$89, dorothyperkins.com

A biker jacket rendered in boucle fabric is counter-intuitive--and totally amazing. Considering all the oversize jackets on the fall 2012 runways, I'd go one size up in this one. That way I can pack some serious layers underneath it and wear it into the ground.

1. Dorothy Perkin boucle biker jacket, $89, dorothyperkins.com

2. Tibi leather top, $575, netaporter.com

3. Proenza Schouler PS 1 tote bag, $1995, ssense.com

4. Chloe triple buckle bootie, $1235, mytheresa.com

5. Current/Elliot boyfriend jeans, $210, netaporter.com