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I Was Dressed As a Girl By Someone

Personal Stories, Advice, and Support 2,425 People

    My Sister

    As a thirteen year old boy my 21 year old sister dressed me. She took me to her room forced me to ***** naked, she then put orange soft and sexy panties on me. This was followed by a nice pink bra being strapped on me. Next came tan short shorts and a pink tang top and shirt. We...
    Braandpanties Braandpanties 22-25, M 13 Responses Aug 28, 2010

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    My Sister's Hand Me Downs

    I am a 14 year old boy and ever since i can remeber my mom has made me wear my sisters clothes and underwear. My sister is a year and 14 days older then me and we are the same size, but she is getting her boobs now. My dad left us when I was 2 and we don't have much money so i...
    vegasjewel vegasjewel 26-30, T 20 Responses Feb 21, 2011

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    Being Crossdressed By Wife

    In the weeks leading up to Valentine's Day, my wife expressed that she wanted a special day. She said I was to get her nothing for it, but that she had it all planned out. The day before, I came home from work to a wrapped box with a red bow and a note that said she was at the...
    pantiescouple pantiescouple 26-30 22 Responses Jul 19, 2010

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    My Sis! What a *****, But I Love Her.

    I was 15 years old and I loved to crossdress in my sisters clothes. One day, I had dressed fully in her underwear, skirt, camisole and high heels. I had made my face up and even curled my hair! I wore her jewellery and was admiring myself in my bedroom mirror, when the door burst...
    Lacieamanda Lacieamanda 26-30 11 Responses May 16, 2009

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    Forced To Wear A Dress

    During week days I stayed with our neighbours when my aunt goes to work. They had a babysitter who looked after their baby, a girl my age and me. The baby- sitter was a young beautiful teen-age girl with long black hair and an hour glass body. I was a very shy boy, still am and...
    wandacom wandacom 41-45, M 14 Responses Mar 24, 2011

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    6th Grade

    When i was in sixth grade i was in science class one day and i sat with three girls isabel,kaitlyn,and alerah. Eventually i started talking to then because i had noone else to talk to well one day kaitlyn asked if i wanted to go to her house and i got really hesitant and went to...
    Noahgfjh Noahgfjh 18-21, T 3 Responses Jun 28, 2013

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    Caught And Transformed

    When I was 13 my sister and dad were killed in a car crash so it was just me and my mom. For some reason she kept my sisters room completely the same for years, still cleaning it and keeping all of her stuff in the same spot. One day when I was home alone ( I was home schooled...
    Verusmon Verusmon 26-30 2 Responses May 14, 2013

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    First Time I Was "made" To Dress

    I had just graduated high school a month before and was hanging out with an old friend. She had her house to herself so we were chilling and watching TV. After awhile we had gotten bored so we decided to play round of pool; she asked me if I wanted to make it interesting and I...
    TheUnsure TheUnsure 18-21 1 Response Mar 5, 2011

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    Drill Suprise

    I had watched my team lose another football game. I had just finished my final class and had the week off for Thanksgiving break. If I hadn't stayed until the drill team came. Halei took a black box and drawn out five names to be in the drill teams' dance. Four girls were...
    LetsMine LetsMine 22-25, T Nov 21, 2013

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    In 2004 I was dressed

    as a girl by someone who I would later date. She had been hinting for a while that she would like to see me in a dress and, to be honest, I had often wondered about it myself. So we both got bored at a party. She said she loved me. I was hooked. We went back to her place and...
    Consensus Consensus 31-35 4 Responses May 31, 2014

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    Test Subject 000-1

    I remember this like it was this morning, that is because it was. I was invited to a party. When I went I was handed a couple of drinks and met plenty of hot girls. I drank to much and blacked out, to which I then found myself on the floor with big hills on my chest. I...
    LetsMine LetsMine 22-25, T 1 Response Nov 9, 2013

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    At My Friends Home

    We were living in an apartment building after my mother had left my father.  He was lazy and thought the world owed him a living.  A regular leech. Anyways I was playing in the hallway between the apartments.  The girl in apt. #1 had came out and found me there...
    bobbie13 bobbie13 56-60, T 10 Responses Jul 16, 2010

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    Made To Wear A Dress

    I can't remember how old i was but probably no older than 10. I was playing at a friends house (Kerry) and her another friend of hers arrived (Tasha). A couple of the local boys kept asking us to come out but we were happy indoors. Tasha said she wanted to pop home and wanted us...
    sgemily sgemily 31-35, M 1 Response Jul 26, 2013

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    A Special Memory

    As a freshman in high school, I was quite small in stature. (Now I'm a 6'3" statue!) But, back then, I was small. So small, in fact, that my sister's clothes fit me even though she was two years younger than me. I had been wearing her clothes in secret for quite some time...
    AZgirlMichelle AZgirlMichelle 46-50, M 5 Responses Oct 28, 2011

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    It Was A Game When Sis Put Me In Her Dress …but I Wasn’t Laughing When Mom Laid Out Panties And A Bra For Me To Wear!

