For me, it started when I was in elementary school (I dont remember the age) with my mothers panties.
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For me, it started when I was in elementary school (I dont remember the age) with my mothers panties.
I can't remember exactly, but one of my earliest memories was being confused and scared by my body's reaction to my sister's underwear. I would guess it was either wearing that, or it was my sister and her friends dressing me in her dresses when I was about 4 or 5.
I know for sure it was tights, or a bra or anything like that. I didn't discover those until much later. My dressing interest moved with my sister's age progression as she was my size, and dressed more my age than my Mum, whose stuff I never wanted to touch.
Pantyhose. I didn't understand the allure of them, still don't, but found they were/are absolutely amazing to wear. All of my outfits start with the hosiery.
that would have been panties or a girdle for me, Soon followed by pantyhose
A slippery slope from there :heehee:
My wife's nightgown. I put it on as a joke to her. After the laugh, she asked if I liked it. I said no. I lied - big time. I had a few occasional skirmishes with her pantyhose over the years as well, but it was not until I got my own articles did things really take off, and now here we are.
Sister?s panties when I was about 9. I vaguely recall wearing a one piece bathing suit at 8 yrs old but that memory is a bit murky.
My mom's bra when I was around 4-5.
Sara
My Moms panties at 11-12 and like Raychel said, a slippery slope for sure.
My mother's girdle.
My mother's nylons when I was about 5.
I believe my first time was when I was sharing room with my slop sister. She left a pair of beige pantyhose on my bed post. All I remember was seeing them and I tried them on and there was fireworks going on under those sheets. I believe the same fireworks are still happening up to today when I put on a pair of pantyhose
A pair of my mother's panties when I was 8 or 9 years old. From then I got hooked. It was just something about them that I liked.
At 5 or 6, one rainy day, I was invited to join neighbor sisters for some ?dress up?. At first, no interest, but did join them. Nothing happened until I slipped on a pair of pantyhose. Wham, Bam, 💥 I couldn?t believe it. Next, I tried on a pair of sheer nylon stockings. That started it. Like Maria, to this day, Wham, Bam.
Middle school. I was a latch key kid with both parents working during the day. One afternoon I tried on my mother's calf-height boots and it felt very sexy.
My mother's slip at about 8 years old.
The first item I wore was my mom's pantyhose around age 8-9. But, the earliest memory of the desire to crossdress I can trace back to around age 5, wanting to dress like catwoman.
I was 5 yrs. old. I was helping sort the dryed laundry and had for my moms kneehi's ask what are these and then just put them on. the felt great. It didn't take long to look for them again and found pantyhose. My mom kept a bag of old pantyhose in a closet right across from the bathroom I raided all the time. The of course the silky slips and panites that hung to dry in the bathroom I tryed on next. Everything was big but I grew into her tuff between 10-13 yrs old. When I 12-18 yrs old and left at home alone I wore her clothes that I could fit into.
Mom's panties, and then it quickly progressed from there to girdles, My mom didn't wear pantyhose at that time. Just carter stockings attached to the girdles.
I never knew how to put on stockings until I saw Lauren Bacall put them in in a movie.
My sister's one piece swimsuit it fit really nicely when I was around 6-7 yrs and got caught by my sister she made me take it off but never said anything to my parents, then a few months later I put on my mums nylons and it got me thinking there's something wrong with me because it felt normal to ware female things , I was totally confused but I couldn't ask or tell anyone how I felt.
It wasn't till I found this site, stared reading articles from people here and realised I wasn't alone that was about 9 yrs ago, I was 56yrs old.
When I was 10 or 11 I discovered a lace up corset style girdle and a beautiful mohair sweater dress in a cedar chest in the basement. Tried them on and the rest is history. I have never figured out why those two particular items were stored in the chest because the only other contents were some old old newspapers and random financial paperwork.
For me it was my sister’s suspender belt and stockings that I “discovered” in her drawers when I was 8 or 9. My love of lingerie was born and the rest is history.
The first item I wore belonged to a curvaceous next door neighbor I'd been ogling all summer as she mowed the lawn in short shorts and a halter top that was overflowing. I was twelve when she asked my mother whether I might be interested in babysitting for her 7 year old daughter. It was agreed. When I arrived the girl was already in bed. The couple departed and with a racing heart I went into their bedroom and searched dresser drawers until I found her lingerie. I was about five feet tall at the time so I had no difficulty putting on a bustier with cups formed by a layer of foam rubber. I stuffed the cups with panties and was in heaven. Over that winter I played my games often, even putting on lipstick. One night my mother came to check on me. Fortunately I'd locked the door so had time to wipe the makeup off and get dressed. I told her I'd fallen asleep.
