Slideshow will continue in seconds. Click to skip
Actress and downtown style icon Chloe Sevigny reveals why she's crazy for black ankle boots.

"In eighth grade, I couldn't afford Dr. Martens, so I got combat boots from the Army-Navy store. They were way too big, but they made me feel confident, and today my high-heeled black ankle boots are like a grown-up version. I own around 50 pairs and wear them with everything: jeans, frilly dresses, high-waisted cutoffs. They give me height but still have a cool, boyish feel and make me feel the most like myself."

Click through to shop her shoe collection look-alikes!