Sounds wonderful, Lucy xxx
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11 years old. I was home alone and next thing I know I have on my sisters mini skirt, panty hose, bra, tank, and make up.
First time around 18 but only occasionally. Have worn my wife's clothes when at home on my own throughout our marriage but never said anything. We have since split up for non related reasons but are good friends so I told her. I have now spent 2 evenings at her flat wearing dresses with her and am now building up to asking her to help me with make up etc, I'm sure she will be happy to help.
from the age consensus I am seeing here I was definitely a late bloomer, I didn't start until I was 24 and already married to my wonderful wife.
I found a bag of clothes I think they could of been a crossdressers they were in some woods don't know what made me try them on bra nickes and suspender belt all in purple I put them on and loved it xx
Fully, one month ago.
Just wanted to share with you girls some thoughts I had written down on this obsession that I love!!
Did it start with your older s****rs or mothers lingerie drawers?
Sorting thru lace trimmed panties. Looking at hoisery drawers.
Looking at those catalogs and the extensive lingerie sections.
Sliding on that first pair of panties and being amazed at how they felt.
Finding that drawer full of slips and being taken back by all that pretty lace.
Letting a slip drop over your head and feeling it slid on your body.
Taking some of that lingerie to your room and trying it on.
Did you have the nerves to explore your Aunts or your neighbor ladies dresser drawers.
Was it "borrowing" some piece of lingerie that you had to have.
Did you end up with a collection of lingerie hidden away in your room.
Was it when you were in a department store and walking thru the lingerie dept.
Or when you got up the nerve to purchase your first piece of lingerie from that store.
The first time you had the house to yourself and found yourself trying on everything.
Piling all that pretty lingerie on the bed and writhing around on it.
Finding an old dresser in the attic with a drawer full of vintage slips.
The first time you wore a dress or a skirt.
Finding yourself trying to catch a glimpse of a peek of lace under a skirt hem.
Trying on that garter belt and a pair of stockings that was buried in your Aunt's dresser.
When you got the nerve to get a hotel room solely for the purpose and privacy of being girlie.
Choosing your girlfriends based on the assumption of there choice of lingerie.
Seeing your first adult film and finding the lingerie you saw to be more provacative than the sex.
Being in college and having a female room mate and rifiling thru there lingerie.
Having independence as a young adult, enough to dress whenever you wanted to.
Building a stash full of lingerie and keeping it hidden.
Finding that niche market and buying VHS tapes of lingerie tease.
Buying adult magazines and cutting out the best lingerie pictures and making a collage.
Finding a pair of heels that fit and being amazed at how they made you feel.
Hearing those heels "click" on the floor when you walked.
Wearing a wig and perfume for the first time.
Experimenting with make up and realizing how hard it is to make it look right.
Having a new found appreciation of a pretty face with perfect make up.
The first time you dressed all the way as a woman and how erotic it felt.
How nervous you were the first time you ventured out of the house dolled up.
Admitting to someone else that you had a "girlie" fetish.
Putting on your prettiest lingerie, your favorite dress and heels. Perfecting your make up and getting in the car and riding all over town feeling so sexy.
Spending an entire weekend as a woman.
Experimenting sexually being dressed and finding out how erotic it can be.
Spending way too much money on lingerie, clothes, make up, shoes and jewelry for yourself.
Discovering how much the internet could be a factor in your crossdressing.
The first time you were with another CD.
Admitting to yourself that this was a very deep part of you and that you really loved it.
Part two coming soon!
I hope this brings back some fond memories for you.
It certainly does for me!
xxoo
Mandy
I remember trying on a bra around the age of 10... I didn't start buying clothes and lingerie until I was around 22
About 9 or 10 years ago when we received an adult "toy" catalog in the mail, it came with a cute little mesh thong with some rhinestone word on the back. I tried to get my wife to try it on and model for me to no avail. After a while she told me, "if you like it so much, why don't you put it on?"
So I did, and made a big show about it. I am pretty sure that she didn't expect that I would. She got pretty mad.
Wow, Crossdressing for me started early, at age 7 or 8, started when a cousin (girl) came to visit my mother for a week during the summer. she was a little older than me but was about the same size. She brought a swim suit, dresses, and shorts, tops, Mom and her went out on day and I was looking at the swim suit, started by trying that on, WOW, the went on from there, sadly Mom came home while i was still in one of the dresses, i couldnt get undressed fast enough, She flipped out on me and wooped my butt, that just reinforced that i should look like a girl as much as i could. was in my late teens till i bought any of my own stuff, just dresses, or things like that that i could get at a thrift store.
