10yo raiding my aunts closet when staying at my Grans house (mid 70s),I donned yellow maxi-dress,tan hose and pink button thru cardigan,luckily my colour matching has improved through the years:heehee:
Sophie
Printable View
10yo raiding my aunts closet when staying at my Grans house (mid 70s),I donned yellow maxi-dress,tan hose and pink button thru cardigan,luckily my colour matching has improved through the years:heehee:
Sophie
I was 7 when I tried my little sister butterfly custom she used at school. I like it a lot.
We had a foster child living with us. I was an only child, so my folks wanted company for me. One day we were playing in the bedroom and she daed me to put in her panties and slip. I took the dare, and it felt really good. From that point on I was always looking for items from my mother and cousin that I could try on. Fell in love with panty girdles from the moment I tried one on.
I was 10 or 11 years old and went all in my first time. My best friend's mother and sister dressed him from head to toe complete with wig, makeup, jewelry, etc and as he paraded around the house, they made such a fuss over him... especially his older sister on whom I had somewhat of a crush... I was jealous. At my first opportunity there after (parents were out for the evening), I shaved my legs (not sure why as I had no hair to speak of), put on a pair of my mothers pantie hose, full slip, mini dress, matching pumps, wig, added a little lipstick and blush.... headed out for a walk around the neighbored.... even attracted the attention of a car full of boys... (it was the early 70's and it was a short dress... lol)... Anyway I think I enjoyed the attention more than anything. Well that's my first cross dressing memory.
I was 3 or 4 also....think I had been brought to a wedding and was supposed to be sleeping in bed. Got up and wrapped my blankie around me and pretended to be the bride walking down the aisle
I was about 10 when I first tryed on one of my mothers girdles and her stockings.
It seems to me that we recognize our crossdressing tendencies at a very young age. I can clearly remember my friends mother painting our nails with pink Cutex nail polish when I was 5 or 6 years old. I liked it a lot then and even more now, 59 years later, now I
I remember, as a toddler, clomping around in my mom's shoes. Much later, maybe in my early teens, I was poking around in a downstairs closet and came across some of my mom's old clothes, and tried on a dress, pantyhose and pumps (the last time, until recently, that I had access to women's shoes that fit me). After that, until college, I'd occasionally try on some pantyhose, maybe a skirt and blouse, and try to squeeze into shoes that were by this time too small. Into my 20s and 30s, I maintained a curiousity about crossdressing, online or secretly ordering some tasteful publications. It wasn't until last fall, now in my late 30s, that I finally decided to dress all the way -- my own outfits, lingerie, hosiery, wigs, makeup, jewelry and -- at long last -- multiple cute pairs of heels that fit.
When I was 10 or 11 I can remember raiding moms dresser, she had a pantyhose and night gown drawer. I would slip on some pantyhose, and a nice night gown and parade around the house until mom got home. I also used to wear my grandmothers pantyhose around the house while she was out. One time my great grandmother saw me at the top of the stairs with pantyhose on, she just shook her head in disbelief. What always sucked was my foot would fit grandmas boring slippers, but would never fit moms cool heels. Everytime mom would disgard a pair of panyhose because they had a run, I would collect them, wash them and keep them under the bed. One time I came home from camp and they were all gone, deep down I know my parents know I CD.
Year 1959, I was going into grade 2 and had begged my mother to buy me a beautiful pair of shiny, bright red girl's shoes. I wore them to school and was mercilessly harnessed by all the other boys. I dug in my little heels and insisted on wearing them every day for the whole year. Throughout my school years I wore various female articles, shoes, tops, jeans, and panties and a bra or two, much to the consternation of teachers and counselors. At one point I remember being sent to a psychologist and made to look at Rorschach inkblots. I always wondered if they learned anything interesting from my answers? This experience helped to form my life-long attitude about CDing. If people don't happen to like the way I look then they can just go look someplace else, thank you very much!!
