I started crossdressing form the age of 13
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I started crossdressing form the age of 13
Miss Virginiamae, I know exactly what you mean when you say you envision yourself as an old lady in slips and girdles. I see myself as the same as I grow older. very similar to my grandmother. She was the type that always wore her girdle and stockings daily, even around the house doing housework, or just lounging. it was always her daily routine to don her bra, girdle, stockings every morning as soon as she woke and bathed. I love visiting her, and sneaking one of her girdles and a pr. of her stockings, wearing them under my boy clothes the whole time I was there. Sometimes a bra too for bedtime. I would wear them all night. She would often comment on how long I liked to stay in bed in the mornings. I just didn't want to get out of bed. I wanted to stay in her lovely things in bed as long as I could. I loved seeing her lounging in the evenings, watching TV, laying bac on the couch, with her shoes off, showing her nyloned feet in her lovely rht stockings. Little did she know that I had on one of her girdles, and a pr. of her stockings under my boy clothes. Those are wonderful memories.
My first time dressing in private was with my older sister. She used me as a life size Barbie cool. My first time by myself was at 13, and I got caught by my mom. My first time dressed out of the house and with a guy was at 16. I lost my virginity that night.
I was about 14. Tried on a pair of my step-moms sexy satin panties and I was hooked♥ I knew there was something when my **** got instant hard. Now I dress all the time.
ZelenaCD
i was 7-8 when i tried on a pair of panty hose.loved how sexy they made me feel.i love wearing sexy skirts and panty hose.i recently moved up to womens tight jeans.the tighter the better my wife loves to put her make up on me and make me look like a hot chick wich i love.if i had the money for a sex change id do it in a heart beat cause id love to be a real women and wear what i want all the time without being judged for being me and finally being happy and feeling free.after my mom died a few weeks ago my entire family quit having anything to do with me after i told them i was a crossdresser and have been my whole life.now i still have to hide who i am.
At age 30, it seems to be rare :idontknow:
I was 4 years old... dressing up with my grandma's girdles, slips and bloomers....then moved to my mom's lingerie....
Now I own more than they owed in their whole lives.....
:love:
I was 13, at home alone laying on my bed masturbating, as you do at that age. When I noticed mother's brassiere poking out of the washing basket. I went over, opened the lid and what a wonderful sight. Her knickers, brassiere and full slip were all there. I took them out, put them on and laid back on my bed. What an orgasm I had, I was addicted after that and wore her underwear at every opportunity I could. I found her suspender belts and corsets later on and I adored those too.
I have purged but always return, I find being en femme relaxing and calming. Xxxx Gel
My first time was my first time at sleep away camp. There was a play being done by my cabin (all boys) and for some reason they chose me to play the role of the girl. I spent the day in a dressed as a girl. I was hooked.
For me it was Halloween was coming up I was 12 and was out running around with mom and she asked what I wanted to be for Halloween and I told her I didn't know. When we got back home she was upstairs and called me up and ask me if I wanted to wear one of her dresses for Halloween. Trying not to show my how happy I was at first I told her no but she said it would be fun so I said ok. We spent the rest of the afternoon trying on her dresses. We ended up picking a long ball gown that she had. It was now Halloween day and mom did my makeup gave me a bra pantyhose and wig. I was in heaven. Have been hooked ever since that day:)
I was about 10 or 11 and I was home by myself. I'd already been very interested in lingerie and girls' clothes since we lived with aunt and uncle and my girl cousins for a while when I was much younger. I have two older brothers so I had never been exposed to much femininity until then, but I never touched their things (but I was fascinated by them!). So that day, home by myself, I walked into my parents' bathroom and found my mom's black lace bra draped over the towel rack and without thinking I slid it on over my t shirt and looked in the mirror. I remember the bra clasped in the front which I found even more thrilling (and still sort of fetishize to this day). Of course I took my t shirt off then, clasped the bra back on, and stuffed it with my socks and I could have stared at myself for hours! But soon after my brother came home and I then learned the panic of almost getting caught and the art of putting everything back exactly where I found it
Was 10 or 11 and had began masturbating by rubbing on my soft satin blanket on bed. Made me curious about wearing my mom's silky clothes so i went and tried pantyhose, panties, slips, girdles, and teddies.
