I was about 4 or 5...I tried on slips and panties first....I thought it would go away. Boy was I wrong!!
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I was about 4 or 5...I tried on slips and panties first....I thought it would go away. Boy was I wrong!!
I was in my early twenties when in a relationship at college with my then to be first wife. I found i liked the feel of her clothes against me when i was with her and then that progressed to experimenting with trying on when she was out. She never knew of my urges and after two years of marriage she moved on with some bstd she worked with. So naturally i built up my own modest little stash which i purged later when i got nervous of being found out by family.
Aged 2 or 3,pulled on a pair of my gran's panties, bounced around on the bed experiencing pleasure, and was discovered! Aged 7 or 8, found a way to turn my pyjama jacket into a skirt!
I guess I can put the blame on my mom. When I was born she had wanted a girl real bad. Apparently she dressed me up as a girl in some of the little girls dresses she had already sewn together. My dad I'm told didn't like what she was dong and put a stop to it. I found out later that she didn't stop doing it behind his back till I was about three. Mom has an old picture of me in front of her old dresser and me playing in her makeup with the red lipstick all over my lips and face. I guess I wasn't coordinated enough do put it on right then and or now...lol Later in my childhood I started getting her old panty hose out of the trash that had all the runners in them and stored them in the top of the barn. I later secured an old girdle she discarded and I also had a good stash of Sears and Roebuck, and Montgomery Wards ( we called it Monkey Wards) catalogues stored there as well. I would set in the hose and girdle and stare at the girls in those catalogues and all the bras girdles and hosiery wanting to be like them. I then progressed to when my parents were gone I would get her slips out and play with all the gear on. Even advanced to some play lipstick that was chalk so it could wash off easily. I also did all the guy things in school football, Ag (FFA) and Track. I loved a course in Homemaking that explained how babies are made and taught us how to wash dishes and cook, and then how to dress up for an evening with our dates...I listened when the teacher taught the girls how to dress...deep down I wanted to participate with them but had to keep the macho thing going. I hid all my feelings and suppressed them till after college and I met a girl and married her. She said she knew that I had played with her clothes and she was right, as its hard having someone near and wearing hose and heels and you have to wear jeans and boots...We are still married but now she is helping me with the dressing part and she is learning my feminine side with me as I don't know where it will lead me. I just know I want it to be with my wife...
I am in love with this site and the many good gals here...
Jaylyn,
Lipstick all over your face-YUMMY. Sears & Ward catalogues....the lingerie section, that brings back so many fond memories. HUGZ !
Well, my earliest memory of doing it on my own was when I was 13. I would put on my sisters nightie and other stuff while brushing my teeth in the morning and getting ready for the day. No one knew. Before that though, I have faint memories of my older sisters dressing me up and painting my nails and stuff. I may have been 3? When I was 5, my sister and I wore my moms skirts up to our shoulders secured with a belt and trampled around the house with sand buckets on our heads handles for chinstraps. I think I even still have the picture! So I guess from the very getgo!
I started dreaming about crossdressing at 5. Sometime between then and 13 I began wearing my mom's pantyhose (lol - such old-school pantyhose they were, too).
In my teens
My cousin' s panties and Gym Outfit
Then was dormant for some years
Again in my 20's and ever since
When I was about 4 I used to play with my grandmother's lipsticks and mum's jewellery. But I remember when I was only about six begging a girl day after day to let me wear her clothes. To my delight, she finally said yes, but of course I soon got found out. After that, I wore my mum's bras and stockings and played with her make-up and when I was in my teens I took every single opportunity that came my way to try on girls' clothes and experiment with their make-up.
Reading some of the posts, I often wonder how my mum might have reacted has she ever caught me wearing her clothes!
My wife made me buy a pair of high heels for myself to experiment - 4 years ago - very exciting again
About 3 years ago - discovered Heather in Las Vegas
Aged 4 or 5. Wore my sisters underwear and dresses. Knew it was wrong as I locked myself in the bathroom to do so. Now I do it almost 24 /7 and it feels right. The confused little boy is growing up into a confident woman.
