First times

[jonno]

Hi there all,

Just a question for all you nice people :)

When did you realise that you liked dressing on womens clothes?
How did you feel the first time you tried it ?

I realised from an early age that i liked it, i used to wear a slip of my sisters under my pj's in bed, the first time i tried it i felt really good, like that little part of me that was missing was now there.

Through the years i have dressed up quite a lot and i find that it helps me relax a hell of a lot and helps me unwind from a stressful day.

[SherryAnn]

I had to be 11 or 12. Got really turned on??? (at 11!!) looking at my moms eyelet petticoats. My mom didn't turn me on just the petti's (had to clear that 1 up) then I started exploring my sis's closets & stuff. Bras, slips, blouses were the big turn on then & still are including petticoats which is why I guess I'm basicly into the retro look

[DonnaT]

10~12 when I found some of my mother's things in the basement. See my post. http://crossdressers.com/forums/showthread.php?p=37154#post37154

[Paula A]

had to be nine or ten. My mothers high healed shoes and boots and my sisters balerina costomes, I don't remember why just that I did and I liked it and It felt good to wear girls clothes. I think I was just relieved it felt normal, after I got older it became a bit of a turn on at times.
still don't get it and still need to ware it.

[Wendy me]

probley at at least 7 or 8 yen i first started to get into it now i don't were womens clouthes grown right out of that i have all my own things only feel like i am crossdressing when i am in drab

[Sharon]

I was about 12, and it took another 30 years before it grew beyond just fun and games.

[ChristineRenee]

I was about 12, and it took another 30 years before it grew beyond just fun and games.
My experience parallels Sharon's.

[rachel_jean]

Probably around 10 years old the first time.
Tried suppressing it for a while.
Became stronger as a teenager and in college.
Purged and voweled to quit on various occasions.

Never purchased anything for myself until a few years ago though.

I'm probably too cheap to purge now, (even if I wanted too).
Especially knowing deep down, Rachel will return (w/o anything to wear).

Rachel Jean

[racquel]

i was six.wore my sisters clothes and felt real pretty.carried on in secret the next thirty years.came out to family 10-11 years ago.still do it,still love it,still feel pretty.

[Amelie]

Here I go, different again. I was 19 when I was interested in female clothes. I started to feel that I was a woman about this time. So, if I was to be like a woman, I would have to dress like one. I used to see working Drag Queens around the times Square area of NY. But this look was not for me. I wasn't a glamour queen, I was a street queen. I would dress like the girls on the streets of the East village in NY. The first day I got dresed, was the first day I went out. There was no way i was going to get dressed and then stay home, the world had to see what I had become. And the feeling was enchanting, the dancing, the walking the streets, freaking out the tourists, it was all enchanting. I got a thrill being out there dressed. I wish I had better words to describe it, but my choice of words is limited.
so, I really didn't start at a young age like most here, and I didn't have a need for the sexy undergarments. It was my outward appearance that I wanted to best portray my inner feelings
Amelie

[JoannaDees]

I guess I'm MUCH different. For me less than a year, barring a couple of incidents when very young. My life was never a struggle of dressing or not, it was not even on the radar. It was a quick progression from underwear to jeans/shorts to what you see posted her occasionally. But, the first time I did get dressed with clothes, makeup, wig and forms the feeling was incredible. Not sexual, just extreme happiness and contentment, so much so I thought this is me. I don't know where the happiness has gone now though.

Joanna

[jonno]

I had used to think that i was not normal for wanting to dress in womans clothes.
I mainly dress in undies, the soft sensual feel of it next to my skin makes me feel really relaxed and closer to the inner me.

Not long ago my mother stayed at my house and saw the clothes that i have while she was putting some clothes in my room..... it went better than i thought, and she didn't start to withdraw from me, just said that if it helps me relax and unwind then so be it.
I can tell you all that i was very relieved in more ways then one, she still sees me for the person that i am and whenever she stops over i haven't got to "tip toe" round hiding what i do.


