first article of women's clothing that u tried on

[Christina89]

wat was some of the first articles of women's clothing that u tired on? for me it was a two piece bikini and a black dress that my mother had.

[matti]

For me it was my cousins school uniform including the blue tights. We traded clothes one day after school when I went to her house (my aunts) and she wanted to play and I wanted to study. She asked I said ok aunt said ok and it was great.

[Christina89]

so ur aunt didn't care one bit? that was amazing

[Miranda09]

Don't really remember but I think it was a teddy that belonged to my mom (she was really hot when she was younger!!!).

[kymmieLorain]

for me it was a pair of my sisters panties

Kymmie

[Joann0830]

From My Mom it was a skirt, blouse, Bra and a Kerchief to place on my head to cover my short hair 50s Look. Then her shoes as she was a size 4 shoe and her stockings with the seams in the back. Of course her screw back earrings and her Red lipstick, Great Memories of my first Real Dress up Joann0830:battingeyelashes::heehee::love:

P.S. when I was Real young always wore her silk nightgowns and shoes

[Ellen James]

My mother's panties - later a girdle, bra, and even a nightgown.

[Missy]

it was panties then bras

[Christina89]

this is wat my first article looked like. man i wish i had her body

[luvlysublisa4u]

sister's panties. They were Calvin Klein, silk and lace bikinis

[Marcia Blue]

Bra, Panties, skirt and sweater of Moms.
But I was into makeup before that.

[Christina89]

i never did make up till a few months ago.

[Shikyo]

A nice red dress with red high heels with a long haired wig for a school play.

[Aubrey Green]

Bra, I enjoyed it so much I snagged one from a neighbor and kept it hidden and wore it alot under heavy clothing. Hey, I was 13 and an athlete, I had to wear heavy clothing. Tough to explain to my sports buddies that lived in my neighborhood. Underneath even at 13 I was Aubrey, a budding 13 year old chick!! :daydreaming:

[Tiffany6791]

For me it was my moms pantyhose when I was about 6.

[Jessica Jameson]

For me it was one of my sisters thongs, white and lacy with a little rose on the front, I can picture it in my head like it was yesterday lol

[Bobbi-cdnm]

I was chubby as a kid ( around 9 or 10) and had boobs that embarrassed me. My first clothing was my mother's bra, too big but it felt great. They still feel great !!

[APRIL0401]

It was my sister's dress. It was hanging up in the bathroom. I slipped it on and zipped it up. After about a minute I tried taking it off but the zipper got stucked about an inch down. It took me close to 10 minutes trying to get the zipper unstuck. I was lucky. It would of been something getting caught the very first time trying on girl's clothes.

[Pauline Lauren]

For me it was one of my mother's bathing suits, a cute halter top one piece with that was a shiny copper stretchy polyester material. I was 10 or 11. Maybe that's why I have always had a thing for halter tops since then ;)

>>>hugs<<<

[Pattie O]

I think it was either pantyhose or corsette.The pink fog was pretty cloudy at 5 yo.Oh forgot the hairclip ,cant remember which order!

[dutch-anita]

for me it was my mom's satin summer dress (black/small flowers) but at 5-6years old it was way to big

[Michelle 2774]

Wow, this brings back memories! I first tried on my mother's bra - but I was doing my face (especially my eyes!) way before that!

Afterwards, I would try my mother's shoes until I just couldn't!!

[tanya1976]

My sister's leotard, closely followed by tights...Although I soon graduated to raiding my mother's lingerie draw...:o:o:o

[Erika_girliegirl]

panties and matching bra

both pink also. i love pink

[Jillt]

for me it was my sister's lace full slip. it felt so nice I tried her panties on, looked in the mirror and knew that was the real me. Was about 4 years old, maybe three.

[matti]

No she was always very liberal and she and my mom never got along so in her mind she was getting at my mom.

[Jenniferpl]

My sister's bra when I 8 or 9.

[susan2010]

The first think I remember trying on is my sister's big, full, white petticoat. This was in the 50's. I was 4 or 5. I wore it many times until she married and moved out. Then I found mom's slips and nightgowns.

[Teddie]

What I remember as my first item was my mother's rubber Playtex girdle. They actualy became my favorite item, along with nylons.

[Farrah]

I will always remember my first article of clothing. I put my grandmothers full slip. I just loved the feeling!! Still do!

[gender_blender]

I cannot recall the first other than perhaps a feminine disposition. Photographic proof shows me wearing a skirt at age three or four when my parents were attempting to accelerate my "phase".

[Berta82]

I remember vividly, a red shimmery knee length dress vintage 1977-78. I always think of it as the disco dress and I wish I still had it.

[stephaniedoes]

we had a teenage roommate and i was about 8 when i tried on her silky something, not sure what it was but after that it was all uphill...

[Teresa Ann]

My sister wanted a little sister and I juess she got one because I have pictures of me at age 4 or 5 in Dresses and it as not ended from there.

[daphne g]

mine was a pair of my sisters tights ,panyhose
she actually made me i was about 4 or 5 . shes 5 years older than me
ive since came out to her
but she doesnt remember this incident

[Lois]

For me it was my mother's full length black nylon tricot slip before I was a teen.

[Lisa Catherine]

Leotards at age 5 for a Little Theater summer play, then on to mom's nylons and high heels at a later age, I miss the TV commercials for nylons, where'd they go??:daydreaming: In junior and high school, I'd jealously look at a girl in a dress, wishing it was ME looking that good in her outfit!!:daydreaming::heehee:

[Lisa Golightly]

Pair of tights.

[Patricia1]

My mom's bra - I was very young. Don't even remember if it fit around my chest. Tried to stuff lots of toilet paper to puff things out & got into trouble for using too much paper (we were kind of on the poor side).

[Chrissie P]

My mothers full slip. Tried it on and thought "that feels nice". I was about 4 years old.

[Amy Lynn3]

My older sister would dress me as a girl before I remember, but around 3 0r 4 years old I would wear my sisters panties and my Mother's black OBG.