Hmmmm I have vague memories from when I was quite young, perhaps 4 or 5, of playing with my moms nice church heels and her purse collection. The first time I vividly recall dressing up was in either grade 7 or 8 when I was looking through some old clothes and such to put together a Hercules costume for school. I came across two gymnastics leotards from my sisters and curiosity got the best of me. I loved how they stretched and hugged my body, can't forget the colours too! It was so different from what I was used to wearing and yet felt good, it felt right. I had always been intrigued by girl clothes and girls in general but never had the chance to experiment till then.
So I confirmed my feminine side while looking for a Hercules costume. Ironic?
Oh my! I guess I started in my early teen years. School was a great place to see the occasional up skirt live and seeing a pair of panties live was such a thrill. Then when I got home, sometimes Mom or Sis would leave a pair in the bathroom. Well, one thing led to another and as soon as I put a pair of nylon briefs it was wonderful. Then I started seeing ads in the back of Playboy or Penthouse for a place called Michael Salem's and I knew I was hooked. It took a long time to come to the realization that I am a cross dresser and even now, it is limited pretty much to underdressing but I have enjoyed it for many hidden years
Hard to remember the exact time but I'm guessing around 13-14yrs old slipping into some kind of lingerie that mum owned. What sparked that off is the real question! That feeling was so intense it never really went away through all these years. Oh and I was caught by her a few years later as well. I thought I would have a heart attack at the time but got through it ok. Said I was just experimenting at the time and genuinely believed it for a little while. 20yrs later or so here I am.Quote:
Originally Posted by Alexandra Santora
I was twelve, or so. No sisters in the family, so it was Mom's slips and petticoats; the feeling was magical. At the time, I thought: how can this feel so good and yet feel wrong. Looking back on it, I wish I had told my mother.
Norah
At about age eight though it may have been as early as age six. THAT was long time ago.
The first thing I wore... I always helped my mom wash and fold clothes. Some of her clothes were really soft and smooth. I like the way they felt in my hands when I folded them. So I sneaked a pair of panties and bra to try on. She caught me trying to figure out how to clasp the bra behind my back. We had a long talk about what clothes boys wear and what clothes girls wear. Unless I had wanted to wear girl clothes all the time I had better leave her clothes alone. I don't remember how old I was, pre teen perhaps?
So I did it in private for a few years till my girl friend caught me. She thought it was cute and helped me dress up more often but we never left the house except to go to a Holloween Party a couple of times.
as a young boy about 5 people would think I was a twin girl to my sister, (when I had a hood on over my hair) I think I felt weird at the thought of it, but sorta good about it too. when I was about 8 or 9, staying at my grandmothers over night she made me sleep in a nightie at the request of my aunt.
also made me wear a something over my hair like a girl. (it was very stimulating)
around the same time I would put on my mothers or sisters clothes, when I had the chance.
I used to put my hair in curlers every chance I got, I like the feel of it. and looking at a full head of curlers in the mirror.
my mother used to make my sister clothes, she would have me put them on, to check her work etc. if my sister was at cheer leading practice or as a surprise for her.
from there the pulling that way only got worse.
My earliest recollection is trying on one of my mom's girdles, it was a white panty girdle with a satin tummy panel. I was probably 6 years old. I had to hold it up, because it was too big to fit. I grew into them! Could not wait for the Sears and Eatons catalogs to arrive in the spring and the fall. I would go leaf through them and pick out my favorite girdle, bra or corselette on every page. That thrill & excitement has stayed with me all my life. Just now able to CD with my wife's knowledge and approval nearly 50 years later. Ina
I was really really little and tried on some of my mom's clothes. My mom freaked out because she didn't want my dad to see me like that. He was really homophobic and gender-normative, also prone to fits of rage and verbally, emotionally, and sometimes physically abusive. Actually dressing like a girl had to wait for college when some female friends made me up for Hallowe'en a few years running.
