There's a very satisfying feeling in wearing a piece of clothing until it's utterly and absolutely devastated. Forget coddling and babying a precious garment; trust us and wear that thing until it's dead. Leather, denim, and canvas all look better with age, and each scuff is like a mark of character that you've earned. Girls won't understand why you're keeping that beat-up piece around, but this is a must-do item on your bucket list.