For me, it started when I was in elementary school (I dont remember the age) with my mothers panties.
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.
Flip Flops were made for Beaches & Bath Houses, We have neither in 2017. Lose the flip flops!
that would have been panties or a girdle for me, Soon followed by pantyhose
A slippery slope from there
my sister's reply when I told her how I prefer to dress
"Everyone has there thing, all that matters is that you are happy, love what you do and who you do it with"
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.
www.flickr.com/people/194195593@N05/
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.
Crissy
My mother's girdle.
"Care about what other people think of you and you will always be their prisoner" - Lao Tzu
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.
Last edited by tbryant2k16; 07-22-2024 at 04:55 PM.
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.
I don't wish to change my gender I just want to change my clothes.
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.
Last edited by Toni in nz; 07-22-2024 at 11:45 PM.
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.
We shall not cease from exploration, and the end of all our exploring will be to arrive where we started and know the place for the first time...
T.S. Eliot Four Quartets
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.
