1 Sneaker, 3 Ways: Vans Old Skools

You don’t have to own a backyard halfpipe (or, even, a skateboard) to rock a pair of Vans Old Skools in your own cool way. The og skater shoe, the first in Vans’ portfolio to sport its signature Sidestripe (originally a doodle by founder Paul Van Doren nicknamed the “Jazz Stripe”), has become such a classic it can be worked into any kind of wardrobe, even if you lean more Buddy Holly than “ollie” (that’s a skating trick, btw). And in a bazillion colorways with more waiting in the wings, it’s the kind of sneaker that literally goes with anything. The proof is in these three stylings.

1. Business Casual

A belted blue trench coat and vibrant headscarf give ladylike polish to a pair of Old Skools in a light blue and navy colorway. Give them extra play by rolling up your denim hemline and adding a bright sock.

2. Colorblocked

And if you do own a skateboard—all the better. Modernize a monochrome athleisure look by playing with tones. Because yes, a mustard velour tank plays nice with a red-orange puffer and maroon boyfriend-size corduroys since they’re part of the same color family—especially when the trousers are kicked up to reveal matching mustard socks and pair of pink Old Skools.
 

3. Back in Black

The classic New York City uniform—black on black on black—gets a fresh spin thanks to a floral-sleeved hoodie and a menswear-inspired blazer in (gasp!) gray. Keep your cool from head to toe with a pair of on-theme kicks. In black, of course.