[AllieSummers]

My Mom's Pantyhose...about 12 years old I think.

[cindybabe]

seems so long now,my mums tights

[Jessica Who]

The very first thing that I tried on my own was a polka dot tank top style dress that belonged to my mother. It was in a dresser drawer folded, at the bottom so I didn't think she could tell if I tried it on and then put it back.

[lisalove]

I don't know if there was anything before this. I found a pair of dark blue nylon panties while walking to school, at the age of 5. I have no idea why but, I picked them up and shoved them in my pocket. I kept feeling them in my pocket, then at recess, I went in tothe boys room and slipped them on and then put my boy undies back on over them. I was in heaven.
A few weeks later I found a dark brown pair of nylon panties in the same spot. I didn't wait for recess this time, it was as soon as I got to school. I slipped them on and wore them all day, even after I had my bath, I put them back on and slept with on under my pjs. i didn't know then, but I am sure now that they showed through, but I guess nobody noticed, at least nobody said anything.
I had a "girlfriend" at that time. One day she got a new half slip and she was showing it to us kids and she asked me to feel it as it was so soft and slippery. I siad I loved how it felt. She then asked me if I wanted to put it on. I did so I took off my pants and put it on, I loved how it felt swooshing around my legs. Of course everyone thought it was funny and made jokes, but little did they know I was on my journey to being a CD.

[Stephanie-L]

For me it was my mother's bra when I was 10 or 11, quickly followed by panties, slips, pantyhose, etc. It didn't take me long to get into her makeup after that. I am still surprised that she never said anything as she is a very organized person and must have noticed some of her things moved...Stephanie

[Colleen03]

The first thing I ever tried on was one of my sister's swimsuits. She had a few of them that I just couldn't resist trying on. It felt so sexy, and yet I was only 8 years old. Also made me realize just how lame men's swimwear is too.

[AileenCD]

The first pieces, before puberty, were my mom's lingerie. At some point, I asked to be a girl for Halloween, and my mom made me an outfit. I felt sublime. Then, a couple of times my friend and I put on his mom's lingerie, too, and pranced around his house in a state of delicious excitement.

What came to mind with this question, though, was a much later event, the first time I wore something when all the bells went off inside my head and vibrated around my body (:c9:) I was sixteen, and my girlfriend left her two piece bathing suit in my family car, so I took it inside to my room. That night something came over me, and I found myself putting it on. The feeling was overwhelming, and I've never forgotten it, like a butterfly emerging.

:):):o:o:o:o:o:o:o

[Nuts_4_Nylons]

A pair of my sisters or mom's pantyhose. I was hooked as soon as I got them over my toes.

...Paula

[sharon2]

For me it was my mums bra while i was watching her do her makeup.

[Daintre]

My older sister had a bikini, I just had to try it on ....which I did....I was hooked .

[dawn-sussex]

My earliest memory (I must have been about 3 years old) is when my sister dressed me in a bright yellow tutu she used at dancing classes. I remember my Mum saying to my sister "don't do it again as he may want wear more of your clothes" She didn't, but I still did!

[Rachel05]

My mums panties were the first and then as my sister got older and she got some lovely underwear to share with her brother and the day she bought a basque with suspenders, oh my goodness it was like all my christmases had come at once, how I loved to dress in that, stockings and her high heels

[5150 Girl]

Thre is a pic of me somwhere in a wig and pearls, and some kind of a blue frock,,, taken at a point where I wasn't even out of diapers yet.
I think I found the wig, and then grnadma, or mom, or somone thought it would be funny to add to it.
My next fun discoverie was pantyhose

[anonymousinmaryland]

was a beautiful long leg panty girdle. Firm and exquisite. Then the bras. Couldn't wait to child sit again. Every time she asked, I said yes. (If it was only for something else!) Classy lady. Even to this day. Anonymous in Maryland

[Jaclyn NM]

That's easy, it was my mother's high heel shoes, and I loved them from the begining. I then moved on to stockings, panties, etc., etc., and it just got better and better. I'll bet that if most guys felt what I feel when I wear female clothing, they'd all be crossdressers. But I guess that special feeling is reserved just for us special "girls".

[Melissa in hose]

My Mom's pantyhose, I was 7 or 8. she left them on the towl rack. i then tried to shower in her bathroom as often as I could.

[gretchen_love]

Pink princess dress!!! At my grandmother's house, my cousin's would dress me up when they played dressup!

[Tiana]

it was a blue quilted dressing gown, remember those!

[AileenCD]

I have to say that I love reading this thread, and return to it often to catch up!

Aileen
:)

[Daphine12]

panties and a bra
:)

[Erika_girliegirl]

i love this post! lara you did a great job girlie:)

[Christina89]

i love this post too. i was glad i started it. lets me kno that everyone tried on different articles when they started

[beatriz]

mi sisters bra.. it felt very nice...

[BabyPink]

It was when my parents went to visit relatives for the day. I put on my mother's panties, stockings and slip and felt so good in them I wore them all day!

[allisonrn06]

I remember wanting to wear tights and pantyhose as early as age 5. Didn't actually try them till about age 14 and first item was nylon knee hi's. I quickly graduated to pantyhose, though.(Mom's and/or sister's) Added a pair of sister's heels a couple of years later, didn't get into the rest till my early 20's. I love all the clothes, but hose are still my favorites!

[Shianna]

From memory, it was a piar of french knickers belonging to my X. From there I bought a bra, panties, suspenders and nightgown.

[Chris100]

Guess it would have been a pair of my Mum's stockings & soon afterwards a pair of her panties. Felt wonderful but very wicked!

Chris :o

[Mollyanne]

For me, it was a pair of RHT stockings with a garter belt and a pair of panties. That was a long time ago and I will always remember the "RUSH" that it gave me.

Mollyanne

[juliecd13]

Mine was panties then heels!! I was so excited!!

[Yvonne York]

My Mother's bras and girdles!