Allana
Hello Everyone: The first experience I can recall is at the age of six or seven. I was snooping thu my older sisters room and happened upon a white lace,strapless longline bra. For some reaso I felt compelled to remove my shirt and try it on. It had about ten "hook & eye" closures on the back so of course I couldn't fasten it.
I remember my surprise at how stiff,scratchy and unyielding it was. But it was enough to start me down the road to a lifetime of CDing.:daydreaming:
Danielle:hugs:
I remember thinking that it was pretty much like wearing a skirt when you wrapped a bathtowel round yourself. If you you wear white briefs and pantyhose an upskirt shot looks very much as though it could be a female good enough to let you take such a pic.
About age 4 got caught wearing my mom's bright red lipstick I was fascinated, captivated, hooked and busted. That memory never left me and to this day I love bright red lipstick, even though while growing up I knew I was the only male on the face of the earth that had ever tried on make-up or had thaoughts of wearing women clothes. How much more wrong could I have been?
Probably around 10. The first time I dressed I think was in my sister's school uniform (we went to Catholic school). Still love the schoolgirl clothes today :)
I was 10 when, out of overwhelming curiosity, I came home after school on the one day a week the house was empty, found my sister's dance bag and changed into my sister's dance leotards and tights after first putting on a pair of her silky panties. I had about an hour or two that one day a week to mince about the house and admire my girlified image in every mirror and enjoy the feel of the panties and the leotards on me. Been hooked on them ever since.
When I was 7 or 8, my older sister has left a bra in bathroom and I tried it on and the rest is like a blur.
My remember when I was 5 years old being totally infatuated with a pair of pretty glittery high heels in the costume bin in my classroom at school. Ever since, I've been addicted to heels! lol
getting into and attempting to wear my step sisters tights and swimsuits
I'm not really sure I remember the first time I actually put something on. I do remember my first crossdressing feelings, though. I was reading a comic about Huey, Dewey, and Louie (or Kwik, Kwek en Kwak as they are known to me). This comic featured their female counterparts (I guess they are Daisy's nieces?). For some reason, the three boy ducks dressed up as girls to trick the three girl ducks. Including fake lashes, which are the only way to tell boys and girls apart in the Disney universe. I do not remember why they dressed up, or what hijinks ensued. I do remember a powerful feeling throughout my entire body that this was awesome. I was not old enough to realise that those feelings were considered inappropriate, but through luck I kept my mouth shut anyway. That would have earned me a beating for sure.
When I was 8 i was at my cousins house she was showing me her room. I saw a stuffed doll with a really pretty dress on the self and went right for it to check it out. I knew right then i liked girlie things and that I felt like a girl. a few months later when I was 9 i tried on my mom's lipstick in the bathroom.
same here 10yo girdles stockings and heels wearing.It seemed right to be curious about all these underpinnings and frilly things. its funny how we figured out stocking garter and girdle fastening at a young age.I see ther are alot of CDers that do at even earlier ages.
My earliest crossdressing memory didn't involve any clothing or makeup.
I was young, around 4. Earlier in the day I'd watched a (non-animated) episode of Batman. Batgirl had been tied to a conveyor belt, and was barely saved from a horrible death in some machine. I was fascinated with how she was dressed. Later that evening, in bed, I tried to contort myself to being in the same position as her, and was wishing I was dressed like her.
It was years before I crossdressed for the first time.
Younger than I can remember, maybe 2 or 3 yrs old. At about 4 I came down the stairs at my grandparents house, during a party, wearing a dress heels makeup....all dolled up from a 4-yr old's perspective. My mom used to have the pictures, but I haven't seen them for years.
My first memory was at a friends sleep over when i was 9. We were camping in the back yard and his mom had panties and pantyhose on the clothes line. There was 6 of us there and one of my friends dared me to try them on. Well i did and ended up putting on a fashion show and the rest they say is history.