I have replied to threads like this in the past but always enjoying reliving the memories. Started pretty early not sure of age. It was out of curiosity with my older sister's bathing suit in the bathroom. Loved the feel and soon tried her pantyhose, then her ballet outfit. Soon I was trying her panties, bras, dresses, skirts and tops. She had one pair of kitten heel that fit perfect and felt so right! I snuck some of her nighties and would sleep in those. I liked that I could wear my sisters stuff. That way I was wearing what the girls in school were wearing. She had several outfits that were my favorite. Makeup came from my aunt. She sold avon and there was always a box of samples in the linen closet. No one ever missed what I took. Wish I had the forum back then!
Love to all,
LoriAnn
I'm so enjoying reading all these memories...
Alexandra - that you for posting a question that each one of us can respond to. We can identify with and enjoy each other's responses.
Hi Alexandra, It was some where around age 4 or 5 .
When i was 5 or 6 a neighbor girl liked to dress me as her "girlfriend" at her aunts house and we would play with her dolls, etc. I absolutely loved being her girlfriend. Loved the clothes the feel the look!
Under my aunts bed when I was a kid looking for toys, found her box of underwear and hide under the bed all day trying them on
In reality mine was probably longer ago than I can remember since my memory is pretty awful... But the first time I was remember was about 4 years ago when I was 15... I saw my sisters bra is the washing hamper and it caught my eye and I wondered what it was like to wear it... This is exactly what I tried to do, it unfortunately didn't fit and that was actually quite upsetting... So I carried on with my evening as normal, and then suddenly remember my mum is a bigger bra size than my sister so I went and tried that on - as much as it didn't feel right (due to the thoughts in my head that bras are for girls), I was in heaven while wearing it!
This progressed further into wearing panties, tights and dresses as well... But now I happily have my own bras and underwear.
Annabelle-Bethanie
I was dressed in little girl clothes by my sister as a todler( or so i was told),she continued til i started school.i never questioned my gender i always just became me.she moved out and i had nothing that fit, as i got older i got caught wearing my friends moms terrycloth sundress. my parent sent me to military school.for 2years there was nothing i could do about it. i started surfing at 12 and the bikini was replaceing the one piece and my oldest niece (3 months younger than me )had a talk and sne stared helping me. we were about the same size cause i really a skinny kid and she gave me her undies and bras and other girlie stuff.parents caught me again and sent me to a shrink.didn't matter the shrink heard what he needed to here and see,and it was just a phase.then came viet nam, well not much going on there but blood,guts,bullets,getting hurt and dope.for the next three years(23yrs old)it was all dope.too doped up to even relate to reality.i had an epiphany and fiured out that if i didn't change my lifestyle i was either going to wind up dead or in prison.no help,just dissapeared and cold turkeyed myself straight,not fun but it worked and has for40 years.at that time i started with just panties(i was a commecial fisherman,5-10 days at sea with 5 other guys)got married had three boys and continued to hide.14 yrs later i caugh ther with a friend of mine. she couldn't give it up so i had to walk away from my kids.i started going more femm and enjoyed it alot. found a girl i new in highschool and wound up getting married again,seven years later i told her that i liked to wear womens clothes,she said;what you like to play dressup?; iwas hurt,scared and for the first time in my life confused! we never spoke of it again.15 years later i drive a tractor trailer for an over the road company and am only home for 34hrs and go rignt back on the road. i now have my own panties,bras,cammis,tops,skirts,shorts etc:. would dearly love to have breast forms but have settled for water balloons. i have to pack up all my girl every weekend and hide it under a bunch of stuff in the bottom of the closet in the truck and hope no one looks too closely while i'm off( sometimes someone will drive my truck while i'm off). i'm happiest while i'm at work but will always come home to my wife .i love her and she loves me but don't ask don't tell.i'm 63 now and have had a pretty good and interesting life and it's getting to the point that i just don't give a shit anymore.
life's up,life's down life goes on
metaphisically,we are who we are because we are.
