My Prize Possession: Nick Wooster

"Outside of white button down oxford cloth shirts, Trickers brogues, 501s and Ray Ban Aviators, the single item of clothing that I have had in my closet consistently since 1982 is a pair of black and white checked Vans. They are the lazy man’s shoe—perfect for dog walking and security lines at the airport. And they are probably one of the most versatile and iconic items a guy can own. Think about what they do to a pair of chinos. I have worn them with black tie [many years ago], a khaki or gray suit, and since I hate flip flops, they are my go-to footwear choice at the beach. This pair is a limited edition I bought at Undefeated in Los Angeles—they are woven leather. But I keep a canvas pair at the beach.”