How old were you when you started and who's clothes?

I remember when I was four or five always wearing my mums pink flip flops, she would go mad at me, not because I was wearing them, but because I couldn't do my own shoelaces up back then.
Then it stopped until I was about 12, I saw a pair of my mums silky panties on the clotheshorse and wondered what it would be like to wear them. A few days later I was left alone in the house, so I went upstairs and put them on, the felt so nice I put a bra on too, it matched the panties I also put on a pair of white socks with a purple heel and toe, with pink poka dots on, I spent about 2 hours in just them, soon I was wearing everything jeans dresses shoes tops skirts the works, it was great, until A) my feet were too big for her shoes, and B) I got caught a few times.
After being caught I vowed to myself that I would never do it again and it was wrong but deep down I knew it wasn't, well not for me anyway and it went on from there, no I actually own more pairs of girls shoes than my mum, crazy eh. Now I love it and cant get enough.

Michelle xxx

I have worn girls clothes as long as I can remember. My mom says she started out discouraging it but as time went on, she stopped and allowed me to be who I was. I still have pictures of myself going out for Halloween as Cinderella at the age of 3. My mom said I cried and cried to be Cinderella and she allowed me! My 2 older sisters knew that I preferred the "sissy" lifestyle early on. They defended me many times in school. I've worn panties and kneesocks my entire life. I would simply take my sisters clothes and refuse to wear my own! My mother stopped buying me boys underwear and sox because I never wore them. Although I couldn't wear dresses to school my sisters knew that when I came home many days I would get caught playing dressup all the time. My mom once dated a man who came to our house one evening for a date and when he saw me in my white nightgown and a pair of pink kneesocks he laughed at me (in front of my mom!) and I ran to my room. She told him to apologize immediately.Upon entering my room I think he was blown away! He must have thought he entered a girls room. My panties, dresses and girls shoes and stuff was all over the place, like any typical kids room. He asked me why I wore the things I did and I remember saying "cause I like too." That same theme keeps me clear on who I am. I never really cared what people thought because my sisters and mom accepted me as I was.

My mums clothes when I was 4, but then did not cross dress until I was 11 when I found some old skirts, then did not do it for 8 years, now starting again.

I was about 5 or 6 and I was at my grandparents house in Chicago and somewhere I found a pair or panties which must have been for a little girl as they fit me fine. I would hide under the porch and put them on. Then I started wearing some of my mothers things and always it was a turnon for me to wear anything feminine. This continued on thoughout life till now and here I am at 62 and typing on a laptop with painted nails and high heels. One thing that keep s me in decent shape is so I continue to look good dressed as a women.
Billie

I was 8.

I used to wear my sister's and sometimes even my mum's clothes.

Hugs n kisses,

Sarah. x

The earliest memory was when I must have been about 4 or 5, and I would wear my older sisters bikini sometimes. I would also go into my moms drawers and sneak stuff out to wear. She had so many clothes and lingerie, she never noticed some of her older things disapearing from time to time. :)

i was 10, and with 2 older sisters it was never a problem finding nice things to wear for brief stolen monents. and thankfully they never found out. LOL Tony.

I know for certain i was nine years old when it comes to my earliest recollections on crossdressing.

I recall being in my neighbour's bedroom and we were trying on her clothes - it was just fun between two young kids, but that seems to be the point in my mind where my crossdressing began.

Unfortunately, my crossdressing has been constantly intermittant in the following 30 odd years!

Christine

I was about 5 and tried on my GG's friend netball skirt...mmmmm...I then moved to my sisters bras, skirts, e.t.c untill that didn't fit i bought my own stuff..

xoxoxo

Jessie

I was 10 when I started wearing my mom's ballet gear. Since then I am on my own and wearing when I want. I love the feeling of ballet gear. It is so.....

I was real little. I was allergic to cotten and had to wear panties, camsols, stockings, and girl's PJ's. When I was about 14, I out grew the allergy and my mother made me start wearing boy clothes, but by that time I was into dressing up in my sister's and later my mother's clothing.

I was 60 when I started crossdressing. Actually, now I think about it, it was last month. Any other 60 year old virgins here?

