I Am a 40ish Crossdresser

Personal Stories, Advice, and Support 521 People

    Whenever I Want to Be

    When I lived at home,  my closet was trash bags in my trunk or in the back seat and my dressing room was almost always in the car.  Whenever I had the chance I would dress at home and clean the  house in while my parents were out.  I just loved being able...
    CaraJ CaraJ
    5 Responses Aug 19, 2008

    My Cd Story

    While I am past the 40's I have been dressing almost full time for about 15 years. Like you, I loved my sisters clothes more than my own as a child. I hid my feelings through an early marriage. After that ended it freed my up to learn more about myself and my female side. I...
    martij martij
    41-45, T
    2 Responses Jun 11, 2009

    I'm in my early 40's

    and been dressing as a women as long as I could remember I've had to deal with a lot of people who don't understand and have been nothing but ignorant to me. Now lately people are slowing accepting cross-dressers and I'm been coming out more and more for the past about 5 years...
    olsentrisha olsentrisha
    41-45, T
    1 Response Apr 19, 2014

    Love It

    I am 41 and I love to fully crossdress even with make up, panties, bra , a dress , high heels and cary a purse
    deleted deleted
    Apr 24, 2013

    Im beginning a new chapter in my life ive been

    married happily to the same women for 25 years this feb 14 my kids have moved out and were preparing to move to our second home in fla Ive been hiding my alter ego all my life. I told my wife about tammy shortly after we were married and she did not approve However now that...
    Tammi5157 Tammi5157
    51-55, M
    5 Responses Dec 1, 2013

    I have been crossdressers

    since my teens am now in my 40's I have accepted me as I am. If anyone has a problem with it is not my problem. I don't think I will stop crossdressing I love me as I am.
    bloubulsarel bloubulsarel
    46-50, T
    1 Response Dec 20, 2014

    Getting Closer To 50

    I do not fully dress, and I do not go out in public. I do not wear make-up, wigs or dresses. All I enjoy is dressing up in lingerie. It doesn't matter if it is panties, long nightgowns, stockings or a bra. My wife knows and is supportive but does not participate in my dressing...
    happilymarriedguy happilymarriedguy
    51-55, M
    2 Responses Oct 15, 2011

    The Best Years

    I started crossdressing at an early age, like most do, but it was always a secret endeavor. The only time I was publicly dressed was during Halloween when I was 10. Now years and years later, I am able to dress as I want when I want. And I'm here to tell you that the best...
    AZgirlMichelle AZgirlMichelle
    46-50, M
    3 Responses Sep 21, 2011

    yes im close to 50 but I refuse to grow up I do

    dress according to age but with a younger edge in skirts . I don't think age is a number it is a state of mind
    deleted deleted
    2 Responses Sep 18, 2014

    Well Over 40ish

    I'm past the 40ish and have been cross dressing for a long time now. It's so much fun and expressive. Some days I'll dress from head to toe. Some days it's underdressing. And other days I'll just wear a bra and panties. I really enjoy the clothes. There are so many more...
    jml2000 jml2000
    61-65, M
    6 Responses Apr 25, 2013

    Crossdressing & Marriage

     I've been dressing or had the need to dress since I was able to walk. I would see women in church or on the street dressed the way women are supposed to dress and I wanted that. I started getting into hose at a very early age. I wear hose at the time I...
    ManThose ManThose
    3 Responses Jan 12, 2010


    Tired of getting all dolled and no one to share it with.That is the begining.Looking for that girl to be the middle,never the end .Just on and on.The stories we can tell.
    dianne2112 dianne2112
    46-50, M
    3 Responses Aug 26, 2011
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