    Parts of this memory in my life were copied from my story in another group but I thought it to be more appropriate here. ----------------------------------- I find it surprising that I don’t remember the first time I ever rode a bike, played baseball, became a cub-scout or...
    kayleew2000 kayleew2000 18-21 19 Responses Jul 15, 2012

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    I Should've Seen It Coming...

    I have a couple early experiences with being "forced" to dress as a girl. I hated it so much, I unconciously enjoyed it. Methinkst I did Protest Too Much, if you know what I mean. I had an older sister and would be given hand-me-downs - not...
    bunchopanties bunchopanties 36-40, M 9 Responses Apr 3, 2009

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    By Virginia

    Virginia live 2 doors up the street, she was a slender woman, in her mid 30's, with a large chest, she was married to a man who worked as a truck driver.  They were a nice couple but had no children.  She did not work anywhere but around the house, keeping it clean, garden beds...
    RunAroundSusan RunAroundSusan 22-25 5 Responses Feb 3, 2013

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    I would love to be...

    please somebody dress me in leather
    leatherx leatherx 26-30, M Sep 22, 2014

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    She Wanted Me To Wear Her Teddy

    This happened 2 years ago this weekend. We had gone away for the weekend to a nice hotel for a little alone time. We got to the hotel and had a few drinks, dinner, etc. She knew nothing about my secret, but as we started messing around she said I'll be right back. She put on...
    CuriousInDallasTX CuriousInDallasTX 31-35, M 2 Responses Nov 27, 2011

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    The Neighbor

    It was an early spring Saturday when I was seven years old. I was outside playing, soaking up some sun. My mom and sisters were busy in the house. I heard the commotion next door and was watching through the fence. The neighbor girl was in her back yard practicing cheers as...
    VelvetKay77 VelvetKay77 51-55, T 23 Responses Sep 17, 2013

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    First Time Out

    I was about 11 years old. Halloween rolled around and of course at that age I wanted to go trick-or-treating and at the same time I didn't. So its Halloween and I have no costume. My old sister ( 8 years older ) dressed me in a skirt and blouse, tied my hair in a pony tail ( back...
    JustSillyStuff JustSillyStuff 46-50, T 4 Responses Feb 11, 2009

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    Shaped My Life

    when i was 5 my mother dressed me as a girl ,part as punishment,part to change my fathers attitude,as to how he treated me.  as it was nothing changed,and I was dressed as girl all the time, and even spent the first 3 years of school dress as a girl,times were different...
    sue3 sue3 56-60, T 3 Responses Jan 25, 2009

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    Helping Sis

    My sister twenty-six year old sister was getting married and the day right before the big day she broke her leg from a car crash. She wanted a perfect wedding, but she couldn't. She had her wedding dress and everything ready. She asked me too help her and I said in any way...
    LetsMine LetsMine 22-25, T 3 Responses Nov 9, 2013

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    My Sister Dressed Me.

    My sister dressed me when I was 13. She is 7 years older than I and was my legal guardian after my parents were killed. She did this to separate me from the gang I was running with after I was brought home by a policeman for stealing a cd. She kept me in girls clothes for a month...
    jami82 jami82 22-25 22 Responses Jul 16, 2010

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    Dream Come True

    I have been a crossdresser since i was around 11, but had never shared this with anyone. Then when i was 26 i brought up maybe being interested in trying it to the wonderful woman who is now my wife. She was actually quite excited. We got a hotel room and she brought a bag of...
    onnahbottoms onnahbottoms 31-35 9 Responses Jun 12, 2011

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    More Of A Mistake

    My parents were on vacation for about 2 or 3 weeks and I was the only home. I would wake up in my pantyhose and a black corset. I woke up and got ready for school I took off the corset and got dressed. I had chosen the normal all black layout, black jacket, pants, socks, hat...
    LetsMine LetsMine 22-25, T 2 Responses Nov 27, 2013

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    My Mom Dressed Me

    The first time I can remember  having a sexual feeling was when I was 6 and my mother was getting me ready to go to a Halloween party . I remember she gave me a bath and dried me off . She laid me on the bed and rubbed talcum powder over me . But it was later when I was all...
    deleted deleted 26-30 5 Responses Jan 5, 2012

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    Bad Habits

    My two sisters found me smoking outside when I was repairing my dad's four-wheeler. The girls threatened to tell my mom and dad, they hated their kids smoking, they went inside and told my mom. I heard a plate shatter from outside. My mom walked outside and started yelling at...
    LetsMine LetsMine 22-25, T 2 Responses Nov 9, 2013

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    A Prom Bet

    It was prom time at my school and me and my older sister,Jessica, decided to make a wager. The bet was that I had to get a girl to go to prom with me, but the stakes were bad for me but but for her. If I lost I had to go as a girl named Jodi, my name is John, and if I won she...
    LetsMine LetsMine 22-25, T 2 Responses Nov 8, 2013

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    I Love Dressing As A Girl

    I have been dressing as a girl since i was 5 and I am 22! i have always loved being girly and wearing cute things (for the boys!).. The first time my sister dressed me I was in heaven and knew I wanted to be all girl
    MelissaGirl MelissaGirl 22-25, T 8 Responses May 19, 2010

