I've told this several times. I first dressed in something feminine at age 59, and yes I am a bit slow! But sister look at me now!
Printable View
I've told this several times. I first dressed in something feminine at age 59, and yes I am a bit slow! But sister look at me now!
Must have been around 12, I still see myself exploring my mom drawers.
I was around 6 and tried on my moms pantyhose and love it.
First time at around 5... got more serious into it at around 11. So serious that I was feeling more female than men and was totally dreaming about become Calliope full time. But with the kind of family that I had, it was (and still is) unthinkable.
Tried like hell to quit several times. And eventually quit quitting :)
Found some of my mom's lingerie when I was around 12 or 13, very much a puberty thing.
I'm thinking about age 7 when I tried on my mom's shoes. Then again I remember trying on her nightgown and slippers also.
For me it was when I was 7, I wore one of my sister's dresses and heard my father coming up the stairs. I hid in the closet(no pun), and he found me immediately. To his credit he just told me to get out of my sister's clothes, didn't make it a big deal. Later that year I was out of pants, and told my mother. She made me wear my sister's purple polyester pants to school, I was embarrassed. I had to walk 6 blocks there and 6 back.
I was 12-13 when I tried my mom's satin PJ. That's when I knew I wanted to have more satin clothes, but it was hard to find for men. Switched to women ones, and there is no comeback :)
I was about 8 and mom was visiting the neighbor lady, for some reason I went into her room and got in her dresser. There I found a padded bra and tried it on, the feeling was wonderful, I had boobs! Years later I had to take out the trash and there was that same bra, it came back in with me and I kept it for quite some time.
Lisa
I started crossing when I was about 12 years old. I was always curious about panties at a young age and I attempted to make them with my own little boy undies XD but that didn't turn out as planned. I eventually started to take my cousin's stuff (I was a weird kid I know) and my mom would forceably clean my room and find stuff so hiding things was virtually the hardest thing to do. but when I was around 14 years old she stopped and I was able to keep up a good amount of stuff to wear. so I guess I can say that I've been crossdressing for about 7 years now.
I was very young, about 3rd grade I remember getting excited over a classmates yellow dress. I wanted to wear one just like it. As puberty took hold, I became very interested in the laundry hamper. mom and grandma's panties and slips. The feeling was earthshattering... continued thru the teen years ever so deep in the closet. Lots of questions and confusion over the years, but am at a point now that I am good. I guess wisdom comes with age. I am who I am, I do what I do, if you dont get it, that's not my problem. live well, be happy , dress often...
I can't remember a time when I didn't crossdress. Having older sisters meant there were always plenty of dresses, skirts, etc. in the house and I took full advantage.
Definitely pre-school for me so probably around 4 years old so that makes it almost 60 years! I used to love t wear my mother's nylon slips and feel the slippery fabric against my skin. It was years later when I first got the opportunity to wear hosiery - my mother almost never wore stockings but I did find some as I rummaged through her drawers about 9 or 10 years later. The rest, as they say, is history! I still love nylon and satin lingerie, even better when you can wear them under a skirt or dress with a satin lining, and teamed up with sheer nylon and I am in heaven.
I was five or six. I know the age because of where we lived at the time. I was in Kindergarten or first grade. My step-monster was a socialite who dressed up for everything. I don't think I ever saw her in pants. Since she had way too many clothes, she used the closet in my room as overflow. The closet was full of dresses, skirts and blouses. One Sunday, after church she had to do a quick change from her church outfit to some more formal outfit.
On my closet floor she left a pair of Size B, Leggs Sheer Energy, suntan shade pantyhose. I don't know why I put them on but that was it. At first, I wore them under my pajamas every night. Now, this woman had closets full of clothing. Dressers full of clothing. She never noticed over the years, but she lost many pairs of tights, pantyhose and yes, even stockings. She "lost" nighties and other dainties. When I said that she had a lot of clothing, she had two whole dresser drawers full of pantyhose!
I was at the age of 10-11 I remember I had a whole day alone at home
I started playing with my mom's makeup and I wore a corset
I was a preteen and I found my mom's stocking on the trash. I was curious about the texture and just had to try it on. It felt so good on my skin I was instantly hooked and have been obsessed with nylons/stockings/pantyhose ever since. For awhile I was only into pantyhose but over the last few years I've been working my way to fully dressing including makeup, etc.
I was 6 and it was at summer day camp. There was a trunk full of lots of clothes for both genders to play dress up with. I was drawn to the dresses (go figure). As the years went by I was stealing my mom's or sister's clothes and wearing them if I was home by myself. I would fake being sick just to stay home and play with the clothes, always being careful to put things back exactly the way I found them. After I was out of the house and living with girlfriends I would wear their stuff if they were out of the house. My only regret is that I have better fashion sense than all of them combined :tongueout
We were on vacation in Canada and I was about eleven. My aunt and uncle thought it would be a good idea to hold me down on the ground and make me wear one of my aunt's bras. When we got home from vacation, I had a new-found attraction to my sister's clothing. I started wearing my sister's panties and then her swimsuit. One day, my mom got home from the grocery store, earlier than I had expected. She caught me red-handed wearing my sister's swimsuit. She started yelling at me and asking me "do you want to be a girl"?
