When did you first crossdress?

Vixenvicki... I'm sorry, I should have been a little clearer with my statement... I meant Elance bikini's for men.

They served their purpose for a number of years, but I don't wear them anymore... Only the real thing for me nowadays.

I started cross dressing when I was about 10 years old, I used to do laundry after school while my mom and dad was at work and I started to get curious about my moms underwear. When I started getting even more curious I decided to dig into my moms closet and found her lingerie and starting prancing around the house in it while no one was home. Once I started working and making my own money I began shopping at Ross or Marshall's for lingerie, panties, bras and started getting more serious and grew my collection. Now that I'm in my mid twenties I have had a lot of fun dressing especially now that I know how to do my makeup very well.

I remember that I used to dress up in the girl's costumes in kindergarten and play with them as if I was a girl. I was always a fairly girly boy and all my friends were girls. I was more likely to play with Barbies or princesses than superheroes or trucks.

It wasn't until I was about 12 though that I started dressing regularly. My mom had clothes that she stored in my bedroom which was formerly the spare room. I happened upon a bin of her old clothes as well as some cute heels I fit into back then. i put on the heels, an old dress and conveniently a wig from Halloween and felt soooooo pretty. After that experience I was hooked.

Spring. I was 13 or thereabouts -- Only reason I know is that I didn't notice what my 7th and 8th grade teachers were wearing, but I still remember the heels my freshman Algebra teacher wore. Anyway, I was home alone, supposidly doing homework while actually reading a paperback, when one of the characters mentioned high heels. Suddenly whelmed, I got a pair of my sister's heels and tried them on. I've been borrowing/finding/buying girl things ever since.

My first time was when I was about 10 or 11, possibly earlier because I'm sure it was before I started high school (UK not American). I was in the bathroom and looked over to the laundry basket and had an overwhelming urge to try on my sisters clothes. Since then I doubt there been a day where I've not thought about dressing in some form.
Katie x

Age 5, a dress behind the garage with the 2 neighbor girls. I still remember it 48 years later!

I was probably 11 or 12 when I would sneak my sisters underthings. When I was 13 I went out for Halloween en Femme. I really liked it but really didn't do any more until I was in my 20's. It was in my mid 40's when I discovered a local crossdressers community. After going to my first meeting I went full throttle getting a wig, buying clothes and attending more meetings which were held in the party room of a local gay bar. The first time I went out on my own was after a makeup session with a pro. I went to the Mall Of America in broad daylight. There were a few shops there that catered to the CD community and I was treated very graciously. Today I'm older (20 years) and I don't venture out. IN fact I haven't done much other than wearing panties and occasionally nylons. Yesterday I had an urge to do more but when I opened the suitcase with my stuff I found it filled with mold. (We'd had a flood last year after a power outage, I thought I'd taken care of everything but apparently not) So I think I can salvage the wig as being synthetic it wasn't destroyed, just smells musty.

I would have to ask my mother lol. I have tried to dress since can remember. Ended up in counseling for it, and they even made it a rule of my juvenile probation (unruly child for dressing against my parent's wishes). I later had the rule removed as it violated my civil rights, but It was a very bad time. It wasn't until 2 of my brothers came out as gay that i was able to even speak to my mother about it without being judged.

2 gay brothers AND a crossdresser?

she must have felt like something was in the water!

She had my two older brothers, then me, then 9 years later she decided she wanted a girls and tried again. She had a boy, but thats because she ALREADY had a girl, she just didn't know it :)

I was house sitting for some neighbors while they where on vacation and their girls were my age, and I tried on one of there swimsuits plus a few other pieces of clothing. That was about 10-11 years old, I already knew something was different about the way I was. It just helped me confirm that, "yeah I'm not like most boys".

Joan

For me it was probably around 6-7 years old and it snowed outside. My mother was worried about me getting cold, and made me wear my older sisters pink dance tights under my outer clothes to keep warm. I remember being embarrassed then, but it must have been the trigger that started on my path for a love of frilly things.