[Lilly 40C]

My mom's hose when I was about 6-7. Bras, panties, tights, slips, etc. came decades later.:daydreaming:

[MWCMDarlene]

The first article of female clothing was some "Dress-up" clothes that belonged to a school mate's grandmother when we were about 6 years old. We were just playing around and I didn't think anything about it as far as CDing is concerned.

At around 9 or 10, my sister had a pair of "Over-the Calf" rainbow colored toe socks that I liked to wear, but still didn't think it to be CDing at that time.

The first time that I ventured into Cding was at age of 12. Was mowing my aunt and uncle's yard for the summer. Went inside to get a drink of water and fresh laundered clothes were sitting on the couch. Her bra was on top and I put it on and have been obsessed with wearing a bra since then. Am now 46 years old.

[Kimmy55]

My moms yellow lace front panties.I was so hooked that I try to buy lace or satin panties all the time

[Julia Rose]

`4` me it was a Bra.'' plain white with some:o padding..

[elizabethb1]

When I was approximately eight year old I found some silk slips and they were so soft and I felt so good wearing them I was hooked. Love silky undies. Elizabeth:)

[avrillunge]

For me it was my moms pantyhose when I was about 6.

me also!

We've come a long way, haven't we?

Av

[Keyanna]

it was my sister's bra, panties and dresses. :o

[danacd50]

Like so many others it was my sister's panties

[josie_S]

My mom's black lace bra, clasps in front! I was 10 or 11 and she left it hanging on a towel rack in her bathroom. It was pure instinct!

[Danielle Gee]

For me it was a long-line strapless bra of my older sisters - I got caught wearing it and landed in a lifetime of trouble - But everything turned out OK (like it always does)

[Taylor186]

The stockings mom left to dry over the bathroom shower curtain rod.

[izzfan]

A knee-length white skirt which I found abandoned in the hallway of my house when I was about 13.

[Terrianne Wells]

One of my mom's dresses. A gorgeous black dress with pearl like beads and gray suede 4 inch heels.

[patricia 402]

for me it was a white nylon full slip i saw on a laundry line i have no idea why i felt the need to steal it and try it on but the rest is history.:battingeyelashes:

[Robyn2006]

It was at the the Disneyland motel and within my mother's bathing suit, which I tried on in complete privacy while everyone else were...well, elsewhere. I was 14 and so on fire with what I had discovered. Instinctively, I pulled a ton of TP to fill the cups (36D, god bless mom!) and before I knew what was happening, I was there putting on my mother's makeup too, and will forever remember how wonderful her Periwinkle pink Avon lipstick felt being pressed on my lips for the first time. I was in heaven!!! :daydreaming:

Robyn

[Marisa_M]

My mom's high heels when I was 5 y.o.
That's why I'm such a high heels addict :)

[Vieja]

Panties for the longest while. First a pair of my sister's then I actually bought a pair in a lingerie shop. Was I brave or just stupid.

Vieja

[Kimmy55]

Yellow lace front panties and a white bra of my moms.I wore them around all day then stashed them under my matress.She found them a few days later:battingeyelashes:

[Amy Adaire]

FOr me, I must have been around eight when I tried on a green shiny dress that belonged to my sister

[brittdoll]

My first feminine item of clothing I wore was a pair of pantyhose - which still happens to be my favorite feminite attire. I loved it and just could not stop there. The rest as they say is history.

[Didi]

My sister's girdle and stockings

[Shy CD]

My older sisters panties.

[cdterri]

4yrs old, found a little blue cotten dress in a spare room closet, put it on and have loved dresses ever since

[DisKreeT]

I was around 5 years old when my cousin and I switched socks. Memory is very fragmented, but I can sort of remember them being pink. My love of pink has not lessened in all these years. A handful of years later I graduated to her panties. :)

[CindyT]

I was about 7 or 8, mom's silky girdle. It was stretchy so it was snug on me even then!

[Fiona Lindum]

A denim skirt, tights, bra and a blouse as far as I can recall.

[cdbethany]

i got caught first time wearing my sisters school uniform check out the what age did you first dress thread

[cpt2669]

At about the age of 12 I tryed on my mothers one piease swimsuit.

Christina

[Plasibeau]

It was either my younger sisters swimsuit or an old school party-dress. Not sure which came first.

[Kate Jennings]

First item.....a black slip

Second...a fur coat!

Third...a white girdle

Fourth...a touch of lipstick, a wig and Mom's bra and I was hooked!

[BabyPink]

My mother's panties, closely followed by a slip and stockings!

[Samantha43]

The best I can remember.....it was a long time ago.....was a pair of my moms high heel shoes.

Who knew trying on a pair of shoes could lead to this?
<<<<<<

[StacyCD]

It was so long ago, I'd be lying if I said I was certain but I'd guess that it was my mother's high heels. She had a large number of them and I'm guessing that's the origin of my shoe fetish.

[reneedtg]

For me it was my sister's swimsuit and dance costumes. I was hooked.

[robincd]

heels with stay-ups .... of course I was hooked in about 10 seconds!

[Monique_cd75]

My first was my sister's one piece bathing suite!

[LoriFlores]

My sister's pink satin tutu. Oh how I loved that outfit!

[Sarah Renee]

The first thing I remember trying on was one of my mom;s dresses when I was about 5. I remember rolling it up and putting it under my shirt. I went outside and to the side of the house to put it on.

[SweetCaroline]

It was my sister's nightgown when I was around five or six.

[Rita D]

A slip!
Was about 3 years old when I walked in on Mom undressing. Wondered why she would want to cover up that much prettier white lacy dress with an old housedress!:battingeyelashes:

[Fondew2004]

wat was some of the first articles of women's clothing that u tired on? for me it was a two piece bikini and a black dress that my mother had.
First item I saw that stirred something within me (I think I was about 8 or so??) was my aunt's beautiful bridal gown. She was getting married; I happened to be in her room in the house...and the gown was hanging on the back of the door.
The first item I ever actually tried on was my mom's beautiful, double layered, nylon tricot, black nightgown...floor length!

That did it for me!!

