Before: Baggy. Light-wash. Worn waist-high...these are just some of the denim felonies committed by custom builder Leif. He dresses as if he lives on a construction site—which is where he met his girlfriend, Susie, an interior designer. "He has this wonderful rustic appeal, but he owns way too many 'cozy' clothes," she says. "He needs a more diversified wardrobe."
After: "He looks fantastic, like an Italian aristocrat!" says Anne. Less facial hair—less hair in general—reveals Leif's gorgeous face and innate elegance. But he's still rough-hewn enough that the red pants and yachtsman's blazer don't seem too country club. "I'd wear this for an event," he says. "If I walked into the lumberyard, the guys would go, 'Whaaat?'"
Blazer, Polo Ralph Lauren, $1,195. Shirt, Ermenegildo Zegna, $325. Pants, Jay Kos, $295. Pocket square, Boss Black, $30. On Susie: Jumpsuit, Luca Luca. Earrings, Cara Croninger. Cuff, Aurum Vitae by Tam Tran. Ring, Coomi. Shoes, Bally.