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I Dressing Boys As Girls

Personal Stories, Advice, and Support 865 People

    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 9 Responses Mar 6, 2011

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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 2 Responses Nov 24, 2013

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    I Thought I Told About My 'venture Here, But Here It Is...

     My Life as a Young Boy   (Read my 50 plus 'ventures on EP under I LOVED DRESSING LIKE A LITTLE GIRL, and follow me through my wonderful world as a young boy.)          About age six I began a career as a child model, modeling for a local agency with many national...
    theBillyandBudBear theBillyandBudBear 66-70, M 12 Responses Jan 28, 2011

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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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    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

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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 5 Responses Mar 10

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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

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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 4 Responses Mar 20

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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 7 Responses Dec 20, 2013

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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 2 Responses Mar 5

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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 13 Responses Feb 18, 2011

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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 2 Responses Jun 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 Nov 5, 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 4 Responses Sep 13, 2013

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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

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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 10 Responses Jan 3, 2012

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    A Personal Story Of Friend Dressing Her Little Brother.

    My friend HAD a little brother who WAS a household pest. He would never find anyway to entertain himself ,instead he made a pest of himself , always annoying a household member. He didn't play with his video games, or his skateboard , every toy he owned gathered dust . At...
    MissPenny MissPenny 18-21, F 7 Responses Dec 5, 2012

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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 2 Responses Dec 9, 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 21 Responses Jul 19, 2012

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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 1 Response Mar 3, 2013

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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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    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 3 Responses Dec 20, 2013

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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 6 Responses Aug 15, 2012

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    AgeMeet.com is the #1 Age Gap Dating Site

    for younger women older men dating . It is Free to post & browse 550,000+ active members. We have been in the online dating business for over 11 years and has achieved tremendous success bringing younger women and older men together! younger women looking for older men mainly...
    kellycc11 kellycc11 22-25, F Mar 7

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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 3 Responses Jun 19, 2013

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    Related Experiences

    I love emo/scene boys & girls <3 they're just so fine and amazing c: I'm not that pretty.. But whatever cx
    Missmayicx Missmayicx 16-17, F 2 Responses 4 days ago

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    After I had come out about a year one of my cousins was going to get married. At the beginning the family was making all kinds of list. At one point they were looking for...
    sandybrandy70 sandybrandy70 41-45, T 1 Response 4 days ago

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    as a former pediatrician, i see the genuine need for the united states FDA to approve Androcour, also known as cyprotone acetate, or siterone, for it's wonderful testosterone...
    drlucy2 drlucy2 56-60, M 2 Responses 4 days ago

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    Back in school,boys were my best close enemies.:).i used to fight with them often.i dont know why,i never came to terms with them..But now i'm studying in a women's college.so,i no...
    keerth keerth 18-21, F 2 Responses 6 days ago

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    I just seen a burd post on FB y r boys such jerks I hope tht is some sort of sick joke ryt girls r way worse than boys and I got 17 yrs of life to prove tht hate when girls do tht...
    greatbritain1 greatbritain1 16-17, M 3 Responses Apr 10

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    Okay so I was wondering if anyone thinks this is weird. So over the years iv been helping a lot of girls out with fitting good bras and dealing with puberty. It sounds alright at...
    EternalSolitude EternalSolitude 13-15, M 4 Responses 5 days ago

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    I don't just dress up as a girl I live my life as a girl, I am known to everyone as a girl. My personality, my way of thinking everything is changed to a girls set of mind. I began...
    shylilpaige shylilpaige 18-21, T 6 Responses a week ago

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    I was at the shopping centre for an excursion with my class during the day. It was for my business and wasn't very exciting. At the end all my friends left and I was just about to...
    manchester20 manchester20 13-15, M 2 Responses Apr 2

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    My daughter who is in college dated boys and chased boys all thru high school. Then this past year she had her first experience with a girl and now has decided that she only likes...
    azsixgun6646 azsixgun6646 41-45, M 2 Responses 6 days ago