I was probably about six when I started dressing up in mom's dresses. I had the whole basement to myself and more than enough time to experiment. I remember putting on the bra, girdle and lacy half slip and then the dress and heels. Back then both women and men wore hats so once I was dressed up I would put out her hat boxes and work my way through her collection.
i started when i was 8 years old my best friends sister was a full
time catholic student all the way from elementary school to high school
and she was the same size as me all the way hehe so i lucked out
when she found out that i was ((borrowing)) her uniforms and
to my surprise she was ok with it and we had a blast playing dress up!!!!!
Around 13, I had half a day alone at home every week. I started looking around the house, found wool tights I used to wear for skiing as a kid, found they were very arousing when put with nothing else. Next, I found a stash of my mom's old pantyhose, and I started discovering the wonderful world of tights.
Once I wanted to try one of my mom's bras, but I was nearly caught that night. I stopped for a while but eventually wearing tights got the better of me and I started buying my own tights. Wearing anything else than tights is a really recent discovery.
Working your way through the hat boxes sounds delightful.
Quote:
Originally Posted by Meg East
I used to live a block from my school. Back when things like this were still acceptable, I would walk home from kindergarten and I'd have maybe 20 minutes before my mom would come home for lunch from work. I remember stripping nude and slipping into her pantyhose, even encasing myself in them. I still love pantyhose to this day but I couldn't tell you if that experience drives my love of hosiery or I did because I loved nylons from the get go.
Memories can be a very difficult thing to track. Believe me.I've been working on them for years. I can remember my mother painting the nursery walls blue as I laid in the crib looking up at her. Every time I smell fresh paint it brings up that image.So clearly. Like it was yesterday. I remember a lot of bits and pieces of my early childhood. Some memories are good. Others are bad. Uncertain times of difficulty for my parents. My first recollection of wearing girls cloths was at the age of 6 or 7. I was in the first grade. It was a night gown that I would wear when I slept at night. I kept it hidden inside an old wooden radio box beneath a layer of comic books. I'd wait until my three brothers that shared a room with me were fast asleep and then I would slowly lower myself to the floor behind my bed and put the nightgown on. Wearing it helped me to sleep in the dark. I was always deathly afraid of being in the dark. I had sometimes decided to put the nightgown on when I first went to bed and then keep myself tightly covered with a blanket to conceal it. But sometimes my oldest brothers hippie friends would stop in and I'd have to carefully slip the top of the gown off my shoulders. They always came and wanted to read my comics and call me "Faggot." I didn't know what that word meant so it didn't hurt much hearing it until my big brother used it. That hurt. A lot. Especially coming from him. He always apologized for it later when his friends weren't around. The sixties made for some strange times.
I starter crossdressing when I was about 11 or 12. The first thing I tried was a leotard. Not too long after that I started to wonder what it would feel like to be a woman and I tried first swimsuits and lingerie. While I failed to avevie my goal the experence was interesting enough that I have keeped on dressing.
HI Luvs: My first real experience was when I was 14yo , and very embarrassed by the fact that I had tits . An older woman (very sexy 35yo) told me by whispering in my ear that I should wear a
brassiere , she said "your tits are bigger than mine honey" and she touched my arma nd rubbedit softly right next to my tit . About a week later I saw my older sisters black lacecup underwire
bra on the floor in her bedroom , it was a 36B and it fit me like I was measured for it and Lo I had tits when I got it on , I have been erect every day since then when I get on a brassiere .
Two weeks later my mom caught me in her bra girdle stockings and slip . She asked and was told I would not stop so she bought me my first bra pantie girdle and slip a week later.
Easy enough for me to remember. We lived in a few different houses when I was growing up. They got bigger as my parents had more success. So, when I was eight I had a walk-in closet. The former house all the neighbors were girls. And I envied them in their dresses and tights. Loved playing with the toys they had. Barbie and the old tea set thing. But, I wanted to be just like them. So, of course, if you are in the closet no one will know your hiding inside, right? Well I could not believe how beautiful those pantyhose felt! By the time I was twelve I had panties, bras, night gowns and even shoes collected. I remember because that is when the next house came along. That would be the first time I purged!
