At What Age Did You Start To Crossdress? / What age did you start cross dressing? Why

I have responded in the past to several similar threads. The earliest I found was from September 7, 2006, started by "Tiana" and entitled "How old were you when the urge began?". My reply then was as follows:

Late developer!
Clearly I'm in the minority having, as far as I remember, not tried on any female clothes until I was 13 (late 1950s). I had no sisters and, like most of my male contemporaries in the area wher I lived, went to an all-male secondary school. My only "contact" with girls was when travelling to and from school. My interest in the opposite sex was great - because I had had so little close experience with girls. I noticed that the girls started wearing stockings when they reached about 12 or 13 and I was fascinated to know what it felt like.

My grandmother, who lived with us, died in 1957 and that meant I was alone in the house when I returned from school. I decided to find a pair of my mother's stockings and try them on. Of course, they wouldn't stay up. I tried elastic bands to keep them up but that was unsatisfactory. I knew about girdles and corsets but didn't know whether that's what the girls I watched used to hold up their nylons. I found an old (pink-coloured Gossard) girdle at the bottom of a drawer (probably no longer worn by my mother) and tried that. It was too loose and I had to put a leather trouser belt on to secure the girdle round my waist.....but then, for the first time, I could get some idea what girls felt like wearing stockings. I also found a grey, pleated skirt in my mother's wardrobe and put that on as well. It was quite long, well below my knees, but was the nearest I could get to the school outfits that I saw the girls around me wearing. From that time, opn two afternoons a week when school finished early and I had the house to myself, I would dress up - though with a very limited "wardrobe"!

It would be nice to have this thread as a sticky. I guess only the moderators can do it. I turn the idea to them.

Thanks for all the great responses. It has helped me to learn a little more about those on this site as well. Reading some of the posts has brought back memories I hadn't thought of in decades. I remember trying on the garter belt my mother had in her drawer and a pair of stockings and could not get it to work at first. It was so difficult for me to get to hold those nylons up that I abandoned the effort until she started wearing pantyhose. Interesting that I forgot that. I wonder what else.....?
A:doll:

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Originally Posted by Randi

:2c: [SIZE="3"]This has turned up on the forum a lot, so I'd like to see it made into a sticky, if possible. I think a lot of us are curious on this issue, as are our spouses.

[/SIZE] :D

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Sisters Panties around ten years old then into anything female I could get my hands on from then on:D

Jennifer

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I was 11 when the urge first hit me, I've enjoyed it more and more as I get older

Ashleigh, search "started dressing" for a wealth of previous postings. Seems many started (like myself) age 4 or 5, lots about 10 to 12, some later in life. Guess we're the lucky ones! Enjoy!

Thanks! I will.

A:doll:

my earliest memory was going into my sister room at age 5 and trying on one of her skirts.... :hugs:

I was around 12 and started wearing my sister's stuff. Still do

My earliest memories are at about 8 or 9, but I remember having 2 dolls as toys earlier than that.
Ok, who remembers Tiny Tears and Betsy Wetsy?.... hope it's just not me...lol.

My first wig at about 15, makeup at 17, complete outfit at 18. Wish I had started sooner....hehehe.

My earlest memory is trying on my sisters panties when I was about 5 ... in front of my mother!! Needless to say that didn't go over well. Dressed in my older and younger sister's clothes while in middle and high school. When I got out on my own, my warobe grew greatly!! Then I got married and it all went away but not forgotten. Now, again back on my own I try and dress completely every 6 weeks or so. Just today spent morning and early afternoon in a mall dress shopping. What fun!!!

I tried to dress once in awhile when I was maybe 7 or 8 in my Mom's fur hat with a scarf and fragments of discarded hosiery.I wasn't able to get away with it for longer than like half a minute at a time because at our house everybody was total busybodies,"Oh come on,let me come in","Whatcha doin'?",etc.When I was 12 I snuck into my older girl cousin's bedroom and I finally had a chance to enjoy myself which I did for what seemed like 45 minutes to an hour.She was a sophomore at a local college and she had all the best stuff.there were even a few "flip with a sidebang" cheap wigs in amongst her things so I was able to do a "full masquerade' all by myself for awhile in front of a nice vanity mirror.I tried to do makeup but I was beginning to make a mess so I left it alone rather than get myself caught. she had a big wardrobe and I took my time trying on different items.She even had boas!I was on cloud nine!I went in there from time to time and helped myself once in awhile when I could get away with it.Maybe 9 or 10 times altogether.I was 11 or 12.After that,I tried to forget about crossdressing for 6 or 7 years.I found out I couldn't forget it and it's nice to have a life that isn't average.

I must have been about 12 or 13 when I first started borrowing my mother's satin lingerie, kid leather gloves, and shoes. Even after I was married I talked my wife into sharing my special interest in satin lingerie and gloves by letting me wear them in the evening.

