Topman, $40

How do you make shorts even more relaxed and comfortable? You ditch the standard waistband for a stretchy elastic one. Like the joggers and track pants that rose to "need to have" status over the past year or so, these easy-to-wear shorts add a shot of street cred to your standard summer wardrobe. Grab a pair that's graphic and slightly cropped for a dressier look or pull on a sporty pair cut from quick-drying performance material—there are plenty of options. Whichever you choose, the shorts will offer a noticeable upgrade to your standard cotton shorts. Herewith, the ten best to buy right now.