Although I felt like a girl as a child, I never tried on any female clothes, for some reason; maybe the conditioning was too strong and it's taken all this time to break the bonds.

I have no-one to borrow from at the moment, although a new gg friend has given me a bra. Almost everything else I have came from eBay, so its not co-ordinated. I'm getting more confident in buying stuff in shops now, though.

[QUOTE=Natalie Sweet][font=Comic Sans MS][color=darkorchid][b][i]I was 60 when I started crossdressing. Actually, now I think about it, it was last month. Any other 60 year old virgins here?
Although I felt like a girl as a child, I never tried on any female clothes, for some reason; maybe the conditioning was too strong and it's taken all this time to break the bonds.

Naterly come now A girl don't weveal her age! but I was two years older when I chose to be a full time girl, and break the bonds of conditioning. although i've worn girly stuff for a long long time.

But my first dresses long before I can remember only seen old photo's as a baby clothes were hard to get there was a war on and it was my sisters handmedowns did't have boy (yuk spit) clothes till I was five and starting school and changed when I got home that carride on till my Farther got demobed from the army and got ridiculed by him although my Mother god rest her soul allways sead I was her faverate little girl, If she could see me now I'm a big girl.

Ah, you caught me out, Jonien. I made up the bit about being 60, I'm really 84. I just can't get enough of those wartime knickers made from parachute nylon and painting my legs with cold tea to look like stockings, with a pencil line up the back.

:)

Love, Natalie

I was 13 and started with my mothers clothes and then found my sister's pale pink girdle, that was it I was in heaven.

I started dressing when I was about 8, I started with my sisters panties an bras that is until my dad caught me but by then it was too late I keept doing it when I could and from then on I was hooked. I also relized that I felt more like a woman on the inside when I started dressing. I knew that I was different because I always wanted to whear girls clothes I just had to find a way and I did when I was 8 as I have said before. Now I am wanting to start the transformation but some times I can't because of the money required. I will leave it at that.

Read this, will tell you about me

http://www.crossdressers.com/forums/...ad.php?t=10190

Quote:

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Originally Posted by Natalie Sweet

Ah, you caught me out, Jonien. I made up the bit about being 60, I'm really 84. I just can't get enough of those wartime knickers made from parachute nylon and painting my legs with cold tea to look like stockings, with a pencil line up the back.

:)

Love, Natalie

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All long before my time then sweety

I first wore my mom's clothes at around age 7 or 8 and sporadically since. When i married, i swore off CDing but within the first year, i begged my wife to let me wear her clothes.

She allows me to wear her clothes, but i now have to give her a bigger clothes budget :) Suits me fine.

My earliest recollection of dressing was as a young boy. I was 5 and I remember trying on my sisters underwear with flower designs. I loved wearing them. I was on my way after that. I also had a need to wear her bathing suit as well. As I got older I started to sneak into my mother's draws and sneak on her bra and panties. It was quite a revelation. I knew I would be wearing these pretty and soft under garments as much as I could.

As a married man and father I still have this need to dress in the feminine style as much as I can even though very limited.

Emmi

Probably around 7 or 8 is when I started sneaking into my mom's bedroom and trying on different things.

I was about 5. Put on my sister's pink nylon panties and a red dress from the dress up box. Tried to play with my sister and a girl cousin dressed like that but they told mom and she got upset with me.

Victoria

I have been reading this thread and I think I can say mine is the most unusual start to dressing. At least in where I found my clothes. In my teens mum and dad ran a small hotel. Now you would be amazed at the things that people leave behind when they check out, Men tend to leave socks and ties. Women leave cosmetics by the box load. They also leave behind a mountain of clothes including underwear. We used to hold on to most items for a while to see if the guests would claim them when they found them missing. Very few did. We stored them in a large box and after a decent interval we would take them to the local charity shop. It was my job to sort out the clothes for disposal. Needless to say by the time I was sixteen I had a very extensive collection of female underwear. The rest as they say is history

