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I Remember The First Time I Was Taken Out Dressed As A Girl

Personal Stories, Advice, and Support 721 People

    I Learned From Day One To Hate It

    but then again most would if you got the idea you were only be dressed as a girl for some one to use as a girl
    rickibrat2 rickibrat2 61-65, M May 13, 2012

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    It was a Friday night

    and I had just arrived to a hotel in New Orleans. I was with one of my friends that knew i wanted to be a girl and she had been planning to take me out as a girl the whole time. She had brought enough clothes and then some for both of us for the week. The previous week she had...
    Kristen72 Kristen72 22-25, T 12 Responses Feb 18

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    Aunties Little Sissygirl

    I was 10 years old when my aunt decided to put me in dresses at home. She put me ina yellow dress and lace panties with a training bra.maryjane shoes and knee socks.she took me to a salon and had my hair curled and put a bow in my hair.we spent all day at the mall practicing...
    Tracygellar7 Tracygellar7 22-25 8 Responses Oct 14, 2011

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    At 14

    At the age of 14 I was dressed as a girl by my mom for a costume party. I loved every minute of it. Here I was walking into a room full of people I knew wearing a dress and 4 inch heels. I was dressed from the panties up in moms clothes. They actually thought I was a girl just...
    Adam59 Adam59 56-60, M 5 Responses Feb 26, 2013

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    My First Time

    I was ten my first time. I had been dressing for about two years but aside from a few quick forays on the back porch I had never really been out in public. On this day father had some papers for a guy in a nearby town. Normally he would have mailed them, but on this day he...
    deleted deleted 26-30 6 Responses Apr 1, 2012

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    Shopping Trips With Mom.

    My 2 olders sisters started dressing as a girl when I was 5. I was out and about but didn't really know what was going on at that age. When I was 10 my mother took a real interest and started dressing me as a 10 year old girl. I had just finished school and was out for the summer...
    femboy4u femboy4u 22-25 14 Responses Apr 20, 2011

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    First Time Out Dressed As A Girl

    Well, I finally did it a couple of weeks ago, after seeing an event on Transtastic.com, I got up the courage and mentioned it to my girlfriend. I have never been out of the house dressed up and she dared me to do it. Of course, I didn't need much persuasion and we were soon...
    algina algina 36-40 5 Responses Jun 9, 2013

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    My First Halloween

    My first memmory of being dressed like a girl was at halloween, i was about 4yo and i wanted to go out trick or treating as it was a last minute thing i did not have a costume to wear so my mother said she would borrow one frm my cousin, at that point i was happy, until she came...
    jane1976 jane1976 31-35, T 15 Responses Oct 26, 2013

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    As A Child

    even always being told they wish i had died and my twin had lived. i do not remember being dress many times as a girl , but then i do not remeber a lot of earler childhood have seen pictures of me dress as a girl when very little and have seen a trick or treating picture of me...
    rickibrat2 rickibrat2 61-65, M 2 Responses Dec 15, 2010

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    New Neighborhood

    when i was 7 years old, my family decided to move. i don't remember where we lived before then though. now my dad left before my mother knew she was pregnant so... yeah. and i had a twin sister.As we were moved in, i wanted to ride my bike. my mom said it was ok if they have...
    nicole9000 nicole9000 18-21 3 Responses Apr 8, 2013

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    My Gf 21st Birthday

    the first time i went out dressed as a girl was for my girlfriends 21st birthday we had been dating for just under 2 years.about 2 months after we started dating i told her that i had always wanted to dress in womans clothing and that i had done it a few times when i knew that i...
    outdoors49366 outdoors49366 36-40, M 5 Responses Dec 30, 2011

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    I Do Not Remember The First Time I Was Taken Out Dressed As A Girl

    i do not remember the first time i was taken out dressed as a girl as i had always been dressed as a girl from when i was born. i remember the first time i went out dressed as a boy as it was after two weeks after first starting school the school had sent me home with a letter...
    PoppyAnn PoppyAnn 56-60, T 3 Responses Jun 28, 2011

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    Going Out Dressed Like A Girl Wasn't Necessarily What I Was Planning,

    I was young, probably about 8 or so and I had been playing all day with my sister (10 year old stepsister actually). My father passed away about a year earlier. It didn't seem like a big deal but somehow I let my sister talk me into dressing like her girlfriend to play house...
    kayleew2000 kayleew2000 18-21 17 Responses Mar 25, 2012

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    This One Is For My Leah.....

