The Totes Amazing Bag From GQ.com

Bag Prada | (price upon request)

Even if you’re wearing a suit, you can get away with carrying rocket ships or military camo, or cartoon eyeballs, or a trippy red reptile. That’s because the humble tote bag has transformed from a drab canvas NPR pledge-drive giveaway to a luxurious go-anywhere, do-anything carryall. These roomy new bags have all the functionality you need to survive a day of work, gym, and adult sleepover. And with smart-ass graphics on nylon and buttery leather, they’ve got enough style to keep heads swiveling in your direction at every step along the way.—Jim Moore

Bag, $1,500, by Fendi

In the old days, you were expected to match your bag to your suit. But they didn’t make bags like these in the old days, so to hell with that.

While you’d never haul a briefcase to the deli to pick up a newspaper, these deeper (and way less formal) bags go everywhere you go. Bag, $495, by Want Les Essentiels

Part of the appeal here is that these bags never look out of place. So you can carry one straight from your day job to your secret side-hustle DJ gig. Bag, $1,090, by Saint Laurent

Be bold, gentlemen. If you’re confident enough to wear a rich-guy pinstripe on your back, you can handle a snake over your shoulder. Bag $1,980, by Gucci