Nothing says “you’re the man, dad!” like a super chic totebag. Except not. Come on, Dad is an old dude. He has no need for sleek leather backpacks or of-the-moment messenger bags. Sure, a nice Dunhill briefcase or trusty Filson might do the trick, but chances are that these days, the regrets he had rearing you and putting your ass through college only to face a bleak job market and wholly uncertain future are probably the heaviest luggage he carries.