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Thread: At what age did you begin to crossdress?

  1. #26
    Aspiring Member
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    Early

    I started cross dressing at about seven.
    The first time I tried anything on was shoes at school under the desk.
    Later I tried tights.
    Next dresses from a dress up box.
    Eventually I got to panties then tried painting my toe nails.

    I have been unable to stop fully ever since, it has been on and off and I am now mid forties.

  2. #27
    Dazed and Confused Amanda Leigh's Avatar
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    Late

    believe it or not I didnt start till around 19. I lost my virginity in a emerald green teddie w/ stocking and make-up....had a very kinky girlfriend at the time. She started it all for me. I miss her at times but she was just to wild for me at the time and she slept around w/about anybody. Was afraid I'd catch something so I broke it off w/her but the crossdressing remained

  3. #28
    Banned Read only Amelia Moxon's Avatar
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    Early....

    ..... I was about four I think when I first tried on my mums pink flip flops, and then I never did it gain until I was about 10-12 i put on a silky pair of knickers with lace trim along with a matching bra (padded with socks) and a pair of pink purple and white poka dot socks. I was always using my mum’s stuff (I got caught a few times) and then I got a job and started buying my own, and the rest is as they say, history.

    Hugs
    Michelle xxx

  4. #29
    Member black leotards's Avatar
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    Another little elf!

    Quote Originally Posted by cosmolovesph
    I think i would have to say...some where between 7-9 years old...
    I remember wearing mom's pantyhose to school one day and then tights (out in the open) for a school play (i was an elf )

    more so ever since
    I was around the same age when I was in a play where I was a prince captured by elves! I was supposed to wear white tights with short pants, and the elves were supposed to wear tights, but all of the other boys put up such a fuss that I did too

    I remember "dreesing up" through pictures of cute girls in mail order catalogs. I longed to be one of them and in fact ordered my first pair of tights and panties through the Sears catalog.

    Never looked back!
    Jeannie (a.k.a. Black Leotards)

  5. #30
    Member Krystal Lee's Avatar
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    Somewear around the age of two. I have a picture of me in diapers wearing my mothers high heels.Was going for the giddy hights even then.
    Hugs Krystal.
    What does not kill us only makes us stranger!!!

  6. #31
    I am Woman on the Podium chantelle's Avatar
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    Me of and on for ever.......

  7. #32
    Junior Member heatherCD8772's Avatar
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    Well my ealiest memory was when I was around 4. wearing my sisters clothes. All through my childhood it was off and on got caught a couple of times. Ever since I got out of high school and moved out on my own I do it every chance I get!
    "How can you find your fortune if you can not find yourself"

  8. #33
    Member Cutie's Avatar
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    About 13/14

    I started dressing from about 13/14. At first it was panties and tights. As i got a little older i went further with skirts, tops, dresses etc.

    Now a days I am getting towards full time
    I love my short skirts and thongs

  9. #34
    Member Joanne08's Avatar
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    I was 10 when I started to try on My Mom's makeup and clothes. I was 14 when I started getting a real thrill out of dressing. My sister started dressing me up when I was about 6 and I also have photographic evidence from that age.

    Jo

  10. #35
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    [size=4]My very first time (I was about 7/8) was when I was invited by the local bike to loose my virginity with her. We were in a derilict factory yard and when she took her green school knickers off I just blurted out "Can I put those on instead". She handed them to me and when I put them on it was pure heaven. I must have worn them for a good half hour and I didn't loose my virginity for another 10yrs or so.[/size]

  11. #36
    Action crossdresser Marlena Dahlstrom's Avatar
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    I'm on a variety of groups and late bloomers are rare, but definitely not unheard of. Nobody's quite sure why some people start so late, since it doesn't really fit any of the standard theories behind CDing. Although men in their 40s and 50s in general do tend to develop more of their "feeling" side at that age.

    Myself it was pre-pubescent. Not sure of the exact age, but probably around 10 or 11.

    Emmi, as others have said, it's extremely rare for CDs to give up dressing. There's some research that suggests it's at least in part biological (CDs being on the low-end of the gender discomfort scale. Early transitioning TSs are at the high end.) So if you can, you'll be much happier if you can accept it as part of yourself. Trust me. That's not to say CDing doesn't cause complications, it does at times.

    BTW, you may be able to satisfy some of your urges en homme. These days it's not hard to get more sensuous clothing, like silk boxers, and with all the metrosexuals running around today, no one's going to look twice if you go to spa, or use facial products, or dress sharp. You're only drab if you let yourself be.

    Darla

  12. #37
    Pixie Hollow's Vixen Katie Ashe's Avatar
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    DK Productions LLC, Giving back to the Rainbow Community. Need a DJ, Every Song Has a Story, We Make The Memory

  13. #38
    Automatic tranny Ashley Allison's Avatar
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    Around the age of 3 or 4. I would go into my mother's closet and try on just about everything.