The first time I remember actually wearing girls clothes I was 15 and put on my sister's bikini for a minute or so. The first time I fully dressed was when I went to see Rocky Horror on Halloween with my GF and other friends. I had wanted to dress in girl's clothes several times before, but couldn't because it wasn't right.

I don't know when I started but I know that when I got caught I was 6 or 7. My Mom had a really nice bathing suit made of some kind of stretchy / slippery fabric. I found it in storage one day and put it on and felt so awesome that I hid the bathing suit under my mattress and every night after my brother fell asleep, I'd wriggle out of my pajamas and into that bathing suit and sleep in it. Early in the morning I'd wriggle out of the suit and get back into my pajamas. This went on for over a week. Then Mom changed the sheets and found the bathing suit. She told my Dad and he flipped out. He was shouting and carrying on and I learned a very valuable lesson -- don't get caught. ;)

And I didn't get caught again until I was 11 and my grandmother found me where I had tied myself up to try to look like one of the girls on the covers of my Dad's "Men's magazines" from back in the day when they all had women bound up in skimpy clothing and threatened by Nazis or what-have-you. She wasn't at all cool with it, but she didn't tell my folks.

So many of us started in the single-digit age range -- long before puberty. The need to dress has to be baked-in, I can't believe it's learned behavior or choice. I'm on the right track, baby, I was born this way....

I first was dressed at age 4 by my mother who was put out with me for annoying my older sister and her friends , she stripped me naked and put ruffled panties on me and then lacy socks and maryjanes , then she put a blue gingham party dress of my sisters on me , that buttoned up the back (I knew I couldn't take it off by myself) .

This was so humiliating for me in front of my sister and her friends , I was both stimulated and shamed . I don't know if that helped influence me to put on my older sisters black underwire bra one afternoon when I was home alone .
But soon after I was caught by my mother wearing it and she got an eyeful of how much I liked it when she made me strip and took my sisters bra and LLPG away .

Wearing that bra that fit me like a glove , changed my life in that instant I got all adjusted into those lace cups. I still love it when I wear a brassiere just as much as the first time !

My mother caught me at her makeup counter putting on mascara when I was 6. Haven't stopped since.

I used to wear my mom's clothes at like 8 when she was at work or out of town. Luckily I was never caught. But I didn't fully dress (make-up, hair, clothes everything was about 2 years ago when I came out to my wife. She did my make up the first time I dressed for her. She picked my clothes out some me and did my hair.

Age 3, sisters pink tutu, mom found me and when I started crying said "it's ok honey you can wear anything you want. Still took me 20 years to admit to myself that I wanted to be fem all the time.

My foster parents were leaving town for an extended weekend and didn’t exactly trust me ( who can blame them…) so they decided to have someone house site with me. Cindy, the daughter of a friend of a friend of my mothers’ had agreed to watch me and the house for 4 days. She had told my mother that she was 20 and home from college, actually she was 17 and just wanted the money and a cool house and car to use for the weekend. When she showed up, my jaw hit the floor. The doorbell rang, my mother opened the door, and there stood the hottest girl I had ever laid eyes on, tight jeans, lace up boots with fur at the top, and sexy white puffer coat with black fur around the hood! After spending most of the afternoon and evening at the mall, we returned home and decided to watch a movie, Cindy suggested we change into pajamas and just crash in front of the tv. About 30min into the movie, we are both lounging on the couch, and I mention that I was cold and could she hand me the blanket on her end of the couch. She reached over grabs her sexy puffer coat and says “here just use this” and proceeds to snuggle up to me and cover us both with her jacket! I sat motionless, not knowing what to do or say, just taking in the moment, not wanting it to end. A few minutes later she asks if Im warm enough, and then starts to gently rub my arm as if to warm it up. I slowly relaxed and the next thing I knew her hand moved lower to my hip where skin was exposed between my shirt and pajama pants. It tickled and I squirmed, now realizing I was ticklish she proceeded to laugh and try to tickle more, which turned into a wrestling match. The next thing I know she is sitting on top of me, her coat between her and my pelvis and she starts to grind. After a few minutes she leans down and kisses me, and I started to have the weirdest feeling between my legs. She reached down, grasping my **** through her coat proceeds to stroke me, finishing with the first orgasm of my life. She rolls off of me and I go and change. I come back and curl up next to her on the couch and she covers me again with her coat. As we are leaving the house, I can’t find my jacket. Cindy tells me to just wear her coat and that she has another one she can wear. I look at her strangely, and she says…”just put it on!” I oblige her and look in the mirror as we are leaving. I love the look, although it is a little femme.
Once at the mall, we proceed from store to store looking at clothes and I was getting quite bored. Cindy and a couple of her friends start whispering and giggling. Next thing I know they have picked out some clothes and hand them to me and tell me to go try them on and model for them!

