Christopher Peterson/FilmMagic

WHAT SHE WORE Rolled-up trousers and a fitted tank with ankle-wrap Stuart Weitzman wedges

WHERE Strolling in New York City

WHY WE LOVE IT The ever-impeccable Aniston gave her own spin to the boyfriend jeans trend by cinching oversize chinos with a brown belt. Lightweight khakis add less bulk to your silhouette than heavy denim, so this is an ideal way for those with curves to try the look.
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Jennifer Aniston

Jennifer Aniston