Was there one event that started your dressing?

[Lucy Long Legs]

Was there one event that started your dressing - like a trigger?

There was with me.

As a boy of 14 I was chosen to perform in the school play at my all boys school. To my embarrassment, I was asked to play the female lead - a young woman in an eighteenth century French farce by Moliere. Everything was going fine and eventually we came to the costume fitting which involved petticoats, stockings, wig etc. Still, everything was normal.

As a finishing touch, the wardrobe mistress fastened a choker around my neck and said: "why, you have such a little neck, just like a girl's."

This remark rang around in my head and I started to look at myself for other feminine features and I realised that my body was very non-masculine and I obviously had a very strong feminine side. I began to borrow my mother's clothes and this started me on a long and pleasurable journey on which I am still travelling.

I still love wearing a choker!

[noeleena]

Hi,

I can only relate what happened to me & 5 other boys about 1948 -59 , At our church we had a group in our class we had 5 boys & at the end of year we had to put on a pantomime for our members & others about 80 to 100 people on a saturday night . our teacher said she had a good idear .

We were to dress up as 4 girls i mean all on dressup .make up as well, & we had to sing a song one boy was to act like he was driving a car with one girl in front next to him & us 3 in the back seat having fun singing were in the back seat having fun while you in the front driving you keep your eye s on the road ahead you get the pic .

I enjoyed doing it just not being in front of so many people . that was the scray part after the part i still had make up on & no one cared .

I just thought my first time acting ....he he , never thought of that before .
i must have been about 11 . then waited till i was 50 before i put womans clothes on as to dressing full time

...noeleena...

[Jonianne]

When I was 7, the story in "Huckelberry Finn" where Huck dressed as a girl during one of his adventures was fasinating to me. I immeadately said to myself - I want to do that! BTW he got "read" because, while sitting, he didn't catch a ball of yarn in his lap like girls do.

Funny how Samuel Clemens knew these details. I understand he wrote several stories that included crossdressing.

[Angie G]

No event just the thought and the opportunity when I was 11 or 12. I fell in love with it.And I wear somthing every day.:hugs:
Angie

[Freddy12]

There was no one event. I started exploring that part of me in college. I just thought it wasn't fair that women were the only ones who got to wear pretty things. I put things on the back burner for years. Then every once in a while I got an urge.

[Kate Simmons]

Not really. I was always pretty much a "tomboy". I more or less did it to experience being a "glamour puss". Those days are over now and I'm back to exploring my guy side. Being a fashion plate was okay I guess but a hell of a lot of work.:heehee:

[Rachel Lea]

Halloween when I was 13, a friend dressed as a girl (I did not, very sad). Eversince I have been dressing, it felt and feels soooo good.

[AmandaBlack]

Not too long after getting married, my wife joked that I could probably look sexy as a girl, "you should let me make you up" she said. I'm not a big guy and I stay in shape, we are close in size. Ha Ha, laughed it off, not going to happen. A few weeks later she was away. We had only been married about 2 months now and never lived w/ eachother. I loved that she had lots of sexy clothes and lingerie that she liked to dress up in for me. I thought about what she had said and as a joke I was going to dress in her sexy things and suprise/shock her when she came home...as a joke and maybe some sexual fun. So, I spent a long time dressing sexy in her bustier, garters, thigh highs, took time to carefully put on makeup, lipstick, a tight shirt of hers, a mini skirt and topped it off in a sexy play wig of hers.
Well, I stepped back took a look...and was hooked! I was very much "passing" and indeed aroused by my appearance. It felt amazing and exciting. Too much so. I decided, no, I can not let her see me like this! What the heck are you doing!?
So, I got out of her things, made sure to wash away all evidence and put her things back just as I found them.
That was 19 years ago...still slip into hers on occassions when I can. I look back at times and sort of wish I remained dressed and greated her up stairs in our room to see what would have happened.

[Blake Lively]

Hey,

I got into my mom's bras and panties when I was a teenager(13 or 14) just out of curiosity one day. Found that I liked wearing lingerie. Later as I got older(and had money) I bought more of it.

[Jason+]

When I was 12 I discovered a house that had partly burned down and abandoned. I was rummaging around through the left behinds hoping to find something electronic to raid for parts to tinker with when I came across a pair of pink panties that just sort of stopped me in my tracks. There was just something about them completely displaced the original plan. I didn't find any electronic goodies but that pair of panties went home with me and is where I believe my start was.

