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Thread: How long have you been a crossdresser, and how old are you?

  1. #51
    Senior Member
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    I can remember trying my mom's stockings and lipstick at about 3 or so. 53 now.

  2. #52
    Member Stephanie Michelle's Avatar
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    My first memory was at 5 dressing in my friends sister's dress that she had for dress up in their basement. Pretty much all the rest of the time since. I'll be 54 in a couple of months so 49 years.

  3. #53
    Member herwannabe's Avatar
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    11 yrs old and I am 57 off and on for the 1st 30 yrs, everyday for the past 6 yrs
    The reason you close your eyes when you dream, when you kiss, and when you pray is because the best things in life aren't seen with your eyes, but are felt with your heart.

  4. #54
    Junior Member DeSkirt's Avatar
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    I am 52 years old.
    I guess I started at around the age of 7 or 8?

  5. #55
    Amanda countrygirl's Avatar
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    Started around age 10 or 11 and now turing 30 May 30th this year.
    Amanda

  6. #56
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    Lets see...On my own I have been CDing for 52-3yrs in the service = 49 years.

  7. #57
    Silver Member kristinacd55's Avatar
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    Can't beat you....I've only been cding for 51 yrs lol. 56, and started when i was 5

  8. #58
    Junior Member lynnmcarthur's Avatar
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    Mar 2007
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    I am 63 and have been tg for 60 years

  9. #59
    Making a life for Tina! suchacutie's Avatar
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    After reading the replies, I've just learned why my 5-plus years of dressing have seemed like a frenetic sprint to try to learn EVERYTHING! I'm 60 but I'm a quick learner! I'm so impressed with all of you!

    tina

  10. #60
    The Girl Next Door Sally24's Avatar
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    Off and on since I was 12. That makes it 44 years total. Sometimes it was often, other times it would be several years between putting something on. Didn't really try makeup and a wig until I was 40. No success until I tried it again at 50!
    Sally

  11. #61
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    I do not consider any childhood (under ten) trying on any of my mother's clothing to be cross-dressing. That would be somewhat akin to playing dress up. I first dressed as a woman in my early teens. That's fifty years. As to really getting into being en femme, that's the last decade.

  12. #62
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    Started at 13 am 46 and cannot stop. It just is such a part of me and brings me to a blissful place that nothing else does....

  13. #63
    Member Patrice_CD's Avatar
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    I'm 52, with all the positive feedback I've received on my looks this will probably surprise a few but I've been dressing for (2) two weeks.

  14. #64
    Senior Member UNDERDRESSER's Avatar
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    Quote Originally Posted by Patrice_CD View Post
    I'm 52, with all the positive feedback I've received on my looks this will probably surprise a few but I've been dressing for (2) two weeks.
    Talk about a natural!

    I first dressed in my sisters clothes when I was ..9? Her idea to swap, I think. I then snuck around trying on her gym and school stuff for a couple of years, tried on some of my mums stuff, but that didn't fit so well, when I reached my late teens, bought some pantyhose, ( i just wear them as a thermal layer, honest! ) Bought some dancewear, anything I could claim to be buying "for a costume" or like that. Developed a serious fetish for stretchy fit stuff in my twenties, had a small stash, went out one foggy morning in a long sleeved unitard underneath, slipped out of top layer in the woods, then went jogging in the unitard. Not anywhere I was likely to be seen. When i got into cycling, It sort of went away, ( interesting side note, my first pair of cycling shorts was given to me by a girl, had to bite my tongue and not say "I thought it would be harder to get into your shorts" :D ) then, when decent mens underwear were hard to find when I moved to N.A. tried panties again, eventually found the styles and sizes that fit, now underdress exclusively, unless expecting to strip somewhere, ( Doctors etc ) 55 now, so.. call it 46 years, but not continuously. I've never dressed fully, unless you count that jogging session, not had much of an urge to do so. I do have a feminine side, but I don't think there's a girl inside. I do want to be considered sexy, beautiful even, but as a man. I would like to go out in something that completely flaunts my body, but such is not acceptable in most of the world, for men at least.

  15. #65
    a bit nutty
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    I'm 41, and had started my interest in women's clothing at the tender age of 4. Been dressing off and on since then, but it has taken a life of it's own in my late 30's. Now doing it as often as possible.

  16. #66
    Member Marla's Avatar
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    Sep 2005
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    53 years and have enjoyed every second of it!

  17. #67
    Junior Member dodgergurl's Avatar
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    just started...2 mos. & I'm 50.....so far really enjoying every minute.

  18. #68
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    I can't say for sure when I started. I have memories of wearing my mom's panties when I was about 7. I think it started before that. I'm now 51.

  19. #69
    Junior Member Joanne Davis's Avatar
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    Penticton, BC, Can.
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    Started at age 12 and now am 54......whoa.......

  20. #70
    A Brave Freestyler JohnH's Avatar
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    I started crossdressing last summer starting with denim skirts. I purchased sandals and a dress, and then found some clothes that my ex-wife left in the house when she left me that fit me. So I am just a newbe, but I am brave enough to wear dresses for walks in the neighborhood. I do remember when I was a boy I would clomp around with my mother's heels and wear her dresses, as also did my brothers. I do remember a feeble attempt to convert a pair of shorts into a skirt by cutting the material between the legs when I was 5 years old. I had no sisters.

    Johanna
    John (Legal name)

  21. #71
    Junior Member Diana Rae's Avatar
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    I've been an active crossdresser for about 37 yrs. I did some things off and on prior to that since I was 4 or 5. I'm 67 years old currently. Darn, just a little behind with no chance of catching up.

  22. #72
    Aspiring Member WandaRae2009's Avatar
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    I started around age 12 that I can remember and I'm 51 now

  23. #73
    I accept myself as is Gillian Gigs's Avatar
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    First time at the age of 4. Regularly after 13, how old am I now? As old as my tongue and a little older than my teeth. I don't kiss and tell. I remember when nylons had a seam that had to run straight down the back of your leg, and girdles were the norm.

  24. #74
    Aspiring Member Jenny Gurl's Avatar
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    I was born a crossdresser, so I have been transgender or a crossdresser my whole life. I was aware of it around age 6 although didn't understand it. I was in a state of confusion until a few years ago when I found this site. That is when I realized that I was not the only one on the planet. I learned I was born this way and will die this way weather I participate, admit it to myself, get the worlds blessing to be myself, or come to terms with this is who I am and enjoy the ride. Thank you to all the ones who have come before me and helped me to understand myself. I no longer feel guilty for being born. I wish I had understood this 30 years ago, my life would have been much different.

  25. #75
    Senior Member Samantha43's Avatar
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    I've had feelings of crossdressing ever since I can remember. I can remember being so envious of my sisters' Easter dresses when all I got a stupid coat and tie. I think I acted on my desires when I was a pre-teen, so I've been crossdressing for about 30+ years. I'm 47 now. I have cherished every second of it.
    SamiLiving in feminine bliss

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