what was your first thing you wore when you first started to dress

[krissy]

Me my first was my little sisters panty half slip i wore that all the time even to school when we played football i was so freaked out of getting caught when they tackled me but they didnt find out . But the one thing that stands out to me the most was my moms clothes i used to sit and watch her get dressed for her dates when i was younger she wore those old style Playtex bras you know 50s style and a black full-slip she would sit there smoke a cig and do her makeup i thought she was so beautiful .then after makeup she would put on this short blue full skirt and a silk blue top and her stockings and garter belt and out the door she would go .well let me tell you when ever she worked and i was home. guess where i was You know it, right in her closet getting dressed in that outfit i felt so pretty .I remember saying to myself when i grow up im only going to wear women's clothes .its so easy when your a kid you dont have to deal with lifes complications

[Dana44]

I rember way back, it was my moms heels. LOL she caught me. wow, i was in trouble. LOL if she only knew. Mine are both gone. so that is an old memory and I like hose so I bout them first.

[BLUE ORCHID]

Hi Kissy , For me it was also Mom'sHeels. >Orchid......

[Lana Mae]

Mom's panties, I think! Not really sure! I know later I tried her long leg panty girdle, nylons, and full slip! Regressed back to panties until age 65! At 65, it was full bore! LOL Hugs Lana Mae

[sherri]

That's easy -- a mini skirt!

[Nikki A.]

I know it was my mothers clothing but I don;t remember the first item I tried on. However I do remember wearing the old style playtex rubber long leg girdles that women in those days wore.

[DIANEF]

I had worn many items like tights, knickers,bras ect, even my sisters swimming costume. One day when the house was empty I put on my sisters dress, a really nice flowy thing and thought; yes, this is it, and it switched from being a sexual thing to something more. That was way back in 1979.

[FrannGurl]

Panties and girls jeans in the 70s. What started as a fetish, has now become a part of me and is no longer a fetish.
Its kind of nice to see for myself, how I have evolved into my female self after 40 years

[Elizabeth G]

Something of my mother's I'm sure but since it was over forty years ago I can't remember specifics.

[Teresa]

Krissy ,
Thinking back it's a toss up between my sister's full paper petticoat,or a beautiful float blue silky satin dress or a very shapely swimsuit . The swimsuit was the item that triggered it all for me , at the age of 8-9 , I didn't know my T level was that active but I found out by accident and , that was when my GD problem surfaced along with AGP . The clothes to me weren't about being a woman but wanting to be with one , that was when my tangled web started , I can't believe it's taken so long to understand all this .

[Deborah2B]

For me it was my mother's lingerie, especially the black lace stuff. It was easy to try her things on when I was home sick from school. Funny how doing that made me feel better.

[Chelsea B]

Mom’s panties. But I graduated very quickly to her girdles, which I had been fascinated by. I loved the constriction. From there, stockings, and soon after I was never going to be satisfied without being fully dressed (true to this day).sadly, her shoes weren’t close to fitting me.

[happy2cd]

I wore my sisters panties to school in kindergarten and got caught at bedtime. Later it was a full slip. For some reason my great grandmother used to use it as a blanket for my nap time (still kindergarten-1st grade) and one day while she was out I slip into the bathroom and tried that blanket on-loved it. My family had a trunk of clothes in the basement for my sisters to play dress up with and it had wedding dresses and things in it, so I dabbled in there too.

Slips and lingerie still have a lot of power.

[Jean. Ann]

My college girl friends orange mini dresss

JAS

[Piora]

I was visiting my grandparents with my mom and dad on vacation, when I was 14. There wasn't enough room in my grandparent's small house, so they arranged that I should stay with a neighbour and friend of my grandmother's a few houses away. The neighbour put me in her daughter's room, which had only recently been vacated when her daughter had got married a few weeks prior. My grandmother's friend worked, and left in the morning, leaving me alone in the house. When I peeked in the drawers of the daughter's room, I found tons of bras, panties, slips, garter belts, panty girdles and stockings, which her daughter had not yet picked up. Since I was very tall at 14, everything fit me perfectly. Of course, in those days, everything was white. So, for the next several days, I dressed in everything I could lay my hands on. No dresses or skirts....the daughter had taken those with her, sadly. I was sad when that week came to an end. That was my very first crossdressing experience, but not one that I have ever forgotten.

[sometimes_miss]

A dark blue sailor girl dress.

[Tracy Irving]

I wish I had an answer that was fun, exciting or at least different. Nope. My mother's panties.

[AngieStone]

It was pantyhose for me.

[CarynPB]

my mother's white slip....Felt so good..even at that age.

[Megan b]

It was Moms pantyhose for me as well. I was hooked from that moment on. Next to follow would be panties, then a girdles and slips and finally a bra and a dress. I just loved all these things and thought what is wrong with me but I kept on coming back to it.

[Stephanielawrence]

My first was a pair of tights that was in a drawer in my bedroom! I loved slipping into them at a very young age! I of course graduated to my moms and sister dresses, lingerie, shoes, hose, etc! Oh the memories!

[Hollibelle]

Pantyhose.

[Jaymees22]

I did dress at 7 to play one of Cinderella's ugly sisters, I think I wore a long skirt, a peasant top and a white cap. Later at 17, I wore my mother's LBD, her blonde wig and panty hose. I really felt good but didn't know what to do about it.

[Janine cd]

I'm sure it was my mom's panties and slip but I also remembering trying on her nylon hose and garterbelt and lipstick.

[Judy-Somthing]

At about 8 my sister dressed me in her Ballerina outfit that didn't fit her any more.
I remember after that I put it on when ever no one around.