And Ive been dressing ever since! and I have an insatiable coat fetish!!

HI All: I swear some guys have all theluck.

I remember getting into high heels when I was around 12, then dressing as much as I could when i was home alone in high school - usually when everyone else was at church, oddly enough...

My mom bought some panties for a neighbours daughter and I found them and tried them on. OMG. Hooked from there on.

My earliest memory was very young,1st or 2nd grade and obsessing about a classmates yellow dress. I wanted one just like it. Didn't know why at the time, it was just pretty... Growing up in a house with my Mother and Grandmother, I remember them getting ready to go somewhere, putting on make up, in a slip and panties (age disclaimer, grew up in the 60's/70's..great vintage lingerie). It then moved to the clothes hamper, and quickly progressed to raiding moms panty drawer(one of the benefits of being a latch-key child). I dabbled for many years, including through a 15 year marrage, living in silence. Since the divorce, there's been no looking back

for ne grammar school sometime with my sisters sweaters and Bras and a few times with my Moms even tried best friends sister clothes once. Very scary when you enter another house when no one is home also very exciting and stimulating but never went back to much fear of getting caught.

As a young kid, 6 or seven i used to play around with purses and stuff my toys in there :) at such a young age i did not understand why boys weren't allowed to carry such a cool gadget. I have also played a witch in a school play and wore a skirt :) (because I was the only one who could remember so many lines of text). Years went by and the first time i put some clothes on, innocently, was at the age of sixteen. I have asked my good friend who was opsn minded if i can try on her bra, panties, put on a tshirt and try on her jeans. She was ok with it and i was just being "curious". Well now I know that it was not just curiosity, it was something tht made me smile. It felt good :)

Greetings. I had a surprise introduction. I was about 12 or so and had never had any sex education. I was totally in the dark about it. My first erection came as a result of my brothers and I playing good guy and bad guy. We were pretending to be captured and tied up (big surprise...not). We happened to be in a large closet and my brother pointed to a dress and suggested I put it on. The connection to the erection was innocent but established. At a later date I wore the dress while alone and had another erection. Not understanding what was happening, I just went with the good feeling. One day I had a climax while in a skirt. I was confused and concerned, not knowing what that was. By the time I found out its real purpose I was rather hooked on the practice. So, the basis is the sexual comfort and pleasure I get from it. However, I am in no big rush to climax while cross dressed. It just feels too good to end it, as the climax usually takes away the immediate urge. cheers, all.

i was as i remember about 14years, i tried make up and the mum dresses, it was amazing

It started around 7 when I tried on my mothers shoes (i am now a shoe demon) and it took of from there.