[cd_jamie]

my first was a dress belonging to my cousin.

[Deborah G]

The first for me was my sister's high heel pumps, followed by panties, and bra. Until that day, I never knew that clothes could make you feel so wonderful.

[SuzanneS]

If I remember correctly I just had to try on my Mom's bra hanging on the bathroom door when I was about 4 yrs old....hard to remember for sure, but I'm pretty sure that's what it was....then not much else til my teens when the parents were away that I would raid my moms spare closet and makeup...She has to have known that I was doing it, but if she did she never said a word....still hasn't to this day.:o

Suz

[freeindress]

After a dream where I crossdressed and felt feminine, I ordered a cute set of athletic crop top and matching hot pants, color was indigo blue, top had sky blue front insert and mesh back, from the three stripes brand.

[MrsDiane]

Ar ge tender age of four an a Sunday afternoon my two older sisters decided to play "dressup" and they dressed me in a green velvet dress and as my other played the piano we danced and sang. I actually had the photo of me dressed iat one time but it got lost somewhere thru the journey of lifew

kisses

Diane

[love heels]

:daydreaming:For me it was my mums bright red panties with black frilly lace round the waist and legs think they said on the front merry x mass can't remember. and her knee high boots with a chunky heel and platform, back in the seventies. My mum was a size 5 i was gutted when my feet grew to big to wear her shoes lol x. :sad:

I remember she had a pair of black panties which were my favorites i used to hide them and a matching suspenderbelt and stockings under my pillow so i could wear them in the night. :o

[cd_glenda4cd]

Was a black bra and a tigh corset that my mom had i was like 8 years old

[Jilmac]

Actually for me it wasn't womens clothes but girls clothes. I was about seven years of age and my cousin (a boy) dared me to wear panties and a dress. I don't know where he got them from but as soon as I put them on, I was hooked.

[Alessandra]

for me it was one of my sisters halloween dresses since i couldnt find any other nice ones

[Danielle H]

Mom's Pantyhose. I think I was 9 or so at the time.

[jenna_woods]

Mine was sisters panties, and a skirt

[Diane Douglas]

I remember it waws my sisters Yellow bikini when I ws about 14. Nothing for a long time after that.

[Meredith]

My mom's pantyhose when I was about 13 or 14. When I started buying my own pantyhose (about age 16) I started buying sexy, pretty shoes, mostly high heeled sandals. After I married for the first time (age 20) I started buying other lingerie and then dresses and skirts.

[michelle_j2005]

My moms pantyhose when I was 6 or 7.

[LOVE2]

my moms panties

[CD Susan]

My earliest recollection of wearing anything feminine was when I was four years old. I found a nylon scrarf in a box of old clothing in the basement. It was purple in color and about eight inches wide and four feet long. I would wrap it around my body pretending that it was my underwear. The siky smooth feeling of it on my skin was very sensual and I kept this scarf hidden and wore it as often as I could especially to bed. I soon grew curious of what real girls panties would feel like and I secretly started wearing my sisters' panties. I had three sisters and they left thier clothes lying all over the place. The opportunity was there for me to start experimenting with other articles of thier clothing and as they say "the rest is history".

[promgown]

If I remember correctly it was one of my sister's cotton summer dress

[shapeshifter]

A pair of denim short-shorts I stole at summer camp. Not a dress or anything, but they were sparkly. :P Sometimes I'd put them on at night, safely under the covers. Sometimes I'd sneak into the bathroom at night and wear them, with a small T-shirt and a bandana to cover my hair.

Did I ever get caught... welllll, one night I fell asleep after taking off the shorts and leaving them under the covers. The shorts made their way to the floor, and in the morning, one of the counselors found them! The counselors made a big stink about it, but only because they thought someone had had a girl over! I sure dodged a bullet there!

Needless to say, that ended in a hurry. Buuuuuut, on the last day, I stole another pair to take home with me.

[MelindaC]

mom,s rubber Playtex open bottom girdle and nylons, when I was age 11. I probably tried on every girdle in the house at some time or another.

My particular favorite was the Playtex Golden zipper rubber girdle --- utterly fantastic!! And I am still a Playtex girl --- my girdle of choice is an 18 Hour, preferably open bottom with stockings. And I never dress with out my girdle and stockings!!

Afyer 50+ years of dressing and wearing a girdle, I guess I'm just old-fashioned...

[FireFoxAngel]

mine was my sisters corset :)

[Empress Lainie]

My girlfriends coat because I was cold and she was shocked that a "man" would even consider wearing anything that was a woman's. She just related this to me yesterday.

The first thing I bought though was fancy panties and a skirt.

Sure it was just a whim had no idea why I wanted or liked them. NOW I KNOW WHY..

[Sylvermane]

first for me when i was 7 or 8, pair of my mothers pantyhose which had been washed the night before hanging on the shower curtain rod. raw curiosity turned into exhiliration and they just felt good. when i was 13 i got a rare opportunity of the house completely to myself for a whole day. mom's closet got raided big time :daydreaming:

[Dekka]

For me, it was a pair of white leather and wood platforms with block heels (well over 5 inches) that my mother gave to my father and me to sell in a flea market (we had a spot there). I saw those shoes and knew that they HAD to be mine. I don't remember the price, but I told my father that I sold them (and of course I paid 'em), and hided the shoes for later.

This happened in 1984. To this day I still miss those shoes.

[jessica27]

It was a gold mini skirt that i found in the back of my stepmom's closet, it also came with a top

[tvchristine2002]

A pair of black stockings were the first item of female attire I tried on,I've loved them ever since.

:hugs: Christine

[KateConnors]

For halloween when I was age 5 I dressed up as a girl in one of my aunts red dresses. My mum was suspicious ever since :)

[Brooke Ashley]

panties, black ruffly sort :)

[ellieparsons]

My mothers pantyhose when i was about 8

[Melissa Rose]

My sister's pink dress when I was 13.

[leotard fan]

tigths!!

