Shopping for structured clothing has been tricky for St. Clair. "That was one great thing about oversize clothes," she says. "I could pull a size 28 off the rack without caring how it fit." Glassman chose this Bordeaux-colored sheath dress for her because it "creates the illusion of structure." When shopping for formfitting clothes, he says, "look for seaming details that draw the eye up and down to make you look longer and leaner. Try fabrics that have enough stretch to move with you. And remember that formfitting doesn't mean skintight. When a piece is too tight, it shows every lump."
Worked for Me!
"I made a cross-country map of all the places I want to visit—from New York to San Diego—with the goal of 'walking to them' on the treadmill. I think I actually made it to St. Louis!"
Dress, Roaman's, $45; onestopplus.com. Earrings, Suzanna Dai. Ring, BaubleBar. Stone link bracelet, R.J. Graziano; 212-685-1248. Tahitian drop bracelet, Samira 13 Jewelry. Shoes, L'Wren Scott; Barneys New York, 888-822-7639.