Have any of you been caught by any other family members or friends??
How did they react?

[melody]

Always felt guilt afterwards until I finally came to resolve all those old issues.
I feel guilty after dressing every time :(. How did you shed the guilt?

[Georgette]

I was around 13 or 14 when I realized that I realy liked dressing in my sisters clothes, after all she started it she dressed me up for a Holloween party as a young girl, I took 2nd place as I knew everybody there but hardly anyone knew me when I got home I stayed dressed until I had to go to bed. From then on I was hooked I really felt like a girl then DADDY said I had to go in the service as all men should do.
When in Hawaii I found a Female Impersonator( that's what they were called then) that I got aquaintd with, and that started me again. I then had to supress it as I decided that I wanted to be a career man.
I am not sorry about this as it let me be quite independant when my 23 years were up I worked for a while for a large company but decided to strat my own business. I never realized that was the beginning of a long and stressful journey, My sale closes in 2 weeks for thew sale of my Business.
Back to my story on dressing, I still remember that first ime as it was like yesterday,
My how I do ramble . That's when I started and haven't stopped.
HUGS

[ashley82]

I haven't really thought about the first time in quite a while, so I'll try to recall some of the details.

When I was younger I was always intrigued by girls clothes - pantyhose specifically. One day when I was around 13 I found two knee-highs on the dryer when no one was home. For whatever reason I couldn't resist putting them on. Naturally I was instantly hooked.

My desire escalated quickly. Shortly after I was sneaking into my younger sisters room to try on tights. Also my sister kept some things in one of my drawers in my room, mostly seasonal stuff. Tights with a swimsuit seemed like a good idea at the time.

The dressing continued through middle school, sneaking something from the garage sale pile here and there, and squeezing into my sister's clothes whenever I had the chance. There was never any extensive dressing until late middle school or early highschool. From there things such as full outfits and makeup were more intriguing.

I guess that's where I am now... I'm in my last year in college, but I share an apartment with a female roomate who would be absolutely unaccepting. She goes home many weekends, so I do have some chances to dress, but not as many as I'd like.

annnd I'm gonna stop typing now, or else I'd end up writing a book.

[Christina_Lynn]

I first started at about around age 12 with my sisters panties witch I enjoyed and then started with her short skirts

[Rachelinmydreams]

I wanted to dress as a girl by the time I entered kindergaten. Finally did it in the fourth grade (age nine). A green linen skirt and matching cashmere sweater of my sister's. I was transported. My desire to dress completely was overwhelming, but knew I had to wait until the next day to be safe. I tried on almost every skirt and dress she owned, and put on some make-up. Most intriguing to me were pantyhose and skirts. I had put on a pair of pantyhose and almost fainted after I put on one of my mom's bras. I had to sit down to put on my skirt. That first day I knew right away that I would want to do this every chance I got, which were many for a number of years. The way I felt and looked only strengthened my desire to actually be a girl. I considered dressing-up as practice for the future. Unfortunately, I kept growing until I was six-foot-four.

[Rachel Ann]

Hmmmmmmm maybe I am sort of mid-spectrum, I have no early childhood memories of knowing that I was "wrong".

Around 6 I was playing with some fashion cut-out paper dolls until my father made me stop. Another memory that sticks in my mind from around 8 was being at a friend's house when his mom had him zip her dress up in the back. For some reason this hypnotized me (my mother would NEVER have done that). Around 10 I tried on some of mom's hose and underwear but I later thought it was just something all boys did and didn't talk about.

In my late teens/early twenties it was hip to be "degenerate". It wasn't what you were in to, it was about what you dared do to mess with peoples' heads. In my mid-30s I read Karl and Emma Jung about the Anima and Animus. I was determined to find my Anima and met her in deep trance, where she told me her name. She never stopped calling to me after that!