I first wore my mom's bra & clothes at around age 10 then I stop for many years then I was about 20 then i started wareing a bra around & in my bed room at night, and it started from there that any time I was alone I would get all dress up and walk around the house, and now I'm 52 and still LOVE to dress up all the time I find woman's feel better on then men's now I have a lot of woman's clothe's , wigs(3) , make-up , breast forms I have 3 types that i us . that i ware around the house only

I can't exactly say I "started" at a specific age, but I do know that once I was about 5-6, for some reason at a full-on family party I decided to go into my parents room. I put on a curly red wig, smeared on some lipstick and hobbled out into the family room in her red heels. To be honest, I don't really remember it, but there are pics to show for it, so I guess it's always been inside me. As time went on, probably around 10 years old, I'd always wait for the mailman to deliver the Fredericks catalog and I used to long to dress like everyone in the catalog. Of course, that's right around the time I started wearing my mom's stuff in secret - usually silky panties and stockings. I really didn't know what to think of it, but I just knew how pretty it looked and how amazing it felt - soooooo much better than my Fruit of the Loom tighty-whiteys.
Probably around 11, I was over my cousins. I don't know how it started, but her and her friend (both a year younger than me) dressed me up. I remember being so excited by it, in fact they thought it was funny that I was so eager and wanted to pick out my own outfit. Needless to say I was in a cute little sundress, white keds sneakers with white ankle sox, makeup, panties, and polish on my toes and fingers. Once they let me look in the mirror, I remember how happy and excited I was. All I wanted to do was let other people see me like that, as a cute little girl. I practically had to beg them to go outside. We ended up having a tea party on the front porch right by the main road. The paper boy came by and my cousin and her friend ran inside. I of course dantily walked over and got the paper from him....I remember the odd look I got from him, and also the thrill!!!
Anyway, finally my cousin and her friend were getting nervous b/c our parents were going to be home soon, so thay tried to bring me back in to change back. I of course refused and stayed out on the porch until my mom and aunt came home. I of course acted like everything was normal, even asking if they wanted to have tea with me. As you could imagine, I wasn't severly scolded, but was told that I was a boy and shouldn't be dressing like a girl. As my mom undresed me, she was suprised at my panties and nails. I begged her to keep the nail polish and she let me keep the toenail polish on. I was soooooo happy even for that! Needless to say, the gilrs REALLY got scolded and never dressed me up again, although we talked about it once in a while.
Needless to say, that's when I REALLY knew how much I liked dressing as a girl.

I was between three and four when I got caught wearing my mother's panties for the first time. I couldn't understand the problem since I thought I had been wearing them forever. I'm not really sure how long.

I got a long talking to, had to take them off, then lay down for my nap. Before I did I had another pair of her panties on.

I got caught the second time just before starting school. Again I got another lecture and told how important it was that I never ever think of doing things like that at school. Within three month's of starting school I was trading my mother's home baked cake and cookies for some of my classmate's panties and wore them all the time at school.

I think my parent's and possibly other's suspected I was still wearing panties, but I never got caught again.

I was in the military when pantyhose came on the market. Because I was in a three-hundred man barracks, there was very little chance to dress, but within month's of hearing of pantyhose, I was wearing them while on duty.

I could go on and on, but basically I have been cross-dressing for at least fifty-four years and have no intention of quiting now. I wear panties, or pantygirdles, and some sort of hosiery each day.

Since pantyhose are not really practical in my work environment, I wear either thigh-highs or a garter belt and stockings. (For those of you afraid that the "nubs" of the garter belt will show, wear it inside out. The flat side will be against your drab, and the "nubs" against your thighs.)

I don't feel comfortable without wearing some femme wear.

JenniRose

I don't remember exactally how old I was, but i think it was around 12 years old. I just started sneaking into my moms closet and dresser and started trying on clothes. It was great when nobody was home, then you could parade around all over the house.

10 yrs. old. I was home alone and stumbled over a laundry basket full of my sister's sheer nylon panties. I started to put everything back in the basket, but as soon as I touched those delicate, silky little panties, I had to try them on. From then on, every chance I got to be alone in the house, I went straight to my sister's room and tried on her things. A lot of it was her dancewear: leotards, tights, ballet slippers. I still love that stuff for some reason, but I used to also love to stand in my sister's full length mirror while wearing her panties, bras, slips, pantyhose, etc. and imagine I was a girl. Sigh.