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    Halloween

    I remeber when a friend of mine her name was jessica thought it would be a good idea for me to go as a female to the halloween dance.  I said sure why not.  But, in my head I was doing backflips and cartwheels as I could dress up in womens clothing and my friend was all...
    silkiehosewearer silkiehosewearer 31-35, M 7 Responses Jun 6, 2009

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    Girlfriend's Fun Night

    I was young, just starting to be dressed up not very much enjoying it. As I was still a boy by then, I tried my best to stay that way. During that week, I went over to my girlfriend's house saying she needed help with something. I had no idea what was in store for me. At that...
    Natallie12 Natallie12 31-35, M 3 Responses Aug 6, 2012

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    My Best Friend

    My bestfriend was the one who dressed me as a girl. I was over at his house, and he said i would be right back. I was like ok. He came back with some of his sisters clothes, his sister is on the smaller side. He had a came back with a thong, bra, shorts, and a cami. I was like...
    Pantieboythong Pantieboythong 18-21, M 2 Responses Aug 31, 2013

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    buy grandmother

    i was 7 spending the weekend with her when she wanted to do the wash ididnt bring a change of clothes when she march me in to the bedroom had me take off all my clothes then had me but on a pair of young girl red silk panties and tights then a silp then a beautiful pink dress...
    aprilwalls aprilwalls 46-50, T 7 Responses Nov 11, 2009

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    Started With A Favor

    One day my step sister ( my dad got devorced when i was 2 , my mom died a few months later then his girlfriend was who i had for a mom growing up with her daughter, than my dad died a few months after they got married ) needed help with the dress she was designing for work but...
    Fromafavortohell Fromafavortohell 31-35 2 Responses Jul 28, 2013

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    A Life Changing Moment

    My girlfriend has been more than accepting of my crossdressing. Our relationship had evolved to a point where I was basically the feminine half and she the masculine half. The shift was subtle, but no less obvious. When we were together, I deferred to her judgements. When we had...
    AZgirlMichelle AZgirlMichelle 46-50, M 6 Responses Nov 28, 2012

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    On Our Honeymoon.

    My new bride came out of the bathroom wearing a very long, silky white nightgown. She got into bed and laid next to me. I started caressing her, rubbing my hand over her, over her nightgown. I commented on how soft the material was. She draped some of it over me, and started...
    rcav8r2000 rcav8r2000 46-50 2 Responses Aug 9, 2013

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    A Boy And Hair Bows

    im 17 yr old male and i like wearing hair bows im straight but i enjoy it anyway if you want to see snapchat me girly_boy3 and if you want i will dress up 4 u
    girlyboy3 girlyboy3 18-21, M Oct 3, 2013

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    When i was 18 , i had brought up

    that i thought it was amazing how much guys could look like girls. My friend was shocked originally but after a little discussion she asked if that would be something i would like to try. i was super shocked that she was accepting and i thought why not give it a try. It was...
    justasissy justasissy 31-35, T 3 Responses Nov 9, 2014

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    Dressed Up And Became A Girl.!

    inWhen I was 18 I went to live in Sydney Australia on my own and after a while I went to visit and settle in  a Bohemian area called Kings Cross and I was soon mixing with a group of other young people.One day I was sitting in a Beer Garden with a group of them and one...
    jeangurl jeangurl 66-70, T 10 Responses Oct 10, 2010

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    Girl Slumber Party

    (This happened when I was seven)I heard my sister saying she was going to a slumber party on Friday night and I wanted to go and see everyone there. My sister was about five years older than me at the time. I asked her if I could go with her and she said it was a girls only...
    LetsMine LetsMine 22-25, T 1 Response Nov 8, 2013

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    Back In 5th Grade

    I was in the 5th grade having a somewhat good life. My only friends were Payne and Jacob they were well known around the school, They told me I could come with them to a party they were going to for Mikaela who was turning 14, she was in 8th grade. I told my mom and she said it...
    LetsMine LetsMine 22-25, T 2 Responses Nov 3, 2013

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    it happened once when i was in my collage days.

    ....i was new in my hostel...we had only 1st and final year guys in our dorm....others were in seperate dorm.....it was there when i started drinking and our seniors made us sit in our undergarments in groups...as i was already a closet cd,I shaved my whole body but my pubes(I...
    amandaperkins amandaperkins 22-25, M 1 Response Jul 12, 2014

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    From Jack To Elly

    When I was seven my mom and dad were killed In a car crash and my older sister ( Kelly ) became are parental guardian. It was all right until when I was 16 my sisters had a sleepover and told me I had to go to ' uncle Benny's ' house. He wasn't really our uncle just a family...
    Jack2elly Jack2elly 26-30 2 Responses May 7, 2013

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    I have many exciting

    and fun times dressing for and by a female. See below.
    wellheeled2 wellheeled2 51-55, M 2 Responses Jun 5

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    When I was around 6 or 7 my two older sisters

    took my out into the garage and dressed my up as a girl, then showed me off to my Dad and the neighbor. I liked the attention. I remember the swishing of the skirt around my legs and the special feeling of make-up. I was the center of attention. I liked the way my sisters seemed...
    soexperienced soexperienced 56-60, M 2 Responses Jun 10

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