Button: Pride 2020

Boys, Buy Everything: Jack Spade Spring 2011

We love many things about Jack Spade, especially the whole quality vs. quantity thing. While there's not a ton of options each season, everything on tap is consistently good, especially if you happen to be a dude with a bit of a preppy sensibility (bonus points if you live in Park Slope and your family has a yacht club membership somewhere). The spring '11 collection is no exception—there's an array of bright, fresh, and timeless offerings that are perfect for a chilly Seal Harbor morning or a mid-April Stumptown run. Think the same classic, no-fail bags in signature waxed canvas, an easy trench and easier field coat, and a playful leather coinbox—rubberband ball and all. Our top pick, though, has to be the nylon canvas "bookpack," in an amped-up sky blue. It's dope for that Macbook Air, or you, know, those faded Lily Pulitzer trunks.
Available at Jack Spade, 56 Greene Street (at Broome Street); 212-625-1820.