    I am already female, so going out for the first time in a dress was no big deal. For Leah however going out dressed enfemme is a thrill for him. When I first met him two years ago at a drag show he was dressed very fashionably and even trendy for his age. I especially liked the...
    crsdrsr61 crsdrsr61 41-45, F 4 Responses Nov 12, 2012

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    I'd like to hear about it

    and see some pictures. Message me for my email.
    ar29605 ar29605 22-25 Feb 9

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    Trip To The Grocery Store

    I spent much of my childhood being raised by my grandmother. My father was in the military, and was a pilot, and was often away. My mother very much liked to just hand me off to my grandmother and let her raise me. I would see my parents often, but spent the substantial...
    ThomasCarroll ThomasCarroll 36-40 2 Responses Nov 29, 2013

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    Halloween

    my first time actually out and about as a girl was on Halloween. I decided I wanted to be a belly dancer. ask and I shall receive so thats what I went as to my friends party. at first no one recognized me, untill I spoke of course. well I had lots of complements on my costume and...
    loveme368 loveme368 18-21, T 3 Responses Jul 18, 2011

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    First Time

    I do not know if this counts, my first time of being taken out dressed as a girl was last march at the age of 53 to have some photos taken of me dressed in female attire
    xdpaul xdpaul 56-60, M Jun 12, 2011

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    The Time I Enjoyed Best

    it started in 8 th grade when the person i loved want to go to schools as she had been born not how she had been forced to live in the past we were sitting in a big resteraunt eatting dinner and talking about summer coming up in just a week and we knew it was going to be busy...
    rickibrat2 rickibrat2 61-65, M May 13, 2012

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    Guess This Counts

    Do not know if this counts as being dressed as a girl by someone but here is my story It was the first day of summer school in 1960, and it had been an interesting summer so far and we had both grown a lot over the last month. ( a doctor made choices at her birth that would have...
    rickibrat2 rickibrat2 61-65, M 1 Response Dec 31, 2010

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    When Daddy Is Gone

    I am among many of those who were little boys during WW II. All of the men, including my father, had gone to war, and the women at home idolized their little boys, above all. As is well known, many of the mothers, who had been left alone, found solace in letting their sons...
    BobbiJo2 BobbiJo2 56-60 Jan 3, 2013

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    Halloween '09

    The first and last time I went out as a girl was Halloween of 09. It was my last Halloween before boot camp and my friends had always teased me that I should dress like a girl because when we would play D&D (Dungeons&Dragons) I would often play female characters. So that...
    CDX21 CDX21 22-25, M 5 Responses May 26, 2011

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    Related Experiences

    It's been almost seven years since this act was committed. I was too ashamed to tell anyone and didn't know what to do in a situation like this. Now, after seeing this dirtbag and...
    anomalnonomous anomalnonomous 26-30, F 2 Responses 5 days ago

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    The first time I remember dressing in girls clothes I was 7. But from what I have been told by family members is that my mom would put me in dresses up to the age of 3 when my dad...
    Adam59 Adam59 56-60, M 3 Responses Dec 4

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    It was not my first time he caught but the first time I was caught by my mother (i grew up with step mom). It happened today. I'm 39 years old and I wear panties pretty much every...
    alexhawke alexhawke 36-40, M 2 Responses Dec 16

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    I had met this girl at work. She had started working there a day or two before and it was the first time I met her. Needless to say she was far too friendly the first few times...
    Wannafeelyourredviper Wannafeelyourredviper 22-25, M Dec 8

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    So more childhood life stories- So it was a basic day like any other but it was very very strange. It was a summer vacation weekend and Amanda hadn't said or done anything girl...
    Timelord47 Timelord47 18-21 3 Responses Dec 12

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    Today, I did it for the first time in the day time.I went for a drive and stayed in the car.I've gone for drives very late at night a few times.Today I went through a drive through...
    JosetteLaRoc JosetteLaRoc 36-40 Dec 9

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    I got drunk last night for the first time in forever. All I did was cry and tell everyone how hurt I am and that my life sucks. I was super clingy and held on to this guy I'm...
    Rulingthunder Rulingthunder 18-21, F 5 days ago

