how old were you?

When I was about 4 or 5, out of nowhere I said to my mother "When I was a lady..." She must have interrupted me to ask what the heck I was talking about, so I don't remember saying anything after that. I don't "believe in" reincarnation, but I have no other explanation of why I said that. Anyway, I must have unconsciously known from that time that I was different from other boys. I plan to write more about this in a new thread, but for now I can say that looking back on all the 60+ years since that incident, I can identify many situations where my curiosity and fascination with femininity were quite obvious. However, I don't think I actually realized that THIS IS WHO I AM until very recently. This realization has been a great relief to me (as has been my discovery of this forum and the incredible love and support I've received), but I'm now facing the uncertainty of how far I will go in this newly recognized identity. Stay tuned.....

I was 12 and it was a pair of yellow panties!

With me it started at a very young age, maybe around the age of 3. I was an only child and my mother had always wanted a girl. My dad worked a lot of nights so whenever my
mother had the chance she would dress me up in girls clothing. As I entered school, when I would get home she would have clothes all picked out for me laying on my bed in the bedroom and I would have to get dressed as she pleased. When I was in middle school is when she taught me about wearing a training bra, silky panties and little girl tights. When I entered High school she would then do makeup on me when I got home and keep me dressed until after dinner. Things slowed down a little as I went further into high school

As I got older and went off on my own, I did meet an understanding woman and raised a family. The dressing continued but only in the home. After a 40yr marriage my wife passed away several years ago. Thats when I decided to go full time, the start of a journey I never thought I would do. There is no turning back now, I am living the life that I am happy with and this is how I will die, being the person I was meant to be. I have no regrets whatsoever

I was in my early teens when I found I liked women's clothing. It wasn't until I was in my mid 40's that I really accepted that this was part of me. Now in my 60's I am full aware that this is who I am. And honestly I don't care who finds out or knows. This is me

I guess I was 12 or 13 when I started playing with my moms stuff. I was io my late 20's when I really wanted to do it more an feel satisfied. Got married while in the Navy, and spent 20 yrs there. Divorced about half way thru that and now that I am almost retired from my second career, I find myself crossdressing to please myself.

So about age 39 when I started getting back into it with more intention and now I am 61 and feel comfortable doing my makeup and going out in public with out people making comments to the negative. Actually those that know me have been very supportive and complimentary.

I was around 10 when I first started, although I can remember my mom letting me try on her stockings when I was 5 or so. As with some of you I tried to fight the urge at certain times up and into into my 20’s. It was probably not till my 40’s that I became truly happy with the fact that this is who I am. I think not having to hide this part of me with my wife has helped…certainly more so in the last 3 or 4 years. I own it more than I ever have.

No later than 2nd or third grade. There was a story in one of my class books about a boy whose mother used him as a dummy to finish his sister's dress, in front of a window of course where his bully snapped a photo of him.
I knew it was a story, fiction, but also found myself unhappy that my sister was younger than me and this would never happen.... Kept that quiet though. Drunk, macho father figure around at the time. Funny enough, it was he who first put me in a dress as punish.

Although I started dressing when I was 12 or 13, it took years to slough off the unnecessary awkwardness and embarrassment I felt about being "weird" and "different." I'd say I was about 28 when I finally accepted myself, and incidentally realized that I do have a genuinely "feminine side" which I then felt free to explore more fully.

I was 6 years old.

There was this place that us kids went to after school, a place to be untill our parents got off work, kinda like a kindergarten, but for school children.
Anyway, there was a chest with dress up clothes, and in that chest was a blue floral print dress... I was drawn to that dress and one day I took the dress and snug in to a vacant room and put it on.
But somebody saw it, so thats allso when I learned that I should very much keep this to myself. Because I was ridiculed to no end for it... But it still felt so right.

It took me many years so shread just a tiny bit of the shame and guild and at 41 Im still not totally free from it.

I was in my very early teens when I started and it took me until I was in my 40's until I accepted that it wasn't weird. Now it just feels natural.