Over the next couple of decades I was encouraged to dress by a couple of GGfs but it was pretty much a sexual fetish. But I never forgot about Rachel. When I found my way to this board a few months ago I knew nothing about TG and though I was just a pervert. This has been an incredible journey of self-discovery thanks to all of you! <3



Not sexual, just extreme happiness and contentment, so much so I thought this is me. I don't know where the happiness has gone now though.
I got older the sexual part got more and more muted, but Rachel was calling to me more strongly than ever.

Now I'm never going back.

Joanna, that happiness isn't gone, just misplaced. It will return. Have faith, hon. And if you don't have any faith right now, borrow some of mine.

Love

[tightsuk1969]

i was 10 when i stared with tights then skirts, now later on in my years i dress as much as i can

neil

[Katiegirl]

Hi jonno

I can't remember when I started dressing but it must have been around 10. Most of the time it was stockings and an old suspender I found, but sometimes if time allowed it went all the way.

This did not last long however as my mother was small and I soon outgrew her cloths. Since that time my female side of me has always been with me and its intensity has been a rolla coaster depending on the circumstances.

It has caused me great problems (Divorce) but on the whole pleasure, and since I now have my own place I can come home from work, change and allow the stress of the day to fade and allow a new day to begin.

:o

[Ashleigh]

I had to be about 5-6 when I started. I remember the house and the layout which limits my age to 5-6. Tried my mother's lingerie as often as I could. Went on and off for years. Attempted to keep it hidden deep until about a year ago (with small periods in between of dressing with panty hose, shoes, and lingerie). Now, full blown dress. Unable to ever go out since I am 6'4" and still look like a lifted lots of weights (which I did).

[Sweet Susan]

I was nine when dressing was something I might want to try. I was 11 when my mom bought me a pair of girls U.S. Keds tennis shoes at my insistense. I began wearing my mom and sister's panties and slips soon after that.

I no longer have guilt feelings, though I had them initially as an adult. Never had them as a child.

[Sharon]

My experience parallels Sharon's.

Wow!! You'e old!!

:D

[Rachel Ann]

I bet I'm the old fart around here :p

[daniel1]

When I was about 7, we had a school play and for some reason i was selected by my teacher to wear a dress. she gave me a silky orange dress and told me to go and put it on. i was so embarresed but she said she could see my underwear through the dress so the next day she produced a pair of girls pink panties and told me to stop complaing and just to put them on! I loved it after that and have never looked back since often borrowing my sisters clothes whenever i could.

[jonno]

Daniel1, after that happened, how did you feel ?
was it that one thing that made you be the way you are????

[jonno]

I do admit that i cross dress to unwind and relax, the feel of the clothes against my skin is so relaxing.
With my work at the moment i do have quite a lot of stressful days and getting home and changing (even if i have family there i still wear womens undies under my own clothes) helps me to unwind and relax, the feel of the soft silky slps, bras and thongs is something that i cannot describe.
Part of me wishes that people didn't think of what we do in a negative way so we could walk around normaly without people thinking that we are not normal.

One day eh.............

[Christiane]

I was 9 years old. We lived on Guam, my Dad was in the service. Mom asked me what I wanted to be for Halloween and I told her I wanted to be a girl (because I did). She thought it was a good idea and convinced my Dad that it would be okay, that it was just a Halloween costume.

Mom bought me a dress at the PX, a pretty pink sundress. I started pestering my Mom early Halloween morning to let me put on the dress and by mid-afternoon I was happily flouncing around our house. Mom also helped me put on some pink lipstick and some of her perfume. She wore Shalimar. I don't know if they still make it.

I don't know if I was ever happier than I was that afternoon. And trick or treating was a ball. Mom said I was a natural born flirt.

The next day I asked to put on the dress again but my Dad said no, that no son of his was going to wear a dress and act like a sissy (nice try, Dad, but you were already too late). So it was goodbye pretty pink dress, hello khaki shorts and t-shirts.

But when Dad wasn't around, Mom would let me wear a little of the pink lipstick and her perfume. "It's just our little secret," she said.