Perhaps the greatest difficulty in such surveys is memory. I do not think too many people can remember specific events at ages 1-2-years with any accuracy or completeness unless it was something especially significant.
The following numbers are, therefore, not particularly accurate. Having examined similar polls in the past, I decided that I would divide the ages into three-year segments. This may not be a particularly effective means of examining the results. For example, most of the 1-3-year range was age 3; so 3-6-years would be a better range giving 37.7% of the responses.
Most persons responding would give a two-year range. The ages of 5-6 were very popular. Where such a range overlapped (i.e., 6-7-years) I would take the lower age. Where persons gave a school grade, I would add 5-years (grade 2 = 11 years). This also affects accuracy. Some people answered more than once. I think I caught most of those. Some person’s answers were simply too vague to derive an age with any reasonable accuracy. Basically, the results, while indicative, are a bit fuzzy.
The first time I saw such a poll, I was a bit stunned at how early the onset of Gender Variance or cross-dressing would be. The conclusion I take from that is that the predisposition to Gender Variance exists before birth and/or is evident from the time a person is capable of making the distinctions between genders. Also, that Gender Variance will most often manifest itself in using socially defined Symbology associated with gender. That is a young male will see femininity expressed and will want to use similar means to express their femininity. Not only does the sense of gender exist at an early age, but also the sense that a gender or varying genders are appropriate to the child. What is generally known as Gender Identity develops probably prior to or with the development of the ability to identify persons, objects and elements of language.
Another factor is that the onset of cross-dressing is dependent upon two factors. First is the ability to distinguish gender. Since what gender is basically defined rather than a pre-existing condition this is an introjected perception. For example, that wearing earrings is feminine is true in some societies, but not in others. Even so, the need to make such a distinction, regardless of how that distinction is defined, appears to be intense and derives from some prenatal factor. Otherwise it would not be evident so early. For the Gender Invariant ‘sex-matched’ persons (i.e., wholly masculine males), the matter would not be overly significant until later years. For the Gender Invariant ‘cross-sexed’ person (i.e., wholly feminine males), the early years would be very difficult and conducive to despair and depression; and they would not fully understand why this should be so.
That a large number of respondents state that ages 5-6-years were most significant to them probably ties into the period when one engages in a wider socialization (i.e., pre-school and kindergarten) heightening the awareness of a perceived difference between masculinity and femininity. Such a period may be very stressful for the Gender Invariant androgyne who feels compelled to avoid any gender presentation.
As well as a predisposition to Gender Variance, the onset of cross-dressing requires opportunity. Most often some factors include the presence of females in the family and a period of being alone at home. It seems that the second condition, of privacy, would be rare for someone of a very young age. This is another reason why the responses given are a bit surprising. Being home alone, Hallowe’en, theatrics and juvenile high jinks are commonly mentioned.
A very quick survey of the responses so far gives roughly:

1-3 34 5.0%
4-6 222 32.7%
7-9 139 20.5%
10-12 167 24.6%
13-15 58 8.5%
16-18 15 2.2%
19+ 44 6.5%
Totals 679 100.0%

Again, if the earliest group were revised to be ages 3-6 (and few, if any, actually mentioned ages 1-2-years), that would be 37.7% recall a very early onset of Gender Variance or cross-dressing. Probably due to a lack of opportunity more that a lack of predisposition, ages 7-15 (when children are given increasing independence) are 53.6%. Although cross-dressing is often described or thought of as a sexual activity, and while very young children develop and exhibit elements of sexuality (I recall being attracted to girls, especially ‘older women’ of 5 or 6-years, at the age of 4-years although I did not understand the nature of that attraction), it would seem that sexuality at a young age would not be a dominate factor. Pubescence would likely emphasize the sexual element of cross-dressing, and ages 10-15-years comprise only 33.1% of respondents. For the older respondents (13+ years) only 17.2% indicated a later onset. For them, while repressed gender expression may have been a factor, sexuality would likely be a key (and sexual situations, or even a lack of available sexuality) are often mentioned as relevant.
Another way of looking at these numbers is the classifications:

Prepubescent: 58.2%
Adolescent: 35.3%
Adult: 6.5%

These are similar to a generalized summation of several similar polls:

Prepuberty 63-70-71% 68±4%
Teenager 21-22-34% 26±6%
Adult 3-7-9% 6±3%

The onset of Gender Variance is, generally, in North American society, at an early age (roughly 3-11-years: 58-68%) with the bulk of the rest of persons exhibiting Gender Variant behaviour (roughly 11-18-years: 25-35%) in their youth. This is not consistent with a view that cross-dressing is necessarily sexual, necessarily related to Sexual Orientation or necessarily a matter of choice. It is consistent with the concepts that Gender Identity develops very early and is based on some sort of prenatal predisposition that will be expressed when it is permitted to be expressed.
Such polls are useful but, sadly, usually overlooked by those who could most use them. For example, those who feel that cross-dressing as some sort of adult paraphilia sometimes mistakenly referred to as a ‘fetish’. Usually those persons do not understand what ‘gender’ means, ‘fetish’ means or the nature of cross-dressing. They, however, influence public opinion as they are supposedly the ‘experts’.

