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I Loved Dressing As A Girl When I Was Just A Young Boy

Personal Stories, Advice, and Support 452 People

    Discovering Silky Panties For The First Time

    I wanted to revisit my childhood and give a little detail of how I started. I really don’t remember any of it but a short time after I was born my mom went back to work. Consequently I was sent to a family friend who babysat me. This went on until I was almost 4 years old. (The...
    francenemarch francenemarch 66-70, F 8 Responses Mar 2, 2013

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    Nieces Clothes

    One day, my aunt brought several bags with clothes of her girls not fitting any more or what they were not wearing any more. Her daughters were 1 year older and 1 year younger then me. One day, in my curiosity, I went through the bags to see what clothes they worn and at one...
    Kadya Kadya 41-45 3 Responses Apr 13, 2013

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    for me it was done out of love I still knew who

    and what I was but for this one person it was done out of love for them it was fun playing as a girl no matter what age we played or playing with dolls or even role playing with me as the young innocent girl and her dressed as the James dean look and trying to be the first to...
    rickibrat2 rickibrat2 61-65, M 1 Response a week ago

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    Didn't know why - just seemed natural.

    It started when my mom was so sure I'd be a baby girl that she insisted all her baby shower gifts and other preparations be for a baby girl. So I can honestly say that cross-dressing for me began before I was born. She kept me in diapers and dresses until my little sister was...
    AlbertSAT AlbertSAT 66-70, M 3 Responses a week ago

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    The Shopping Trip

    Hi Folks: I still owe you the second part of the true story about my GF. I had a hard drive crash and I'm still trying to recover my files. Like a dummy, I did not back anything up. I hope to recover the files rather than have to start from scratch. In the mean time I'd like to...
    francenemarch francenemarch 66-70, F 1 Response Jun 19, 2013

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    My Hidden Shame

    It all started when I was around 11 me and a girl from school lived next store to each other so we would hang out sometimes one day when we were bored we went up to her room and had a game of (girls)as she called it so we dressed up in dresses and heels and messed around...
    callmebabygirl callmebabygirl 26-30, M 6 Responses Jun 2, 2013

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    Related Experiences

    I want to meet a younger boy who wants to Role-play with me... I have a few roles in mind, just inbox me ^_^
    CutttieBaby CutttieBaby 22-25, F 5 Responses May 6

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    Looking for naughty young boys
    CutttieBaby CutttieBaby 22-25, F 13 Responses May 7

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    High school sweethearts, my bf and I have been dating for five years. 6 months ago he told me he likes to cross dress. At first it was just so overwhelming I didn't know what to...
    charley3399 charley3399 18-21, F 2 Responses May 20

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    I have always been with guys older than me even used to be married to one that was 6 years older than me. I feel they are so manly, have their life together, and are pretty...
    LUzunov LUzunov 18-21, F May 7

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    This is the story of one experience. In my freshman year of high school there was this really nice guy who sat next to me in English class. We talked sometimes and it felt like...
    awaywego4 awaywego4 26-30, F 7 Responses Apr 30

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    My boyfriend confided in me shortly after we started dating that he loved to crossdress. I not only supported him but I encouraged him to wear the type of clothing that made him...
    blackbredjenn blackbredjenn 18-21, F 1 Response 6 days ago

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    When I was in grades 7-8 I was bullied. When it started I was going for football tryouts. I was kind of chunky at the time. I wasn't working out at the moment. It started with this...
    Rockyroad23 Rockyroad23 18-21, M 3 Responses May 9

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    im still a scout and im a girl. girls can do boy scouts
    Georgiambear Georgiambear 13-15, F May 7

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    Any boys around my age, hmu
    cammydxx cammydxx 13-15, F May 20

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    Chat? Love stinky boy feet
    deleted deleted 26-30 a week ago

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    I went skinny dipping with my girl cusins
    hollywoodjs hollywoodjs 13-15, M 1 day ago

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    I am looking for a boy with brown or blonde hair.
    lover103 lover103 13-15 May 19

