I bought two rather conservative looking outfits simultaneously. It was two blouses, a pair of jeans, a skirt, a belt, a pair of leggings, a scarf, and a pair of shoes. To my surprise (and enjoyment), everything fit perfectly.

I was looking at old pics last weekend and i ran across one from about 1988 or so, where i was wearing Calvin Klein high waisted jeans - those might have been my first pair. I remember paying what seemed like a fortune for them and my girl friend (now my wife), saying " guys have it made, women's clothing is so expensive "

This is only the case now in higher end clothes. In the mass market stuff, it has evened out.

My first purchase was a bra and pair of panties.

Some things from VS, that would have been in '97. The first outerwear would have been a black wool skirt and jacket.

Most recently a sports bra to wear for climbing and cycling.

The first item I owned was a pair of crazy combat style boots I talked my mother into buying for me when I was 12 or so. Clear soles, black leather, with reflective yellow stripes. Wore them once and got made fun of at school so I never wore them again. Years later after coming out it was a pair of black and pink yoga pants.

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Bra and Panties.  Black leggings, floral empire waist dress

Quote from: blossom on March 23, 2016, 07:53:21 PM
Mine was a light green nightgown that had flowers sewn all over the top.

A khaki skirt, will never forget it!

A pair of high heel sandals in -07.

A black leather skirt and a pair af fishnet stockings

Alice x

OMG - the memories! I bought a nightgown and bra from Victoria's Secret. The were my first (legally obtained) women's items. I was too embarrassed to have them delivered to me so I sent them to a girlfriend instead. I don't have any of that early stuff anymore. It was impractical and tacky. I like to think I'm a classier lady these days...

i was just looking through my wardrobe and found the first pair of heels i bought (black strappy 3" heels) wearing them now and i still love them.

Alice x

Slouch tee. I wore it two days ago for the first time. 

I bought some black stockings when I was 14. I was great to have my own stockings instead of wearing my Mother's.

I suspect it was a dress, but I am not 100% certain right now.

I bought a medium length bohemian/gypsy type skirt at a bohemian shop in the town I went to college