Clockwise, from left: Banana Republic cotton plaid shirt, $69.50,
bananarepublic.com; Ray-Ban's acetate Sunglasses, $175,
MRPORTER.COM;
Poker, The Ultimate Book, $65,
assouline.com;
Jack Spade nylon and leather duffle, $395,
saks.com;
Cole Haan leather lace-up boot, $338,
saks.com.