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    I miss being younger and more vivacious-able to last the distance through the day, & be ready for a night out
    bewilderedcountess bewilderedcountess 56-60, F 5 Responses a week ago

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    I am a straight guy that likes to wear bikini bottoms, panties and spandex. Thank you girls for that support.
    swimguy0812 swimguy0812 22-25, M 6 days ago

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    My mother was physically aggressive towards me as a child until social services put a stop to it. At the time I was glad it stopped but as I have grown older I have wanted to be...
    lilboyuk lilboyuk 31-35, M 1 Response May 9

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    Any older guys want to chat, plz message me. I am super horny
    smicka111 smicka111 13-15, M May 9

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    I am super horny any older guys want to chat message me. I am super horny
    smicka111 smicka111 13-15, M 2 Responses May 12

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    want to see my feet. Mesage me
    BoyLover3 BoyLover3 13-15, M 2 Responses May 13

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    Any one what to see or do and thing to them message me. Or Skype me at smicka2001 I am so horny.
    smicka111 smicka111 13-15, M May 14

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    Anyone close to my age, message me
    cammydxx cammydxx 13-15, F May 20

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    kikk - bi, dom, into me asking questions, dirtesoxlvr
    dirtesoxlvr dirtesoxlvr 26-30, M 1 Response a week ago

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    I have come to the realization that I absolutely adore straight shota and would love to find my own shota romantic relationship~<3
    CutttieBaby CutttieBaby 22-25, F 3 Responses 3 days ago

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    I'm wrestling my friend who is a 6'1 collegiate volleyball player. Predictions?
    RunDMC7 RunDMC7 18-21, M 5 days ago

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    At home. And not. Sickening society. Civilized is a lie.
    convertihd convertihd 46-50, M 1 Response May 1

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    I really am looking for a cute guy to like me
    lexibeauty4life lexibeauty4life 13-15, F 1 Response May 1

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    I have had sex with 12 men in 12 hrs.
    lapsteel lapsteel 41-45, M 4 Responses May 20

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    I went to a party dressed as Alice in Wonderland last night, I had asked my friend if she was ok me dressing like it, she said it was fancy dress and it was fine. I was sat with...
    thefox99 thefox99 16-17, M 10 hrs ago

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    I always looked way younger. When I was 18 it wasn't unusual for people to guess I was 14 or even 12. Anyway I am now in my late 40s and still look way younger. I am told that I...
    Cleancut Cleancut 41-45 8 hrs ago

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    I have a boyfriend and I've been with him for 8 months, but I also have a girlfriend and I've been with her for 11 months. She knows about him (we all go to the same school) but he...
    soldierofthelight soldierofthelight 13-15, F 11 hrs ago

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    Timmy Timms is a 8 year old boy who is small for his age with blond hair in a very 1950's short back and sides with a face and he has dimples and big blue eyes. Tim has a problem...
    paddyboy1961 paddyboy1961 46-50, M 1 Response 4 days ago

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     I believe in the petticoating of boys as a bare minimum until they discover that wearing what would traditionally be classed as women's clothing won't kill them or won't make...
    tightskins tightskins 22-25, M 1 Response 9 hrs ago

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    I always wanted to be a girl from the first time I put on a black nightie as a dare. As I grew I knew I was different and enjoyed the experience of putting on women's cloth's...
    bmg1kel bmg1kel 61-65, T 2 Responses May 21

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    So.... i'm sad, confused, annoyed. I believe i'm good looking, smart, interesting, attractive, fun but all of that beliefs vanish whenever I go out. It is always the same story, it...
    printprincess printprincess 26-30, F 17 Responses May 10

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    I was bullied for 12/13 years of my life. It still hurts me a lot. 4 of those years in particular which I experienced at high school. This was from teachers and students and even...
    1lonelydaisy 1lonelydaisy 41-45 4 Responses 4 days ago

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    How does it feel to have another person deep inside you? Feeling trapped, restless, anxiety, which lead to depression. Yes, it is how I feel. Born female with gender dysphoria was...
    hearttreasure hearttreasure 36-40, T May 1

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