I was 13 when I started.
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I was 13 when I started.
I remember when I was about 4 years old being very jealous of my sisters red petticoat. I was a little bratty, and cried until they let me wear it. I wore it often. It wasn't long after that when I started wearing mom's and sister's panties and bras, girdles and hose.
I had my first transgender fantasy when I was 5. My best friend was the 6 year old girl next door. She came to me and said, "I'll show you mine if you show me yours." I jumped at the chance. After that, I wanted a vagina! They're so much prettier! This led to the fantasy which I vividly remember: my penis inside my friend's vagina, remaining that way overnight. The next morning she had my penis and I had her vagina. Such a wonderful fantasy! Imagine my surprise a few years later when I learned how men and women had sex (although as most of you are aware, the man unfortunately keeps his penis).
I was 12 or 13 when I tried on my older sister's high heels. That feeling of sliding my foot into that pump for the first time has never left me. I then tried on hose, panties, bras, skirts, and tops. I never knew clothes could make you feel so wonderful! I still enjoy all those same feelings today.
There is a pic of me when I was about 3 or 4 wearing my mom's one piece bathing suit. And I do remember dreaming about wearing makeup around grade 1.
Hugs
..but it was always part of sexual play with my wife and partner. I never even considered for one moment that it was anything else than harmless fun.
Ten months ago, I witnessed the birth..or rebirth of the woman within me. I live part time as a woman now. My appearance, thoughts, moods and emotions are in flux.
My life has changed. It's a bit overwhelming at times and I find it difficult to cope at times, but I'm waking up every day, ready to face and adapt to these changes as best I can.
Ummmmm, The day I was born, but I had no control over that, after all, I was just a tiny baby..little did they know I was really a girl hiding in a boys body..:D
I started when I was about 6. I remember my mom's little orange sundress that I just could not resist from wearing. As soon as I put it on, there was no limit to my feminine sensuality. I just felt like a girl and a pair of cute shoes always completed me.
I didn't haave any boys my age in the neighborhood, so I played with my sister & her friends. We played all girl games including dress up, so I was addicted at an early age to dressing like a girl. I still love it.
hmm about the age of 14 when i first tried on a pair of my mom's underwear and bra :)
Age 13. I first tried on my sisters pink dress then started trying on some of mom's makeup.
I feel so different than most of th replies on this thread, I guess. I had no inkling until I was in my late 30s. Well, I should rephrase that. I was not paying attention to the clues.
I was always willing to go in drag to the halloween party, or to do Rocky Horror. But, those were just gags (though I did really enjoy them). I was able to compartmentalize it and dismiss it. My wife and I roleplayed with a maid's outfit once back in our very young days. But again, just kink.
Then panties became a part of BDSM play and it started to open things up. One day my wife tells me that I'm not just into kink, that I'm a crossdresser. And she was right!
Tia
I vaguely remember putting on a pair of pantyhose that was my sister's when I was like 8 or 9.
I only recently remembered this, it's amazing what finally "talking" about this aspect of my life has brought up from the depths of my memories. It's kind of fascinating to learn about yourself like this! :p
My sister dressed me before kindergarten and I remember my mom putting lipstick on me until I was 8. I was always in the wrong body. Love to look at pantie's blowing with the wind on clothes lines too since I was just a kid. Hamper diving for bras and pantie's too since I was 9 or 10. Newspaper route I wold put on a pair of my mom's or sister's dirty pantie's after school to do my paper route. Couldn't put on clean ones, I was afraid I would get them wet. Funny I love the smell of soiled pantie's it's the female pheromones as we know it today is what made that obsessive.
Put my first dress, make up, nylon stockings and garter belt (pantyhose wasn't even thought of, no such thing back then) on with heels, perfume, earrings and a pearl necklace at age 13, and I felt so wonderful, same as today over half a century later, but I knew then the truth, I discovered myself and I wanted and should have been a girl, inside I knew it.
:daydreaming:ithink i was about 5 or 6 i found my aunts pantys and tried them on they made me feel so good then i tried a bra and slip it was great that was about all till about 19 when i came home on leave i dressed in my moms things after that i started getting my own makeup and all i am 61 and still love it espcially my miss muffet outfit and mary jane shoes it feels good being able to talk to others i'am still in the closet i can't wait to be able to talk one on one
I was 16 when I first started dressing and it opened a whole new chapter in my life.
I started at age 5
Early teens then more when I left home to go to college had my own digs and no one to catch me dressed
While I wouldn't acknowledge it for years, I actually started when I was 12 -13 by trying on things from my mother's closet and her lingerie drawers - even shoes sometimes. (Couldn't do heels then either :D )
I was 6 or 7, when lo & behold b4 a bath my sister's full slip was drying next to the bathtub. Tried it on & I was hooked!
Of course, when I was 3 or 4 I remember being put to bed & pulling my blanket around me & pretending I was a bride. Yeow!
First time, probably around 13. I wore a few of my mothers dresses in secret. It grew from there, though I didn't get to experience more freedom until I was 21. The future is wide open :p
About 9 years old.
My mom decided to store all the family's swimming gear in a closet in my room.
Hi Helen,
I was 4 or 5 when I first tried on my mom's dress.
[SIZE="4"]I was 5 years old. My mom made me wear a pair of her panties to kindergarten under my boy clothes because she didn't have any of my under pants laundered. I remember putting up some kind of squawk about it, but I did what I was told. After that I put her panties on again and again whenever I could, and I found out that I felt right and comfortable in them. During the next 2-3 years I tried on lots of my mom's clothes, I felt like I belonged in them and that they were mine. I was dressing up fully before I was 10, and had figured out that I was really a girl even though everyone thought I was a boy.[/SIZE]
I was about 10, playing truth or dare with a bunch of people. Picked dare and that was all she wrote
When I was a baby Mom used to dress me up in my sisters dresses. She told me it was I was because I was a happy child and my sister wasn't and she missed having a happy girl. My sister took the cue from mom I guess and manufactured a girl to play with because there were no other girls in the neighborhood. I was just as comfortable being a girl as I was being a boy when I became aware that the other boys in the neighborhood didn't wear dresses and got teased because I did. It wasn't until I was eight the other boys were glad I liked dressing as a girl because for the cub scout skits we put on at the Cub Pack meeting they did have to play the girl parts. I was the designated "girl" for our den. I've always been a crossdresser!