When I was really little, don't remember exact year or age, I wore pantyhose at certain times at home. My parents didn't really think much of it. For a while I didn't do anything but as I got older I started wearing things that were my moms when she was not around.
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Great. Look forward to it.Originally Posted by Nikki50/50
I first started about 17yrs.old never became realy serious until 14yrs ago and now realise what I should have been doing
CD for ever, now I am makeing up for those lost years, live alone so no holding back............
I started very young around the age of 4 or 5. Was not a very pleasant memory I had been caught by my mother and her telling my father and me catching the beating of my life.
I was around 5 years old. Visiting my Aunt/Uncle. Was in a bedroom, with my sister (2 years older than me) and two cousins (both girls, 3 and 4 years older than me). They dressed me up - skirt, blouse, clip-on earrings, and lipstick. Then they grabbed my hand, walked me out of the bedroom and into the living room where my mum, dad, aunt, and uncle were. My Dad went mad, I ran out of the room, back into the bedroom and took off all the clothes. My sister and cousins laughing their backsides off.
I first started when i was about 15 when i started and tried wearing my mums panties - was amazing haha
I think I was about 11 or 12. Tried on my mother's shoes and they fit. Well, high heels and boys jeans didn't cut it, so one thing led to another...
I was about 12, put on one of my moms satin body suits, felt pretty sexy. It was green and white and fit pretty good. I tried things on occasionally but didnt start dressing til just over a year ago when something clicked and I went all in.
I started before starting 1st grade. By 3rd grade would also wear makeup. By 4th grade I was already getting pretty good with makeup and getting dressed in a hurry, lots of very close calls !!
I was 6 and just started first grade back then I was just fooling around in moms room while she was dressing for her and dad's evening out she was always a very stylish dresser and had a lot of very nice things. Well after they left and the baby sitter was there I thought I would go see what she had left in her bedroom mom I mean. I went in there while the sitter was busy on the phone and found mom had left her lingerie drawer open a bit and saw a pair of sheer nylon panties pink still my favorite color on top of what was in there took them into the bathroom and put them on wow talk about being hooked. I was to go to bed at 8 so I made a beeline for the bathroom and took of my cloths except for the panties and put on my jamies. I jumped into bed and the sitter came in and turned out the light slept with them on was my start,,,,, db
I remember putting on my sister's frilly dress, probably age 5 and was caught that very first time.
I was a sickly kid. I missed a lot of school days, and got bored. I started with my sisters' clothes I found in the laundry room, and managed to dress up a lot when my mom wasn't home. I dressed up a lot in my room, but couldn't really have a stash there as I shared it with my brother. I used to wake up in the middle of the night and steal down to the laundry room and dress. My younger sister caught me once, and I kinda stopped for a couple years. I went through a few purges. Many years later, I live alone, so it's easier.
My mother and older sister dressed me up in my sister's clothes starting at age 5. They made me go to a neighbor's birthday party for her daughter. I had to wear a little girl's sundress and sandals. My hair wasn't long enough to style yet, so they made me wear a cute little hat too. Even though all of the parents and kids at the party knew I was a boy, I really enjoyed pretending to be a girl. After that, I became known as the neighborhood sissy. I was constantly teased by the boys for being so effeminate and ended up playing with my sister and her friends most of the time.
That was just the start. Since I was small for my age, my mother made me wear my sister's hand-me-downs that were appropriate for a much younger girl than my age. Afterwards my mother insisted that I grow my hair long. She would take me and my sister with her to the beauty parlor to have it trimmed and styled. For my seventh birthday, she curled my hair and had my ears pierced.
I've been dressing as a female ever since. I live and work full-time as a woman now in an office with other women.
Very distinctly remember - 5 years old, mom was in the hospital very sick and I was looking for comfort. Put on her pajama's and housecoat
One thing really does lead to the other. I just wanted more.
I think my first article of clothing I ever wore was a jean skirt when I was like 11 or 12. Maybe 10. I can remember the moment to this day. I do remember enjoying it. :-)
I first crossdressed about eight months ago. I had fantasized about for maybe six months before. It was delicious and I will not stop.
Last edited by Kelly Smith; 03-11-2013 at 11:09 PM.