I crossdressed for about 2 weeks at the age of 6 in my sister's bras and panties. I then stopped for about 5 years, then i remember going into our basement and finding a bag of clothes tht my sister was giving to salvation army, i looked through it and found sexy shirts and pants. From then on, i would go into my sister's room when no one was home and trying on her clothes, i even started a small colections by taking things from her trash and from bags she was giving to salvation army. I've been crossdressing for 3 years now, and i plan to keep crossdressing for a long time.

I started by wearing a pair of boy sandals my mother bought me when i was about 4 yrs. I hated them at first because I thought they were girl shoes, and my mother made me wear them anyway. I grew to really like the shoes and soon I was sneaking into her room and trying on her high heels. The pair that stands out in my mind looked a lot like the shoes at this link:

http://www.zappos.com/n/p/p/7148897.html

(sorry, I haven't learned to post pictures yet)

Anyway, I wore heels anytime I could and would also try on nearly anybody's heels, pumps, or heeled sandals that were sitting off to the side so i could safely try them on with nobody noticing. I bought my first pair of heels when I was 18, nervous as ****, And 12 years later, I have bought and purged about 120 pairs of high heels. I bought mostly cheap shoes from small stores or thrift stores until I discovered how much nicer the more expensive shoes feel on my feet. My favorite is BCBGirls, and the only reason I finally bought some expensive shoes is when i saw the pair in the link above, I had to have them. I couldn't believe I had found them (I had been searching ebay for 3 years looking for a pair like mom used to have).

Somewhere around age 21, in college, a girl had left her panties and bra in my room from an overnight stay. I held on to them for her in case she asked for them back. Two months later when she transferred schools, I figured they were mine to keep. Curious, i tried them on and was hooked instantly.

After that, I would help with family yard sales, being the person nominated to take the leftover clothes to the thrift store. I got several dresses and shoes.

Today, I love heels, have several dresses, etc. I told my wife about my shoe fetish about 6 years ago. She said she didn't like it, but still loved me. She said I could only wear them when she wasn't home. I am okay with that. She also said she didn't want me buying any more shoes, and I got her to agree that If i bought me a pair, she would also get a pair. She smiled and agreed to that. My wife has never been a really dressy person until this past year, when I have bought her 14 pairs of sexy heels that she really loves. I wonder if she remembers our deal about 6 years ago?

Sorry so long, I have a lot to say and nobody to talk to!

LA Woman

Hi Jill,

I was six when I started. I began wearing my mom's pantyhose and her slips. Than, as I got older, I started to wear her bras, pantyhose, dresses or skirts, heels and makeup. I remember when my parents would go out on Saturday night, I would get so excited. The whole night, I would watch TV dressed up completely until they got home. For that matter, anytime, day or night, I would always get dressed up. I would even wear my mom's pantyhose when they were home. I would use my parents' bathroom and lock the door and put on her makeup and pantyhose while reading a girly magazine. Than, when I was a teenager, I would wear my sister's clothes. Now, I have my own wardrobe, complete with everything a girl would want and need. Just love being a girl. I have been a fulltime girl now for the last 10 years. :)

Quote:

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Originally Posted by LA Woman

The pair that stands out in my mind looked a lot like the shoes at this link:

http://www.zappos.com/n/p/p/7148897.html

LA Woman

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I love the shoes but that an outrageous price. Hmm I sense more shopping for shoes coming on, yes. Yes I do :p

I recall that when I was 12 or 13, I was home alot in the afternoons with no one around. I started to try on my moms panties and found that the sensitivity of panties and my ******** would intensify so much. I loved the feeling and moved on to her nylons and gater belts too. This simply added to the sensationalism I felt so I tried her heels too. Luckily my foot size and hers (size 8 in womens heels) was close to the same so they fit very well....I loved being dressed, the feeling of silk on my body so have done it ever since.

I am now 55, married for 26 years and purged my things on many many occassions. I have told myself that it is wrong, and not "normal" but cannot shake the feelings.

