It’s chic, and it’s simple, so you know it’s Christopher Kon. This handbag would work perfectly at the office, and also looks great with jeans and a cardigan on the weekend. It’s made of supple Italian leather, but isn’t too distressed, which is why I like it for a work environment. Measuring in at 12×12, the bag is big enough for your work things, and the roomy shoulder strap allows you to keep your hands free for hailing a taxi, jumping on the subway, or whatever else you work day entails. The Kon Leather Shoulder Bag retails for $345 at josephshoes.com.