A classic jeans and T-shirt combo is impossible to get wrong when paired with Old Skools. Switch the legwear out for shorts in the summer and team with white tube socks for a touch of skatewear style.

If you have to dress them up, pair black Old Skools with a white tee, tucked into grey, cropped, dress trousers. Layer with an unstructured navy blazer or an overshirt and you’re good to go.

Best Vans Old Skool Models

Vans Old Skool Checkerboard

Vans’s checkerboard print has become every bit as emblematic of the brand as its original sidestripe logo. A staple of the punk rock and emo scenes of the 2000s, this iconic pattern has now made its way onto the Old Skool, too, and the results speak for themselves.

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Vans Old Skool Black

The classic black and white version is the Old Skool in its purest form. It was one of three colourways on offer when Vans first launched the shoe back in 1977. As far as versatility and timelessness goes, this one takes some beating.

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Vans Old Skool Red

If you’re looking to inject a splash of personality into an outfit without going full-blown technicolour dreamcoat, a pair of crimson kicks is a reliable place to start. If Santa spent his downtime carving up empty pools in Anaheim, these are definitely the sneakers he’d be rocking.

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Vans Old Skool White

White and sneakers go together like…whatever the lyrics are from that song in Grease. Clean crisp and the perfect accompaniment to a pair of slim-fit, selvedge denim jeans and your favourite T-shirt.

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Vans Old Skool Pink

It takes a real man to wear pink. Or so say all the men who make a really big deal about wearing pink. In actual fact, anyone can rock this summer-friendly, pastel shade. Just keep the rest of your outfit simple and stripped back, and you shouldn’t have a problem incorporating a pair of these bad boys into your warm-weather rotation.