In the past year or two, I moved on to really wanting to have relations with another CD and finally had the opportunity. IT WAS FANTASTIC !! I really enjoyed having someone to talk to about it and of course the sex was all I imagined it would be. Yes, that really hooked me on dressing.

I tell myself that this is really not for me but if not, then why do I get so turned on by doing it? Im sure I know the truth but like many others, Im trapped at this time. I have almost been caught a couple of times while being dressed at home and chatting with another CD or TV on the computer. Of course, u all know what the chatting leads to and almost couldnt stop before getting caught. I sometimes wonder if getting caught wouldnt be all bad and then free to be me! My family would dis-own me but I may have to take that chance someday.. Dont know how much longer I can hide it because Im definitely looking for another relationship with a CD at this time. Anyway, thats my story. My email is [email protected] if anyone wants to write. Im in southern Calif area.

Ronda

Quote:

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Originally Posted by Tristen Cox

I love the shoes but that an outrageous price. Hmm I sense more shopping for shoes coming on, yes. Yes I do :p

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I guess I should add this: I found the shoes in that link at a local shoe shop on sale for $68.99. I bought them in black and a second pair in pink. BCBGirls only goes up to size 11, and I am lucky enough to wear a size 11!

I have a good job, I am not in debt too much, and my family's needs are taken care of, so I don't really feel bad for spending on myself!

LA Woman

Junior School leavers party 11 . It was a turn around party boys as girls and vice versa. Mother helped dressing me and with make up but I didn't want to wear a bra. Loved the feel of pantihose on legs that first time. At 14 I was looking for something or other in my mothers cupboard and found her lingerie drawer. Found black silk seamed stockings and suspender belt. Was doing cycle racing at the time and had just shaved my legs for the 1st time. After feeling them I decided I had to try them on. Later that weekend when parents were out I did which her stillettoe heels. This lead to a corselete, bra and panties, sundress and make up. From that day on I was hooked. I had forgotten all about it till many years later (aged 24) I was house sitting for my boss. Whilst taking a shower I notice the laundry basket. His wife and daughters had left some of their underware in. Found stockings again. That was the catalyst to check out their warddrobes and try on their clothes. (wrong I know but coundnt help myself). Wore panies and bra with breast forms to bed for rest of their holiday. Stopped again until I was courting. Stayed overnight unexpectently at my girlfriends (now Wife). Was the middle of winter and cold. She pulled out a black satin teddy and maching panties and said wear this. No second thought was required. Since than we went to several parties with me dressed up. Could help myself sneaking into her closet on weekend nights. She then said get your own which I have since done. She found my stash I while back. I admitted to being a compulsive cd. She doesnt mind but doesnt really approve. I have to hide my clothes away at the top of the cupboard out of the way of "little hands". Only dress now on weekends in the dead of night in the guest bedroom while on internet like now. Have worn panties and holdups to work once. A great thrill knowing that people who see dont really know you. I just love the soft silky feel of womens underware, stockings and high heels. I have tried giving it up on several occassions but cannot, It just part of me.
Sighhh that reminds me there is an underware sale on tomorrow ooops today.
That and shoes my wife says I could give Amelia Marcos a run for her money :)
bye for now love Rachel

Quote:

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Originally Posted by rachellegsep