[rebecca_morris_75]

My Mom's pantyhose and a slip when I was 4. I remember pretending that I was working in an office and crossing and uncrossing my legs and loving the feeling of the nylon rubbing together and the silkiness of the slip.

[Ingrid1999]

A pair of my mom's Candies high heeled mules when i was about 10.

[Emo]

I want to say that I was a full get up from my now ex girl friend

a pair of panties with cheerleader shorts...
and then later that day we cycled through a skirt a dress and some other stuff I ended up keeping those shorts though they were comfy

had the tiny kitten from looney tunes and the word Meow on the ass

[Fondew2004]

One of mom's nighties....double layered nylon tricot...multicolor.

MMMMmmmmm!

[xd-tigger]

I tried on one of my sisters skirts that was just lying around when I was 5

[tammie]

HI All:

The first was my older sister's black lacecup underwire 36B
Vassarette bra in the afternoon sunshine while home alone.

I had just walked past her bedroom and it was on the floor and I stopped and went in and picked it up.

The feel of it was wonderful in my hands, and perhaps I took off my t shirt and decided to try it on because of the previous weeks event.

A hot MILF had whispered in my ear that I should wear a bra as my tits were as big as hers.

I was a chubby self conscious 14yo and about all she didn't do is grab my nipple.

So when I took off my tshirt and slipped my arms thru the straps I was already feeling submissive.

My mother would let me watch her dress so I knew how to reach behind me and grab the ends of the band, so when I leaned forward and hooked the bra,

then nestled my little boy tits into those cups, I was changed forever into being a crossdresser.

It was incredible but that bra fit me like I had been measured for it.

In short order, I stole my sisters bra and matching pantygirdle that was also on the floor, and wore them.

Got talked to about wearing my sister's clothes and was made to promise not again.

So a week later I got into my mom's lingerie.

Can U imagine how exciting it is for a 14yo boy to be strutting in Playtex bra, pantygirdle, stockings and full slip when his mother comes in to talk to him about crossdressing.

So a week later she bought me my own lingerie and the bra was the same size as my sister's.

That is why I know what size it was.

[CindyLouWho]

My mom's panties, when I was 5 years old. She made me wear them to kindergarten one day when there were none of mine clean. After that I wore them because they made me feel good.

[Kristy 56]

My sister put me in a dress when I was 9 or 10 and I was hooked. When I was about 11 or 12 I'd see the girls in school in their girl scout uniforms,and would race home before my sister and try hers on.Still remember all of it as if it was yesterday.

[alexandracross]

My GF never hesitated so first time for me was full dress panties bra hose heels and dress later skirts and tops

[Pantyhose Queen]

Pantyhose!!

[Veronica Nowakowski]

Technically it would be a pair of girl's jeans, red. I was 10 and I told my mother that they were girl's jeans, she insisted they weren't and I was to wear them because Guess jeans were fashionable. After much taunting at school and my aunt explaining that they were girl's jeans, I didn't have to wear them again. Fun!

After that, the first article I wore legitimately was an old shirt that I had cut up so it had ties in the back which was intended for my homemade sex doll, wanted to see how it fit on me. Began to enjoy crossdressing after awhile.

[terry29]

my mom signed me up for ballet when I was 7. I had the little outfit, tights and leotard. I couldn't wait to get them on. When I was 9, I found my mom's red panties, matching bra, and go-go boots and I danced around the house for a hour........

Those were the best days

[urmilaaa2008]

until i was 4-5 yr old, ie until mundan cermony (Hindu custom of shaving off the head for the first time as an offering to God) my mother used to dress me quite a few times in girl"s dresses with hair tied up in ponytail or sometimes two plaites and flowers in my head.
but on my own the first piece of femenine article was a panty

[Ras]

it was a pair of pink panties form my sister and it only progressed from there. Never knew if they suspected anything or not but I sure enjoyed having the house to myself so I could raid her lingerie drawer

[BettyCooper]

Mom's girdle. I almost fainted.

[Jeanine]

I was 13 and the first article of feminine clothing I tried on was my 17 year old sister's 36B bra ... I had Gynecomastia and had no problem filling it out ... No stuffing necessary.
Jeanine

[RADER]

For me it was my Mothers Playtex Rubber type panty girdle. I think I can still
feal and smell what it was like. I was 5 or 6 then. Still like panty girdles,
ware them all the time. :)

[azcdinhose]

A pair of my older sisters pantyhose, one of her dresses and a pair of pumps. It was a sad day when I grew taller than her and couldn't wear her clothes anymore. Of course her pantyhose still fit! yippee!!!:)

[akaCathy]

It was mom's bra and high heels. I still get a thrill everytime I put on heels. Thanks, Mom.

Hugs,

Cate

[emmlouise]

my first was a pair of very frilly plastic pants when I was 4 years old. Still like plastic pants on occasion! The first time with any sexual feelings, I was about 11 and dressed in a lovely dark red elasticated swimming costume. The results were very unexpected, scary and powerful.

[Jilmac]

For me, it was girls clothes. I was seven and was dared by a cousin to wear girls panties and a dress. I've been dressing ever since.

[Plasibeau]

pink and purple one-piece swimsuit, I was six.

[Nicole Brown]

The first article of woman's clothing that I ever tried on was a pair of Mom's panties. Being someone who never likes to do anythings half way, :) I immediately added a bra, a girdle, a pair of stockings and a full slip. First time in woman's clothing and I was in heaven. The next time I slipped into Mom's room, I put a pair of socks in the bra and slipped into one of her dresses. Then I stepped into a pair of her high heels and almost feel in love with myself when I looked in the mirror. It has been over 50 years since the first time I slipped into a pair of Mom's panties, and I still tingle all over every time I step into a pair of my own panties today.

Nicole

[kinky_caitlin]

The first feminine thing I wore was a pair of Looney Tunes print panties that I have no idea how they got into my underwear drawer. They felt so much softer and more comfortable than my briefs and I never wanted to wear anything else since. I was about 14 at the time.

[Frédérique]

wat was some of the first articles of women's clothing that u tired on?


