Tignanello Handbag, Polished Pockets Convertible Satchel

Olivia Harris gives her textured leather hobo an industrial overhaul with zippers and a chain strap. Tout the tassel-clad bag with an oversized sweater and motorcycle booties for directional downtown chic.

With vibrant color, flap pocket and crossbody strap, the Machida will keep up with your busy day.

Rich snake-embossed leather lends natural elegance to this Tory Burch clutch, styled in a palm-perfect shape.

Croc embossing and contrast stitching add dimension to the rounded silhouette of this elegant leather (and perfectly mini!) crossbody purse from Dooney & Bourke.