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

Personal Stories, Advice, and Support 470 People

    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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    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 May 23

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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 May 23

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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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    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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    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 can openly admit when I'm wrong but mostly it's just to myself. I fell in love with a guy and he broke my heart three times and on the third try somebody unexpected caught me. I...
    honestlyanonymouslyme honestlyanonymouslyme 22-25, F 27 mins ago

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    You know I never really thought about this when I was younger. Sure I would play truth or dare, or I never, or we wwould be drinking, and some guy would say you two (girls) kiss or...
    OakleysWorld OakleysWorld 18-21, F 8 Responses 5 hrs ago

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    He played on my Intelligence an knew how much i loved him. I was young but wiser now
    yvettemae48 yvettemae48 46-50, F 1 Response 5 hrs ago

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    Watching Marvel Comics Super Heroes with The BoysBecause I was and am female and, therefore a girl, i was expected by my mom and my dad too as well as by my grand parents to wear a...
    BlueJeanedPrincess BlueJeanedPrincess 56-60, F 12 hrs ago

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    I'm new to this site but I need advice. I've been dating my boyfriend for little over a year now. He helped me out of a really bad past relationship. My previous boyfriend had no...
    AsianBlonde AsianBlonde 18-21, F 1 Response 15 hrs ago

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    My first time I went was in Milwaukee. I just seperated from my wife and had just recently had my first adult gay sex with a guy who picked me up at a bar. I went in, very nervous...
    lapsteel lapsteel 41-45, M 15 hrs ago

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    I was so depressed that even with my new medicine I was suicidal. To the point I was think of way to end my life. I am getting better I have hope now. Thanks for letting me...
    lostpedal lostpedal 31-35, F 1 Response 3 days ago

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    When I was a young boy I often heard sentences like "You look so cute, like a girl", "You have such a neat face, very girlish" or "Your eye lashes are so beautiful. You would be a...
    ToShareStories ToShareStories 22-25, T 4 Responses 5 days ago

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    I have recently been told that my fiance is a crossdresser/Siss (his wording). I was shocked for a moment. What shocked me more was how much it didn't bother me. I felt just as...
    cnb15 cnb15 31-35, F 4 Responses 5 days ago

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    I've known for about a year but I am still coming to terms with my bfs cross dressing. I don't dislike it, and love and support him, but still find myself struggling sometimes...
    permantentlyconfused permantentlyconfused 18-21, F 1 Response 5 days ago

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    I am 5'5 and 180 lbs. I would like to find a girl that is taller and stronger (or as strong) that would wrestle me. I would also like it if she taunted and mocked me while she was...
    teentitan12 teentitan12 18-21, M 1 Response 6 days ago

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    When I was around eight years old, I moved into a house with my mother, my brother, and her boyfriend. He seemed kind when I met him, but he turned out to be the total opposite...
    kittylovesyoh kittylovesyoh 13-15, F 1 Response 6 days ago

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    powerful girls are beautiful. I love women who are stronger than me.
    Cuck4lesbian Cuck4lesbian 22-25, M a week ago

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    Let me tell you all a story. She was a girl. He was a boy. She had just moved to town and was in a long distance relationship with another boy. She and the boy she wasnt dating...
    deleted deleted 26-30 1 Response a week ago

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    This is not a fight but in armwrestling. I remember I dominated in Spanish class (high school) in arm wrestling I beat everyone there. 2 weeks after I thought I beat every man in...
    Padresfan Padresfan 16-17, M Jul 22

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    Well.... **** happens. I don't know, i will probably bore you with this story, but it is my story. So here it goes. (I want to apologize in advance for any spelling errors or...
    Eli235 Eli235 18-21, F 4 Responses Jul 22

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    I am 12 years old boy that is going to be 13, and I am 5'6 and 120 pounds. Most girls are attracted to me, and I learned many fighting moves. There's a girl named Ann. She is also...
    enderkid6218 enderkid6218 13-15, M Jul 20