The first thing I tried on was my girlfriend’s skirt, a rather plain cotton jersey affair with no pleats, no pattern and no shape. It was a mousey green color too, but it felt wonderful on me…

[HalloweenDragon]

It's been so long I don't remember. I know the first time I let another person see me, I was wearing a see-thru gown. That was one of the hottest experiences I've ever had.

[anniecd]

yellow 2 piece bikini of my mothers

[Gabie]

dress + panty + hairband + shoe ... all at the same time :)

[markinhose]

a pair of my moms pantyhose, it quickly went to panties and bra with the pantyhose and just kept on going.

[leotard fan]

my mons tigths. i was so kid, so young, i don´t rembember the age. i things i already love leotards, but my mons didn´t have any.

[loardata]

Mom's panties and then her bras:D

[MichelleP]

Not counting potential hand-me-downs when I was really young and thinking as far back as I can remember, I believe it was a pair of knee-high stockings my sister helped me get into. Later she bought me a pair of leotards.

Michelle

[Elle1946]

Mine, was my mother's heels. Then stockings. After that, it didn't matter as long as it was female attire.

[Melinda Lou]

One of the great perennial topics, and one I always answer, even if I've done so many times.

For me, it was a pair of little girl's panties, when I was about 4 or maybe 5, and my mom put me in them! We were at my aunt's house, and my girl cousin and I were playing in the backyard... I don't recall exactly what happened, but for some reason I got dirty enough that I had to change all my clothes. This was a day trip, so I had no extra clothes, so my aunt graciously provided some of my cousin's. I don't remember thinking anything special about the top and shorts, but the panties (sturdy, plain white cotton early-70s briefs) fascinated me...they felt so funny 'cause they came up way high on me, and they had little ruffles around the legs. :) I remember that I pulled them up so high that the waistband showed, and my aunts teased me about it.

If you want to give a boy a fetish, have his mom put him in something "different" at an early age, make sure he gets attention, and then wait 'til puberty...sure enough, I've been obsessed with wearing panties ever since--particularly little girl panties. I was well into my teens before I "graduated" to women's, long after the girls my age would have, and I still like a nice pair of sturdy white cotton briefs. :)

[LaurenAnne]

wat was some of the first articles of women's clothing that u tired on? for me it was a two piece bikini and a black dress that my mother had.

The first article of women's clothing that I wore was a mini skirt that my mother made for me by hemming a long button front khaki skirt of hers. I was about 6 years old.

[Danielle Gee]

Wow, I still remember the thrill I felt!!!!! ..till I was caught (but that worked out ok too):daydreaming:

[becky9300]

my first was moms thigh highs and sisters heels, then moved on to skirts and blouses and dresses. the best was the ladies i would babysit and housesit for.

[Ashley_in_Texas]

Pantyhose, then Neigbors moms jeans, and then her bikini.

[Lara Smith]

I was in kindergarten. For some reason I looked in the hallway closet and there on the floor were a pair of plain white, but very silky nylon panties. I stepped into them and was hit with a bolt of lightning. I didn't even know what was happening to me, but it felt better than anything I could think of till that point. I must have been swimming in them, even though my mom was a size 2. Beautiful fem nylon panties are still my fave to this day 59 years later on me and on GG's.

[Ladyvixen]

For me it was heels. <3 heels now eventhough I'm tall and makes me stand out

[Cheree]

I very vividly after so many years remember "finding" my step sis' bra n panty set............they had the cutest little strawberries on them, true to this day they must match...........why is that!LOL!:)

[BobbieTx]

Would have been mom's lingerie, panties,bra, slip, gridle

[Lidia_tv]

Panties & bra

[dragdoll]

uh...probably a pair of my mom's high heels. i definitely used to mess around with her make-up while she was gone, all before i was even 10 years old.

[Jennifer N J]

My sisters night gown, did it two times. went to bed and made sure I covered up completely. Both times when I woke up, I didnt have it on. Nobody has ever admitted to taking it off of me. ( I was a very heavy sleeper)

[rhyannon]

a thong and a bra for me :)




and i loved it ;)

[BrendaJane]

A mastectomy bra (size 44) & a pair of silk panties. I've been hooked ever since.:D

[gennee]

I tried on my wife's skirt.

Gennee

:)

[Electra]

Skirt of a girl I was visiting. I took it off her and put it on me, naughty I know. She thought I looked cute in it :battingeyelashes: but it didn't remain on me for a long time either :D .

[Christinedreamer]

As a boy with two older sisters, I had access to lots of soft frilly things. My sisters loved the double layer frilly nylon baby dolls and so did I. I also found moms double layer waltz length nylon gown and snuck it to my room every opportunity.

Sometimes I snuckthe babydolls and panties into my room together.With all that double layered nylon I was hooked. To this day I have peignoirs made for me just like the wonderful days when women enjoyed these tactile feminine sensations.

Many women and girls today dont even know what peignoirs, petticoats or babydolls are. If they did, I am sure the fashion trend would do an about face and bring them back.

Lord I hope so!

[June Elenor]

My sister's knickers when I was around 13.
Was wearing them regularly 4 or 5 months when she found out.
She was ok about it and helped dress me in her stuff when mum and dad were out. She married and left home a couple of years later.
Did'nt wear again for several years.

[ifitfeelsgood]

my older sisters were dressing me since before I can remember. On my own was a leotard (age 4), and I love body suits and teddies ever since

[Samara]

Well my mom dressed me as a girl for haloween so panties, tights, girls socks and shoes, pretty red dress. She did my makeup and hair I was about 5 the daycare thought I was new.

[JustAlex]

I abused mom's panties for a long time, my whole childhood. I think I started escalating it when I was 12 and gradually moved into pantyhose, slips, nightgowns, teddies, etc.

[Diane Smith]

A mastectomy bra (size 44) & a pair of silk panties. I've been hooked ever since.:D

You should unhook it, take it off and wash it every now and then. :)

- Diane

[serina lopez]

pantyhose and panties

[Midnight Skye]

Pantyhose, bodysuit, and some denim short shorts. Still love the first two, but don't realy care for short shorts anymore.

