I'm not sue, it was either my yonger sister's checked mini skirt or my mum's green tight skirted almost backless 1950's/1960's style dress. It must have been mid/late 1960's when i was about 10 or 12
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I'm not sue, it was either my yonger sister's checked mini skirt or my mum's green tight skirted almost backless 1950's/1960's style dress. It must have been mid/late 1960's when i was about 10 or 12
I was about 8 years old back in 1955 and had a younger and, an older sister who was about 4 1/2 years older then me.
Yeah, I was the middle child with two sisters.
I began to wonder what it felt like to wear all those feminine, '50s female clothes.
So, one day, I put on one of my mom's nylon panties and full slips.
I was hooked and soon began to also try on my older sister's things as she got into her early teens and began to get very feminine grown up lingerie and other clothes. :)
Hi everyone
I was 5 years old (in 1950) when I first tried on a pair of moms Panties they were nylon and felt real silky I was hooked from then on in 2006 I went fulltime and have not worn male clothing sence
Hugs Annette :D
I think my mom put me in girls clothes when I was small because we had some hand me downs and she said I was two years old, and put me in a dress and brought me to the mall.
Thanks to everyone for the responses. I am so loving reading about your memories. Keep 'em coming..
The first time I completely dressed was at an anime convention. I build myself up to it for like 6 months, getting the costume and wig together and teaching myself makeup, how to walk in heels and other tricks, but that was the first time I felt complete lol. I was so damn nervous and almost didn't leave the hotel room about 5 times but I was finally convinced to, and within the first 10 minutes got some cool responses so I ended up having a blast :D have loved it ever since.
I remember being in 8th or 9th grade and watching a talk show during the summer and seeing Rupaul and decided to go get some of my sisters clothes and try them on.
I can remember back as far as when i was about 4 playing with and trying on my mothers bra and heels. A friend of hers was over and saw me and commented on how cute I was to want to look like my mom. Then I looked at lingerie ads in publications and wondering if I would grow up to look like this. Nothing was ever said to me about either. Maybe thought that I was just too young to understand. This was in the late 50's. It wasn't until I was 12 almost 13 did I dress fully. I have no idea why. It just felt like the right thing to do. From that day on I get the most wonderful clam feeling as if this is the way I was meant to be.
I've always been jealous about how many different choises women have in clothing styles and colors. Men have a basic and limited choises that's not diverse enough for me. I once told this to a GG I was dating and she told me that she would teach and help me dress if I wanted to. Like an idiot I said no hiding for the fear of being humiliated for what I've been doing for years. I look back on this as one of the greatest mistakes I've made in life.
What I find the most amazing is so many of us have the same past from the time we experiemented at an early age to looking forward to the hamper, bathing suits and lingerie hanging to dry in the bathroom when we were in our early teens.
I have always had a thing for satin and silky fabrics for longer than I can remember, I guess my main source of that was woman's clothing an mainly underwear and sleepwear and progressed from there. Wasn't until my late teens I was in a position to start my own collection.
Now just shy of 40 I only just got my first wig, make up, and shoes that fit in the last month or so as I am now living alone and can have this sort of stuff around :) Been shopping online now too building up a collection.
First time I got myself funny done up it just felt terrific, one of the best things ever!
Here's a little essay I posted on another site a little while back.
Feb 2005
So, when she left, I was devastated. I felt so ALONE – so vulnerable. I’d come home from work to an empty house. I wandered from room to room, searching for - for what? For her. Not just some sign of her; they were everywhere. I saw them in the rooms where we had sat and drunk coffee together, in the kitchen where we cooked, and ate (both food and each other) together. NO, I wasn’t looking for signs; I was looking for HER.
It took a year or two, and I finally got used to living alone – well – not really – used to the feeling of emptiness. And I no longer missed her, specifically – I just missed having a woman around. Then, one day I got a call to go play Cabaret.
In Cabaret, the orchestra is a part of the show; they are all supposed to be musicians in over-the-top drag queen outfits and makeup. I was a little leery, having never cross-dressed – well, not since I was a very young child, playing dress up. But the gig paid $350.00 for two weekends performance, and two rehearsals, so I accepted.