That's my first time. It was the best Halloween treat I ever got.

Love,
Christiane

[black leotards]

I guess I was about six when I started to notice the girls dressed in their cute jumpers, tops and tights. I don't have an older sister, so I had to content myself with enviously eyeing the girls in their tights and wishing i could wear them. By the time I was 11 or so, I got up enough courage to go and buy my first pair of tights at Sears, from the catalogue. They were royal blue. It took a while before I bought some other things including panties and my first jumper.

Now, many years later, I still enjoy the feeling of dressing up and of course, always have tights on! :rolleyes:

[Aloha_Dana]

My first time hit me before I knew what it was. At about 6 yrs, I broke into my neighbors house and did a full panty raid on Virginia (my age), her older sister and her mother. Then, put on Virginia's panties and went home. Somehow I got busted and I confessed. I'm still blushing as I admitted that I was wearing V's panties. I'm a lifer. Aloha, Dana

[ballet]

Yes my firt memory is also about the age of 7,wearing my sisters slip just for fun.Then at the age of 11 onwards I had a stronger desire to be a girl and always sneeked into my sisters bedroom to put on her panties, and being a year older than me she had some real pretty ones.Im sure she knew I was wearing them, but she didnt seem to mind.In fact I remember one time when mum had bought her some little pink tie ups ,she left them by her door so I could find them :p

[donna anne]

i was 8 years old, didnt know what it was but i've been doing it at various stages ever since

[nikky]

when i was 8 or 10 my older cousin painted my toenails and put my in a pair of high heels. i was in heaven. since then i get all i can. it has progressed into skirts and stockings. i dont regret a minute

[SexyStephanie]

I was 11 or 12. Still not sure what made me want to try my mom's panties on, but I did and since than life has been very different.

Stephie

[Danny]

I was 12 when I first put on a pair of my sister's panties and one of her bras. I played with her lingerie all through my teen years until I left home for college at 18.

[racheal]

I was 11 when iI started to get interested, then 12 was the age for trying clothing on and hiding the extra swimsuit and sport bras for me. :)

[Janet K.]

I guess I must have been around 8 or 9. I had always been facinated by my mother's clothes. All of the pretty dresses, skirts, and blouses that she wore, as well as the completely gorgeous shoes and boots that she had. I started dressing in her clothes and shoes any time I got the chance. As I got older (13-15), breaks from school were always nice--both my mother and father worked so I was often home alone or with my younger brother. I was always the morning person so I would get up as soon as my parents left and sneak into their room to start dressing. I would spend hours on end in that room, trying on mom's lingerie, pantyhose, dresses and shoes. It gave me such a rush to be dressed like that. Of course, my mom would find out and then I would get the usual talk: "That is not normal. Do you want to have a sex change and become a girl? If you don't stop we'll buy you some dresses and make you go to school wearing them. (I should have taken them up on that one :) ) What would your friends think?" My mom would make routine inspections of her entire wardrobe (even the stuff she never wore) to make sure I wasn't wearing it. I also would try to sneak into my friends' parents rooms while I was over at their houses to see what kind of clothes their mothers had and if I would like to try any of them on. I could not wait for the day that I would move out of the house and be on my own---able to dress when I wanted to. My first roommate was a girl the same age as me who just happened to wear the same size of clothes and shoes as I did. When she would leave to go somewhere, I would be in her closet, trying on different clothes. It was during this time (19-22) that I started buying my own clothes, as well. At first I would always qualify what I was doing to the cashier by telling them that it was for my girlfriend or for my mom. After a while, I started not caring about the opinions of the store clerks and started acting like I was making a normal, drab purchase. Now, I can walk into any store and have the confidence that I am not worried what the person behind the counter thinks. It is not my problem that they have a shallow mind and can't comprehend the CD lifestyle. ;). Now, I am happily married and dress (without my wife knowing---my parents' mentality all over again) as much as I can.