I don't know exactly how old i was, but i remember my mum demonstrating how to put socks on, by putting her pantyhose on, and generally being around her as she dressed..my dad was usually at work already.
But my first time was when i was about 5 or 6 my friend wasn't home and the little girl next door invited me to play, she got me to put on a pretty lemon dress and buttoned me in, some adults called to her and were coming over..i left the dress on the grass and ran away cheeks burning; didn't really start wearing my mum's clothes until puberty; i knew what i liked pretty quickly. About the same age (5ish) my friend rolled me up in a carpet and i loved the feeling of restriction..tried to reproduce it. Xdressing was more a spice to being restrained since puberty.
My first time was when I was around 4 years old and I was wearing a pink princess gown and those fake plastic slippers from cinderella story :D
I used to stay at my aunties a lot when i was 7 or 8 and remember looking through her draw in the room i used to sleep in...was full of stockings and french knickers...i tried them on...the rest is history.:)
I think I was 12 or 13 and went through my stepmoms closet, she had so many dresses and I tried each one on. Happy to have my own now :)
I remember trying on my sisters ballet suit when I barley knew how to dress myself in my own clothes.
Oh jeez, when I was about 10 or 11. Walked in the bathroom one morning during summer and my sister was drying her bras she had washed over the shower rod. She had all 4 just hanging there, and I couldn't resist :P I think that's when it started, but I only got serious with it about when I was 14 or so.
A lot of this hits home for me. I was about 11 or so I guess and always looking at the lingerie section of JCPenney and Sears catalogs. I was doing household chores and gathering up the trash around the house to take out. On my Mom's side of my parents bed was a small trash can. When I went to empty it, all that was in there was a pair of pantyhose that she'd thrown away because of a run in them. I pocketed them so I could try them on later. When I was alone in my room later, I put them on an immediately became aroused. After that, when I was left home alone, I would go exploring Mom's lingerie drawers. I'd try on her bras, slips, and whatever else I could find. I'd stuff the bra cups with socks. Sometimes I'd even try on her dresses and swimsuits. I've been hooked ever since.
I guess somewhere when i was 8-9. I asked my cousin to paint mt nails, and put lipstick on me, it as fun :)
I think I was 9-10, but it was just small stuff like wearing panties but as I grew up, I started getting more and more clothing and dressing more and more. I still haven't gone out in public dressed but I'm working my way there.
My first time crossdressed was by my mom when she was feeling playful and I wore my older sisters outgrown party dress with lace panties lacy socks and maryjanes . What I remember most was being stimulated and embarrassed both , mostly because my older sisters
little friends saw me and laughed.
I tried on my first bra at age 14 because a cute MILF told me I should be wearing a bra , since as she said ,my tits were bigger than hers. Again I was both embarrassed and stimulated . A week later I saw my older sisters lace underwire bra on the floor of her bedroom , being home alone I picked up the black lace underwire bra and as I was leaning forward walking my hands down the band to hook the brassirere behind my back like my mother, and felt my breasts in those lacve cups I almost feinted from the sensation.
Then I knew I was a crossdresser , it fit me like I had been measured for it , I looked in the mirror and I had 36B breasts like a woman , and I was so excited , I decided to take it and wear it for awhile (my head was spinning) and as I was leaving her bedroom I saw the
matching (Vassarette) LLPG with lace around the legs , so sexy and all sheer black lycra, and decided to take it too , ohh my I can still remember them .
I remember it like it was yesterday as it was so exciting. I was ten and parents had a cocktail party and then they all went out to dinner. There were all sorts of drinks and liquor left around and I decided to sample the booze. My Dad drank Jack Daniels so I helped myself to a nice pour of it and within a short period was feeling really good. Sexually I had already started to masturbate as an older friend had taught me and was sexually involved with my older brother. For whatever reason when I got myself drunk I dropped what I was wearing and went into my mothers hamper and put on her full cut nylon panties and her bra. She was a very full C cup so I stuffed the bras with the other panties from the hamper. I was hooked as it felt so good and being so young not sure I understood my feelings then but they were definitely sexual as well as feeling very fem. I had always loved to watch my mom dress and envious of her beautiful body and wonderful lingerie and cloths she had. There is a thread here on putting on our bras as I loved watching my mom as she would put the bra on with straps on shoulders and then lean over so her beautiful breast would hand down and she'd then pull the bra over her breasts, stand up and connect the hooks behind her back. She did it so easily and it was sexy. From this day on I was into her hamper a lot as well as other things she wore. As for that wonderful night, I got pretty drunk, did throw up and the following morning my Mom knew I had gotten sick and knew why I got sick. However, she never knew that I also started a lovely fem crossdressing career wearing her beautiful lingerie.