At first, it felt strange, sharing the dressing room with strangers of both sexes, but there was a certain decorum. Of course we all looked at each other, but there was no open staring, and no gesticulation or even raised eyebrows. By the third performance, we were used to seeing each other nude, and began to be a little more relaxed about our sexuality. Clearly, it was not something that could be ignored entirely – but we laughed off the occasional erection (over either men or women) and we all became more like siblings than couples viewing each other as potential sexual partners. (Though there was a little of that going on between some members of the cast, in a reasonably discreet manner.)
But the odd thing was, one night the power went out just as the final curtain went down. Emergency lights came on, and the audience vacated the building in an orderly manner. But we who were in costume and makeup couldn’t see in the dressing rooms, to wash the makeup off, and couldn’t see to sort out our clothing and such. So we all decided it was easier to drive home in costume, and change there.
When I got home, it was like a light bulb went off in my head. Suddenly, there was a woman in the house. It felt right, somehow.
I have been “dressing” ever since.
I rarely go out dressed; I don’t care to bother with all the makeup and such that is necessary to “pass”, and there are too many people in this essentially rural county who know me from the years I spent working for the local government. But I always “under dress”; I no longer even own any male under clothing, except socks. In warmer weather, I only wear a bra if I am exercising (I need a sports bra, to keep things from bouncing and hurting – a by-product of testosterone blockers I take for my enlarged prostate) or wearing a suit jacket or blazer. But in cooler weather, such as we are having now, it is easy to hide the telltale straps and clasp under bulky sweaters or a down vest (purchased online from the “Women’s Outerwear” section of Lands End, thank you very much). No one has ever noticed that it closes the “wrong” way; or if they have, nothing was said.
College! Found myself with the keys to the theater department's costume storeroom. A world of exotic clothes, shoes, corsets, you name it... no turning back ;-)
Delightful :-)Quote:
Originally Posted by Zimri
i must have been about 7/8 years old i remember seeing a pair of my moms panties they were white satin bikini with little red roses on them i love the way they felt and i had to try them on and it was one of the greatest experiences of my life
When I was a little kid. Not sure what age. Under 10 though.
I was definitely under 10 when I first tried on a pair of knee highs. I loved the feeling and eventually graduated to pantyhose. Of course, I'm still doing it as well as a handful of other girly things.
When I was about 12, my parents would go out every Wednesday night to play cards, leaving me home alone. Well, after rummaging through my Mom;s lingerie drawer one evening and trying on one of her Playtex bras, I was hooked. Wednesday evenings became "play night" where I would dress up in all sorts of girdles, bras, longline bras, strapless bras, slips, dresses and heels. I stopped it when we moved about a year later and didn't resume until I was more than 50 years old. I've since been dressing for the past 20 years!
My sisters panties when I was a little kid.
my aunt dressed me up as a girl, then i went home and began to wear my step mom panties :) i started at like 10 or so
I started when I was 13 and quitted for around 10 years. Even though I'm alright, I had my fair share of guilt and anxiety. I will probably crossdressing in March and hopefully I'm able to accept and love myself.
My cousin completely dressed me when I was 7 and I mean top to bottom purple silk panties purple bra cute lil flower dress curled what little hair I had and full make up and nails .... Best feeling of my life
I was caught numerous times, from my hidden stash to me actually wearing the items of choice but that never stopped me. :-) Even now, I own no male underwear and restarting a wardrobe that was lost to me due to an ex abandoning our old apartment when we went our separate ways.Quote:
Originally Posted by Alexandra Santora
It was probably elementary when I secretly tried on my sister's clothes. However, as young as 5 I was always envisioned myself in a wedding dress one day so I always sort of knew. Did it secretly for a few years and now it's all I wear. I've thrown out all my men's clothes (im now 22). It's so freeing to walk around in what your comfortable in
I have really enjoyed reading this thread. My early cross dressing experiences were so intense and I look back on that time with great fondness. Reading this thread takes me back.
By the way. How does one start a thread?It might seem like a stupid question but I am really not sure how to do it.
