Stockbrokers' pinstripes were once famously cartoonish – padded shoulders and generous cuts teetering dangerously close to David Byrne excess. By contrast, this updated version from Ralph Lauren Purple Label comes in lightweight wool and has a softer, more low-key shoulder. Since your suit is already sporting stripes, try pairing it with patterned ties. Dots look good right now.

Pinstripe suit (sold as a three-piece), $4,995; French-cuff dress shirt, $450; satin tie, $155, all by Ralph Lauren Purple Label. Linen pocket square by Polo Ralph Lauren, $50