[GirlyGirl26]

My first was my sisters bathing suit. I tryed it on and I don't know why but I was hooked. I was I the bathroom getting ready to take a shower. I got all naked and i noticed it hanging there. After looking at it I was like what was I thinking. I got in to the shower did my thing and after i got out I found myself looking at it again. After some time I ws like here goes nothing, I put it on and the feeling i had, standing there wearing it. I rember it like it was yestorday. It was a speedo and it was blue. I was so happy!!

[Corsetted Nikki]

Hello Ladies,

A long time since I posted. I've missed you all.

My first exposure to great lingerie were from my father's November 1983 edition of Playboy which he stored on the top of the bookcase in the dining room in our house. The centerfold was Veronica Gamba. She was a raven haired knockout and she wore a black gartered teddy with black lace stockings. I still remember one of the quotes in her pictorial.

"I love being a woman. I like the idea of being pampered and having that feminine quality. But sometimes I wonder what it might be like being a man."

That thought struck me and has resonated with me for a long time. I started to identify with that quote and began to imagine what it might be like being a woman and to wear that lovely outfit she wore.

For several months I admired Veronica's lovely image. I started to imagine what it would be like to wear those clothes. I eventually plucked up enough courage to open up my mother's lingerie drawer. I found a garterbelt and a bra. There were no stockings, so I grabbed a pair of her pantyhose and cut off the tops. I slid the nylon up my leg and attached the garters. I imagined I was the very epitome of femininity that I saw in lovely Veronica's picture.

I've been hooked ever since.

[sally angora]

My sisters white angora cardigan...was heaven

[Leohose]

My sister's leotard, closely followed by tights...Although I soon graduated to raiding my mother's lingerie draw...:o:o:o

The leotard came first, slipped into it then pantyhose came a close second

[Angie F]

around age six, my sister's plaid jumper dress, white blopuse, and white cotten panties.... a day I'll never forget, or regret :)

[Phyliss Hdson]

was panties, pantyhose, qnd a white dress that belonged to my freinds sister
Hugs

[Sabra Fresh]

Somewhere around age four or five my
mom gave me a
pair of
my sisters underwear to put on. Looking back I guess she was behind on laundry. I've been wearing ever since. Thanks mom:D

[ToxicAvenger095]

When my parents left for a bit, I must of been 9 or 10, I tried on my sister's dress that wasa lying around. Did it ever since, loved the feel.

[DanaLynn57]

Mom's panties and bra and I was in my early teens...Once she noticed that they were put back different than when she left them...She asked if anyone had been in her Clothes and I was so scared I would get caught...Never did but not sure she didnt suspect something...

[Meghan]

For me, there were two distinct incidents. Well, actually three.

In the first grade, I waited until everyone was asleep and I sneaked into the bathroom with two nerf balls. I tied my tshirt into a makeshift bra (oh you know you've done it), stuffed it with the nerf balls and glopped on the chap stick (on my eyes and lips) because I wanted to feel what makeup felt like.

The second was a pair of my babysitters snow boots that I wore to school in the first grade. I didn't know that was a problem until I got home and my mom found out.

The first one I distinctly remember trying was a pair of my mothers pantyhose hanging in the shower, talking to me and begging me to put them on.

Of course, I didn't think to roll them up first, it took me forever and I probably put 5 runs in them before I got them on.

Meghan

[donnatracey]

One of my mom's dresses - remember the zipper in the back being impossible!...:)

Of course, that was nothing compared to when I used her red lipstick and she came home early......:o

[Vintage4sarah]

If my memory serves me correctly, I was around 11 or 12 and it was a pair of my mothers nylons that were in the bathroom cloths hamper. It all started from there with one new addition of clothing each time.

[Charleen]

My mom's high heels when I was 3.

[jenacd]

I was 5 and went in the bath room and moms girdle hose and panties were on the hamper.I remember the strange feeling that came over me i put them on and then under a towel was her heels i completed my outfit with them and walked back and forth it was a feeling i will never forget.But got caught the second time i did it.Then I knew that i needed to hide it better so even at 5 yrs old i became a pro I never got caught again.

[BaliGirl]

I was around 13 when I first tried on one of my mom's bras. I tried stuffing it with rolled up socks, but it never looked right. Then I found a strapless bra with molded foam cups and put it inside the regular bra -that looked just right!

BG

[charlytuna]

for me it was my older sister bra and panties and got caught. I was around 11-12 then

[stever1958]

For me it was my mothers pantyhose and my dad came home early and caught me and wore my tail out!

[Monika G]

It was a hot pink one-piece bathing suit. And it fit my boyish body perfectly once I added the rolled up socks.

[allin]

My mother's dress. I wa in my bedroom when I was about fifteen. In the closet waere some of my mother's dresses. I selected one with a floral patern. I loved it. How's that for a memory. Over fifty years ago.

[sherri52]

my sisters blue slacks with side zipper

[Karen Johnson]

White cotton panties and sun dress. I was 5 or 6 years old and they were my older sisters. That was almost 50 years ago and I remember it like it was yesterday.

[wetleggings]

Very Interesting to read all the first items. For me I remember being a little facsinated with women in movies and television when I was very young (5-10?). I was intregued when I saw how pretty they looked and how much men seemed to like them. I also remember being intregued by their clothing and how they looked in it. I remember movies or tv shows and seeing a nicely dressed woman fall into a pool or lake in all her clothes and I was fascinated by how they looked in the wet clothes, especially if they had skintight jeasn on. Later on (after puberty) I found this sort of thing arousing. I remember being very turned on by girls in pantyhose and miniskirts. At 13 years of age I tried on my mothers pantyhose and loved the feel of them. I've since tried skirts and tights, leggings and tights, skintight tops and have gone for swims in all of them and thoroughly enjoyed it. I think sometimes that I might rather have been female.