I was about twelve and we were on vacation in Canada. For some reason, my aunt thought it would be a good idea to make me wear a bra. (I still remember it was a padded bra) I was held down and my cousins put the bra on me. Years later my late aunt actually sent me a picture of me wearing the bra. I was crying and look quite upset. Shortly after we returned home, I found myself drawn to my sister's clothing. I started with my sister's one-piece swim suit. Of course, my mom caught me and started yelling at me and asking me if I wanted to be a girl. Surprisingly, I didn't crossdress for another ten years. I still remember getting out of the shower (ten years later) and my mother-in-law's pantyhose were hanging on a towel rack. I couldn't believe the feeling of well-being as I slipped on the pantyhose. I sometimes wonder if they hadn't forced me to wear the bra, I wouldn't be wearing a bra, panties and slip as I write this?
I was 5 or 6 when I gave into curiosity. I found some stuffed toys my auntie had made whilst at her house. They were stuffed with old underwear and tights. I had to wear them so I put on some cotton panties and tights. My heart was pumping so hard and the feeling was better than any drug. Years later when I was about 10 I started to wear mum's tights regularly and a pair of stockings became my daily treat that I used to wear.
I used to fantasize about wearing a girl's bathing suit when I was about 6 years old. Tried on some of my cousin's panties and dresses when I was about 9. Seriously got into cross-dressing as a teenager, first with my mom's stuff and then eventually I bought my own female clothes.
I started as early as i can remember was 5 years old i used to wear my moms pantyhose (she thought it was cute at the time)* i believe i may have started out younger but any yonger then 5 doesnt really count as CD more just being a child to me lol
i agree with you Nicola when i would get dressed up every time i just felt great i couldnt explain it was like a drug i continued to explore myself and what it meant for me growing up at 1st i though it was a fetish cause i couldnt explain it now as im older its not a fetish i feel good and dressing as a woman just makes me happy i love the way i feel and look, and i actually feel attractive for even just a brief moment i LOVE pantyhose and heels always have now i know why hehe
It happened just fter 7 days of my marriage at around 22 years ago. My wife made me crossdressed. But now ssshe don't like that I. Wear her outfits and it makes me uncomfortble.
I've always been fascinated with bras and panties. That's why I like the whole "feeling out" process when in a relationship. It is more interesting to me to unclip a bra than to have a girlfriend strip down and get into bed. I liked high heels as a kid also. I still have a good soprano singing voice, and have done female impersonations as long as I can remember (not dressed). I've always thought women's clothes were more interesting and exciting than men's boring stuff. Never actually wore anything from about seven or eight until after my divorce, and then only a couple of times, until about eleven years ago when the pink fog first hit. It only lasted a few months, and then I stashed what I bought until about four years ago. Have spent thousands, all on thrift store clothes, so needless to say, I'm completely addicted.
It started when I was in a play for the boy scouts (2nd gread) and dressed at a screaming girl fan for the beatles. I had one older sister and of course my mom both had a ton of great cloths. I would stay home sick in th great and spend the day dressing. the only bad thing was my 2 little sisters would get yelled at for being in my older sisters stuff.
I started at about 5 years trying on my aunts girdle a stockings, I progressed to wearing my mothers girdle stockings and nylon knickers with a full slip over the top by the time I was 8.
It was the 60's and I was a latchkey child ,my sister left home at the age of 16 , so from the age of 8 I had access to the clothes that were left behind by her ,I was able to spend most of my school holidays dressed in my mum's or sisters clothes , doing housework for extra pocket money in a dress pantyhose and my mums pink fluffy slippers.
I couldn't agree more about male clothes being boring in comparison to women's clothes. No comparison.Quote:
Originally Posted by Anneliese
I've answered so many of these threads I'm starting to confuse myself on dates. Somewhere around age 9, and it was my sister's pink satin tutu. Awesome experience (we've all been there) and I've never looked back!!
Ina, I too started young with my Mom's pantie girdle. Strangly a neighbour saw me looking at a lingerie ad in a ladies magazine and brought around a trainer bra which her daughter no longer needed. Mom said I could wear it under my skool uniform it is was not sports day. I grew from there
luv Sindy X X X