I remember when I was ten. Wearing my stepmoms silky full slip, oh the deposits I left on that!! Hooked for life :-)
I was in seventh grade. My parents were out. For some reason after my siblings had gone to bed, I wandered into my parents bedroom and put on my mother's girdle with attached garter stockings. It was surreal. I did a gymnastics move supporting my self on my arms with elbows tucked into my abdomen with my body horizontal. I rubbed my stocking clad legs together. The heady erotic feeling plus the physical exertion resulted in my first orgasm. Thus imprinted, various strenuous positions plus silky stockings reliably produced the same results. For a while, I could also fit into my mothers 5-1/2 pumps in dozens of colors. This carried me through middle school and high school.
Like many who have posted before my, I've had the urge to crossdress since I was very young. I actually can remember fantasies from before I was 8 involving a complete transformation of my body. When I became a little older, I started exploring with my sister's clothing and one distinct memory was the year that I, under "extreme protest," allowed my Mom and sister to dress me in my sister's junior high cheerleader uniform for Halloween.
Hmmm, not sure if mine counts....but my mom was the
oldest of 4 sisters. One was still pretty young. They
weren't a well-off family, so when i was brand new, for
my first few years, my clothes were hand-me-downs
from the sisters.
My mom told me that years later. I do vaguely recall
sitting under the ironing board in the half-assed shack
we lived in and one of the sisters teasing me about the
little dress i was wearing. Playfully, of course.
On my own was about 8. I didn't know or care about
anything to do with sex....i just liked the clothes.
I made several mini-skirts from just cut-off jeans for
years after. I could make them whenever i wanted
a new one.
~♥~
I became curious at age 9 when I saw the girls at school wearing leotards and tights in my sister's dance classes, especially recall when a girl appeared in my classroom wearing leotard when performing show and tell. I satisfied my curiosity the next year when I was 10. While mom and sis went to girl scouts one day a week, my carpool dropped me off to an empty house. All I could think of on the way home from school with my friends was what I was going to be wearing secretly when I got home, and hoping they could not sense how tingly it was making me feel. I was able to locate my sister's dance bag and slip into my sister's black tights and black short sleeve backzip leotard after first stepping into a pair of silky panties in the hamper. The feeling of being zipped up in her leotards and tights was so amazing I have been hooked ever since looking for any excuse to wear them, but was terrified of getting caught wearing my sister's dance clothes. Nevertheless girl scout day for sis became my weekly girl time to pad about the house for a couple of hours zipped up in her leotards with the silky panties peeking out under the tights. While dressed I put the dance bag back in her closet and kept my clothes in the bathroom so I could make a quick escape if someone came home early. One day my worst nightmare almost occurred when I heard a car door slam outside and quickly went to unzip the leotard only to find the zipper stuck so I could not get them off. I decided to duck into the bathroom and put my clothes on over the leotard and tights to give me time to work on getting out of them later. I felt strange stuck in them under my clothes with Mom and sis present for about an hour when I finally went back in the bathroom and was able to get the zipper unstuck. Later I was able to sneak her leotards and tights back into the dance bag folded the way I found them. It was a close call but it did not stop me from my weekly girly time wearing her dance wear and old recital costumes about the house as well as her nylon one piece suit she wore for swim team and pantyhose when she started to wear them. As I grew older I found some of Mom's tights and bathing suits to try on.I knew it was wrong but I just had to know how it felt to wear these female outfits so different from anything I wore as a boy. Anybody ever get caught like this?
8 or 9 maybe..
For me I started with pantyhose and tights at around age 5. Refused to have interest in anything else until I became curious about heels at around 15, then finally went for full dressing once I was around 20.
I was 10. I remember the day well, and that was over 40 years ago.
I was 13, and I was about the same size as my mom then. When the house was empty for the next few years I would wear my mom's panties, bras, pantyhose, and dresses around the house. I feel bad about invading my mom's things without permission now, but I'm so glad that I did it because it has made me a happier person. Plus, being girly for a while is so much fun.
when i was very young around 7&8 i hung out with my sister(one year younger) at her friend rieta, next store.we were so young.we played with barbi dolls.then one day rieta brought us into her older sisters room and we started trying on her cloths and playing acting games.i will never forget the pink tutu outfit i would always wear.a pink body suit with the ballerina tutu and tights.in the games we played i always was the one to do what ever they told me.