Apparently, she put the fear in me, because I didn't crossdress again for ten years. I really didn't have a desire to crossdress, but one day (ten years later) I had an epiphany. I had just finished having a shower and there on the towel rack were my mother-in-law's pantyhose! Before I knew it, I was slipping on the wonderful pantyhose. I will always wonder if being forced to wear my aunt's bra was the genesis of my crossdressing? Years later, my aunt mailed me a picture they had taken with me wearing the bra. I look very upset and unhappy in the picture. Does anyone think that I would be wearing a bra a panties right now, if it hadn't been for my experience with my aunt's bra? Just wondering . . . . . . . .
Around 10 or 11, sister had a wet look black one piece bathing suit ,just had to try it.
I remember trying on panties and a bra at age 12.
Very young for me. I could barley dress myself. I remember trying my sisters clothes when I was about 3 or 4.
I've always been since a young age been attracted toward the feminine side
Always been attracted to feminine fashion, as long as I can remember. It was the nylon clad legs that really caught my eye though. Tried on my first pair of hose at about 8. Can't hardly live without them now. Over time every thing else followed along. Now I go out as a girl, always in a dress and hose.
My sister dressed me in a ballerina outfit when I was really young, like 5 or 6 and I remember that I thoroughly enjoyed it. After that it was when I was about 11 or 12, I wore a pair of my sisters panties. I kept it at just panties through all of my teen years and occasionally through my 20's, it wasn't until my 30's that I took it much further and started dressing fully, and under dressing full time.
Charlotte
I was probably 5 or 6, at my Grandparents house, they had a box of dress up clothes, and I put on one of my cousins old school uniform dresses and wore it outside playing with my cousins. My Grandfather saw me and he wasn't impressed.
Later in my early teens, my Mum and Dad both worked, and I would fake being sick so I could stay at home by myself and wear my Mum and my Sisters clothes. Later while still living at home, I would by my own clothes, but I got caught a few times.
It wasn't until I was in my early 20's when I moved into my own house and really started my alternative wardrobe.
Jasmine
I think I must have been about 6, or thereabouts when like so many of us I discovered a cardboard box under my parents bed containing a number of girdles/corsets with suspenders attached and wrapped in tissue paper. An Aladdin's cave of feminine delight to me. I was hooked and have been ever since.
Hugs
Alison X
My sisters used to dress me in a ballerina outfit too! Couldn't have been more than about 7 years old.Quote:
Originally Posted by CharlotteP
I started when I was about four or five. I remember being at some of my mom and dad's friends and was supposed to be taking a nap, but I found their daughters tights, and put them on. They felt awesome. I had felt even before that that I was a girl in a boys body, and the tights just enforced that. My mom gave my sister some of her old dresses to play with when I was about six, and I used to wear them all the time. When I turned thirteen, I was wearing my moms bras, but got caught by my dad, and tried to suppress it. I was not able to do so, and by fifteen, I was wearing my mothers dresses and undergarments. I loved it, and it felt so good. I went into the service and kind of quit, but once out of the service, I started wearing my wife's clothing. I am dying to get my own wardrobe including panties, bras and pantyhose, but I do not have a supportive wife, so have to stay in the closet. I THINK she suspects, but I think she is at the DADT stage.
I don't remember this at all, but I've been told that my cousin dressed me up in a tutu and a leash and pretended I was her dog.
And apparently I liked it.
I dunno.
I can't remember.
Pretty young for me as well. I remember as a kid about of about 10 my older sister had a gorgeous pink ski jacket she asked my mom if she wanted...my mom said no and she said she would just toss it out...I almost cried!
Let's see... about age 12 for me. Mom was at work and I was home from school!
I've started very late, was about 23? maybe 24 and found a Victoria's Secret Cataloge, was curious so bought some black boyshorts on ebay.... I would actually say I have not yet begun as I am barely branching out into swimsuits and yoga pants......I do like the business woman look so maybe in the near future I will strive for that look.
It was around 11 or 12, I can remember snagging my moms bra and panties and whatever else when no one else was home. But then it stopped for little bit and started up again in my mid 20s. I dont get to dress often nowadays but when i have the house to myself i do love to throw on a sexy bra and panty set or some yoga pants and a top and enjoy myself!
Age of five. Stood in a pair of my aunts heels and loved the feeling of it on my foot and how it made me taller. I then put on my sisters dresses and wore the heels around. I have been hooked ever since. I have slipped something of a womans on every week for the last 20 years.
