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I Dressing Boys As Girls

Personal Stories, Advice, and Support 1,107 People

    I'd like to hear what you like about it

    and see some pictures. Message me for my email.
    ar29605 ar29605 22-25 1 Response Feb 9, 2014

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    Hello,my name is jacob

    but i like to go by zoey. I have spent the last seventeen years of my life alone because I am a girly-boy. Now I have the Internet and sites like this. i am now seeking help from someone who lives near me. i live in Virginia and am looking for some one I can meet, i love EP...
    zoey764 zoey764 18-21, T 2 Responses Jul 23, 2014

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    Dress Me Up!

    Today I decided I want to try to crossdress. However, Im god awful at putting on makeup and deciding what clothes to wear. Im really not sure how far I want to go with all this but in order to make it all work I will most likely need a girl to help me out along the way. Im open...
    poppacherry poppacherry 18-21, M Mar 3, 2013

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    Where To Get High Quality Clothes Online At Best Price?

    I googled to buy dress online and came across FlowerGirlDressForLess . Here I got myself a pearly white dress with pink organza sash with 70% discount for sell out price! The company claims that they will give highest quality product at guaranteed low price! There are other high...
    Jessigomes Jessigomes 26-30, F 1 Response Nov 5, 2013

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    In The 1800'S It Was The Norm.

    I read that in the 1800's it was common to dress boys just like girls until the age of 5 or 6.I found this picture of FDR in a dressDo you think this practice created more crossdresser back in the day? I know if I was dressed like that when I was young you never would have...
    silkydrawers silkydrawers 46-50 3 Responses Jun 3, 2013

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    How It Started

    When I was young around 5-8 can't quite remember but my cousin used to babysit me and my 2 sisters. One day she went get my step sisters princess dress and made me go in the bathroom and put it on. She got a laugh from that. I loved it since it was a first time experience as a...
    boattrash boattrash 22-25, M 3 Responses Nov 24, 2013

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    What did i get myself into?

    part 1 Fiction My mother always wanted a girl, instead she got boys. I was the only boy left from her new marriage and i was probably her last child. All she ever talked about as I grew up was that she wanted a girl and she would have named her Katie. Then on one unusual day...
    Thegirlinside88 Thegirlinside88 31-35, M 2 Responses Dec 20, 2013

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    Mommy Little Girl

    I was raised in a rural area in a female dominated house. We were poor and my mother found it easier to dress me in girls castoff clothing than buying me boys cloths. In order for it to work she also let my hair grow so that I looked more like a girl. I loved it and as I had...
    SharronT SharronT 66-70 8 Responses Sep 13, 2013

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    Don't get me wrong or add definitions

    that don't apply. I like the humiliation and sub feeling of being called a sissy. I'm totally Hetero and monogamous. But iwhen my wife lets me dress me up and call me names like sissy or panty boy, and puts me on command I am her love slave!
    deleted deleted 26-30 2 Responses May 2

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    The beauty salon Part 1 My name is Sam

    and I'm a 7 year old boy who's suppose to get a haircut today. Right now, my mother is driving me to the beauty salon and I'm very excited. See, my mother usually gives me my haircuts herself, but they never turn out that great to be honest. So for today, she said she'd treat me...
    Thegirlinside88 Thegirlinside88 31-35, M 5 Responses Mar 12, 2014

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    Well I know it's really a kilt

    but I'll bet this little boy is enjoying feeling like one of the girls.
    silkydrawers silkydrawers 46-50 6 Responses Mar 10, 2014

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    Four Years Old, Makeup, Hair And A Cigarette

    I was a four-year-old boy, and my mom's friends had always commented that I had pretty red lips like a girl. My mom had always wanted a girl to dress up. One night, her friend Caroline came over to give my mom a home perm. Caroline was a hairdresser and a chainsmoker, and seemed...
    Onetruenutcase Onetruenutcase 51-55, M 2 Responses Dec 22, 2012

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    Dressing Up Games

    I remember the first time I was dressed as a girl. My sister had a handful of girlfriends around the house...she'd have been about 7 then, and so were her girlfriends. They were playing dressup, and being the younger brother...about 6 then, I wanted to play too. So, all the girls...
    sissifyme sissifyme 46-50, M 5 Responses Feb 15, 2011

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    Once, my grandparents took my sister

    and me to visit my grandmother's family. She had wanted me to take the pajamas along which she had bought me. I didn't. At one point, she told me that because I didn't bring my pajamas, I'd have to wear a nightgown to sleep in because she only had nieces around my age. I was...
    hollywoodlegs hollywoodlegs 56-60, M 4 Responses Feb 22

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    What did I get myself into?