  14. #39
    living life to the full Jamie M's Avatar
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    My mother's first mistake was to keep her excess clothes in my room as i had the larger 'spare' wardrobe. Think it must have been a bit of a shock for her to find her 6 ( ish I think ) son asleep in her best crinkly red dress . oh well never mind , that'll teach her for nicking my clothes space i guess :devious:
    I reject your reality and substitute my own

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  15. #40
    Senior Member Deidra Cowen's Avatar
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    At age 43 just this past April. Gawd I am having fun and wish I had done this years ago!

  16. #41
    just one of the gurls
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    Not a late one here...The earliest I remember I was 5. Got into a neighbor girls panties and haven't quit since. Altho I have always dreamed of being a real girl--ever since i could dream i guess.

  17. #42
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    About 10. Mom and Dad off to work, I am home alone with nothing much to do when I found Moms hosiery draw. I tried them on and everything went from there.

    Suanne

  18. #43
    Member Lindsay Marie's Avatar
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    For as long as I can remember

    I started at probably 10, that's when I first found a pair of thigh hi's in my grandmother's drawer, as much as I can remember. I put them on and it felt so good and so sexy. I have always been partial to nylon since and I put on pairs of pantyhose and stockings at my grandmother's to this day. I have a fetish for taking a pair from whenever I go to someone's house to housesit or to visit. Everytime I go to someone's house to housesit I always dress up in their best hose and heels. I have a thing for modeling while dressed in their clothes, and then I take a momento home.

  19. #44
    Member Jamie_will_do's Avatar
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    11/12

    11/12 for me - I don't have any sisters and was at a (male only) boarding school in the UK - but I played Curley in a production of "Oklahoma!" which I think pretty much got me started. The tights, pumps, dress, falsies, makeup... Not long after that I saw Rocky Horror, and thought it was just about the sexiest thing I could imagine.

    My first actual moment when I knew this was *really* for me? When I was 14, going to the village shop to buy an illicit packet of ten cigarettes, pausing for a second at the counter... and instead buying a cheap pair of black tights (with some lame excuse about a school play... although the look on the shopkeepers' face told me that this wasn't particularly unusual. I just wish I'd asked him who else!)

    Jamie xx
    Last edited by Jamie_will_do; 08-05-2005 at 09:36 PM. Reason: typo! Described Rocky Horror as 'sexist' when I meant 'sexiest'. lol.

  20. #45
    Jasmine Marrie
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    i was 12 when i put on my moms panties and pantyhose and heels and a dress i've been crossdressing ever since

  21. #46
    sissy boy jessica
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    young

    I was an only child, without any male influence in my life, and my mom so dearly wanted a girl. The first time she put me in feminine clothes, was to be a flower girl in my aunts wedding, I was arounnd 7 or 8 then again a couple months later for halloween. And from time to time after that we would have mother daughter once or twice a month. And on vacations i was made to act and dress fully as a girl, noone ever knew I was a boy, when I was dressed as a girl, except for family and no one knew of my girl-time, except for family and a few of mothers closest freinds. If somone will tell me how to post pics i will post a few.

  22. #47
    Louise UK LouiseCassell's Avatar
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    Quote Originally Posted by Ella
    . I've been on and off ever since, not knowing whether I should fight or feed this addiction...

    Believe me - if you fight it I can assure you it will go the whole distance and you will loose on points. Dont fight it - learn to love it - and yes, I know that is easier said than done for most of us.

  23. #48
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    I think I was about 10 when I first tried on one of my sisters slips. At about 20 I joined a group that wore kilts, and wore it every time i had the chance. I would have loved to wear a nice slip and panties under it, as well but at that time things such as that was taboo. I think I was in my late 50's when I really took an interest in cross dressing and now feel very femme when dressed and dress as often as I can,

    Denise

  24. #49
    From the Waist Down Rainbow6562005's Avatar
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    Another late bloomer

    Jaye, I'm with you! I started seriously with shoes just last year, when I was 68.

    Rainbow

    Corrections: My girlfriend reminded me that I began two years ago; she is correct.

    I went into being a CD seriously then, but when I was five I tried on my mother's silver shoes: way too big for me, of course. The only other "beginning" was when I was around twenty. I bought the largest pair of wedge sandals I could find: but they were too small. Then I did nothing till two years ago.
    Last edited by Rainbow6562005; 08-08-2005 at 10:28 PM.
    Who's going to decide how you live: your parents? wife/husband? teachers? priests? politicians?

  25. #50
    Julie
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    about puberty for me

    Best I can remember anyway. Ella, if the urge is strong in you, it's never going to go away completely, but I will say I've gone years without it surfacing, then it has come back for a few months when I feel like I'd dress full time if I could, then it's gone again. Just a couple days a year works for me at the moment, although I think about it with kind of an intellectual curiosity quite a bit, trying to figure it out. Discovering this forum and thinking about it more has actually helped me get a little bit better handle on it, and for some reason has helped the desire to do it subside for some reason. I'm starting to be OK with it and not think I'm a freak anymore, wether I feel like doing it or don't feel like doing it at any given time, I can just go with the flow.

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