Was instantly hooked, and would rub and orgasm while wearing her clothes. Firing blanks at that age, so i could orgasm without making a mess.
Was dabbler in CDing from then until early 20s when i started buying my own stuff (stripper heels, bikinis, etc) and as closet CD have gotten more into it in the past 5 years or so.
My dressing has always been sexual and will always be sexual. Not trans, but enjoy being feminine and bisexual fantasies.
I think I was 8, it was a black pair of brand new pantyhose.
Even if crossdressing was in my mind since 15, I only started at 30. I was in a bad period (stressed because of work, not really happy). I said to myself: "life is short. You want to try crossdressing, you think you could enjoy it, so do it."
I have had so much fun.
The first time I crossdressed was when I was 18. I of course, was alone when I did. I had a girlfriend at the time who had come over the next day. She spotted cigarette butts in the ashtray with lipstick on them. She thought I had another girl over and was not happy! So I had to tell her the truth. Lucky for me, she was very supportive of my crossdressing.
Somewhere between 10 and 12 yrs
My sister dressed me at 7 and then i started to dress myself at about 13 I started just using lipstick and then slowly i added more and more.
The usual kids stuff when we didn't know what we were doing. Started about two years ago.
About 14 years old. Little white tennis skirt from mom's closet. Was thinking about getting one this weekend, it looked sooo good lol.
Five, I distinctly remember swiping my sisters yellow slip and wearing it when my Dad took me to a pond to fish........before that it was only mothers heels around the house. I still can't believe I got away with it.
Age 59.
I went to a costume party as Charley's Aunt.
Beautiful, full hoop skirt with very lacy hooped petticoat, wig, bonnet, small drawstring purse, light makeup. very lacy pink satin pantallettes, nice gloves, fan ,broach, ladies shoes and an attitude.
After that I was hooked. Thoroughly enjoyed being dressed as a woman that night.
I believe that I had a pent up desire to be a cross dresser and it was this function that brought it out.
Have enjoyed dressing as a woman ever since.
I think I was 6 or 7. We lived next door to a nice family who had two older daughters. I was an only child and would often play with them. One day they were playing "dress up" and they asked me to join in, so I did. They were putting makeup on and wanted to put makeup on me. I didn't object. When they were finished, they put a dress on me. We just laughed. A few days later, we were again playing and they asked me if they could dress me. I said "sure". They had an entire wardrobe. First, they did my makeup. Then nylon panties, next a bra, (I kinda got nervous). Then they helped me put on a pair of tan thi high nylons...I WAS Hooked! Then they gave me a pair of high heels. I put them on and they felt great and after a few steps, I could walk pretty well in them. Next came a half slip, skirt,a wig, earrings, necklace and bracelet. I wasn't sure how I looked, so after some touch ups, we went into their bedroom to look in the mirror. WOW...I thought I looked very nice...and so did they. I couldn't stop running my hands up and down my nyloned legs. We continued this fun, but I also began wearing my mothers clothes. I found her garter belt, girdles and nylon stockings. Oh my...need I say more? My mother would occasionally complain about the runs in her nylons. I just smiled.
The first serious time, head to toe, was about ten years ago when I was in my early forties. Prior to that I dabbled in wearing panties (not my own) going back to when I was a teenager.
I was 13 and found a maroon bridesmaid dress in the basement. I was caught by my mom, yelled "I was curious" and we both laughed it off.
If my memory is correct, my first time was around 8 or 9, but it wasn't until about 17 when I realized that I liked wearing what is classified as women's clothes
Must've been 5-6...I know I was in kindergarten...I started with panties, pantyhose and gymnastics leotards.