I'm not sure of my exact age, but I'll guess I was 5 or 6 and I starting trying out my Mom's high heels and lipstick
It seems that I was a relatively late developer. I had no sisters so they didn't try to dress me up and I couldn't be attracted to their clothes. I have no memory of being interested in dressing until I became a teenager (late 1950s). It was when I began to "notice" girls around me and became intrigued by their clothes - especially when they graduated from ankle socks to stockings and I wondered what it felt like to wear them. When I was 13 my grandmother died and that meant I was in the house alone for longer periods and used that opportunity to find and try on some of my mother's stockings and a skirt. From then on I would regularly put those things on when I came home from school and quickly realised that I needed something other than rubber bands to hold up the stockings. An old girdle just about worked but was a bit loose. However, it allowed me to begin to experience those delightful sensations of nylon-covered legs beneath a swirling skirt.
I remember every year when the Sears and Montgomery Wards catalogs came out looking through the toy section for boys but also looking at the womens section at girdles slips etc. Probably started around 6 or 7.
I think maybe at 9 or 10 when I had the house to my self I would put on my moms girdle with garter snaps and put on nylons, and sometimes wear her shoes and a slip! She was a petite woman so everything seemed to fit pretty well and felt so wonderful!
Thanks to everyone who responded to this thread. I, like everyone who posted, can look back to an early crossdressing memory; but I'd be curious to know what percentage of adult crossdressers began to crossdress later--as opposed to earlier--in life.
My earliest memory was of my sister playing dress up with me. I was probably 4 or 5. I also remember a time when my family was outside and I walked by my sister's room and she had this beautiful easter dress laying on her bed. I just had to try it on. This was probably around 5-6.
probably around 5 or so, wondered what it would feel like to wear underwear w/ no fly... before that i'd actually asked my parents to buy me a pair of girls' flats for me (still remember, they were sort if iridescent silver), they gave me a funny look and of course didn't buy them :( at that time i was also often confused for a girl anyway, since i had smaller bones and long (past my nose) curly hair.
got caught a few times later too... fortunately I was never really beaten/disowned/etc, parents seemed more embarrassed by it than i was, heh.
My earliest memory is in 1st grade (about 6 years old) when my small town had "boy/girl switch day". I wanted to participate, so my mom helped me dress up as a girl. I LOVED it ALL day. I was teased a little but it was worth it.
Another early memory around the same age was watching Wonder Woman on TV. I wanted to be her, so much. I can relate to the Batman and Huey/Duey/Luey stories :) And towels as dresses.
I had younger sisters but never used their things nor my mother's. Every few years I had another CD event, but it's only now that I'm really CDing.
Thank you all for this wonderful thread. It's helped me learn more about myself.
I remember it vividly. I was 5 years old and I was up stairs putting one my mothers bra girdle and stockings. I heard her comming up stairs and I ran and hide in the cloest. Yeah like she wasen't going to find me. She opened the door and there I was in all my glory. I remember being so embarassed. She never said anything afterwords or told my father. But anyway I was hooked from that day on. Daviolin
That is soooooooo weird; that's almost exactly what my experience was. Except my cousin was only 9 months younger than me, and we did that when we were 5. Otherwise, exactly that. Though my cousin wasn't interested at all in wearing my undies, she had no problems at all letting me wear hers.
So many years ago!
I can't remember the exact age, it must have been about 6. I was in the bathroom and my sister's bathing suit was hanging to dry. I just had to try it on. After that I want to try more and more. My sister is about 3 years older than me so most of her clothes and shoes fit me well. I remember a favorite bra and pantie set, a red plaid skirt and turtleneck sweater that I loved with pantyhose and little kitten heels. She also had a very cute fit and flare dress that felt so sweet. In those early days I had the chance to use makeup as well. My aunt was an Avon lady and there were always plenty of samples laying around that no one would miss. I only wish there had been a wig around somewhere.
hi ladies...I would have to say when i was 10 years old...I was left home alone often and one day came across my mother leggs sheer suntan pantyhose and high heel. I decided to put them on and it felt great i was so turn on i had a killer booty and legs to go with it...So, i decided to rob my sister lingrie drawere try on her ****ty tight mini skirt and just xploded..Wink wink....I was hook...hehehehe...
i was in grade school,taking a bath,knocked moms pantie hose into the tub.
decided to put them on,wow what a sensation they felt to me.
i was for ever humping the swing set probably 5 yearsold,always rubbing myself,gertting yelled at by my mom.
she use to tell people i was suppose to be the little girl.
i never put a dress on till recently.i love the feel,dress,no panties,nylons,undergarments,just a dress.