[babyamy]

cotton panties and padded training bra

[Kelly Springfield]

About two years ago, I tried on my wife's bra, panties, and a pair of push up forms that she has. I loved the feeling of them but they bra/panties weren't a good fit. So, I went shopping and got a matching set. Talk about nervous! This started me down the road of dressing and trying to be feminine.

[Jennifer_Ph]

Pantyhose. Then heels. Whachout.

[balletightslover]

for me it was my sister's white tights

[sissigerri]

I was 10 and the fem item was my mom's beige OBG with the nylons attached. It had satin panels and a zipper along the right side. It was scented and she had just taken it off. I was hooked for life!

[Veronica Electronica]

My sisters black silk bra. I had tried it on a day after having my first fantasy of being a woman. I was 15, on summer vacation and had the house to myself. My heart raced as I spent the day trying to talk myself into trying it on. It was one of the most exciting moments of my life.

God, I miss that thrill....

[telima]

I was four years old tried on my moms white Playtex long leg pant girdle and her white ankle socks. She walked in on me, told me to take them off. Never heard a word after that. Then that Halloween she dressed as a man and my father dressed as a woman. She took a lot of time on my father. Make up, girdle, nylons, bra, dress, and heels. They went to a party. Had a great time so I'm told. This was back in the 60's. But I did get to see pictures of the party. My mom was right people didn't know who my father was nor did I. That made me to think more about womans clothing. thats all for now alot more later.

[Erica Lynne]

Oh, easy to remember, my sister's panties at age 6. We had a "dress up" session and exchanged clothing. I didn't want to give them back! :D

We had lots of "dress ups" until we both got older and I couldn't wear her size anymore, then started wearing my mother's clothes.

[bridget jones]

silky panties and camisole I believe I was about 6 years old

[ArleneRaquel]

It was soooooooo long ago. Probably a fig leaf just like Eve's. Elbow gloves would be my guess.:) :battingeyelashes:

[diannecourtney]

I really never had an opportunity to try things on as a child. However,i I did develope a grand desire fo girls legs and shoes at the age of eight when i sat behind aneat set of legs for three years or so.They slipped my mind for over 20 years until my wife dispose of her trucso witn all the associated finer. I was on the road at the time and just begun to snuggle up to these nice things.When she bought some VS bras and did not like them, I just had to have them. And my ward drove has grown ever since.:):):):)

[Vicki65]

My mums suede hippie boots some time in the 70s. Since then (before I started buying my own!) just about any I could get my feet into, whenever I had so much as a half chance!

[Tessa_Green]

One of mom's red satin slips. I'll never forget it!

[Janel]

a dressy crepe notched collar blouse of my mothers when I was 11

[MelindaC]

mpm's Playtex Golden zipper rubber open bottom girdle and a pair of stockings. I have been wearing a girdle and stockings ever since --- plus my bra, slip, dress, heels, etc.....

[tluvph]

it was in 5 grade. my teacher use to wear these pantyhose with a black shirt. i just wanted to touch them. i could`nt. until this year when i saw my stepdaughter red pantyhose. so i put them on with her black heels and bra. i found out how much i loved them.

[dennisGTS]

I originaly posted in a thread similar to this...but this one seems to get much more attention due to it's more accurate title...


The first item I wore was my older sisters satin panties; I was about 6 years old she was 2 years older than me.

...and yes, I quoted myself...don't judge...

[Karen43]

I was 5 years old and my parents were visiting friends who had daughter my same age, she wanted to play dressup and I was dressed up in her prettiest party dress.

[Lara Smith]

Full cut nylon panties. Oh God.

[occdresser]

It was my sisters new red silk dress--oh what a feeling:c9:

[AndroRemi]

I started pretty early, too, I doubt I was any older than 5. We lived in a very small apartment, my parents, my half brother, my stepsister, and I. My brother, being the oldest, was left in charge while the parents went down to the store to get groceries and he quickly went out to the living room to play video games. My sister Jenny and I stayed in the bedroom where we were comparing clothes with each other because a new school year was about to start and we had just gotten our new wardrobe. She insisted that her clothes were totally too big but refused to wear her old clothes, and I was definitely complaining that mine were just too small (in actuality our clothes fit just fine, we were just being kids). I'm not sure who suggested it first but not long after she was trying on my clothes and I was wearing my first panties, skirts, tops, and dresses (all very brightly colored and definitely adorable).

[SallyjoCD]

I was about 12 and it was my moms bra and girdle, and lipstick. I was so excited when I looked in the mirror, To this day I love lipstick.

[Nicole Smyth]

The first that I remember trying on was my sister's pantyhose. But before that my sisters dressed me in a ballerina outfit (family picture) but I don't remember that.

[larissa-laurie]

I was five or so and when playing hard with the neighbor kids and laugh so hard I would sometimes wet my pants. When that happened, I was made to wear girls panties, several times. I sometimes wonder if that was the real beginning to my loving lingerie and dressing up girly?

[Metoo]

I remember when I was young about 9 or 10 trying on my Mother's bra while in the bathroom and then she came in and said that is for you, I don' want to think you are queer. I didn't do anythin else until many years later.

[angpai30]

The first item of clothing I remember wearing is one of my sisters dresses (mind you she was 17 and I being 5) that she wore when she was around that age and found that it fit perfectly. I loved the feeling of the dress twirling around my legs and the feeling I got from the chest area. I have been hooked since, but rarely got a chance to dress seeing that my family found out and everything I ever owned seemed to walk out the door when I brought it home from the store.

Hannah~~

[Toni_Lynn]

The first item was actually my sister's panties. That paled though to when I actually tried on my first training bra and panties -- ones that were mine not someone else's, a few months later!

Huggles

Toni-Lynn

[BecomingMichelle]

I was nine and it was either three articles of clothing I can't remember which came first: my sisters ruffled panties with a squeeky duck on the front, my mother's blue full skirted halter sundress with little polka dots or a white leotard.

[IngeInCO]

Mom's panties and bra, both black. I quickly worked my way through all of the dresser drawers and closet the same afternoon! I was around 8-9 yrs old

Inge