I was ten when I figured out I was different.
I was in my mid 50s when I realized that my situation/society had changed sufficiently that I could wear obviously feminine clothing to work.

I was very young when I started dressing.
Probably around 7 or 8
It was t until 20 years ago, that I really accepted who I was and how I prefer to dress

I was a pre-teen when I first experimented with my mothers lingerie. I have underdressed (mostly panties) for many years but just last week decided that being retired now I don't need to accommodate my dress to anyone's standards.

At 46, I finally came to the conclusion that this is a part of who I am, and acceptance is still ongoing.

I had instances in my adolences but didnt fully realize that this is me until well into my 40s

Late teens when I started to experiment.

The last year or so I went with the flow. I'm early 50s.

Sue

Age 13,went into mom's closet and tried on her clothes

I can not remember when I started on this road, but it was well before I turned 10 years old. I spent many stolen moments perusing my mothers wardrobe and lingerie drawer until I married. It has been a living hell wanting to look and feel feminine and own and wear women's clothes all of my life; even now, as I have accepted that I am as I am, and that I do not want to, nor could never change. Now I dress when I can and enjoy being me for the small allotted times I can garner in my life. I am now 66yo and it is only the last few years that I have felt comfortable in my skin.

12 when home alone, I bravely put on my mother's red lipstick to "see what it felt like" and to "see what I looked like". And after continually doing that, occasionally, for about a year, ONE DAY dressed myself from the skin out in my mother's clothes, from panties to bra, gridle, hose, slip and a dress------Giving myself the same reasons. was a big "turn on". A sort of "High" from doing "what was forbidden" and getting away with it. And that I was a "Bookish" kid, I looked it up and found out I wasn't "gay" for doing it---which made it even all the MORE fun. (I was very careful and kept it well hid though.)

I was about 11 or 12 started with what I could find to put on Didn't get to dress when I was going with my wife. Then i started dressing her e and there. About 16 years ago I came out too my wife And now have 2 closet of dresses skirt bloses Shoes. I retired 5 years ago and dress 100% girl At least 11 hours a day:hugs:Angie

I don?t remember the exact age but it was definitely around 10yo. Funny enough I don?t recall why I did it but just remember putting on my mothers clothes - panties and bra - but when I slid on her stockings that?s when I knew. Something clicked in me and I dressed any chance I got when I was alone. Kept it a deep secret and dressed all the way until college then quit cold turkey when I was almost caught. Now as a much older person, I?ve decided to start dressing again and it feels as magical as it did when I was a preteen.

I was about 37-38 years old. One evening, I was just messing around on the early internet by watching porn while my wife and kids were gone. I came upon a crossdresser site, which really was pretty mild stuff, just showing people in boy-dress, then girl-dress, and then in nude/semi-nude cheesecake poses. I was fascinated and aroused, and started to dig into what was available online. I was totally hooked soon, realized rather easily that I was trans myself, and began buying makeup, wigs, dresses, shoes, and accessories.

I am the youngest of 4 brothers and there's a 7 year gap between me and the next eldest. I think my mum would have loved a girl and I was bought dolls to play with and had my nails painted and and lip stick applied by her when I was 4 or 5 years old. I've always wondered if her desire for a daughter had an influence on me. I didn't start experimenting with her clothes until I was about 12 or 13, initially with her lingerie but later wearing her skirts and dresses.

I have crossdressed my whole life. My mom used to drape her red slip across me when I would snuggle in bed with her when I was very little. Later (I think when I was 7) I found her red sheer nylon babydoll in her underwear drawer. After trying it on, I was hooked forever.

To this day as a matter of fact.

I was about 10 or 11 when I tried on my mothers tights. This was in the mid 60's when tights were what would be called leggings today. I was immediately hooked. I began dressing fully in my late 40's and early 50's and now identify as transgender. But leggings remain my favorite article of clothing. I basically wear them 24/7.