Classic sneakers have been a staple in the tomboy wardrobe for generations. Every year I go through at least one pair of canvas Vans Authentics, originally known as the Vans deck shoe—a design that hasn't changed since 1966.

I'd love to know, what's your favorite classic sneaker?

Here are a few of my favorites: Converse Jack Purcell ($65); Tretorn T56 ($78); Converse Chuck Taylors ($45); Superga 2750 Classics ($65); Vans Authentics ($52).