I can't remember exactly how old I was, but I can remember that when I was young I used to feel guilty/shameful about trying on panties and other things I would find in the "dirty-clothes" hamper Mom kept in our bathroom. I can remember vowing that when I turned 10 years old I would finally quit doing it. I remember I had been doing it for years and felt it was about time I stopped. Turning an age in the double-digits seemed like a good target for quitting. Of course I never quit. If I had to guess I'd say I was 7 or 8. I don't feel guilty anymore.
When I was a child - 4 or 5 maybe? - practically all the neighbor kids, and so all my friends, were girls, and I do distinctly remember wishing that I was a girl, so I'd be just like them! :battingeyelashes:
Then later - 10 to 12 is the best I can estimate - I remember trying on my Mothers shoes, and I've had a heel fetish ever since! :lovestruck:
The first time I seriously cross dressed was in my early 20's when my girlfriend suggested I "dress-up" while I was doing the ironing... the rest is history!!! :)
I was about 10 . I had no sisters so I got moms stuff first the panties , bra . Them I startd with the dresses, and such ..this when on untill my late teen. Mid 30's ....the wifes panties. Then I went on the road to work , away 5 days a week . I got bold and began buying my own panties and bras .getting older my pecks got a bit larger and filed my bra some. I enhance them now to a 38b... I have writen this down a 100 times on paper this will be the first time it will be read by someone.. Iam into my 60's now and if feels good to talk about how I got here. I know many of us have similar stories . I hope I'm not boring any one...thank you for the place to talk....
I believe I was 8 or 9 when I decided to put on my very first pair of tan pantyhose and has grown from there. I started buying shoes and more clothes by my late teens, then had a dry spell as life got in the way. Though, that changed once I got married, as I decided to tell my then GF that I enjoy being Adriana and she was very open and understanding. Today we both have fun shopping together and picking clothes out for either of us to wear :).
I was about 11, the late 50's. Girls had always interested me, and I had had an urge to wear girls silky panties for many years, and in those days boys were just not supposed to dress up like girls, so I had resisted this temptation, but broke down, seeing a pair of mom's silky white panties hanging on the clotheshorse...I slipped them on...what a thrill...and here I am today, at age 66, dressed fully as a woman...and enjoying it as much as I did then. I Love Cross Dressing so so much.
I think I was 5 or 6, my cousins panties. I just needed underwear and she gave me some. I liked them, I think they had multicolored stripes on them but its hard to remember for sure.
I've tried wearing panties since then but by themselves they didn't do much for me other than make me a little bit uncomfortable (physically).
I was about 20 (it was only a few years ago and during the summer). I had expressed interest after I had seen my (then) girlfriend wearing a dress to a formal dance in High School (that was the only time I had ever seen her wear dresses, she was also still in High School at this time (we started later than most people)). I told my mother because I was to worried about my parents finding out, so I thought that I should just say something right then and there. My mother gave me a pinafore that she had. I was (and still am) in college at the time, but I never expresses the desire to dress in my room in the residence hall (you can probably guess why).
I guess ive never really thought about it, i think id have to say i was around 10 or so, I had thought about it a LOT before then though.
I started when I was 10 , wearing my neighbors daughter's bra and undies. I would borrow them from the laundry room and return then after I was tired of them. When I was 15 ,I met another dresser and together we would borrow or buy things to wear. He moved away after high school and I never saw him again. I married and stopped Dressing until we divorced 10 years later. I started dressing again and was able to pass. I would go away on the weekends to do this ,coming back from one trip I met my second wife and stopped again. I tried several times to talk to her about it ,but she thought the person who did this was sick . We divorced after five years and I started dressing again. It was easier to buy underwear and clothes , the girl at the hair salon would do my hair and makeup . Nails and pedicures also done by a cd friendly shop ,omg things were great !
Then I met my third wife , yes I stopped , we moved away . I had an emptiness and long for it . Then one day while I watched her dress , I said something about dressing to her , she smiled and we talked . We shop together and have pedicures ,, I have been taking baby steps with her . So far things are good .
I first wore tights when I was about 5 or 6 as a Halloween costume. I fell in love with tights then. I am not sure what eventually drove me to try on the rest of my mom's clothes. But around the age of 10 or so I started trying on her clothes. I fell in love with a blue and green tartan print pencil skirt and some heels that I love to walk around the house in when I was alone. Great memories.