Oh my gosh, I was probably about 6 years old and my sister wanted to play dress up. However, she wanted to dress up as Daddy and wanted me to be Mommy. I will never forget the feeling of those silky panties and that silky night gown against my then smooth skin. :daydreaming: I have written a 3 page Word Document on some of the most memorable times that I dressed up and am still in the process of writing it. I just felt it was too large for posting and will be after I am finished. :sad:
Heather
I would love to read that document, Heather. It sounds wonderful.
My earliest cross dressing memory is a time my year older sister dressed me in some of my Mom's clothes (preschool age). But it's my second memory I want to share. At a summer church camp our group presented a "beauty contest" where we boys paraded around in some of the girl's bathing suits and lipstick. How everyone laughed when the most masculine boy in our group came out in a two piece. I had a black suit myself. When at the end of the week when we were all collecting autographs from our friends on the camp photograph, one girl (who even went to my church) "Alan, you made a cute girl". Ruthie. That's a real pleasant memory for me. She was a year older and soon left for college so I wonder what opportunity I might have missed, if any.
It began with my female cousins dressing me up at about 6 or 7 - that was it - hooked.
Anna x
It was the gardener...in the backyard garden...with the zucinni...:heehee:
I could swear I just posted a reply to this question or a similar one a few days ago. Couldn't find it on my computer or this thread, so I dreamed it or I am beginning to lose touch with reality...not such a bad deal...could be fun...
Ok, I was 28, just returned to college for more plaques that would turn out to be about as valuble as the wood slab they were mounted on. I was picking zucinni in the backyard garden of my rental house, and suddenly a 12 foot CD fairy appeared....
oops...sorry, got a little carried away...back to story...
I went into the barn to toss weeds into trash can. When I removed the lid
a giant jack-in-the-box CD springwoman popped up...
oops,,,sorry, I am having a hard time focusing...back to story..
When I removed the lid of the trash can, I found a sack with clothes in it. Turned out to be the scrap material from the first American flag ever made...
darn, my appologies...it was really a sundress and a pair of clogs my female room (and bed) mate had discarded. I never had one CD thought up to that point in my life. Five minutes later, I was wearing the sundress and clogs...
everyone can figure out the rest of the story from that point in my life to current day.
I lived happily ever after, just like everybody else here...:D
:love::love:
For me the first time I acted on my interest in wearing something feminine was when I was 12. Best friends moms panties.
My first memory was when I was in my 20's I tried on a pair of my girlfriends panties when she was not home. It all started from there.:o
I can't remember my exact age, probably around 5, thinking I should have been a girl! That thought consumed me from that day on. I didn't have older sisters for a ready supply of clothing I had to rely on my mothers. They didn't fit until I was in my early teens but that didn't matter, I loved them anyway.
I probably started around 6 or 7 with some of my sisters clothing. Always had thoughts that I should have been a girl seeing as how I was the only guy in a pretty much all girl family and that includes relatives.
I must have been about 5. It was one of my mums papery petticoats trimmed with lots of lace and red ribbons. I loved it.
i dont remember when exactly but i remember seeing a few pictures of me in girls clothes when i was a kid. didnt really care much at that time and to speak the truth , cant really remember. I officially wear bra and panties when i was 14 i think. i was all alone in the house. everybody is out working or school. so i tried my auntie's panties and bra. the bra was kinda troublesome at that time but i remember how lovely and soft is the panties is. it was rather a one time until im 20. where the urges comes back and i went to buy my first cami. never looked back ever since .. purged a few times but the lingerie stays .. :D
I was about 9 or 10 and I was on a trip to Mississippi to visit some family and my cousin Breezy had dressed me up jokingly from head to toe with make up and all. I can remember that a smile never left my face. Its a memory that has stuck with me forever.