Post
Experience Project iOS Android Apps | Download EP for your Mobile Device

I Have Been Dressing Since Childhood

Personal Stories, Advice, and Support 1,878 People

    How I Became A Crossdresser

    when i was about 8 my sister used to always have sleepovers and i always hungout with her and would sleep in her room one night one of her friends got all upset that a boy was going to sleep in the same room as her and then my sister said then lets make him a girl then they put...
    JulieCakes JulieCakes 13-15, M 2 Responses May 2, 2012

    Your Response

    Cancel

    That'S The Way I Was Brought Up

    I've worn feminine clothes since I was born. I had three sisters and mother who just treated me as the baby sister and I still am now and I'm 70. I'll obviously never change and have only had a few negative times. My wife of 32 years wouldn't have it any other way. I don't go out...
    deleted deleted 26-30 1 Response Feb 18, 2013

    Your Response

    Cancel

    Wife's And Crossdressing

    It has always been an unhill struggle to crossdress and wish i could of done so alot more often in my life.I do find it's hard to balance relationships and crossdressing, unfortunately after telling my second wife a couple of years ago i had to decide beween her or Katharine (my...
    katharine25 katharine25 56-60, M 23 Responses Dec 5, 2011

    Your Response

    Cancel

    Even Before I Can Really Remember

    I must have always had a facination with girls clothing, panties in particular. My wife was telling Mom how hard it was potty training our oldest child. Mom told her it could not be anything like training me. I would not go on the potty, but I would if I had pretty panties like...
    thisismeisthisyou thisismeisthisyou 41-45, M 2 Responses Feb 9, 2012

    Your Response

    Cancel

    Attracted To Tights

    It started for me when i was 8 or 9, i was (for some reason, still don't know why) really attracted to tights. The look, colour and feel was fascinating. It was my sisters school tights and dance tights i first wore, but also her and my cousins white school socks. It progressed...
    SaskiaIreland SaskiaIreland 31-35, M 2 Responses Jun 27, 2011

    Your Response

    Cancel

    My Begining

    For me my story as a straight crossdresser began around the age of 5. I was always fascinated by tights, the way they looked on girls and me , the way they felt on my skin, and the overall hugging feeling they had on my legs. I started out with just wearing tights under my pants...
    glasscitycd90 glasscitycd90 22-25 3 Responses Mar 14, 2012

    Your Response

    Cancel

    My Dear Cousins &Amp; Freinds

    we always wanted a niece...since age 3 my cousin babysitters and their girlfreinds dressed me in little girl clothes, but not until age 4 did i know the differance between boys and girls...and i prefered girl clothes, i loved wearing panties and a frilly dress,and hated boy stuff...
    northerngirl2 northerngirl2 56-60, T 2 Responses Feb 17, 2013

    Your Response

    Cancel

    I To Have Been Dressing Since Childhood

    Mine started when I was 10 at a friends house. We were playing house and I was going to be there sister.  I was asked to put on a black nightie and wear it while playing.  Well I felt a strange feeling like this is meant to be.  Every time we played house that was my outfit...
    deleted deleted 26-30 1 Response May 7, 2013

    Your Response

    Cancel

    Teen Years - Meeting MY Girlfriend

    Well, I made it through high school but after reading about Christine Jorgenson and wearing out that tabloid all I could think of was getting more reading material. I got a full time job at a local car dealer in the city close to my home. (Just a side note, I love cars and I love...
    francenemarch francenemarch 66-70, F 7 Responses Feb 21, 2013

    Your Response

    Cancel

    I'm not sure when I first put on ladies

    underwear but I do remember being at nursery school and a boy said he had to wear his sisters panties because all his were in the wash, he showed me halfway up the climbing frame and I remember thinking how lucky he was because they were much prettier than mine and made of nylon...
    Lingerielover2110 Lingerielover2110 51-55, M 2 Responses Oct 14

    Your Response

    Cancel

    My Sisters Closet

    The first time that I crossdressed, I put my sister's clothing on.  Back then, the panties were 100% nylon!  Better made as well!  My first dress was a baby pink play dress.  I hated to take it off.  I wore a training bra, nylon briefs, a full nylon slip, and her baby pink...
    OhioSissy OhioSissy 51-55, M 2 Responses Aug 5, 2011

