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Thread: What was the first item you wore?

  1. #26
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    My mams old rockabilly under skirt

  2. #27
    Life is more fun in heels Genifer Teal's Avatar
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    Probably high heels. I needed panty hose to help them fit. First outfit included a black suede skirt that was tight at the legs. I liked how it limited my stride.

  3. #28
    Junior Member Abby-Becca's Avatar
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    I don't know if this counts, but I would 'fashion' my own skirts and dresses, as a three to four year old toddler, out of things like towels. Mum and dad worked in a infant / primary school, so, even though I wasn't old enough to go there, I could still play with the toys after everyone had gone home, I would dress in the fairy and princess outfits - dad looovved that - not! I got into so much trouble for it.
    🏳️*⚧️ Transgender and Proud 🏳️*⚧️

  4. #29
    Senior Member Lacey New's Avatar
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    A pair of my mothers nylon granny panties out of the common laundry hamper. They have been my favorites ever since.

  5. #30
    Platinum Member alwayshave's Avatar
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    I am reaching back to when I was 3-4 years old, but I believe it was my mother's Merry Widow.
    Please call me Jamie, I always_have crossdressed, I always will, "alwayshave".

  6. #31
    Member SophiaRose's Avatar
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    Merry Widow? I had to google that. Now I want one!!
    Last edited by DAVIDA; 07-24-2024 at 03:12 AM. Reason: There is no need to quote the post right before yours, rules.
    Ichigo Ichie...every interaction is once in a life time, unique, and should be cherished. Bring along your En Femme and live with joy.

  7. #32
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    4 or 5 years old. My older sister's full petticoat. I loved it!!
    And I still have a "thing" for petticoats 65 years later.

  8. #33
    Always Kristine krissysSecret's Avatar
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    Not sure exactly, but I was in grade school. I put on my sisters swimsuit..loved it! She was in ballet classes so I tried on her ballet outfit..it had a poofy skirt that got me pretty excited. Ah..the good old days! ��

  9. #34
    Member danniUK's Avatar
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    Hold-up stockings that my then-girlfriend bought me for a schoolgirl fancy-dress outfit, almost exactly 30 years ago!
    I still have a photo somewhere... ah, the beauty of youth!

  10. #35
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    My auntie's long-line bra, girdle and tan nylons. I was about 14. I still love lingerie of that era. Harder to get now, though.

  11. #36
    There's that smile! CarlaWestin's Avatar
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    Mom's bra.

    Next question, please.
    I've waited so long for this time. Makeup is so frustrating. Shaking hands and I look so old. This was a mistake.
    My new maid's outfit is cute. Sure fits tight.
    And then I step into the bedroom and in the mirror, I see a beautiful woman looking back at me.
    Smile, Honey! You look fabulous!

  12. #37
    Member ColleenA's Avatar
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    Age 9 - a pair of black lace panties that must I must have somehow gotten from one of my older sisters. Would wear it under the sheets at night.
    If only our families and friends could be as supportive as our bras!

    "my dressing isn't about achieving an image but rather reaching an emotional state of happiness and connection with myself" - member Cassie2024

  13. #38
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    A pair of my older sister's knickers when I was 13.

    Some years earlier, I had been delegated the job of emptying our clothes from the tumble drier and putting them into individual baskets for my younger sister, myself, and my older sister. I hated it.

    But just when the job started to get really interesting, my older sister decided that she no longer wanted her younger brother handling her underwear. Great while it lasted.

  14. #39
    Exploring NEPA now Cheryl T's Avatar
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    My mom's white nylon panties when I was about 5.
    Somehow it just felt so right, so natural. Soon after that I wore them and her bra. Then of course I began wearing stockings, a dress and heels.
    I don't wear women's clothes, I wear MY clothes !

  15. #40
    Member JesseVF's Avatar
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    Definitely Mom?s bra at around 5 - quickly followed by slip and girdle - strangely never had desire for actual clothes until 40 or so years later.

  16. #41
    Member KrissyTN's Avatar
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    My Mom's bra ....quickly followed by panties and pantyhose. When I discovered a swimsuit she had with built in cups....heaven!!

  17. #42
    Member Celee's Avatar
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    Mom?s bra quickly followed by panties. The best was when I found my moms girdle.

  18. #43
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    It was one of my mother's white nylon full slips. She use to dry clothes in the apartment on a washline that ran the length of the hallway leading from the living room to the bedrooms. I loved the feel of the nylon. At first I would fondle the slips and eventually took one down to try it on in the bathroom. Full slips were my gateway drug to women's clothing,

  19. #44
    New Member Aubrey Cane's Avatar
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    Pantyhose at the age of 8, have been wearing pantyhose ever since and wear almost daily and it is the staple item when i dress.

  20. #45
    Aspiring Member Steph_CD_62's Avatar
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    I remember being caught by my mom when I was probably around 5 wearing her panties.
    Not sure why I did it and can't even remember if I enjoyed it. Just remember being caught.

  21. #46
    Member KrissyTN's Avatar
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    Quote Originally Posted by Celee View Post
    Mom?s bra quickly followed by panties. The best was when I found my moms girdle.
    Celee,

    Agree!! When I spent a summer at my grandmothers and discovered some Playtex all in one girdles - with garters she kept downstairs amongst some discarded clothes - it opened up a whole new world!!

  22. #47
    Member Megan b's Avatar
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    It all started with a pair of my Moms sun tan pantyhose. I was around 12 or 13 years old. That was over 40 years ago. After the hose came panties followed by slips and girdles and lastly a bra. Next would be a dress and shoes. I'd have to wait till my 30's before I'd get a wig and breast forms.

  23. #48
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    Suntan pantyhose

  24. #49
    New Member Celine 9's Avatar
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    A dress that ordered from the JCPenney catalog along with a black DD bra.

  25. #50
    Junior Member Alice92's Avatar
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    When I was little I was too afraid of being caught so I only tried on my mother?s stuff that I could put over my normal clothes and quickly remove like her pumps (too big), a fur coat, a scarf, gloves and a hat. Then I became more reckless and I started putting skirts or dresses over my clothes lol

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