    Part 4 Fiction On the way home in the car with my mother, I was truly at peace with myself. I mean everything just felt so right to me. Even though I was a boy when the day began, I truly feel like a girl at heart now. I don't know why I feel so good, but I just do. Maybe it's...
    Thegirlinside88 Thegirlinside88 31-35, M 7 Responses Jan 7, 2014

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    Mothers new hairstyle part 1(with pictures

    now)A little backstoryI'm an 7 year old boy named sam. Since my mother is an extremely experienced hair stylist and beautician, she has always given me my haircuts all my life. Most of the time though lately, I've been just getting my hair cut down pretty short from her because...
    Thegirlinside88 Thegirlinside88 31-35, M 2 Responses Jun 17, 2014

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    Where and how does it all begin?

    At an older age we may not remember possibly the best we can do is to go on what our elders have told us through the years. Thinking back on some of the talks my mother and I had while she was still alive, this is how I think it all began with me many years ago. My mother was a...
    SylviaJames SylviaJames 61-65 4 Responses Feb 21

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    What did I get myself into?

    part 3 Fiction After being dolled up and put through one heck of a few hours, my mother decided to make us both lunch before our trip back to the mall. She said, "your going to need your energy for what I have in store for you!" I looked at her with a puzzled look, it was...
    Thegirlinside88 Thegirlinside88 31-35, M 6 Responses Dec 28, 2013

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    Mummy's Girl

    I remember coming home from school to find that all of my wardrobe had been thrown out and replaced with girls clothes, a majority of which were uniforms. My mother even made me join the girl guides and went even as far as joining the majorette troop.....but i loved it!, far...
    Netballer Netballer 22-25 8 Responses Jan 3, 2012

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    What Would It Have Been Like?

    If I had been forced to dress in feminine garments as a boy, what would it have been like? Possibly I was to an extent. There was a sweater that had been my older sister's, which I wore when she outgrew it. I also seem to remember wearing some of my sister's panties after she...
    hollywoodlegs hollywoodlegs 56-60, M 2 Responses Nov 9, 2012

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    Today was my birthday my 15th birthday

    and I couldn't wait to see my presents , at last it was time to get them in the room was both my parents and my two older brothers and my grandmother ,first I opened my brothers present a joint present they had got me a new football rig of my favourite team I was really pleased...
    deleted deleted 26-30 8 Responses Jul 11

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    Cedar Point

    OKSo mom wants me to pretend to be a girl the whole time we are gone to Cedar Point.So Mom gave me this after I got up from my nap.She wants me to re-write it in my own handwriting and give it to her tomorrow night right before bed:Dear Mommy,I love you.I want to ask you...
    14yobabyboy 14yobabyboy 22-25, M Aug 28, 2013

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    Sometimes i have friends

    who accepted to dress up with my clothes... Some didnt fit though, i even did their makeup.
    zetreax zetreax 18-21, F 9 Responses Mar 19

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    aqww aqww 13-15, M 1 Response Jan 27

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    Mothers new hairstyle part 1 A little

    backstory I'm an 7 year old boy named sam. Since my mother is an extremely experienced hair stylist and beautician, she has always given me my haircuts all my life. Most of the time though lately, I've been just getting my hair cut down pretty short from her because summer in...
    Thegirlinside88 Thegirlinside88 31-35, M 1 Response Mar 5, 2014

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    The Beauty Salon Part 2 Watching my mother

    running her hands through my hair for a few seconds, one of the little girls smiled and asked my mother, "are you getting a perm too miss?" Right away from hearing the girls question, my mother leaned over my chair, began hugging my body very tightly, and estatically said back...
    Thegirlinside88 Thegirlinside88 31-35, M 5 Responses Mar 20, 2014

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    Like Mommy Or Like Daddy?

