ONE. =  J.Cew – Alpaca Shawl-Collar Sweater, $128, J.Crew.com
TWO. = Joe’s Jeans – Strait & Narrow – The Brixton, $179, Joe’sJeans.c0m
THREE. = Timex – Weekender, $29.95, Amazon.com
FOUR. =  Barney’s New York – Striped Sock, $44, Barneys.com
FIVE. =  Quoddy – Kennebec Suede Chukka Boots, $300, Mr. Porter.com