Before I was 5 that's for sure - I had put on my Mother's red heels and walked around in them. Few years pass and around maybe 8 years old I'm in my sister's drawer stealing undies and pantyhose and wearing them. I also remember when I was in 5th grade and I underdressed with the undies and showed them to my friends (who thought I was weird). Too many memories!!
Interesting that you say that because I remember the first time well. What happened in later life was validation of that.Quote:
Originally Posted by suspender
I guess I remember trying on bras and stuff when I was a kid, then in highschool I crossdressed once or twice with clothes borrowed from a friend (just a woman's shirt/pants)
i started like most people here apparently, stole some white pantyhose to my sister when i was 12... i was hairless at the time so it looked/felt incredibly good
I always enjoyed when my cousin would play "dress up" with me in her tights and leotards from ballet class. We were probably 5 or 6 yrs old and loved every minute of it. Always played in her and her moms pantyhose too...innocent fun
I remember in my prepubescent years looking at alll the lingerie in the jc penney and sears catalogs and wondering how wonderful it must feel to wear all that silk and satin all the time. One thing lead to another and I began like most sneaking things to try on
I think I was 12 or 13, we were cleaning out closets in our home and an old mini skirt was tossed my way. A few days later I tried it on, along with my mom's pantyhose. Later it was my sister's clothes as well as mom's, and much later I bought my own clothes.
14, sisters high heels
I had forgotten how fun this thread is! I enjoy reading everyones stories.
I think I have already replied to this thread like 10-15 pages back lol. For me, like most, I was very young. I remember when I was 5 or so dressing up with my sister in my moms skirts (which went from my shoulders to the floor). We would put sand buckets on our heads and stomp around the house with our fairy wands in our hands like little fairy soldiers. Other times, I would wear my sisters socks which had the frilly lace on the tops of them, wear her nightgowns when no one was around, etc. I continued to wear her clothes in secret until she moved out of the house when I was around 16. If only she knew back then, she would have bought me my own stuff. Then I could have been wearing my own and not have to have stolen hers! Or so she says now that we are all growed up. We have always been best of friends.
When my first wife left me for another man I cleaned the house found pantyhose bras panties and and lots of other clothes. Tried them on, I was 35 years old, It was great! The rest is good times.
I was 12 or 13, and rummaging through my closet of all places, it was used as a spare for a bunch of things that didn't fit both my parents since it was pretty large. I found a Fredricks' babydoll and another nightgown, both of which I tried on and wore several times after. What was the real deal sealer for me was the absolute very first time I put on that babydoll, I also had my very first orgasm, so it probably subconsciously locked into my brain that CD-ing feels good. :P
I know that I have answered this question in the thread "from an older one" but not sure on this one.
Well, here goes.
I donned my first dress late in life at age 59 and WHAT a dress it was!
I was dressed as Donna Lucia d'Alvadorez ( Charley's Aunt) from the play Charley's Aunt for a costume party.
The dress ( which had some lace brocade on it)was a hoop skirt supported by a 115" hooped lacey petticoat. I wore a wig with ringlet curls, a bonnet, carried a small string purse and a black lace fan. Underneath I wore satin pantallettes with a lot of lace. The makeup was minimal. It was a lot of fun.
Since then I have developed some other female costume characters such as a midieviel Duchess and a Southern Belle.
I started cross dressing when I was 11. Never felt comfortable around guys and this made it even harder to actually be a guy. Now that I am older, I feel like I know myself better and have found a good balance. I can enjoy my maleness but love the freedom to explore my femme side from time to time, too...
January this year.
I echo your sentiments. Beautifully stated.Quote:
Originally Posted by Wednesday
It would have be around when I was about 8 or maybe 10 I would wear my mother's panties, I remember the silky, soft tissue like material. Then about that time I came across her stash of stockings and pantyhose. I have rarely felt so excited as I tried each and every one. fun times.
I think I was about 6 when I was staying at my grandparents' house. I remember wearing a dress out of the cupboard and pretending to be a girl in front of my brother. I also remember stuffing the dress under the bed when I heard my grandma coming up the stairs! Didn't try it again until I was 13.