How To Match Your Footwear With Different ‘Fits

Go with just about anything.

Skate shoes are favoured by countless guys for one reason: they're undefeated in sheer versatility. Skate shoes like Vans slip-ons or Old-Skool can be dressed to match basically any style of pants you want, whether you're channelling emo culture with skinny black jeans or 90s dirtbag style with ultra-baggy stonewashed jeans.

Slim to baggy.

Covering the entire range from adidas Gazelles to Nike Air Force Ones, tennis and basketball-inspired sneakers have been adopted by just about every subculture imaginable over the years for their versatility and the fact they can be styled to match a huge range of aesthetics. They look best when paired with pants with a little bit of legroom at the very least, however.

Straight-to-baggy cut.

While the bulk of modern athletic running shoes should only really be worn with activewear to match, retro runners like the New Balance 2002R and 530 are much more at home in the streetwear realm. They don't look great with skinny pants, however, and shine when their dad-adjacent aesthetic is embraced. 

Slim-to-straight.

Unless your goal is to lean into the goth aesthetic and squeeze yourself into a pair of black drainpipes, most boots, from R.M.Williams to Doc Martens, pair best with jeans that drape more readily over the top of the ankle. They call them bootcuts for a reason, right? Bonus points for a flare, à la Austin Butler.

Straight cut.

Stonewashed-jeans, white socks and loafers have become a sort of look du jour among NY's fashion bros as of late, leaning readily into the 80s and 90s aesthetic when the elevated slip-ons were as popular for casual-wear as they were for formal events. We think it's high time more Aussie gents got on board.