I recently interviewed Jessie, Celebrity Fashion Watcher Extraordinaire at Denimology, and she told me her favorite splurge was Foley + Corinna Bender Bag ($444). I laughed because I own the vintage inspired tote in two colors! Black and cognac. It’s the ideal carryall: The inside is super roomy and the more worn the leather gets, the better the bag looks. The only downside is aside from a flap pocket on the outside, there are no compartments to hold your lip gloss or cell phone. So I keep a small cosmetics case in each handbag as a quick fix.