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    Hi🙋🏻 I have just turned 21 years old & I am a mother to 5 children. 3 boys & 2 girls I would love to tell you my story. I graduated school May 2010 age 16 with 5 GCSE, I...
    Florence1994 Florence1994 18-21, F Jul 19

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    When I was in elementary school I used to get beat up a lot by some of the other kids. It was both boys and girls who beat me up. It was kind of a tough inner city school and there...
    allisonhashope allisonhashope 13-15, F Jul 19

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    I'm in my 30s and still struggle with bullying from junior high and high school. Ever since, every negative interaction has deeply hurt me. Bad relationships, betrayal from friends...
    imstilltrying imstilltrying 31-35, F 4 Responses Jul 19

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    When I was younger I'd find myself shaving my body smooth, polishing my nails and doing my face before dressing myself as femininely as possible! My mind would be blank and it was...
    amandatrane1 amandatrane1 51-55, T Jul 19

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    Hello everyone. Myself Tejas. I am 20 year old now and living my life as a girl since I was 15. It all started 5 year ago. I was in home with my sister. As normally we have a...
    Tejasjha Tejasjha 18-21, M 1 Response Jul 18

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    I was a brat when I was a kid.. somewhat bully. I was around 6-8 years old. I pinned down and slightly choked my cousin at the back of our suv and told her I hate her and she...
    alone03 alone03 22-25, F Jul 18

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    I don't like being in the rain but the sound of rain and thunder is soothing to me. when was younger, a friend and I went out in the pouring rain, floods, splashed through all...
    galerie2015 galerie2015 51-55, F Jul 17

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    I worked a lot and have nothing to show for it. I go nuts thinking about it. Got to have a plan.
    Kingjiff28 Kingjiff28 36-40, M Jul 17

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    Today I was in a shoe shop and I saw this boy trying on a new pair of sneakers. So he took his flip flops off and stuck his bare feet into the sneaks, they didn't buy them. He put...
    IAdoreYourFeet IAdoreYourFeet 18-21, M 7 Responses Jul 15

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    My boyfriend just told me recently that he is a cross dresser and that he has been doing it ever since he was in elementary school. I support him for it...but tbvh I am bisexual so...
    righteouschica righteouschica 18-21, F 7 Responses Jul 12

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    I am pretty strong for a girl, have a history of swimming and rowing and still love to do both. My favourite thing to do though is arm wrestling. I have an extremely good record...
    gunshowgirl gunshowgirl 26-30, F 5 Responses Jul 12

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    There is something very comforting and rewarding, being able to talk to someone about being a sissy, it's akin to unburdening the soul. I remember telling a good friend of mine I...
    LittleGirlInside LittleGirlInside 36-40, M 7 Responses Jul 11

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    It wasn't long after my first marriage, my little secret started creeping out. she that is wife thought it was fun, she really got into it made me dresses helped with shopping. one...
    stoflicken stoflicken 66-70, T Jul 10

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    I was bullied all my life... I lived online a lot... If anyone needs to talk about something in they life I'll always be here for you <3
    MilkyCowCow MilkyCowCow 18-21, F 1 Response Jul 9

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    I hope maybe my story will help someone else. I never really fit in anywhere - I don't know why. I think I was socially awkward, I had trouble talking to other kids since...
    bgood79 bgood79 36-40, M 1 Response Jul 8

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    since I am a teen it always exited me to imagine my girls with another man, stronger and bigger than me . I was lucky enough to experience it in different case , always make me...
    geminix22 geminix22 51-55, M 3 Responses Jul 8

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    I am always judged by how I look and where I'm from and its hard for me to make friends, people are mean to me because I suck at sports and I'm a boy/male whatever, so I'm afraid...
    Haloteam4 Haloteam4 13-15, M 2 Responses Jul 6

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    When I was younger I had poor social skills and thrift store clothes, so I was, at one point, shunned by my entire class. It really shaped me as a person.
    crystalmethane crystalmethane 18-21, F 3 Responses Jul 6

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    I had really crooked teeth and my mom didn't have enough money to buy me new shoes and clothes
    felicitydunlap felicitydunlap 13-15, F 1 Response Jul 6