Aged 10-11. I'd get home from middle school an hour before any one else in the family. "Borrowed" my sister's clothes. I was saddened when she tossed them all at Goodwill a few years after that.
II'd do the same, come home from school being alone for a couple hours meant making a beeline to the panty drawer.Quote:
Originally Posted by CCDTanya42
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My first lingerie item in my collection was a black babydoll that mom had hidden away, probably destined for the Goodwill but luckily I rescued it. Perfect condition. I was probably 10 or 11.
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House sitting was a thrill for me too. Neighbors would go on vacation for two weeks every summer (1960s) and I'd be asked to clean the swimming pool. Of course they also gave me a house key. I'd finish the pool and it was off to the bedrooms (daughter and mom). Great fun playing in the lingerie.
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Yes I was already hooked on panties at 4 and was often seen walking around in aunts bedroom with her big panties. Can you imagine the sight? Mom told me these stories when I was older thinking it was just a passing thing. It wasn't.Quote:
Originally Posted by Li'l Miss
I would say it was when I young, probably around 8 or 9, when I would find a pair of my mom's nylons and play with them in the bath room. It wasn't until I was in my early teens that I started to occasionally wear a pair of panty hose under my jeans. Later on, during my first marriage, I would start experimenting with wearing my ex-wife's dresses and skirts...even tried her makeup and lipstick in private.
To some extent the question is what is mean by dressing as a CD. If it means just putting on a few female articles of clothing at home, I did this when I was very young, perhaps 10 or 12. If it means going out dressed androgenously, I did this in my mid 20's. If it means going out in a complete female outfit, I would answer my late 20's.
In any case this was much too late and I wish I could have gone out dressed fully as a CD when I was much younger. So much time lost.
The bottom line here is that I have wanted to CD ever since I could remember. It has always been a part of me.
My first memories of cross dressing are in my mid teens (I had no opportunity earlier as i was away at a boys school for the previous 10 years) when I tried on my mother's clothes. Perhaps a little earlier i do remember being fascinated by my mother's big heavy corset and suspenders.
The first time I crossdressed, I was 13. I put my mom's panties, dress and heels. I was in heaven.
It was Halloween when my older sister thought it would be fun to have a little sister to go trick or treating with.
I was around six y.o. I have heard. when She put a old red dress of hers on me and a mask of course and she took me around
the neighbor hood introducing me as her little sister if anyone asked. I was hooked and wore her dresses of and on
until the day she moved out
I was always fascinated by women's boots as far back as I can remember, my mom had a pair of leather 70's black knee high boots with platform heels that I'd be allowed to wear during playtime, that would have been when I was 6 I guess, I loved the feel of my legs and feet encased in those boots and the feeling of a heel under the foot too, i got to the age when I was told off for wanting to wear them, guess mom thought I should have started to grow out of them by that time!
I was 10. Folding laundry one night I found some curious items that made me feel squidgy inside. Mom and dad took square dance lessons on Fridays nights for some reason and sometimes my brother and sister were out too. I tried on the bra one such Friday night. Nice. Then the girdle and the slip. Oh my god! I remember hooking stockings one night but probably not then.
It only took a couple of dress-ups before I was caught. Mom and dad were surprisingly cool about, considering it was about 1967. I recall them, or at least Mom, allowing that it was OK if I wanted to try those things out. I was way too embarrassed to pursue anything though.
A few days later the kid across the street claimed to have seen me through the window 'in a dress and everything.' I don't think anyone believed him and he never mentioned it again that I remember. That's kind of odd now that I think about it. Anyway, all that failure was enough for me for a long time.
My first memory, would have to be , as vague as it may be, something to do with me having to wear green tights for a school play (aged approx 5-8) ....I could have been the tree....not sure.
Next I remember, I'm trying on my mother's tights when my parents go to town....and getting caught once or twice puts me off for years with guilt, shame, abnormality,etc,etc.
My gosh, the firt time like most everyone was with mom's panties etc, the last time was 5 minutes ago !
I was between 3 and 5 years old...hard to remember back that far.