Later after I divorced I met this foxy GF. She knew about my weakness for kid leather gloves and one night asked me to tell her my fantasy. I told her that I wanted to look like a sexy woman. She helped me shop for clothes , helped me to dress, and applied my make up. I was so thrilled with the transformation that I never turned back and could not wait to get into women's clothes as often as I could. Oh did I forget to tell you; I was 35 years old at the time

Rita S

At age 6 or 7 I new something was different. by age 11 i was dressing regularly.

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Originally Posted by Natalie_24

started dressing when i was about 8.

Haven't stopped since then!:love:

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Same here, forcing me to stop only made the desire greater.

I first wanted to be a girl when I was in kindergarten.
I wore a bra and panties for the first time in my twenties.
I got my first dress in my thirties.
I went out dressed the first time in my forties.
Now in my fifties I'm getting out more, wonder what my 60's will be like.

Interesting thread, Thanks! My earliest memories of crossdressing are old photos of me being 'dolled up' by my mom's youngest sister and one of my older female cousins ( both teenagers at the time). Seems they loved to give me Toni Home Perms. I had long blond hair, and they made the most of it.
Then I turned 6, and went off to school, and that was the end of that. I was an only child, and my mom often helped with the farm work, so the house would often be empty for me after school. At about 12 years of age, I think I started trying on some of my mom's stuff. By 14, I was fascinated by girls, and, having no girlfriend, created an alter ego. My mom had a favourite 36C strapless bra that I wore more than she did. By grade 11 or 12, I had outgrown my mom's bras, etc, and didn't bother to dress.
I married when I was 21, and tried some of my wife's lingerie on from time to time, but it didn't fit and she was not enthusiastica about it, so it was intermittant.
I rediscovered dressing three years ago on a trip out of town. It was like being washed over by a sensual tsunami. When I went into the change room to try on the thigh-high boots, I was shaking so hard I could hardly take off my pants or put on the boots. Been dressing at various levels ever since. 50+ years old.

Yes, I've answered this question before, too -- in fact, several times, including rather recently.

BUT, I think it is an important question that covers a serious aspect regarding (and thus significant to better understanding of) crossdressing -- so, I personally don't mind it being asked and answered as many times as necessary. That said, I have been CDing since "my very earliest of memories." I think it probably started at age 4 -- and the urge to CD has always been extremely great -- in fact, all-consuming!!!

I remember being very hor__ as a little kid. I didn't know what it was called (i use to call it tickle di__), but I would mast__ by applying pressure. Although I didn't dress, I remember thinking about wearing womens panties while I did it, and I must not have been over 5 or 6 years old. My sisters and cousin dressed me up as a little baby girl when I was 3 or 4, and they still tease me about it ocassionally today when talking about old times (which I hate). I remember growing up that I would always sneak Penthouse magazines and mosthly loved the parts with two women the most. My first serious dressing came when I was living on my own around age 20. I would get a hold of bras, panties and play with myself. Later, when married, I would use my wifes clothes (size 7 in those days) when she was gone. One time I put on her makeup and a green dress. I looked so hot in the mirror I wanted to do me, and I started having fantasies about going out with guys.

Laura

I can remember it being at around 9-10 yo. trying on my aunts pantyhose in her cellar where the washer and dryer were. She had dozens of pairs there. It was so exciting to be surrounded by such lingere, it was so intoxicating!:p

For me it began by trying on my mom's bras and panties around age 11 or 12. I eventually added her pantyhose and girdles. I began to buy my own things when I was 14 by using the JC Penny catalogue through the mail. It wasn't until I was in college that I got enough courage to buy in person. I continue to dress and buy things and I'm almost 50!

Ever since about 3 maybe 4 something just did not feel right. latter on as i got older and learned more i realized what i had been feeling all my life. That i was a women traped i a mans body. I was about 8 maybe 9. So i started to wear some of my two sisters clothes and pajamas. although i did much in the closet and tride my best to hide it. did not all ways work. got found out many time but that did not stop me. still do it now at the age of 24 just a little more openly though. just wish i could get my mom and some of my other family to under stand more and allow me to be the girl i need to be. Becouse who knows it could be fun for them we could all go shopping.

I had the same guesttion a few weeks ago but for me it started around 12,but i didn't start doing it full fem until my so found my clothes and ask who's clothes were they,i told her they were mine,that was 8 years ago ,now she knows and i don't hide anymore.

I was probably ten when I first felt the impulse to crossdress.
It just felt so right.I was drawn to the clothes.And it got
worse as I Got older.Now I could never give it up,

about 4 watching girls in old fashioned blue knickers in gym and wishing I could be like them, then swapping clothes with my cousins about 6 or 7, and later age 11 living inn my granny's house, finding and hiding some blue knickers.... then a student... pantyhose! (and what am I doing here now in a dress?)

I have early recollections of trying on a girls petticoat when I was 3 or 4 years old.
A little later I remember wearing a girls swimming costume, while at the beach with a neighbour's family. i did not have my own swimmers so they dressed me in one of their daughter's.
I started dressing on my own around 12 years old; trying on my mother all-in-one girdle and stockings. I was hooked! 40 years later I still love girdles; and long-line bras.