    Your Response

    Cancel

    I Have Been Transgender My Whole Life

    I was born transgender, so therefore a crossdresser to wear MY clothes. I was aware of it around age 5 and although didn't understand it, I was wearing my Mother's high heels and dresses and jewelry ... playing dress up. Even through my teens when I dress as a girl, the whole...
    Josie06 Josie06 56-60, F 3 Responses Mar 19, 2012

    Your Response

    Cancel

    Crossdressing

    I've been cross dressing since as far as I can remember. Mostly bra and panties, furtively, while my parents were away or on some errand. After I left home, I dressed off and on, mostly as an aid to ************. Lately, I've been doing the while magilla, makeup, wig, femme...
    EllieMayClampett EllieMayClampett 66-70 Oct 26, 2013

    Your Response

    Cancel

    Early On

    Spring afternoon 2 grade pictures and a cutie sissy girl in lace and satin frilly ruffled panties soft silky tights under that wonderful dress. The playground, the first time I remember trying to look at a girls panties and dress. The first time I touched her dress. The first...
    size7satin size7satin 41-45, T Jun 18, 2011

    Your Response

    Cancel

    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 thoughts came into both of our minds as well as a flood of feelings. It was overwhelming to sift through it all and sort my...
    Trisha60ts Trisha60ts 61-65, T 3 Responses Mar 24

    Your Response

    Cancel

    Desires Can Go Farther Back Than You Think

    I was thinking back today about my earliest experiences. The one that is most vivid in my mind is when I was about 9 years old and I got my first chance to play dress-up with my sister. That was the most thrilling experience I ever had and I never stopped from that day forward. I...
    silkydrawers silkydrawers 46-50 3 Responses Mar 8, 2013

    Your Response

    Cancel

    My First Time

    I guess I was about 8, my sisters where outside playing and I tried on one my older sisters party dress. I loved the feel of it for all of the 10 minutes or so I had it on, I panicked when the zipper got stuck taking it off but I eventually managed to get it off before they came...
    wendym99x wendym99x 61-65 3 Responses Feb 15, 2013

    Your Response

    Cancel

    It Just Felt Right.

    It all started when I was around the age of 5 years old. My parents had bought our family a swimming pool. We were all excited! About a week later, I went looking for my swimming shorts but couldn't find them. My mom invited my friends and family over to the house so I was...
    deleted deleted 26-30 12 Responses Apr 11, 2013

    Your Response

    Cancel

    Hooked

    After I first tried on my mother's and sister's panties, pantyhose, and tights, I just kept sneaking back to wear them again and again. I really liked my mom's panties and pantyhose best, but the pantyhose were too big for me, even though they felt so silky, soft, and smooth. The...
    samctv10 samctv10 36-40, M 35 Responses Feb 7, 2012

    Your Response

    Cancel

    I Started Wearing Mums Panties At 6

    I was only 6 the very first time i tried on my mums nylon panties & could not believe how good they felt on my young hairless skin. Also just loved the aroma of my mum on them too. I wore them to bed almost every night & sometimes to school & at play under my boy clothes. I...
    cd4259 cd4259 51-55, M 6 Responses Nov 27, 2012

    Your Response

    Cancel

    Started With Panties!

    It all started when I was around four or five years old, when I noticed and couldn't keep my thoughts off my older sisters panties. I had your typical boy underwear of the time, boring old "tighty whiteies". She had these very simple, but very cute satin panties, and what really...
    CHRISSY28 CHRISSY28 46-50, T 1 Response Jul 16, 2013

    Your Response

    Cancel

    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 1 Response Jul 23

    Your Response

    Cancel

    At School

    used to wear tights and a bra under my uniform
    christinemelody christinemelody 56-60, T 4 Responses Sep 1, 2012

    Your Response

    Cancel

    I have been dressing new born baby clothing ever

    since I was 12 years old. I have dressed this way 24-7 ever since I was 18 publicly. It just feels right and natural. Over the past 2 years there have been several tv shows where other adult babies have come out and I find a whole new attitude where I am being welcomed for...
    timmyp3 timmyp3 46-50, M Dec 2, 2013

