1. Multicolor hand knitted argyle cashmere sweater with medium grey mélange reagle flannel pant, BOTTEGA VENETA Winter 2014/15. 2. Gray felt and khaki calfskin briefcase by DIOR HOMME, $3,500, available at Dior Homme stores nationwide. 3. Hemingway Rustic Wool Waistcoat by BRUNELLO CUCINELLI, $1,045, available at Brunello Cucinelli stores nationwide. 4. Pure cashmere sweater with shawl collar by CANALI, $1,090, available at CANALI retail stores nationwide. 5. Mirrored MONCLER Lunettes by Pharrell Williams, $250, available at Moncler boutiques. 6. Sterling silver skulls with emerald eyes on a braided leather strap. Made exclusively for J.W. COOPER, $5,500, available at J.W. Cooper, Bal Harbour. 7. Palestro Sneaker by SALVATORE FERRAGAMO, $695, available at Salvatore Ferragamo boutiques nationwide.