What We Love: leather laptop bag  is a good fit for any guy who’s not afraid to look like a grown-up. It’s also unlined and raw around the edges, so it doesn’t scream “fancy.” And since there are no exposed metal parts, it’s completely waterproof and surprisingly silent as you walk (a feature that I know a lot of guys prioritize). Plus, there are weight-bearing straps encircling the whole bag to distribute the load and prevent the leather bottom from stretching.

Classic Leather Laptop Bags: Timeless Style for Modern Professionals

New York accessories label Freja might have a cult following among celebrities, including Hailey Bieber and Katie Holmes, but it’s this bag that Associate Commerce Editor Marie Claire’s Anna Ogunnaike swears by for its durability. She’s used hers for years, and notes that it’s sturdy enough to hold all her work files, plus a pair of heels for when she wants to elevate her everyday look. It also has thoughtful details, including a key ring and multiple interior pockets, and it’s designed to fit under airplane seats without compromising the silhouette. And it costs less than $500, which is a great price for vegetable-tanned leather.