    A wedding we were invited to attend when I was nine years old my mother sat down with me one afternoon and told me we were attending.  This was over a year since mother started to feminize me, and the first formal event that I would be going to.  She told me that I had a...
    betty3100 betty3100 51-55, T 10 Responses Mar 6, 2011

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    I Dressed Mi Nephew Like A Proper Lady For The Summer

    My nephew had 12 years old, and one summer, he made a big mistake with her cousin (my daughter) to up her skirt infront of people in the mall; at this same time I wanted to apply him a petticoat punishment; with the help of my daughter and my sister, (his mother) we went to...
    rosepro rosepro 36-40 8 Responses Aug 15, 2012

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    My First Time Mother Dressed Me As A Girl

    My 8th birthday was the first time mother completely dressed me, and although it was so long ago I do remember my first dress was a light blue party dress. Being that I was young and challenged, with Cerebral Palsy that I had since birth, mom usually got me dressed. That birthday...
    betty3100 betty3100 51-55, T 12 Responses Feb 18, 2011

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    So this fantasy of being dressed by my wife /

    lover has been something I've felt all my life. It comes in waves of varying strength. Lately, I've been working very hard at putting her first. It occurred to me to ask myself, "How would you feel if your wife came up to you and said something like, 'I want to be your slave...
    deleted deleted 26-30 2 Responses Apr 30

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    My Son Or Now Daughter

    We have a 7 yo son and 2 daughters 14 and 9. My son always loved touching the panties that the girls would be wearing. It wouldn't matter if they were cotton or nylon. Briefs or bikini type ones. He just loved the touch of them. Not to long ago he was seen wearing one of their...
    deleted deleted 26-30 4 Responses Aug 14, 2013

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    Ok so I don't get off work

    for another week but my Gf alrdy sent me pics of my Christmas present :D she got to be the best Gf ever. She bought me a beautiful colorful panty along with another pink panty, a night gown and a lot of makeup! God I can't wait to get off and I love her so much and she sure...
    boattrash boattrash 22-25, M 3 Responses Dec 9, 2013

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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 4 Responses Jun 19, 2013

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    What did I get myself into?

    Part 2 Fiction On the way home with my mother, I was really nervous. I tried taking my mind off of it, but every time my mother took a turn with the car, I could hear my girly wardrobe rolling and rustling in the back of the car. On the way, i also noticed my mother was driving...
    Thegirlinside88 Thegirlinside88 31-35, M 4 Responses Dec 20, 2013

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    My Sweet Toby

    I dress my boy in a lot of his sister's outgrown clothes. He actually has come to feel very comfortable in girl's clothing and prefers pretty girl's undies to jockey shorts. It started when I simply used his sister's baby things for him. It seemed a waste to spend so much...
    Lanainluv Lanainluv 26-30, F 32 Responses Jul 19, 2012

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    Related Experiences

    Any girls over 18 need me to be yr master or mummy or miss or misstress
    funmummy funmummy 22-25, F 2 Responses 3 hrs ago

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    I don't have to think about it,I know it is true. Big girls are extremely sexy and always adorable.I like everything about a big girl and if you see or get to meet one with an...
    thebustierthebetter thebustierthebetter 46-50, M 5 hrs ago

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    Girls or Boys. Who cares. Only fantasy fun.
    lacyknickers40 lacyknickers40 36-40, M 7 hrs ago

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    I hate needy little boys disguised as men,who get all sulky because your not chatting to them when they expect it. I am not your private property or exclusive to you,I chat to more...
    bigbreasts4urpleasure bigbreasts4urpleasure 41-45, F 1 Response 9 hrs ago

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    For the last three weeks, I’ve worn panties with napkins to hold me tucked, a bra, and nylons continuously. When I go to bed I put on pj’s and my you know what, it seems like...
    joanw joanw 61-65, M 1 Response 1 day ago

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    I love dressing up in skirts and dresses. Which I do 7 days a week. I never wear pants or shorts...ever, never have in my entire life, never will. I celebrated my birthday tonight...
    SweetJane45 SweetJane45 41-45, F 2 days ago

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    It seems like so many boys out there are more concerned with how hot a girl looks or how pretty she is and they don't really care about the type of person she is on the inside. A...
    marlene41298 marlene41298 16-17, F 2 days ago

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    Ever since I have been old enough to date I have been mostly interested in boys. I am a 13 year old white girl and I have this 12 year old black friend named Tanisha and I am kind...
    brianna747 brianna747 13-15, F 2 days ago

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    Sorry boys ... I am just looking for a girl
    suchikt suchikt 22-25, F 7 Responses 3 days ago

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