Le Silla studded bootie, $1,350, George C; Z Zegna black button-up shirt, $245, Harry Rosen; purple V-neck sweater, $155, Harry Rosen; Z Zegna black tie, $130, Harry Rosen; Prada sunglasses, $285, Holt Renfrew; Maritime table clock by Angelo Mangiarotti, $370, Studio Brillantine.