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Thread: Did anyone dress you up when you were little?

  1. #1
    New Member Shelly18's Avatar
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    Did anyone dress you up when you were little?

    hi ladies I just thought i would ask if any of you had someone who dressed you when you were little or a teenager. That was always a dream of mine but it never happened so i thought i would ask to hear the others stories.

  2. #2
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    He he

    I was dressed up as a Nun for Halloween. I am not sure if I was dressed up. I dressed offen in my mom's and sister's stuff and I was caught.

    Quote Originally Posted by Shelly18 View Post
    hi ladies I just thought i would ask if any of you had someone who dressed you when you were little or a teenager. That was always a dream of mine but it never happened so i thought i would ask to hear the others stories.

  3. #3
    Ms. New Booty angelfire's Avatar
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    A girl friend of mine as a kid would always play dress up with me, but never fully dressed. We just made silly, and ridiculous outfits with her clothes, none of it was actually fully dressing, but it was still fun none the less.

  4. #4
    Member andreaattimes's Avatar
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    I used to try on my mom's clothes.
    Excuse me Sir, is this your purse?

  5. #5
    Kim's girl Faith_G's Avatar
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    My older sister (by 4 years) used to dress me up to have tea parties. There are some old pics of me in pretty dresses with VERY sloppy makeup - funny stuff. I was very young, but I don't remember NOT wanting her to dress me up, and I'm sure if I'd protested my Mom would have called a halt to the proceedings. Mom did put a stop to it for hr own reasons when I was 5 or 6, but at 8 I was stealing nylons out of the wash. I'm not saying it was cause and effect, I'm sure there are many more men who aren't CD's whose sisters or mothers dressed them up as girls a few times when they were young.

  6. #6
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    My earliest dressing, which hardly counts except to those like ourselves who think it is significant, was wearing my mother's hats and scarves and rings from her dresser, or her old high heels from deep in the closet. Later, probably when about 9, a neighbor boy encouraged me to dress in his mother's clothes, with him, and then we went out and stood on the front porch of his house in the early 1950's style dresses, for a while. That was it - but you will note I haven't forgotten!
    Olivia

    "Sit down before fact as a little child, be prepared to give up every preconceived notion, ... or you shall learn nothing." - Thomas Henry Huxley

    "There are three sexes - men, women and girls." - Ambrose Bierce

  7. #7
    Silver Member trannie T's Avatar
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    One summer I was sent to stay with an aunt. . .NOPE never happened.
    It takes a real man to wear a dress.

  8. #8
    Senior Age Member sissystephanie's Avatar
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    When I was little (that was a loooong time ago) my grandma used to put a dress on me to play in, so I wouldn't get my little boy clothes dirty. She had an abundance of girl clothes, and I didn't have very many boy clothes. Since I was usually playing with my sister and her friends, I didn't care. They treated me as "one of the girls."

    Sissy/Stephanie

    More Girl than man sometimes

  9. #9
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    No that never happened!

    But i sure wish it had been that way i've always wanted to be afelt like i was a girl!

    Suzy Ann!

  10. #10
    Silver Member AmandaM's Avatar
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    All the time, when I was 4 or 5.

  11. #11
    Pedal Steel Guitar Player Patricia Danielle's Avatar
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    Pretty much, Sisters 11 of them! I was the only boy. Still got lots of night shirts and nightgowns got to wear alot of dresses to so they could hemm them and do other things with them too. I miss them days for sure but still wear dresses, skirts and nightgowns so I'm ok it's the rest of the world that shot craps!! Patricia..
    I have COFFEE life is good!!

    Have you ever looked in the mirror and realized the lights are on, but nobodys home?

    Lifes not mesured by how many breaths we take, but rather by how many moments take out breaths away!

    I've learned that artificial intelligence is no match for natural stupidity!

  12. #12
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    When I was about four and my older sister was about ten she dressed me up as her little sister.
    I only vaguely remember it but do remember going into her room when I was older and taking some of her stockings.
    Trying on her swimsuits in the basement, or sneeking into her room when my mother woule be in the kitchen getting supper ready and wearing her pantygirdle.
    My mother would always say she would get me my own but it never happen.
    Even now I enjoy dressing as a woman and would like to come clean to my sister but I really think she would consider it being sick or in need of a mental check up.

  13. #13
    Member Jere Oneil's Avatar
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    I often wore one of my cousin's dresses when we played with our dolls together and my mom dressed me in girls several times including just about every Halloween from around age 7 to early teens. I was asked, "Why aren't you wearing a costume" several times, while trick or treating. My cousin who often went with me, dressed as a boy took great pleasure in answering for me. She would say, "He is wearing a costume, he is a boy." At first, I wore my regular underwear, but after the first couple of times, I acquired some feminine underwear that I wore under my dresses.
    " Just a Guy in a Skirt"

  14. #14
    Slips are sooo Sexy !! Ashly's Avatar
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    Yes....

    ....my mother put me in the "older" dresses of my sister until age 6
    [SIZE=2]It is Snowing Down South...[/SIZE]

  15. #15
    New Member kmorgan's Avatar
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    I started dressing in my mother's clothes, mostly stockings, panties, pantyhose, when I was in my early teens.

    I also had a fetish for lipstick. I think a lot of my early urges came from some of the old paperback porn novels I had found hidden under my parents bed.

