I’m a fan of shorts on guys, but it’s important they look appropriate in social settings.
Guys — Take 5 minutes. Try on all your shorts. Create 3 piles: 1.keep, 2.charity, 3.maybe. If you only have a couple in pile 1, it’s time for a new pair. See below for what to look for when deciding what to keep and/or buy:
Fit and Construction: Shorts should fit comfortably around your waist and look roomier than trousers, but not overly baggy. They should fall anywhere from just below the kneecap to above it by an inch or so. Side pockets should not create a bulging effect and back pockets are great if they look unassuming (slit with a button, no flaps please!). Extra or detailed lining inside the band and pockets is a sign of good quality and attention to detail, which is something else to consider.
Style: Shorts should look classic and age appropriate, so avoid things like bulky cargo pockets (unless hiking) and jean shorts. I’m a fan of traditional colors like navy, khaki, brown, green and red and patterns like thin stripes and subtle plaids. Shorts themselves should reflect you, specifically your lifestyle and interests. The best way to know what shorts are right for you is to think about what you could wear with them and where you’re sporting them.
Where to Shop: It’s easy to shop for shorts online, but definitely take your measurements first! Keep in mind the kind of look that’s right for you and your lifestyle. You don’t have to spend a lot on shorts, but you want to buy a quality pair or two that will last. I recommend these stores/brands: JCrew, Ralph Lauren, Brooks Brothers, Lucky Brand and Volcom.
Something to keep in mind: It’s just as important to pair shorts with the right tops, belts and shoes.