr 5, 2014

    a proud life long crossdresser from age 6 on

    love it I wish society all work places would accept crossdressers and I would wear feminine clothing 24/7
    alexiswcd alexiswcd
    56-60, T
    1 Response Nov 5, 2015

    married for 27 years

    and i love my wife so much. But for those 27 years I lived a lie and will probably take it to my grave. I've Crossdressing since I was 5 wearing my mothers pantyhose and heels. I thought I grew out of it in my teens but realized when I tried my girlfriends shoes and it fit and...
    samanthaloops samanthaloops
    46-50, M
    3 Responses Feb 10, 2015

    I started wearing my sisters clothes

    when I was a young teen, panties bras at first, then it got to be I would put on her skirts, and tops, and I felt so feminine in them feeling the fabric against my body
    deleted deleted
    26-30
    1 Response Mar 16, 2015

    My crossdressing life has been one of stop

    and start as much as i try to stop the need comes back and it is stronger when i look back on my life i feel it 's been a waste i should have just been a full time cd . I got married and had kids and every thing seemed fine and then the feeling of wanting to dress comes back ,my...
    deleted deleted
    26-30
    1 Response Dec 22, 2014

    I am a female to male crossdresser,

    and I like it. I started wearing guys clothes when I was 12 and now, I'm nearly always in a pair of trousers and some kind of plaid or flannel shirt.
    miskia0917 miskia0917
    22-25, F
    1 Response Mar 19, 2015

    I am alone here at Chennai.

    searching cross dresser at chennai
    bablisharma bablisharma
    41-45, T
    Apr 20, 2016

    Coming Out To My Wife

    I finally got up enough courage to talk to my wife about my feminine side again. She has known about it since before we were married,but we really never talked about it. She listened as told her about my urges to dress. How this is something that I have felt since I was 5 years...
    MarciaSue MarciaSue
    46-50, M
    6 Responses Feb 20, 2013
    jasminecd5 jasminecd5
    36-40, M
    5 Responses Aug 9, 2015

    A Day In The Life Of Sarah Ann

    Its 7:00am on a cool overcast Sunday somewhere in the Midwest. I’m up before my wife, showering and getting ready for a day out as Sarah Ann. I spent the night before soaking in the tub and carefully shaving every part of my body. This morning I’m just going over everything...
    1SarahAnn 1SarahAnn
    51-55, M
    3 Responses Jun 20, 2013

    For me it started at a very early age.

    At first it was my sisters panties, as I grew older it advanced to bras, stocking, etc. I've been a cross dresser for 50 years. I'm UFO ( ugly, fat, & old). Definitely non passable. I just love to dress as a woman, and fantasize about being used by men.
    tarheelmandy tarheelmandy
    56-60, T
    3 Responses Nov 23, 2015

    My Crossdressing Life-the Teen Years

    My high school years were very typical for a young man, cars, football games, parties, and girls. Not a lot of girls, but enough to know I liked them for more than just the clothes that they could wear. I was involved in sports, and began to weight lift and gain muscle. I wasn...
    1SarahAnn 1SarahAnn
    51-55, M
    2 Responses Jun 20, 2013

    Kelz, The Story So Far...

    I have been crossdressing since I was around 11/12 ish, I sometimes used to find discarded tights etc. at home, nothing pervy towards whoever's they were, I just couldn't resist the temptation, I had already had a facination with lingerie for years, even before I was interested...
    kellytg kellytg
    36-40, T
    3 Responses Jun 19, 2011

    I, like most cross dressers,

    tried on my first pair of panties in my early teens. What an exciting feeling! I still get that rush of excitement every time I put on! When I go out wearing panties under my drab clothing i am always excited. I have been in relationships with some wonderful women who were...
    christine3000 christine3000
    46-50, M
    1 Response Nov 23, 2014

    Life Long Crossdresser

         I am sure that many others out there can also say this for themselves.  I have always dreamed about wearing silky lingerie and pretty dresses.  I often had to get rid of my female attire do to other people.  It was a long process, for me to...
    DianeInNova DianeInNova
    51-55, M
    3 Responses Jun 14, 2010
    brittysissy brittysissy
    26-30, T
    Oct 2, 2015

    I Love Women Clothes

    I love wearing womens clothes it started when I was 23 after I bought my first matching bra & pantie set, a black skirt & a white top & a floral print summer dress I did not need to buy any pantyhose as I had been wearing them since I was 14/15 at first I could only wear them in...
    xdpaul xdpaul
    56-60, M
    1 Response Jun 5, 2011

    A young crossdresser I was speaking with asked

    me if I was a crossdresser because I'm gay (really bi) or gay because I'm a crossdresser? Actually the case is neither and my answer confused her. I have lived as a woman most of my life and realized early on that it was how I wanted my life to be. Most things male repel me and...
    josil josil
    56-60, T
    1 Response Dec 8, 2015

    New years Eve 2014 I have always been a little

    envious of the ability of women to go out during the holidays wearing such pretty clothes, makeup and shoes, especially on New Years Eve. So my wife and I have been going out for the last two years for our New Years Eve celebration to a city about two hours away. This year we...
    1SarahAnn 1SarahAnn
    51-55, M
    Jan 1, 2014

    Is My Son A Crossdresser Too?

    I have been a crossdresser almost my entire life. My interest in girls clothes began at about the age of 6. It started out just looking at the little girls in their pretty dresses and wanting to be pretty and get all of the same attention as they did. What did I know about the...
    silkydrawers silkydrawers
    46-50
    10 Responses Oct 20, 2012

        I started dressing in my

    mothers clothes when I was 10. To this day I'm not sure why I did it, but one afternoon in the summer I was home alone for a couple of hours, bored or curious I decided to dress up and put on a bra, panties, tights and a long sleeve leotard. The feeling of having my body encased...
    MichelleTiedup MichelleTiedup
    61-65, M
    1 Response Aug 27, 2015

    Hi i am 21 year old crossdresser

    and i was forced to sex by my uncle when i was 17.
    penelopecross21 penelopecross21
    22-25, T
    6 Responses Feb 19, 2015

    2013 Crossdressing Review 2013 was an

    interesting year in crossdressing for me. My wife and I spent many hours as two women in public, but I wanted to feel a little more feminine, to experience being a woman while dealing with people in public. I wanted to face a wider variety of people, yet, I wanted to somewhat...
    1SarahAnn 1SarahAnn
    51-55, M
    1 Response Feb 7, 2014
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