Tuesday! A weekend shopping trip that yielded some really adorable but truly basic office wear (cute skirt with buttons, nice blouse with a little hint of crochet on it, a sweet pair of suede loafers) made me reflect on the kinds of clothing I bought for myself when I was first doing my own shopping.
The year was 1996, and I was entering the 7th grade. Mom handed me my $40 for back-to-school clothes (or however much it was) and told me to try to get enough things I could actually wear. Like maybe some jeans. I am pretty sure I ended up with suede vests, scrunchy vibrant colored turtlenecks, and a lot of stretchy leggings. Needless to say it was like Blossom and the Babysitters’ Club’s Claudia Kishi ran into each other in a bad ’90s sitcom and threw up all over each other.
Which begs the question: what was your most awkward phase of dressing? What’s the most embarrassing or questionable thing you remember wearing?