Minerva.

I'd have to say in my early years 7,8 or 9. Found my love of nylons and I guess thats why I to this day can not go without them. I used to go and wear my moms shoes, nylons and skirts when ever I had the chance. Around 14 sucked when I my feet grew bigger than my moms shoes and I couldn't wear them anymore. My love of female clothing had me worried and confused in my younger years, still does to a point today. But I've come to the realization it somehow is a part of me and life goes on.

I remember early on being interested in my moms heels say around 5 or 6 but for me it did not surface until much later say around 18-19... I discovered that women in high heels would arouse me .. and was curious to see what it would be like to wear them...it was such a turn, on and I wondered if stockings and panties would have the same effect. It did and used lingere and high heels to satisfy my cravings and used it as a "sexual aid" for masturbation for many many years... I never really had to urge to full on cross-dress until later mid twenties ...again in stages... next came skirts... then dresses... not until I moved out on my own that I fully transformed myself as a "women"

My earliest memory was mabey 5 or 6 trying on my sisters dress , it all started from there

I think I was becoming a teenager when I tried one of my mom's skirt and lipstick... It all began there :o

I want to say I began around age 8-10. For me it was all about pantyhose at first. I am the youngest of 3 and routinely found myself home alone quite a bit. The absolute greatest attraction was in the form of pantyhose. This would have been back in the late 70s, which of course pantyhose were extremely popular in the states then and throughout the 80s and early 90s. Every time I dressed in anything feminine it always had to include pantyhose. The greatest thrills were wearing my sister's high school cheerleading outfit, which consisted of pantyhose, leotard, and a form fitting skirt. Next was wearing variety of grandmother's dresses, with bra, cup inserts, pantyhose, and heels. This lifestyle has done nothing but expand from there.

It started for me around age 10, I tried on my little sister's swimsuit, just to see if it fit and found this amazing feeling! Before long I was wearing skirts, dresses, whatever I could find. I did it in secret and had no idea why I wanted to do it, but I couldn't stop!

I was about 7, was a winter and was cold so i put a slip of my sisters on under my pj's, never looked back since :)

First time was when I used to put on my mums clothes & shoes when I was about 5. Then started again when at about 13 @ school.

I was 6 when mom caught me wearing her panties in her bathroom.The only thing she said was to put back when I was done.

I was about 10 my sister left for college and she left a lot of extra clothes in her room since she always bought stuff and wore it once they were all like new and I had a nice starting wardrobe

I have vague memories of being a little boy young enough to be put down for a nap. I remember not sleeping that afternoon, but instead finding a pair of my mother's pantyhose lying in a small brown heap on the top of her dresser. I pulled that gossamer fabric up my short, little legs and was immediately in love. Of course, they didn't fit at all (I had to hold them up by the waist), but the feeling was exhilarating (I don't remember, but I must have already known what nylons were at that age -- you know, when a small boy walks up to a trusted adult woman and extends his hand out to instinctively touch her, and he gets an unexpected surprise of a handful of smooth, silky nylon-wrapped leg). I seem to recall that I was caught jumping and dancing on the bed while wearing them. I was shamed for that stunt, and it was then that I immediately learned that a boy must be more discreet about these things. And for nearly 50 years since then, I have been.

August, 2014, age 68.
Never even thought of it before. I have seen it, and it never bothered me, though I was curious why.
Now I am curious why it is me, but am enjoying it as I could never possibly have imagined.
I am truly trying to slow down, as so many here have advised :-)

Vanessa

I had not long left school. I was 16 at the time. My mother used to go out a couple of times a month in the evening. It was around the 4th time that I had snuck into her bedroom, and dressed in her underwear, tights, a blouse, skirt, crammed my feet into her best shoes that were 2 sizes too small along with some lipstick and eye shadow.