Junior School leavers party 11 . It was a turn around party boys as girls and vice versa. Mother helped dressing me and with make up but I didn't want to wear a bra. Loved the feel of pantihose on legs that first time. At 14 I was looking for something or other in my mothers cupboard and found her lingerie drawer. Found black silk seamed stockings and suspender belt. Was doing cycle racing at the time and had just shaved my legs for the 1st time. After feeling them I decided I had to try them on. Later that weekend when parents were out I did which her stillettoe heels. This lead to a corselete, bra and panties, sundress and make up. From that day on I was hooked. I had forgotten all about it till many years later (aged 24) I was house sitting for my boss. Whilst taking a shower I notice the laundry basket. His wife and daughters had left some of their underware in. Found stockings again. That was the catalyst to check out their warddrobes and try on their clothes. (wrong I know but coundnt help myself). Wore panies and bra with breast forms to bed for rest of their holiday. Stopped again until I was courting. Stayed overnight unexpectently at my girlfriends (now Wife). Was the middle of winter and cold. She pulled out a black satin teddy and maching panties and said wear this. No second thought was required. Since than we went to several parties with me dressed up. Could help myself sneaking into her closet on weekend nights. She then said get your own which I have since done. She found my stash I while back. I admitted to being a compulsive cd. She doesnt mind but doesnt really approve. I have to hide my clothes away at the top of the cupboard out of the way of "little hands". Only dress now on weekends in the dead of night in the guest bedroom while on internet like now. Have worn panties and holdups to work once. A great thrill knowing that people who see dont really know you. I just love the soft silky feel of womens underware, stockings and high heels. I have tried giving it up on several occassions but cannot, It just part of me.
Sighhh that reminds me there is an underware sale on tomorrow ooops today.
That and shoes my wife says I could give Amelia Marcos a run for her money :)
bye for now love Rachel

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Amazing story, Rachel! It's astounding that you found breast forms at your boss' house

I was 6 when I discovered I wanted to be a girl. I think I used to occasionally play dressing up with a bag of old clothes around that age. But it was around 9 or 10 that I started to get fully dressed up in my Mum's clothes and, of course nothing fitted. By 15 I was starting to buy my own clothes.

Fiona xx

Hmm.. My story sounds like the usual.. I started trying my mothers clothes when I was something like 7 years old. First I just felt excited but later I just started to like the feeling of those. For next couple years, I could do couple "shows" where I fully dressed and put some make up (mostly lipstick).

For a long time I dressed only in drabs, but just started to miss the feeling. This made me to try my gf's clothes, which felt much more femine than my moms.

well as far as i remember my first intentional try was when i was 10-11 years i suddenly had a drastic urge to grab a pair of mums panties... nt sure where it came from but i soon lowered myself to stealing from my cousin.

I think I was about 7 or 8 when i first starting wearing my cousins underwear. I then found my mothers stockings and I was on my way. :)

think i was about 9 or 10.....always scrounged around and snooped where i wasn't supposed too.....mom was older....37 when i was born....found her girdle in a drawer one day....was tight even on my small frame
loved the feel
used to try n sneak it on whenever i could.....50 yrs old now n still love that tight feel....thank god for control top pantyhose

I was about 10 I think..I remember trying on my mums bra, stuffed with socks, to fill it and her panties. They felt so nice, I loved them

i probely started whan i was 5 im 29 now and am still doing it
my sister dared me to try on her cloths and i did i never stopped so i told my parents strat away and the didnt mind

Quote:

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Originally Posted by Jill

I was about 11 or so when I started my dressing. My sister dared me to try on one of her old dresses one day and I did. I was hooked after that and continued to dress through my teenage years. I had three sisters so I had quite a variety to choose from. How old were you when you started and who's clothes?

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7 yrs. old

I started when i was about 13 or 14. First I put on my mom's clothes like pantyhose, slips, underwear and high heels. She also had a short fake mink coat which i loved putting on. Then I started sneaking over to my cousins who lived next door and trying ontheir things when they would go out of town for the weekend. Finally. I would slip on clothes of girlfriends when I would be in their rooms. I started buying my own clothes when I got married and also wearing my wifes stuff too.

I started at about 15 when i would borrow my sisters clothes whilst she was away. I thought it would all stop by the time i was a man, but it has'nt. I was reading something earlier about crossdressing being incurable. Life would be so much easier if it was!

Hi Jill,

From the first money i earned from a paper round , i bought two skirts and
a threepaack of knickers.

Funnily enough I started when I nicked a pair of my brother's (!!) tights! I was 13, he's a year older than me and I think he experimented for a very short while. I stumbled upon a few pairs in his room and stole a pair. Clearly, I did a lot more experimenting than him as I haven't stopped after 13 years more!

Wow i missed one LOL.
I actually started dressing up at aged 11. Other mental issues occured earlier though.

so very young that i don't really remember...sometime around 1959 or 60. yep, i'm that old. i only know i did it and do it because i feel more natural and alive when dressed to any extent. jenny