Nor should you, Kelly
Disclaimer- This is probably 85%-90% accurate...my memory may be a bit fuzzy here and there, but here goes anyway:
I think I may have "cross-dressed for the first time" (if you want to call it that) around the same time as most everyone else...around 13-14 (sometime around then, anyway), finding a box of fake nails in my mom's closet and trying them on (they were the stick on tab type, not glue-on...I hate those useless not-so-sticky tabs to this day). I already had a "fetish" for long nails (I didn't understand at the time- that started around 9-10, but I "got it" eventually), and I "took pleasure in" wearing those nails (and others I eventually acquired), and painting my toes here and there throughout high school and college, until I got married (at 18)...I never dressed further than the long nails (and painted toes), and semi-suppressed it (read: didn't wear them as often) until only fairly recently...I started keeping my my toes painted 24/7 about 2 years ago...which slowly built up to also wearing pantyhose (with the long nails- only for "fun time"
If I were to go back in time...even mayhap a year ago, and tell myself that I would be dressing completely en femme and going to all these fabulous places with all sorts of wonderful new friends, I would have laughed in my face, called me crazy, and went back to my game. Who's crazy now, hon
I keep telling people I'm still new to all this...still exploring, understanding, etc., but it seems nobody believes me...
Last edited by Jay135; 03-11-2013 at 11:46 PM.
My first memory I was about 5 was trying on my moms long leg panty girdle that was hanging in the bathroom. I had seeas n it many times and was always touching out when I could finally put it on in the house was just me and mom and my 2 sisters I did not know I could stand to per until I went to school and saw the other boys do that.
As I got older I dressed more and more. Finding my moms copy of the sensual woman I read that as much as I could. When I went off to college I lived I. The dorm for the first year a.d then saw an add for a room for rent so called the last was tryin.g to make ends meet and was close to school so I decided to rent the room after ni ING in I put some of my extra things in the attic there I found a trunk filled with bras girdles stockings slips almost anything you could dream of.
One day she walked in on me Freddie.g in the items from the trunk. And said I knew you were a bit different she ended up helping me dress fullly doing my make up and getting a wig for me. Ikmi felt so pretty and femine and that was the beging of my journey.
Early Memories...
I was probably around seven years old when I had my first thoughts/feelings about cross-dressing. I can remember laying on my mom's bed and thumbing through her department store catalogs (JC Pennys, Sears, ect.) and being amazed at all the different styles and types of women's undergarments and clothing. Soon after I tried on a pair of mom's panties which were hanging on the towel rack in the bathroom, which seemed so right to me. I can't even begin to remember how many times I did that...as often as possible I suppose.
The thrill has never, ever left me!
Lisa
Well I was 5 my brother and I were playing some game, and for some reason I had to be the girl. So I was. Then my brother goes away and came back from my mothers room with a bra and said something to the effect that since I was the girl I should were a bra. I thought nothing of if. Put it on. Put some of my sister doll pillows in the cups and like that I had boobs. That is all it took. Once I looked down at my chest and saw boobs, I thought this is great! I've been a CD ever since! Of course I found many ways to get 'tricked' into doing it again!
Last edited by Joanne108; 05-02-2014 at 01:10 PM.
I don't remember exactly, but I remember being young, a little kid, trying on my mother in law's garments which she stored in my bedroom closet because me, being a kid, didn't need any closet space apparently. She didn't have anything I was in love with, but it was a long time ago.
Around age 5-6 I remember playing in my bedroom wearing a "dress" I had fashioned out of a beach towel. Does that count? At 7-8 I was trying on hosiery--some with exotic back-seams--that my mom left to dry on the shower curtain rod. At 8-9 I was wearing her girdle with the stockings. And, at 10-11 I found a one-piece skirted bathing suit in her bottom bureau drawer (like the one pictured below). I loved the way that strange elasticized bodice hugged me and the way the skirt flared off my hips. Had fun with that for several weeks until one day I looked for it and it was mysteriously missing. I was totally stealth, I thought, but maybe my mom suspected something. Nothing was ever said though.
Last edited by Taylor186; 03-12-2013 at 02:29 PM.
For me it was when I was around 8, when my Dad was working away and my sister was out, my mum sometimes let me dress me in my sisters school skirt after my bath and things just took off from there. I think she probably regrets introducing me to crossdressing now and she caught me numerous times while I was growing up but by then I had been well and truly bitten :D
It's never been mentioned since but knowing Mothers intuition I'm guessing she has known all along that I was still doing it in private.
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