    Your Response

    Cancel

    Very Young

    it all started at age 5 when my mom got remarried a year later step sister 1 moved in with all her make up i just had to play with it. 3 month later sister 2 came along didn't really change things as both where much older then sister 3 came and just had to play in all her clothes...
    spaz2692 spaz2692 46-50 1 Response Dec 28, 2011

    Your Response

    Cancel

    Five Years Old

    i have been dressing since i was five years old and will be cross dressing untill i die.
    Cyclopes66 Cyclopes66 51-55, M 1 Response Oct 1, 2012

    Your Response

    Cancel

    Petticoat Your Dress

    I saw this on line at Etsy dot com. This shop has all kinds of vintage clothes for the 40's thru today's style of dresses. I'm going to get a skirt handmade similar to this dress to wear over all my pretty petticoats. Just check it out. Its exciting just to look at this one. http...
    bobbylee111 bobbylee111 36-40, T Sep 24, 2013

    Your Response

    Cancel

    I Started When I Was 7

    I started dressing when I was around 7 years old. I was in my parents bedroom alone (of course) and noticed a pair of my Mom's panties and how soft they were to touch. I wondered how they would feel if I put them on, so I thought why not, I'm home by myself so I quickltook my...
    karen42 karen42 66-70, M 10 Responses Oct 20, 2010

    Your Response

    Cancel

    Early Memories

    When I was a little boy, may be about ten years old, I dressed the first time in clothes from my mother or my sister. I used the bathtime to lock the door and took everything out of the hamper which I liked. I put it on whenever I could. Unfortunately I never had the guts to tell...
    gretatv gretatv 46-50, T 2 Responses Dec 22, 2008

    Your Response

    Cancel

    I Have Been Dressing Since Childhood

    I have been dressing since childhood. When I was around 11 or 12 I remember going to my moms dresser drawer and finding her bra and panties.  Oh, it was such a wonderful feeling to put on her clothes.  I would wear her underwear for a while and put it back in her drawer. In...
    jml2000 jml2000 56-60, M 4 Responses Sep 14, 2012

    Your Response

    Cancel

    Just Me

    I don't think my story is that much different.Yes the events may be different but the song remains the same.growing up i had 4 sisters and my favorite thing to do was play in there closet.Of course that was taboo.I would have been down to see the priest in a minute if my parents...
    eddytv eddytv 51-55, T 1 Response Apr 5, 2012

    Your Response

    Cancel

    First Memory.

    My earliest memory about dressing is from about the age of 3 or 4. It was bedtime and my mum was in the bathroom with my sister, who had taken her clothes off in the bedroom. I was undressed and waiting for my time in the bathroom when I noticed my sisters underwear on the floor...
    throb42 throb42 41-45, M 2 Responses Oct 7, 2012

    Your Response

    Cancel

    Guilty, Your Honour!

    The classic tale runs something like person gets buy in adult life until mid aged then discovers the joys of dressing younger or even changing presenting gender. That wasn't true for me because I've always had a younger than my chronological age bit going on in my life like I was...
    Joanne0chan Joanne0chan 31-35 1 Response Jul 26, 2012

    Your Response

    Cancel

    My Teen Years

    My teen years were mostly turmoil. Having been what I considered brainwashed to be a macho boy and grow up to make babies had many thoughts going through my head. I tried to be a “boy” by playing baseball and hanging around with other boys. Even though I wasn’t dressing it...
    francenemarch francenemarch 66-70, F 3 Responses Feb 17, 2013

    Your Response

    Cancel

    My Adolescent Years

    My previous writing was how I started dressing when I was 6 years old. My adolescent years through my teenage years were very trying also. Throughout my adolescent years I learned that getting caught dressing up meant severe ridicule and punishment. I learned to be careful and as...
    francenemarch francenemarch 66-70, F 10 Responses Feb 14, 2013

    Your Response

    Cancel

    First Time.

    The first time to have a **** in my mouth was at 14 it was my own I was skinning enough to bend my body to get part of it in my mouth,I loved it I did not think I was queer I did it often after that ,it felt so good feeling it between my lips with my sisters panties hanging on my...
    rosser9 rosser9 26-30, M 2 Responses Oct 20, 2013

    Your Response

    Cancel

    Sort Of.

