The actor’s plunging black gown, which she wore to the red carpet of “Mr. and Mrs. Smith,” became one of her most memorable style moments and redefined the leather look.

Chinos and a button-down? Perfect for the workplace ... gray dress sneaker can have a black or gray sole. Some dress sneakers feature leather uppers that are identical to standard dress shoes ...

Any work-shirt dress in your closet can double as a night-out look, including—and most especially—pinstripe styles. Pile on ...

Some days, pants aren’t the move, and that’s where button-down dresses come in ... It will look especially elevated when styled with leather slides and oversized sunnies.

The faux leather midi dress is just £58 and features a waist-cinching belt and button-down front. River Island also just dropped this faux leather shirt dress that's already trending online.

(CNN) — Remember when Angelina Jolie wore a plunging black gown to the red carpet of “Mr. and Mrs. Smith,” redefining the leather look? Twenty years ago, the action-romance blockbuster ...

Editor’s Note: Delving into the archives of pop culture history, “Remember When?” is a CNN Style series offering a nostalgic look at the celebrity outfits that defined their eras. Remember ...