[Lacyfem]

I remember it like it was yesterday. My folks had a cocktail party at our home prior to their all going out to dinner. It was about 10 or 12 of their friends. When they left to go to dinner I was left alone and I was 10 at the time. I decided to try some of alcohol which was left out so went into my dads bourbon and at 10 it didn't take long to get me drunk. Don't know why but I stripped my cloths of and went into my mom's hamper and put on her nylon panties and a bra. I remember getting immediately aroused and loving it. I proceeded to go into the yard that evening just in the panty and bra and loving it. I was hooked on lingerie from there on and wore my mom's often when she was gone and various neighbors too. I gradually over the years have realized how I love to be fem when dressed and now love to fully dress from heels to makeup but I do remember that wonderful start in mom's panties and bra.

[Nicole Brown]

Hi Lucy,

Hmmm, was there one event that started my dressing? Does being born count???

[Violetgray]

Once, while on a school field trip, I was bitten by a radioactive transvestite.

Now, I'm still trying to adjust to my new found abilities, while keeping my alter ego a secret from my boss at the paper.

[Tina B.]

That was 6o years ago, I have no idea what must have been going through my head, I was just 6 years old. I just remember trying on a bra and panties, that belonged to my big sister, and have been dressing every since.
Tina B.

[willowgurl]

Like alot of others, one Halloween (age 14) my buddy Jonny and his sister dressed me in her cheerleading outfit, I became a "girl" in many ways that night.

[Susan Dee]

For me it was the theatre.

In England we have a tradition at Christmas/New Year of Pantomimes. It's a bit different (there's a good description at http://en.wikipedia.org/wiki/Pantomime) and the male lead is always played by a GG, as is "his" sidekick. The hero's mother and any Ugly Sisters are played by male actors in outrageous drag.

I guess it must have hit me when I was around 7 or 8, and the typical costumes of the GGs just turned the key. Short tight waisted tunics, flared over the hips, with ruffles at the front and at the cuffs. The longest legs you have ever seen, and the most fantastic high heels. Picture attached so you can get the idea.

What could I do? I was blown away.

[lee in a skirt]

I remember watching wrestling and some of the blokes had a fight in drag and then I decided to try it and loved it

[Wen4cd]

Five years old.

I am in my parents' bedroom, alone. They had a big wooden dresser with a triple-swing mirror on it. They kept it shiny and smooth with furniture polish, and it was fin to sit on.

I discovered that if I sat on the dresser in front of the center mirror, and swung the other two around me , enclosing myself in a triangle of mirrors, I could see to infinity in a lot of different directions. I became obsessed with seeing as far into the mirrors as I could.

One afternoon, after losing myself, or finding myself, in 'mirror infinity' for a good while, I looked in the drawer at the bottom of the dresser. There was a white box under some other stuff, with a lace ribbon tying it shut.

Curiosity suddenly overwhelming me, I opened it, and it was full of pretty,white, lacy clothes, wrapped in white tissue paper. Beautiful handmade stuff, the prettiest clothing I had ever seen. I wondered if I had a secret sister somewhere.

I wanted to wear them, to be in them, and then to look in the mirrors wearing them, for some reason. They were so beautiful. I tried to fit, to cram myself in the things, but they were much too small. I moved on to other things later, because the want didn't leave.

I later found out, ironically, that these 'girl' clothes I had felt so attached to, were mine all along. They had been custom made specifically for me to wear, and they weren't really 'girl clothes' at all, but MY clothes, from a time of life long before gender was imposed. I had worn them before I could remember, as a baby, or a toddler, when they were my Christening dress outfit.

[sandra-leigh]

There must have been a first time that I wore something female, but it was probably when I was too young to know the difference, and I don't believe that it "started" my dressing. I do know that I experimented a bit when I was a teen, but there was a particular reason for those experiments, and they weren't nearly as important to me as some of the other things I explored. I didn't do much continuation of that exploration as I grew older.

It wasn't until one day when I was 43 that it suddenly hit me that I was a cross-dresser -- a thought that cleared up several years worth of inexplicable impulses to "try on" my wife's clothes "to get a better idea of what works together", "to get a better idea of how things look on a body so I'll have a better idea of what to buy for her", and other such rationalizations.

How I got from some ideological teen experiments to where I am now is a great mystery. But it wasn't any one event. Biological affecting the brain is my belief.

[teather]

One of the first interests I had in wearing girls clothes was wanting to try on a leotard when I was 5 or 6 years old. Our neighbours on the opposite side of the road had two daughters, one the same age as me, the other a couple of years older and we used to play together. The elder of the two used to wear her black school gym leotard on hot days. She was at junior school - at our primary school we user to wear vest and pants for gym so I had never seen anything like it. I think that I was intrigued by the way that there were no fastenings and it just held itself on as well as being a distinctly female item.
The event that piqued my interest was when the girl in question, while she was wearing her leotard, sat astride my chest and pinned my hands to the ground on either side of my head and started to tickle my face with her hair - she was my first crush and possibly the start of my crossdressing.