    If you, a) count panties as "dressing," and b) count high school as childhood. I started wearing panties in high school, tried on some skirts in college and didn't really start dressing until after I was married and had a job.
    SomeguyinUT SomeguyinUT 31-35 2 Responses Nov 23, 2009

    Your Response

    Cancel

    I Love What Estrogen Has Done

    I am going to share my experience with using hormones, which had a significant effect on how other people see me. I want to be as frank as I can be about my own experience with hormones and their effect on me. I have been through the counseling process and have come away not...
    Trisha60ts Trisha60ts 61-65, T 6 Responses Dec 1, 2013

    Your Response

    Cancel

    Early Influences

    I have seen several stories recently of childhood memories going through old clothing catalogs to look at the pictures of dresses.  For me in childhood it wasn't catalogs but TV shows (appropriate, don't you think? because TV can mean television or transvestite...)Specifically I...
    CDralph2010 CDralph2010 46-50, M 3 Responses Sep 22, 2011

    Your Response

    Cancel

    How It Started...

    Used to go to cousins during the summer. We were close, she was about my size. I'd stay at the house while they worked a few hours and .... It all started with SHOES, still love shoes...and then swim suits, then clothes.... oh I still love wearing sexy shoes! I was 15 or 16. From...
    MandiLi MandiLi 31-35, T 3 Responses Dec 10, 2012

    Your Response

    Cancel

    Why

    I was born in 1940 and I can remember as early as around five years oil that I wanted to be a girl and wanted to dress in girls clothing. At that time I could only dream about it but wasn't old enough to do anything about it. I didn't have any older sisters to "borrow" their...
    VivianV VivianV 70+, T 1 Response Jul 24, 2012

    Your Response

    Cancel

    Related Experiences

    I have struggled with major depression, as a direct result of complex high betrayal trauma, ever since I was a little girl. From the time I was 7 years old until the time I was 9...
    Aimee17 Aimee17 41-45, F 23 Responses a week ago

    Your Response

    Cancel
    Doctors don't think I have it but I do I lost my grampa 4 days before I was born that was the day my best friend /girlfriend was born we have been friends for 10 years and then...
    mike12322xx mike12322xx 13-15, M Nov 9

    Your Response

    Cancel
    I'm not sure how much people will actually read this because it's going to be really long but basically I've struggled with depression my whole life . I'm not looking for attention...
    AlissaCupcakes AlissaCupcakes 16-17, F 2 Responses 21 hrs ago

    Your Response

    Cancel
    only now have i been diagnosed by a professional but i always knew i had it, i also have aspergers and anxiety but i don't tell anyone , i mean is there a need for others to know...
    pokaprincess pokaprincess 18-21, F 3 Responses Nov 9

    Your Response

    Cancel
    I was molested, abused, bullied, betrayed etc. I didn't always believe in GOD. I used to blame him for everything wrong. Why are you doing this to me? Why is this happening to me...
    dashuria dashuria 13-15, F 5 Responses Nov 9

    Your Response

    Cancel
    Any experience with Citalopram? I've recently been prescribed it, any feedback would be appreciated.
    irongirl135 irongirl135 18-21, F Nov 12

    Your Response

    Cancel
    I'm still technically a child (or a teen, whatever). I've had depression since I was 10. It started out so tough, being that young. I thought this what a natural process of being a...
    WhiteSparrow127 WhiteSparrow127 13-15, F 1 Response Nov 8

    Your Response

    Cancel
    For those of u depressed hope this helps. 9 years ago i lost my ability to walk in a single night. To go from a scholarship offered basketball and football player. Ran track...
    Time4kush Time4kush 26-30, M 4 Responses Nov 15

    Your Response

    Cancel
    When I came across the gospel of Shrek, I read and was amazed. I then accept shrek Ito my life and he helped me battle depression. I no longer suffer from it. I help my community...
    AlwaysAnonnymous AlwaysAnonnymous 13-15, M 1 Response Nov 9

    Your Response

    Cancel