The first time I truly remember dressing up was when I was 4 years old. I was really good friends with the twins across the street, one was a boy and the other a girl. One day we were playing school and somehow convinced them that we needed a second girl to be a student since Sarah was playing as the teacher. after this I offered my self to be the girl and suggested that I should change to play the part :)
I first thought about it around age 7. I noticed how the girls in school ere dressed and wanted to be like them. Around age 10, I tried on a skirt for the first time. After that I would sneak into my Mom's or sister's closet to try something on whenever I had a chance. I've been hooked ever since.
My first real experience was age 13 or 14 when my sister dressed me up in her school uniform. She had me in all the lingerie, skirt, blouse, vest, wig, and makeup. She commented I was a pretty good looking girl and I should go to class with her sometime. (Like that would happen). I asked to do that the next night too and she did dress me up, but I had to slow down so the folks did not get suspicious. But I was hooked both line and sinker. I then got a pair of her panties and pantyhose and hid them so I could wear them at night in bed and enjoy the feeling. It has been on and off again ever since.
4 yrs old Mommys silk stockings
With me it started with a short black open girdle out of my mum's drawer, but then finished up within a short time working through my mum's entire collection of clothes (back in the sixties). Although it would be almost 40 years before I started acquiring my own, and learning makeup, along with wigs, hair removal, the works. It was that initial imprinting all those years ago, that turned the light back on in my brain.
At 6. After few encounter with boys
58. just experimenting but it is erotic.
I like this thread and, unlike other threads with repetitive opinions and suggestions which I tend to by-pass - I like to read each experience entered here. They remind me of "my first time" - very special, very intimate, very sexy, exciting, life changing. I feel happiness and a share a bond with each person as I read their "first time." I hope this tread goes on, and on....
I am delighted this thread is still active, Heather!QUOTE=heatherdress;3488919]I like this thread and, unlike other threads with repetitive opinions and suggestions which I tend to by-pass - I like to read each experience entered here. They remind me of "my first time" - very special, very intimate, very sexy, exciting, life changing. I feel happiness and a share a bond with each person as I read their "first time." I hope this tread goes on, and on....[/QUOTE]
When I was like 8 I grabbed a dress of my mom's that really caught my eye and tried it on, I think that was my first time ever. At some point in my early teens, I grabbed some stuff from my sister and tried it on, so the desire to dress was always there I think. The first time I fully dressed was in my mid-20s, when I was able to get a full outfit and a wig and tried it on
Sadly for my SO, it wasn't until after we were married and had 1 baby. It's been a hot button topic for almost 9 years. I have taken the honesty route with her for many years now and still stumble through it. She's allowed me be a member on this site to do more research, sharing, and getting me to a better place in life with my CD and the male / female balance.
I started out by trying my mom's panties when i was about 7. Then starter trying her bra and dresses whenever she was out.
I was around 8 when I would try on mom's lacy panties and a bra from the hamper in the bathroom. This, of course, started me down the path. On of the happiest days of my childhood is when my mom and sisters dressed me up as a girl for Halloween when I was 11. White party dress with a pink bow. Wig, makeup, nylons, panties, and a sock stuffed bra. I had such a great time. They still do not know about my "curious habit" as my wife calls it.
At 10 I tried on my mom's one-piece swimsuit and loved it!
I do not remember a time when I did not dress.
Mom wanted a girl and at a young age used to dress me as a girl. Not all the time but a lot of it. Just before I started school she had my hair cut short and that was the end of that.
I kept dressing when I got the chance.
I found out about being dressed as a girl when I talked to my dad as he was dying. I brought him a picture of my daughter in a dress so he could have pictures of the family around him. He told me that it was a picture of me. When I said it is his granddaughter in a dress he told me that it was me and he told me the story of mom dressing me and treating me as girl.
Mom told me she wanted me to be a girl, that she kept my hair long, and people thought I was a girl but never could get her to admit to anything else. She is still alive but having medical issues I would really like to learn more while I can.
About ten years ago mom, my wife and myself went out to a Halloween party all in dresses in a group theme and she enjoyed that.
I don't even remember when I first wore my mom's clothes. Junior High? I just know I always wanted to be a girl.
When I was probably about 10 yrs old. There Was girl down street and she was tom boy. She would pretend to be boy and I would be girl. That Was happy time
I was 8 or 9 and my costume for a Halloween party i dressed as a girl. BEST PARTY EVER!! Occasionally all my live i would sneak wearing panties, bras and nighties. This past January my wife found out and has been really supportive, although shocked. Now I dress a lot more, just bought my first wig this past weekend.