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    A few times in life I have passed as a girl and each and every time it felt so right. Whether it was smoking in the bathroom or at the fox center, Because I was so thin, prior to...
    TranssexualMommy TranssexualMommy 36-40, T 1 Response Dec 1

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    Actually I haven't seen your face. Today though as I was coming out of the grocery store. I saw this guy. He looked how I could imagine maybe, just maybe, u might look or once...
    wickedlilangel69 wickedlilangel69 31-35, F Dec 8

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    First time I remember seeing my brother naked I was 11 and he was 15.
    imdowne imdowne 36-40, M 1 Response Dec 17

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    So, for those who don't know; I don't ever leave my house, once in a blue moon (maybe). I work all day, and all night, usually sleeping from 4am-9am, and starting my day all over...
    PatrickMoosePants PatrickMoosePants 22-25, M 2 Responses Dec 2

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    I was just inside playing and my family started saying "oh dear" and "no no no" as the tragedy unfolded on television as people jumped and screams and smoke covered the city, and...
    Zoekosmopoulos Zoekosmopoulos 18-21, F 1 Response 5 days ago

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    I was 15 the first time I was sold. My boyfriend at the time was older, 29, and stupidly I thought he loved me. I was just a mark. It started with a friend who had gotten out of...
    Ownedforaprice Ownedforaprice 22-25, F 9 Responses Dec 1

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    I was 15 the first time I was sold. My boyfriend at the time was older, 29, and stupidly I thought he loved me. I was just a mark. It started with a friend who had gotten out of...
    Ownedforaprice2 Ownedforaprice2 22-25, F 1 Response Dec 6

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    When I was 7 I was forced to wear girls clothes by my mom. My clothes were muddy and no boy cloths were available but girls clothes were. I had to wear a dress and panties for the...
    Adam59 Adam59 56-60, M 8 Responses Dec 5

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    I was 16. We had just come home from the movies where he spent the entire time rubbing my face. He wanted into my blouse but I didn't let him. In my driveway it was more of the...
    shy40d shy40d 56-60, F 1 Response Dec 14

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    I remember I had the urge to just take one tab since I bought three. I took it on October 4th, 2014.I was reading a book and I felt very light headed. I grabbed my journal so I...
    noehernandez0710 noehernandez0710 18-21 Nov 30

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    Hi! I am 17 and i got my first thong this May, after all the big exams like AP and SAT heheheXD. My sister(19), who is in freshman year of college now, and I decided to get our...
    victoriakim97 victoriakim97 18-21, F 5 Responses Dec 6

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    I read **** on the internet and so I have made for you a fake story that is not real in any way possible. It's a very peculiar story so I hope you enjoy it. And remember I am only...
    Timelord47 Timelord47 18-21 5 days ago

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    On Wednesday I am planning a girls day out for myself. Going to go shopping for clothes and some essentials. As the day gets closer I can feel the excitment growing. I have soo...
    vanessacd5 vanessacd5 46-50 6 Responses Dec 8

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    Sleep over pt 2: When I woke up I saw seven girls eyeing me. I had a mini heart attack but they dragged me into the living room and they gave me some clothes. I was told every time...
    ForcedToDress ForcedToDress 22-25, M 2 Responses Dec 12

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    I was young and sitting on his lap. We were watching tv with a blanket over our laps. He started by rubbing my legs.. Then he went up to my panties and rubbed my little sweet spot...
    princessalicia princessalicia 22-25, F 2 Responses Dec 15

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    I used to have a toned body, almost a 6 pack, but with school and everything I started eating badly and not exercising as much so I'm getting a bit of a beer belly, what do the...
    Eric296 Eric296 22-25, M 1 Response Dec 2

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    My friend said I could come over since her parents were out of town for the whole week. I went home with her and she asked me if I wanted to swim. I loved to swim so I said yes...
    ForcedToDress ForcedToDress 22-25, M 1 Response Dec 11

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    I was 165lbs last spring I was to busy with school to work out and I like to drink beer and eat. I just hit 200 and is lie the way i feel my wife said she just don't want me to...
    Chubbyhubby230 Chubbyhubby230 31-35, M 1 day ago

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    I think tomorrow I'm going to ask a girl out tomorrow, we both like film and cinema so I'll see if there's any movies she wants to go and see this weekend! Wish me luck!
    SinnyBojangles SinnyBojangles 18-21, M Nov 27