I was around 12, saw a photo to a bride and groom, and my first thought was I wanted to be the woman. My first crossdress was much later.
My family had a huge box of dresses and tutus and things like that. I remember being around 5 or 6 and loving dressing up in all the different clothes. But i was told to stop. It wasnt until i was about 10 or 11, i was walking past my sisters room and saw folded laundry on her bed. The panties are what caught my eye, I wanted to try them on. I snuck in there and stole a pair of panties, a bra, a skirt, and a shirt. I ran to the bathroom and tried it all on. It was like a dream.. I felt so amazing. I did that for awhile, sneaking all those clothes. I stopped for a long time. And now recently i dress fully make up and all. My GF is supportive which is nice:) i dress up fully every two weeks or so!
5 or 6, mom had some clothes drying in the bathroom, I tried them on and got busted (and punished). after that parents were always checking up on me, got busted twice more later into the teens, got better at hiding. got the gay talk twice (Jesus would cry) didn't matter i was also busted with playboys, or how much i pleaded that i like women. my parents are all black and white
when i got married, my mom hugged my wife and told her she was scared i had been gay, but everything was okay now.
I was about 13. It started as a joke to shock my younger brother. I got dressed in my mom's work clothes. Nothing fancy just a skirt, blouse, heels, and some makeup. He was really surprised when he got home and I really thought I was just joking, but part of me felt, hey this feels nice.
Sixth, or seventh grade. About the time when I started to realize that girls have all the fun. Hmmph!
I went to a private school, where we wore uniforms. I always wanted a skirt of my own -- so I wore my sisters (secretly).
91,000 hits on this thread... Incredible viewing
I was about 6. I remember it started with my moms panty girdle and briefer. I just couldn't resist trying them on. After that i kept trying on more things especially a blue full slip and a bodysuit she had.
I was real sad when she finally gave them away. Even though she never worked and was always home I would sneak to the basement where the laundry was and try on what i could. Didn't get caught until years later.
Technically, age of 11. Qipao blouse with a floor-length pleated skirt. When I did it fully (lingerie, wig and all) it was a mini-dress converted from a skirt with a very short petticoat underneath. I also wore black over-the-knee stockings with that.
Strictly speaking however, I have been wearing women's jeans on multiple occasions since I was 9...
My first recollection is when I was 8. Tried on my older sister's school pinafore dress. The rest as they say is history
It's a great look! Go for it! :)Quote:
Originally Posted by LuciaRamos
I was in the navy and one of the females had left a set of panties in the dryer and it ended up in mine. I tried them on but felt silly however I could never let the memory go. I realize now that all the sexy "male" underwear was really to try and replicate that feeling.
Preteen started wearing my mothers stockings and panty girdle.Then my sisters fishnet stockings. Then my wife's pantyhose and bra. Finally started buying my own clothes.
For me I was around 8 when I very first tried my mothers dress and heels, it just felt so awesome, not to mention when I started to wear my mothers tights as well I was hooked!!
It came late for me... Sorta.... When I was 7 or 8, I was constantly rearranging my tighty whities, by folding or rolling the waist band down, to resemble low cut or string bikini's... When I left home, I started buying my own undies, and quickly gravitated towards buying Jockey brand, Elance bikini's. Mostly in light colors to help with the "feminine look".
It wasn't until I was 40, that I tried on my first pair of women's undies. WOW !!!! I didn't realize until then, what I had been missing all of those years. I've been underdressing ever since. (23 years).
I had gone to Fredrick's and bought my wife some satin string bikini's as a Christmas gift, but she didn't care for them too much, because she didn't like the way they fit.
Soooo.... One day, I got them out and decided to try one pair on.... They fit me so incredibly good !!!! Next thing I knew, I was sneaking down the hallway, and peeked around the corner into the living room, where my wife was sitting.... I walked out into the room and her immediate reaction was that of shock and COMPLETE approval, and then she proceeded to chase me down the hall and into the bedroom, where we all know what happened next !!!!
I am so lucky to be married to her... She is so accepting and supportive...
And, like I said earlier, I've been wearing panties ever since !!!
Well when I was a child my mother had given me an old purse and some costume jewelry (along with a few dolls) as play toys. [I always got the sense she had expected to have a daughter.] I'm sure I played in some of her clothes at an early age. My first conscious recollection of actually cross dressing was when I was about 7 or 8 and I got into my mother's underwear drawer. Got caught a few times with panties hidden in my room. In high school I acquired a pair of panties and bra of my own and got better at hiding things. In college, I started going to department stores and buying Vicki her own wardrobe, most of which is still hanging in my closet today.
Cindi, I totally love Jockey Elance panties. The microfiber ones are my new favs, if you haven't given them a try.Quote:
Originally Posted by cindi cinnamon