My mother's nightgown.
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My mother's nightgown.
A satin and lace night dress that my boyfriend at the time bought me.
First for me was probably my grandmother's petticoat. I was 4 or 5. Then, my mother's girdle. When I was 11,I tried my sister's nylon bikini panties. Been hooked ever since.
I was about 12 years old when I first tried on one of my mother?s bikini. After that I loved the way they felt on my body and then tried on a collection of her clothes. I can tell you it was a moment I?ll never forget. After I tried on a skirt and top of hers, I saw Christina in the mirror that night smiling that she had been freed.
Panties around 5 years old.
One of my friends that I played with lived on the same block.
She and I were plying in her bedroom and we switch underwear and panties while playing.
But had interest in female cloths before that.
My sister's panties ... still remember the first time vividly. Cotton briefs, white with little blue flowers and little loopy trim around the leg openings. Remember seeing them lying on the bathroom floor and had this overwhelming need to see how it would feel to wear them. Same curiosity led me to try on her bra a few weeks later ... then a skirt and sweater ... then ..........
According to my Mother, the first thing I wore was a diaper when I was born.
For me, it was a Poodle Skirt halloween costume that I bought at the local K-Mart. I was gonna go big for my first time wearing something femme.
Nylons. Mom's nylon pantyhose. Then my sisters ballet outfit and on and on....
Moms Corselette with black seamed stockings.
Mom's pantyhose, I was fascinated with nylons.
She even had a pair of "Beauty Mist" in the open box that I tried. Hell, if they were good enough for Joe Namath?
My sister's panties. All my firsts...heels, hose, dresses, skirts, flats and Keds were right from her closet. So nice we wore about the same sizes!
One of my other's slips...soon followed by most of whatever was in her lingerie drawer.
A panty always panty
My mothers tights (which would today be called leggings). I was about 12, so almost 60 years ago.
My mother's red lipstick when I was 12.
L'eggs Sheer Enegry Sheer To Waist, Suntan, from an egg! Still my favorite today!
Mom had a "rag bag" upstairs in my closet and I found an old pair of her panties in it. I tried them on when I was probably about 8 or 9 and I was hooked. I almost wonder if maybe she wanted me to find them. I almost bet she knew I was wearing some of her items. Memories!!!
I am with Jennifer, "L'eggs Sheer Energy Sheer To Waist, Suntan, from an egg!". Loved the way they made my legs look then and love them now!
Was my mother's one piece bathing suit. Was 10,11 or 12 not sure. To this day one piece bathing suits are my favorite fem clothing to wear.
my older cousins yellow cotton briefs. I snuck them out of her dresser drawer. I don't know why I did it.
My mother’s open bottom girdle and stockings. I slipped them on and my life changed.
Like a lot here, pantyhose from my sisters dresser.
Not even certain what I wore first. I used to play dress up with my cousins from a young age, every one a girl. Certainly by junior school I used to wear girls panties. Those navy blue ones. Basically, as I grew up I would wear whatever my elder sister wore, whenever I got the chance. Mum and dad never approved to their dying days.
One of my mums skirts and tights. No other girls in the home when I was growing up but I'm told that when I was 4 or 5 there was a girl similar age lived 2 doors away and we would often swap cloths and toys......her my Action Men, me her dolls.
My mothers pantyhose and her winter knee high boots. I would get very aroused.
Jackie, a bit complicated but I remember being dressed up as a young girl for a Halloween party (8 yrs old?) at the church but the first time I did it for myself was a few years later (11 or 12). I was occasionally sleeping in the extra bedroom and for whatever reason, looked into the closet and found a bag of older pantyhose and the black go-go boots I wore to that party, put them on and the rest is history.
Within a few months, I was using any chance I had to try on everything I could, even occasionally faking that I was sick to stay home. Starting the moment I was home alone I would shower and start in nightgowns, etc., working up to business type outfits and dresses as the day wore on.
I clearly remember every "first" from that day on, first makeup or nails or stockings or stepping out the back door and finally stepping out the front door and driving away.
The first item of woman's clothing I wore was my mother's light blue one piece leotard and white tights. She would wear this outfit when she went to aerobics class and then after washing it, hang it up to dry in the bathroom I used.
I very clearly remember at the age of 5, I had just had a bath and my mother was getting me ready for bed. She realized that I did not have clean pajamas or underwear as the wash hadn?t been done that week. She asked my aunt, who lived with us, if she had any small panties to put on me. I remember they stood me up and put the panties on me and they giggled and remarked how cute I looked. To have never forgotten this episode of the first time I wore panties surely had an impact on my life long desire to crossdress
Somewhere around age 8, I was at a friends house with my family. My friend and his older sister were pushing me to try on his sisters shoes, some low heeled flats. I did slip them on and they tried to drag me into the room with the adults thinking it was funny I was wearing girls shoes. I got them off, but the incident always stuck with me. I enjoyed wearing them and still do!
Hi. My first was from my mom, a black lace bikini panty when I was 11. Memories.
i wore my sisters pink panty slip it was short and lace accents around the bottom i loved that slip i felt so pretty when i wore it :daydreaming:
I really don?t remember, but it was either my mother?s panties or one of her slips. Or both. I started with red nail polish at the age of three. I was 12 the first time I dressed fully en femme. Bra filled with socks, panties, slip, and a discarded dress of my mother?s. No wig though. My short hair made my appearance somewhat disappointing. I sometimes would wrap a towel around my head and pretend I was a nun. That solved the hair problem.
My first outfit was a gymnastics leotard, i now have 35
For me it was aged probably about 5/6 so the early 80s, mother always wore tights, grey, barley black or tan, loved them, she never stopped me either, obviously the older I got the more it was frowned upon and soon became a secret.
Now latter in life still love dressing, wife knows but I have to do it when she's not around, wish she would let me do it with her but that's life....
A pair of my sister's panties. They looked like ones worn by a topless model in the newspaper. So I tried them on and my crossdressing started from there,
I don't and never will be able to look like them. But the lingerie that they wore always made me want to wear and look like them!
The first thing I tried was one of my mom's bras when I was 12 or 13. I went into her lingerie drawer when no one was in the house.
When i was about 12-13 i would slip into my moms panties and bra and stockings when everybody was out of house on a saturday. Loved the feeling of the stockings and i would stuff the bra as
mom wqas about the same size i was but well endowed in the chest area . Occasionally i would add a dress and heels
I think the first thing that I can say was totally fem was a Merry Widow corsolette that the former owners of our hose left behind in a hope chest. The corsolette was left I guess for hopes of a wedding event that never happened for the former occupant. I love the satin feel of the fabric. I was over the moon with the feeling.
I am a total Boomer.... first time I tried on was my 1950's Mom's rubberized girdle, the ones with the built in hold ups for stockings. I tried the stockings on as well and (probably) one of her pointy bras, but I don't remember that quite so vividly Pretty sure it must have said "PLaytex" on it somewhere.
My sisters red bra and panties.She had great clothes that i wore till she moved out.
It was so long ago that I'm not sure, really, but was probably one of my sister's dresses.
I was really young (6 or 7, maybe) and to me it was about trying to look like a girl, not so much about the feel.