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    April 5, 2014 I went to the mall by myself to go shopping. I went to Macy's and some other stores. After I got something to eat I was thinking. Should I go in the girl store or not...
    Sarahismygirlname Sarahismygirlname 13-15, T 2 Responses Apr 6

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    I love to dress up in girls clothes. I have been dressing since I was real young. I have a closet full of clothes and love to shop and try new outfits on. I have make up and do my...
    tammycd7 tammycd7 56-60 Apr 12

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    I appreciate girls that have brains, that can think for themselves. I feel like society has taught both boys and girls that the only important thing for a girl to have is looks...
    lifeisatest lifeisatest 22-25, M 3 days ago

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    Mainly I wanted to say that the first picture on this page, the one of both a boy and a girl wearing identical yellow dress costumes was taken by me several years ago at the annual...
    Charlesea Charlesea 70+ 2 Responses Mar 21

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    At first I didn't like wearing boys underwear (I'm a nudist so I only have to wear these when I go outside) because they suffocate, cram my privates so I started to wear girl...
    TheGrandPoobah TheGrandPoobah 13-15, M Apr 10

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    I believe fathers, uncles, etc. of male appearance will have to start wearing dresses/skirts before boys will be able to. I hear the argument girls/women can wear pants, neckties...
    CdKimmi CdKimmi 61-65, M 3 Responses Apr 10

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    I would like that i love wearing girls underwear
    Zane1234 Zane1234 18-21, M 1 Response Mar 27

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    Hi I'm a girl who likes both girls and boys. I have a boyfriend at the moment and is looking for a female to join us. I found out I liked fmales last year. I never thought about...
    couplelookingforagirl couplelookingforagirl 18-21 Apr 3

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    I don't know if I would say I was totally bisexual, I don't know if that's the right term for me, but I guess bisexual is pretty flexible right? I know I fancy girls, I like the...
    Iconica Iconica 18-21, F 4 Responses Apr 3

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    All my life I've lived the good girl life. No drugs no alcohol no boys no girls. Strait A's and church everyday. When I was 11 my dad passed away from terminal brain cancer. He was...
    worsnopwhore worsnopwhore 16-17, F 4 Responses Apr 7

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    I m male. I love to cross dress. I have cross dressed many time and have enjoyed cross dressing. But cross dressing in front of lady is so exciting. So is there any nice lady who...
    anitamam anitamam 41-45, T 1 Response Mar 30

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    Dressing and Dating Love to date but stress over the dress? Are you a clotheshorse without a guidepost when it comes to dating and decorum? Well, dive into your closets, ladies...
    CupidsCronies CupidsCronies 26-30, F 2 days ago

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    There is one incident a few years ago that I really regret. It was working in the office about 14 years ago. There was a really hot good looking girls called Lola in her early...
    Apasas Apasas 41-45, M 2 Responses 17 hrs ago

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    Seeing little girls naked at beach showers ahhhhh <3
    littletaboolover littletaboolover 18-21, M 1 Response 13 hrs ago

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    I think chubby girls are the best. I have always preferred them over the thin model looking ones. I find the stretch marks are my favorite part. I find them very sexy.
    mkir10 mkir10 18-21, M 6 hrs ago

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    I like fighting girls. It hurts at times but it is fun. Our rules is no punching in the face. The rest of the body is open. I like getting them in a hard leg lock around there...
    onetoughgirl onetoughgirl 18-21, F 1 Response 6 hrs ago

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    I love the photos of boys you have in your albums. They remind me of my nephews their friends and other boys who chose to share their boyhood years with me s I took them out for...
    Jackboy12 Jackboy12 56-60, M 1 Response Apr 8

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    A Decision I Made... Years Ago. To have and to hold from this day forward. Sept 15, 2001 on this date I informed my spouse and said "I was going to transition into a woman, many...
    Trisha60ts Trisha60ts 61-65, T 3 Responses Mar 24

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    Just a few months ago I met a girl who looks so ordinary buy when my eyes met hers I was like @?&!$@@?$)'? Don't know if I'm a lesbian or what but I never like to talk to boys and...
    Natcheung17 Natcheung17 18-21, F 4 Responses Mar 30

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