She came home an hour early than I expected and I got caught. My mother was upset but didn't fly off the handle the way I thought she would. I knew she was not really happy with me doing it but put up with for few years before I suddenly stopped. That is a long story which I will put in another thread.

It's tough to remember where or when I started to feel the urge to dress like a girl. I think I was about 10 years. I remember seeing my mom get dressed in the morning a few times and for some reason was really drawn to her dresser. There was a really perfume-like smell that came from her clothes. I looked in her top drawer and it contained her panties, bra's, and pantyhose. I did it in stages. I would try on her panties and bra when they weren't around. I can't even remember where they were, I didn't think I was old enough to be at home by myself. I enjoyed looking at myself in the mirror. I did that a few times, and then added her black pantyhose. I enjoyed walking around the room and watching myself. I got caught because I left her Bra's hooked.

I was 14, tried on sisters underwear then moved on to her skirts and blouses whenever she was out.

I was like 12 or 13. Sister left for college and left so much for a bright, budding CD to enjoy.

I was 6 when I first tried on a pair of my mother's tights. I remember I'd been thinking about it at school & went straight upstairs when I got home, locked myself in the bathroom and put them on. I remember there was a diaper in the laundry cupboard too and I wondered if I should try that as well, but I just didn't get an urge to do it like I did with the hose.

Ive been a CDr as far back as I can remember. I am the youngest of 3 with 2 older sisters that were 6 and 7 years older than me. My father travelled a lot on business and was away from home for days and even weeks at a time. When I was about 7 my mom went back to work full time. My mom always considered me a very 'grown up' little boy and felt I could take care of myself at home after school until my older sisters, and eventually she, got home. So from the time I was about 7 (c 1965) until well into my early teens I had plenty of afterschool 'home alone' time (this would be anywhere from 3-6 hours depending on when I got home and when my sisters did as they were very involved in aftershool activities). And for a young CDr our home was a paradise. My mother was a total pack rat (probably from growing up dirt poor herself) and kept almost all of my sisters old clothes from when they were younger. So I was home alone in a house filled with tons of perfectly fitting girls clothes. My father even had built a huge walk-in closet in our basement for my mother and sisters to keep there clothes in! My sisters had so much stuff - dresses, skirts, blouses, jumpers, even their old shoes! I wore their panties, tights, vests and training bras, and pantyhose. I wore almost everything of theirs that I could and by age 9 or 10 I was one of the best dressed little CDrs you could ever meet. Complete outfits head-to-toe, inside-out! And this was the 1960s and girls clothes were GIRLY. One of my sisters even had some wigs (she obviously was experimenting with her own looks) and they were just the icing on the cake for this little CDr. There were even ballet outfits and a skating dress. I dressed almost daily from age 9 to about age 14 in perfectly fitting and age correct little girls clothes!! I am sure this is the reason for my preference for little girls and girls clothes, as opposed to womens clothes, today (I can and do dress my age but prefer the younger -much younger - look). Eventually my sisters grew older and moved out and eventually most of the clothes were gotton rid of. I was never 'caught' or anything but certain events would lead me to speculate that my sisters and mother may have suspected something - Im just not sure. I was always very carefull to put things back the way they had been in closets, drawers, etc., but doing this so often I never could be absolutely sure I covered my tracks. I think my best allie in stealth was the fact that my mother and sisters were so involved in their own lives they did not have time to really see what I was doing. To this day nothing has ever been said. I look back on that time in my life with both joy and sadness. Joy in what I had and sadness that I would never have it like that again.

Love and hugs to all,
Patti Remick

First time when I was in second grade...I was a girl for Halloween.

Dani

As long as i can remember i have worn panties, not all the time just when i could slip out of the wash and put them back before mom would miss them. I never dress fully untill a few years ago. I was spending some time away from homeand was out shopping and it hit me. Out of the blue i got everything from my toes up. Shoes ,hose, panties, bra everythin,then i had my hair done. That was a fabulous week . fortunately iam able to spend a lot of time as my other self if there is a good balance i think I've found it.

it started when i was 12 i was to dress with my moms clothes when der was no one at home