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Thread: At what point in your CDing did you try on your first Bra & Panty

  1. #76
    Senior Member Heather76's Avatar
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    The first time I put on a bra I was about 12 years old. It was one of my mom's bras. The first time I put on panties I was 74. That was 4 years ago.
    It's never too late to enjoy a happy childhood.
    Live each day as though it's your last 'cause one day you'll be right.
    I'm finding the more feminine side of me...and I ❤️ this adventure.

  2. #77
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    I wore my mother?s stockings and girdle at about 10. Once you do it and like it you can?t stop. Worst mistake you can ever make is to buy and purge I guarantee you?ll buy again. The feeling is great
    And wonderful.

  3. #78
    Platinum Member Crissy 107's Avatar
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    ssandy, Great post and I could not agree more on both of your points!
    Crissy

  4. #79
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    I haven't got to the bra stage, at least not yet. However, I've worn panties for several years, largely for comfort reasons, and probably own far more than most biological women. Only recently have I graduated to skirts. One step at a time.

  5. #80
    Member Jamie Christopher's Avatar
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    About 10 or 11; mom's girdle under jeans to the supermarket, witch leaded to wearing her bras, no coming back after that...
    At the makeup counter

  6. #81
    Claire M Claire M's Avatar
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    June 1969 ..... I was in the bathroom and my sister's clothes were in a pile on the floor. I picked up her panties, white cotton with little blue flowers. I suddenly HAD to know what it would feel like to try them on. There was a laundry basket in the bathroom so after that first time it became a regular thing, just trying them on for a few minutes. A week or two later I pulled one of her bras from the basket. Same thing, I just HAD to know how it felt to wear one.

  7. #82
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    I must have been 6 or 7. I just couldn’t get enough of my mother?s nylon panties and slips. I can’t imagine now that this went unnoticed.

  8. #83
    Aspiring Member Joanne108's Avatar
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    Wow I might have replied to this question before. I was nearly six years old. And there was some dress up play. I was dared to try on a bra. I did, and I clearly love it because I still find reasons to wear a bra and all the rest of women?s clothing! I am glad I did!

  9. #84
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    I think it was a wonderously silky black YSL bra and panty set just after I started working and had some money to spend. That was an exciting moment.

  10. #85
    Platinum Member Angie G's Avatar
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    I was Very young maybe 11 or 12 years old witch makes it about 65 years ago.

  11. #86
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    I was a latch key child so I had access to my mother and aunt?s clothing for about 3 hours during the week. Always had a fascination with girls and women's underwear. Around the age of 8, I remember going into my aunts room and putting on a nylon panty and finding a slip with a built in bra. A vivid memory for decades.

  12. #87
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    I can remember getting caught by the baby sitter in my mothers night gown. Hid under the covers but she saw me:/

  13. #88
    Aspiring Member Lacey New's Avatar
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    Quote Originally Posted by Claire M View Post
    June 1969 ..... I was in the bathroom and my sister's clothes were in a pile on the floor. I picked up her panties, white cotton with little blue flowers. I suddenly HAD to know what it would feel like to try them on. There was a laundry basket in the bathroom so after that first time it became a regular thing, just trying them on for a few minutes. A week or two later I pulled one of her bras from the basket. Same thing, I just HAD to know how it felt to wear one.
    Ahh the common laundry hamper! I see that I was not the only one tempted!

  14. #89
    Member Katherine L.'s Avatar
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    I tried on a bra for the first time when I was 11 or 12 and found one of my mom?s in the laundry hamper. Bras were always my favorite item of female clothing, so since that first time 50+ years ago I have worn them regularly. I wore my first pair of panties a bit later, probably when I was 15 or 16. They don't have the same appeal to me that bras do, so I've worn them much less frequently over the years, but I still do on occasion.

  15. #90
    Gold Member Sometimes Steffi's Avatar
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    I'm guessing I was about 12 or 13. I was old enough to be left at home alone.

    I always had a plan; Surveillance, plan, infiltrate, accomplish the mission, exfiltrate.

    My first mission was to try on my mom's panties. I must have tried on one of her bras shortly afterwards.

    I used socks to fill the cups. There had been a rumor about a particular girl at school using a sock to, umm, "enhance her figure." The rumor was that the socks fell out when she was changing at gym class. I never could verify that rumor, but on some days her breasts look kind of lumpy. Anyhow, I thought if she could do it, I could too.
    Last edited by Sometimes Steffi; 05-11-2024 at 06:07 AM. Reason: Added last paragraph
    Hi, I'm Steffi and I'm a crossdresser... And I accept and celebrate both sides of me. Or, maybe I'm gender fluid.

  16. #91
    New Member Donnell's Avatar
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    I was eleven. A teen neighbor had me dress up in my mothers panties, bra and girdle. Through that summer it became a weekly thing on Saturday night while my parents were out. It rose to nylons and dresses. My mom's things were big on me. We eventually started dressing me in his moms things. Her size was more petite and sexier too. We moved away after that summer

  17. #92
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    I live in Ireland, to put context on this reply. About 1965, when I was 16, my aunty, who lived-in as a servant in a mansion, with my grandmother ( her mother) had a boyfriend in a town 3 miles away. When aunty wanted to go out at weekend nights, I would stay to mind granny, aunty returned around 2am. One night, as she got ready to go out, I was caught examining one of her long-line bras. Her response was to ask if I liked those, I did venture to trying her ob girdle and nylons. I'm certain she knew. Sadly she moved to England but no going back on my interest. Now have my own slips, corselettes, girdles etc that I wear with my wife's approval at home.

  18. #93
    Silver Member CynthiaD's Avatar
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    I was 12 when I first wore a bra. This was also the first time I wore a dress. Both borrowed from my mother.
    What do I do on days when I don't crossdress? I have no idea.

  19. #94
    Always been a GIRL. Michelle1955's Avatar
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    Around 5 at a neighbor house playing with a friend. She and I switched panties and underwear.
    Bras think around 10 or 11 .

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