[Karren H]

I'm almost sure I started right after being abducted by aliens.. I just can remember the whole episode... Missing time.. Strange lights... Probes..

Wait.... That's when I had my tonsiles out.. Never mind...

[Toni_Lynn]

Hmmm -- deeply psychological stuff in this one.

First event that primed the pump, as it where, was seeing one of the neighbourhood boys dressed as girl for halloween. He was a right b@st@rd of a kid, and I wanted nothing to do with him. I preferred to hang around and play with my neighbour Diane. Her dad built a playhouse for her. She was a good kid. I wanted to be a good kid like her. So why, said I, did teh local brat get to dress like her!

The key turned in the ignition the summer that my sister was a baton twirler. Three nights a week my parents where taking her to parades and I was left home. I felt ignored. Maybe if I was girl, they'd pay attention to me. That summer I was so looking forward to going to the shore for our vacation. There were cute girls there :), and I always made a summer vacation girlfriend. My hopes were dashed when because we had to be home so my sister could get a perfect attendance trophy for going to all the parades. When home alone, I tried on her clothes, eventually buying my own dresses, panties and bras.

Things shifted into high gear a few years later, after I had been caught and emotionally abused for wanting to be girly and do girls things. My sister was allowed to play on a softball team - and in my mind, playing softball was a boy thing. Hmm, says I, if I want to do boys things too (as I was expected to - but was horrid at), as well as go girls things, I'd have to become a girl. I vowed then and there that nothing would ever stop me from being a girl

So, Doctor, am I nutz?

Huggles

Toni-Lynn

[Tess]

I was 12 or 13 and for no particular reason tried on my mother's panties and bra which I found in the cloths hamper. Back in those innocent days I don't believe I even knew that there was such a thing as cross dressing. I was hooked from the first second.

[Frédérique]

Was there one event that started your dressing?

There’s a thunderstorm bearing down on me, so I’ll try to be as succinct as possible. BTW, this is one of those "Oh, brother" posts...:doh:

To answer your question, YES, there was one event that started it all…

I looked in the mirror one day and saw a male looking back at me. This vision caused some disgust, so, since I am an artist, a creator, and a champion of all things alternative, I decided to paint myself out and start all over again on a blank canvas of my choosing. Suddenly, it all made perfect sense. I realized I could make myself into a work of art, as many others have done throughout history. Why not? This life is a one-act play without dialogue, the playwright is inebriated and the audience is bored to tears, in case you haven’t noticed…:facepalm:

Encouraged by other questioners of societal constraint, gender-queers, and free-thinkers, I tried on an alternative lifestyle by way of clothing, attitude and comportment. The result was a foregone conclusion – It all felt so natural and logical to be in the “wrong” uniform, on the other side of gender expectation, where I belonged. I realized you really can be all you are meant to be – all it takes is courage, sometimes in massive quantities, but this precious substance is easily obtained. Just believe in yourself and take that first step towards gender integration – you’ll be glad you did. Wouldn’t you agree, Lucy? :battingeyelashes:

Well, gotta go – that last lightning bolt almost knocked me into the nearest ditch…:eek:

[AmandaM]

There was the little girl next door. I was four. She was too. She showed me her room and all her pretty clothes, and I was jealous. I wanted the pretty clothes! I wanted to be her!

I don't know why.

[sissystephanie]

70 odd years ago, I was getting clothes out of the laundry basket to put in the washer. There was pair of my sisters panties in there, and I had the urge to try them on. Loved the fit and feel, and I was hooked. Except for a 5 year period when I stopped completely, I have been a CD ever since. Even 4 years in the military did not really stop me! BTW, I was somewhere between 6 and 7 years old when I found those panties!

[Jenniferpl]

When I was eight or nine, I was in the bathroom and my sister had left one of her bras in there. Something made me want to try it on and I have been hooked ever since.

[Joanie_Shakti]

I was around 12 years old and babysitting my brother and sister. My brother is three years younger than I am. I caught him in my parents' room trying on my mom's pantyhose. I had never thought of doing that but I jioned in. The feeling of the pantyhose was arousing and nothing I had ever experienced before. I also tried on some panties. I had tried on my mom's wigs before with her permission out of curiosity and once asked for a dress to go with the wig to see what I'd look like as a girl. She gave me a house dress to try on. Think Mrs. Roper but not as nice. I was disappointed as I wanted to try something more than a dust cover.

