Not Your Mother's Shoulder Bag: 8 Chic Picks Under $300

Dooney & Bourke: once a favorite of popular girls in high school and retired receptionists, now a convenient shoulder bag brand. This mustard suede hobo bag features contrast stitching and tonal leather details. The adjustable shoulder straps ensure comfort in the event that you overstuff. It's the perfect bag for a brunch date - fitting just the right amount of accessories plus a pair of flats in case you have one too many mimosas. Dooney & Bourke, $198