Sun rays, lazy days and a down-for-whatever attitude ... Summer 2021 is holding strong, and your shorts game should be, too. Heavy jeans and work pants can wait until fall—right now, take the opportunity to let the legs breathe, free and uncovered like they should be.

Much like some of our favorite suits right now, the consensus is the more relaxed the short, the better. This doesn't have to mean messy or frumpy—below the knee cargo shorts need not apply! The best casual shorts of the season are effortlessly cool, sitting around the mid-thigh (or higher, if you're adventurous) for unimpeded movement. Comfortably roomy without being excessively large, summer-ready pairs shouldn't have to sacrifice support for style. Drawstrings are always a plus, as are extra pockets; after all, don't you need someplace to store all your every day carries? Beyond reinforcing relaxed fits, summer has taught us that some rules are meant to be broken. Don't be afraid to try pairing your chillest shorts with a dressier linen shirt, or even some loafers. Browse our selections of the best pairs of casual shorts for optimal summer socializing below.