    K

  16. #16
    Senior Member Dixie's Avatar
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    [SIZE="3"]When I was about 4 or 5 I had a babysitter who would dress me up in her little sister's clothes and we would play house. She told me a lot about sex and what "some" women like for their men to do ie crossdress. She never sexually assualted me or touched or anything like that. She just liked to dress boys as girls and I assume men as women in her later life. Growing up I would wear my mom's bras and panties and later some of my sister's clothes.
    When I met my wife she asked if she could dress me as a woman on about our 4th or 5th date, I of course said yes after protesting midly to assert my "manhood". Any way I still dress, my wife thinks it's cute that I enjoy it so much.
    [/SIZE]
    [SIZE="2"]"Tell me why I can't where a mini 'kilt' to work?"[/SIZE][SIZE="3"][/SIZE]

  17. #17
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    I had a cousin that would dress me up. The first time, I dressed as much as she had clothes for me. I remember, hose, bra, dress, a little makeup. I loved it. I showed off in front of everyone. My mom and aunt just laughed. My uncle came home from work, saw me, and appeared to be disgusted. I told my dad about it later and he wasn't too keen on the idea either.

    Later, I used to dress in my step mom's clothes. I think she might have guessed, but I never knew for sure.

  18. #18
    Trans Species Joy Carter's Avatar
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    There are many a childhood traumas we have all suffered to some extent. Mine was that no GG ever did dress me up.
    Last edited by Joy Carter; 10-01-2007 at 03:54 PM.

  19. #19
    Aspiring Member BarbaraTalbot's Avatar
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    yes, my mother..

    This would be the same woman that scarred me for life at 3.5 for putting on my sister's dress.

    She would argue that it "made no difference" and that "clothes in the boys dept didn't come in my proportions" and that "no one can tell the difference" when she wanted me to accept some girl clothes when she couldn't find boy clothes to fit my 30 inch inseam and 24 inch waist.
    Vincent Vega: Well, I confess that I wait to talk, but I am trying to learn to listen. (paraphrased)

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  20. #20
    Girl Power! CrossKimmy's Avatar
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    Quote Originally Posted by angelfire View Post
    A girl friend of mine as a kid would always play dress up with me, but never fully dressed. We just made silly, and ridiculous outfits with her clothes, none of it was actually fully dressing, but it was still fun none the less.
    You were so lucky.. I wish I had a friend like that
    Ladies & Gentlemen, HER. 💋🌸💗

  21. #21
    Girl next door Cristi's Avatar
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    Just one time. My older sisters dressed me up in one of their full slips (when I was 4 or 5) and made me go 'model' for my parents. There is still photo evidence of this somewhere, and it is brought up sometimes during family gatherings. I guess I made quite an impression!

    The only other time was for halloween at around the same age. My mom dressed me as an old lady in a black dress, tights, heels and long gray wig. I don't remember any makeup being involved, but there may have been some lipstick. I remember going out to a neighborhood halloween party in the costume as well as trick-or-treating around the neighborhood. The only memory I still have of the costume itself was being frustrated, since the tights were WAY too big for me and kept sagging down.

    Thinking back on it now, I can't help to wonder what my father thought of his only son going out 'in drag' at 5 years old.

    It wasn't long after this that I have one of my first memories of wanting to crossdress. I wonder if the incidents are related. I remember my sisters getting very pretty party dresses to play in, and I was jealous since I just had my plain old 'boy clothes'. I followed them around wishing I had a dress like theirs.
    In a society in which it is a moral offense to be different from your neighbor your only escape is never to let them find out.
    -- Robert Heinlein

  22. #22
    Trans Species Joy Carter's Avatar
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    Come to think of it, there is always one boy who comes "Trick or Treating" to our house in drag.

  23. #23
    janetcd2 janetcd2's Avatar
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    dressed me up

    My mom found me dressed in her heels nylons & panties she came into my room unexpected and pulled pack the covers. From that time on until I left home she dressed me and even after I left home I still dressed for her until her death some years ago. Janet

  24. #24
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    Janet,
    That is a wonderful story. I was at the local nail salon several weeks ago and there was a mother with her two children... one boy and one girl about 5 or 6 years old. The mother and the girl were getting a pedicure with pink nail polis on their toes and the little girl was really enjoying the experience. The boy watches with intrigue as the nail tech did the pedicure for his mom and sister. It is too bad that the mom didn't allow the little boy to get a matching pink pedicure. Mothers should think of these kind of things.


    Quote Originally Posted by janetcd2 View Post
    My mom found me dressed in her heels nylons & panties she came into my room unexpected and pulled pack the covers. From that time on until I left home she dressed me and even after I left home I still dressed for her until her death some years ago. Janet
    You will become stronger in the ways of the Pink Fog. May the Pink Fog guide you and be with you now and forever.

  25. #25
    Resident Polymath MarinaTwelve200's Avatar
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    Quote Originally Posted by Joy Carter View Post
    Come to think of it, there is always one boy who comes "Trick or Treating" to our house in drag.
    Back in the early to mid 60's I remember Better than HALF the boys trick or treated dressed as girls/women. (I was scared to myself. Drat!, in retrospect, I likely have gotten away with it with no trouble at all.)

    Perhaps why thre was so much "CDing" may have been due to the greater degree of "Sexual Dymorphisim" in those decades. I remember reading in a Mitchum novel That CDing was a big and usually culturally accepted thing in countries (usually oriental and mid east) with a high degree of Sexual dimorphisim.

    That may exp;ain the high number of us CDers in the ranks of us who came up in the 50's and 60's

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