About three years ago, I bought this one-strap See by Chloé dress for my boyfriend’s graduation. At the time it was the singlemost expensive thing I’d ever bought – I think at around $375? Anyway, you can bet that if I spend that much on a dress, I will figure out a way to wear it year round, even if it’s only intended for summer. Here I’ve twisted up the bottom and matched it with a Helmut Lang blazer, some jeans, and black booties.

I really wish I could get better pictures of this jacket; these simply don’t do it justice.

I was so in love with this dress that I bought the last available size in all of Nordstrom – which happened to be 3 sizes too big! Because it’s so loose on me, I usually style it with a black sash.

My sister loved it so much that she snatched up the exact same dress when it cropped up on eBay! Copy cat!