But after that night of babysitting, I was hooked on panties and hose. It wasn't until I graduated high school and had a job before I started wearing dresses and heels. The urge to dress came and went throughout the years but it came back stronger than ever about 18 months ago. This was after confessing to a GG I correspond with through email and video chat that I sometimes wore panties. I told her that I was caught with some by my dad as a teen and he asked if I wanted to be a girl. I gave him a strong, "NO!" But I told my friend that deep down inside I think I really did. This opened the floodgates and since that day, I have bought a pretty good selection of new dresses and several pairs of shoes. I joined this site and have been playing with feminization hypnosis MP3 tracks. I think the hypnosis has led me to shaving my legs and underarms, not to mention my mustache, and constantly thinking of myself as a girl.

Another influence is that I used to dress mainly when I smoked pot. The body was more sensitive and girly things feel even better when high. But a year ago, my employers started random urine testing. I had already started dressing more than usual and buying new clothes, but since losing the main thing I liked to do to de-stress after work, I think the dressing has also accelerated to replace it.

One thing interesting is that when I was a pre-teen, I was often told that I would make a good looking girl. And I don't think my brother dresses, but he did steal some panties from me back about 25 years or so ago.

[foxsmeow]

I can't say there was one event. For me I just always wanted to. My Fox one day gave me the okay, and well, its started with Hello Kitty, and Hello Kitty has kinda stuck as my theme. It's like a curse. It was aboot a year ago...ya a year ago, since we bought our house together. And well now I have a closet dedicated to mystuff. LOL. Am I really a bad girl for Hello Kitty.

[marlacd]

Would have to be when I was left alone in the house when I was about 12. I was bored, and I got to wondering about what it would be like to be a girl. I dressed up in panties & bra, and l played with the idea that going all the way, just to see what it would feel like. As I got older, (and more trustworthy to be left by myself) I started to go farther, and do more to get fem. And I loved every minute of it. But, I can't say it was all my own idea, because I got nudged some from an older sister who would dress me up. Little did she know what she started! I doubt that if that hadn't happened that it would have changed things. I'm pretty convinced that I would have dressed up anyway. Seems to be in my blood. I just learned to accept it and enjoy being me.

[Jolene]

When I was eight or nine, I was in the bathroom and my sister had left one of her bras in there. Something made me want to try it on and I have been hooked ever since.

My sister had come home from school to change clothes and go out again. All of her things were laying on her bed ( bra, panties and her school uniform )and being about the same size as her at the age of 12, for some unknown reason to this day, I felt a strong urge to put them on. Had to work up the courage as I slipped her panties on and before long I was wearing everything, feeling so good and natural.
After getting busted and getting The Talk, I did not think of dressing again for many years.
Now I wish I had started sooner. Oh well .....

[Loni]

i would have to say the one thing that started it all for me was...being born.
just liked girls clothing all my life. tried on things early in life, and my mom said as soon as i could walk i liked to go shopping with her. it was great walking around all them dresses and skirts...and the no-mans land back then.:daydreaming:


.

[bredalee25]

Well the earliest time I can remember wanting to put something girlie on was when I was around 5 or 6 years old. My female cousin was wearing the prettiest halter top and I so wanted to put it on. I told her i wanted to try it on and she took it off and handed it to me well on it went and it felt great til our mothers walked in and saw us. You know the drill we were scolded and told little girls don't take there tops off in front of boys and boys don't wear girls clothes.

Well a few years later when I was left home alone I started dressing in moms clothes. Then the same female cousin started staying at our house while her mom worked in the summer we'd go swimmimg at the local pool. She had left her swimsuit at our house and i'd be wearing every chance i got.

I suppose she(my female cousin) had alot to do with my taking it to the next level. I had to spend some time at her house one day and we went to her room to play so she said I could wear anything of hers I wanted to as long as it wasn't what she was wearing at that very moment. With an offer like that I couldn't pass it up.

We'd play dress up all the time we'd be to girls together having fun til our moms said it wasn't proper for a boy and a girl to go to one anothers rooms alone together. We improvised she'd sneak her clothes over to my house for me to wear when ever I could. They were the good old days I miss her she lives in georgia now I haven't seen her since 1983.

Now my wife lets me play dressup all the time the only rule is no going outside dressed. Oh panties are ok under my guy pants.

[suchacutie]

I dressed for my wife, heels, stockings, and such and she responded, "We have to buy you a dress!"

A life-changing moment!

tina

[Charlena]

I was five years old, in my parents bedroom rummaging through the cedar chest and found my older sisters pink leotard and tu-tu and put it on for the first of many times. Mom finally caught me and i don't know to this day if she was angry because I was wearing girls clothes or the fact that my sister had died of rehmatic fever at age seven and I was... well you can figure out the rest. I love my Mom, one of the most feminine people I have ever known, may she rest in peace.