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Thread: What prompted you to start crossdressing?

  1. #1
    Junior Member Tabitha_Sinn's Avatar
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    What prompted you to start crossdressing?

    The truth is, I really don't remember what prompted me to start crossdressing, but what was the case with you? (if you remember!)

  2. #2
    Senior Member Jenn A116's Avatar
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    I can't point to any particular event or trigger. I can just recall even as a young child of 6 that I wished I could dress like the girls. Never wanted to actually be a girl, but just to dress like one.
    Jenn A --- nothing fancy, just me.

  3. #3
    Adventuress Kate Simmons's Avatar
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    Nothing prompted me per se. I just started doing it and it felt right some 57 years ago.
    Second star to the right and straight on till morning

  4. #4
    Aspiring Member Fiona123's Avatar
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    Curiosity. I recall being 8 or 10 yrs old and trying on a discarded one piece swimsuit one of my sisters wore. Been hooked ever since.🌺

  5. #5
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    My mother.

  6. #6
    Silver Member Tina_gm's Avatar
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    I was in a bar. I was 17 years old. I saw a girl who I found to be attractive. Suddenly I felt a sense of wanting to BE her, rather than be with her.
    Chickens should be allowed to cross the road without having their motives questioned

  7. #7
    Aspiring Member Mykaa's Avatar
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    thats a good question, my oldest memories of it are probly around 4 or 5, what makes a 4 or 5 year old do that?
    Mykaa is me! Discovering Peace throughout from the Girl within.
    David Bowie "Don't stay in a sad place Where they don't care how you are..."
    Disturbed The Light "The truth is waiting there for you to find it
    It's not a blight, but a remedy"

  8. #8
    Junior Member Virginia1983's Avatar
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    I completely understand. I size women up - their makeup, nails, clothes, heels, everything - and want to be them and have their boyfriends/husbands!
    Every inch a lady!

  9. #9
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    I have a pretty specific memory of the first time. I'm not sure the exact age, but something like 11 or 12. I got up in the middle of the night to use the bathroom and a pair of my mom's panties were sitting out. I was curious and decided to try them on.

    I often wonder would any of this have started if not for that moment? Or was I destined to come around to it sooner or later?

  10. #10
    Banned Read only
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    I was born a cross dresser. Opportunity is what prompted me.

  11. #11
    Senior Member Robin777's Avatar
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    For me, I was attracted to women's clothing when I was real young not realizing why. I remember trying on my mothers shoes. I was always attracted to the female clothing in the Sears and Penny's catalogs. I remember pestering my mom for a boy's nightshirt(which I got) which was like a nightgown. When I hit puberty and the hormones kicked in, I started with women's underwear and it went from there because it felt like the natural thing to do.

  12. #12
    Junior Member Virginia1983's Avatar
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    Yep- loved to dress in her lingerie and clothes - lipstick and everything. Completely fascinated with reading my mothers Cosmopolitan and Playgirl magazines - and romance novels - in my teens.
    Every inch a lady!

  13. #13
    New Member SeanErin's Avatar
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    For some reason I put on a pair of hot pink satiny panties ang the gates opened.

  14. #14
    Member marlacd's Avatar
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    I'd say I'd always wanted to dress. I always admired them, and wanted to be just like them.

  15. #15
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    Hi Tabatha , I'm 73 and I've been in this program for almost 69yrs. ,

    I guess at the time it just seamed like a good idea......
    Having my ears triple pierced is AWESOME, ~~......

    I can explain it to you, But I can't comprehend it for you !

    If at first you don't succeed, Then Skydiving isn't for you.

    Be careful what you wish for, Once you ring a bell , you just can't Un-Ring it !! !!

  16. #16
    Junior Member Tabitha_Sinn's Avatar
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    Hi BLUE!

    Wow! Long time! Only 24 years for me. I am glad I found this site because I have often felt like I was getting older now and often wondered how much longer I would still enjoy dressing. But there are many members here a bit older than me that give me hope that I will still be able to enjoy dressing for many more years to come :-)

  17. #17
    Aspiring Member Desiree2bababe's Avatar
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    The feel of Mother's slips, hose, and heels.

  18. #18
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    My mother gave me panties to wear when I was 5.

  19. #19
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    When I started dressing

    As a young boy I always envy the girls and what they wore little dresses with pettiecoats and MaryJane shoes, one day my aunt noted how I watched them and asked me if I wanted to try one her friends daughters dresses on of course I said no but the next day she asked me again and I said yes I did and have been dressing ever since, I now thank my aunt for the many times I dress and the felling of freedom it gives me.
    Last edited by Terry V; 05-24-2016 at 09:59 PM. Reason: spelling

  20. #20
    Junior Member Tabitha_Sinn's Avatar
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    That's so cool, Terry!

  21. #21
    Silver Member franlee's Avatar
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    The feel and look of the Women's cloths back in 1970. Never thought about dressing in them until after a fixed bet, it seems that it backfired and the results lasted from that first occasion. It is more of a fetish but one I have endeared and use to my advantage. And it is not confusing I enjoyed it and still do and expect to as long as I possibly can.
    [SIGPIC][/SIGPIC]Fran
    It's worth something just being around to Fuss!

  22. #22
    New Member mary simpson's Avatar
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    for me it was trying on mom's high heels , i was hooked after that

  23. #23
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    Its a big part of who I am. I just wish that I could dress more

  24. #24
    Silver Member prene's Avatar
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    For me it just seemed right.

    Always wanted feminine clothes.

  25. #25
    Junior Member sandyb40c's Avatar
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    I can't remember any single event, but I remember little bits and pieces of when I was 6 or 7 and having to try on a skirt or dress and sneaking off to the bathroom and trying on things from the laundry basket. This urge never went away and I bought my first bra at 14, after trying on several of my cousin's bras and realizing how right it felt. Now that I'm 50 it is just who I am.

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