It was a very exciting time for an adolescent boy to be indulging in these erotic games. The rest is a VERY complicated history.
Mother's heels
Sister's one piece bathing costume, aged 5 or 6. Still have the photo that my Dad took of me happily playing in a public paddling pool. There may well have been earlier stuff. I often wore some of my Sister's hand downs, although not dresses or skirts, but the swimming costume was the first memory.
My mothers sheer tights/ pantyhose . They were 15 denier tan shade. The feeling was electric. There was no turning back from there.
My mams old rockabilly under skirt
Probably high heels. I needed panty hose to help them fit. First outfit included a black suede skirt that was tight at the legs. I liked how it limited my stride.
I don't know if this counts, but I would 'fashion' my own skirts and dresses, as a three to four year old toddler, out of things like towels. Mum and dad worked in a infant / primary school, so, even though I wasn't old enough to go there, I could still play with the toys after everyone had gone home, I would dress in the fairy and princess outfits - dad looovved that - not! I got into so much trouble for it.
A pair of my mothers nylon granny panties out of the common laundry hamper. They have been my favorites ever since.
I am reaching back to when I was 3-4 years old, but I believe it was my mother's Merry Widow.
Merry Widow? I had to google that. Now I want one!!
4 or 5 years old. My older sister's full petticoat. I loved it!!
And I still have a "thing" for petticoats 65 years later.
Not sure exactly, but I was in grade school. I put on my sisters swimsuit..loved it! She was in ballet classes so I tried on her ballet outfit..it had a poofy skirt that got me pretty excited. Ah..the good old days! ��
Hold-up stockings that my then-girlfriend bought me for a schoolgirl fancy-dress outfit, almost exactly 30 years ago!
I still have a photo somewhere... ah, the beauty of youth!
My auntie's long-line bra, girdle and tan nylons. I was about 14. I still love lingerie of that era. Harder to get now, though.
Mom's bra.
Next question, please.
Age 9 - a pair of black lace panties that must I must have somehow gotten from one of my older sisters. Would wear it under the sheets at night.
A pair of my older sister's knickers when I was 13.
Some years earlier, I had been delegated the job of emptying our clothes from the tumble drier and putting them into individual baskets for my younger sister, myself, and my older sister. I hated it.
But just when the job started to get really interesting, my older sister decided that she no longer wanted her younger brother handling her underwear. Great while it lasted.
My mom's white nylon panties when I was about 5.
Somehow it just felt so right, so natural. Soon after that I wore them and her bra. Then of course I began wearing stockings, a dress and heels.
Definitely Mom?s bra at around 5 - quickly followed by slip and girdle - strangely never had desire for actual clothes until 40 or so years later.
My Mom's bra ....quickly followed by panties and pantyhose. When I discovered a swimsuit she had with built in cups....heaven!!
Mom?s bra quickly followed by panties. The best was when I found my moms girdle.
It was one of my mother's white nylon full slips. She use to dry clothes in the apartment on a washline that ran the length of the hallway leading from the living room to the bedrooms. I loved the feel of the nylon. At first I would fondle the slips and eventually took one down to try it on in the bathroom. Full slips were my gateway drug to women's clothing,
Pantyhose at the age of 8, have been wearing pantyhose ever since and wear almost daily and it is the staple item when i dress.
I remember being caught by my mom when I was probably around 5 wearing her panties.
Not sure why I did it and can't even remember if I enjoyed it. Just remember being caught.
Celee,Quote:
Originally Posted by Celee
Agree!! When I spent a summer at my grandmothers and discovered some Playtex all in one girdles - with garters she kept downstairs amongst some discarded clothes - it opened up a whole new world!!
It all started with a pair of my Moms sun tan pantyhose. I was around 12 or 13 years old. That was over 40 years ago. After the hose came panties followed by slips and girdles and lastly a bra. Next would be a dress and shoes. I'd have to wait till my 30's before I'd get a wig and breast forms.
Suntan pantyhose
A dress that ordered from the JCPenney catalog along with a black DD bra.
When I was little I was too afraid of being caught so I only tried on my mother?s stuff that I could put over my normal clothes and quickly remove like her pumps (too big), a fur coat, a scarf, gloves and a hat. Then I became more reckless and I started putting skirts or dresses over my clothes lol