Prada ($795), 888-972-1900. Photograph by Brad Bridgers.
You've owned messenger bags, modified briefcases, and, more recently, maybe a tote, but deep down you still have a soft spot for your very first book bag (the one with the Voltron decals). Functionally, the backpack is the ideal conveyance. It frees up your hands and distributes weight evenly, allowing you to comfortably carry twice as much as a comparable one-strapper. The problem was that this miracle sack was fit mostly for nerds and the kind of people who eat gorp. Now there are options designed for men. Courtney Colavita