Skateboarding is an outsider culture. Don't call it a sport. It's a very core society that his its own slang, learned behaviors, and rites of passage. Since time began, or skateboarding at least, its style has been copied by those who don't know the difference between a kickflip and a kickturn, and skaters have always had cool sneakers on their feet.
It would be a stretch to call early skaters "sneakerheads," but guys such as Lance Mountain were wearing Air Jordan 1s in the '80s, and Pat Washington was skating in Saucony Hangtimes at Pier 7 in San Francisco in the early 2000s. A lot of these skaters, though, realized they had something in common: a love for sneakers, and as skateboarding became more mainstream, some of them started their own clothing lines.
Keith Hufnagel created HUF, Chris Keeffe was behind DQM, and Supreme has had its hands in multiple Nike SB collaborations—not to mention, the UK's Palace has done work with Reebok and adidas, too. Skateboarding had people that didn't even skate lacing up Nike SBs, and this, in turn, introduced them to the underground culture lurking at boutiques and skate shops. It wasn't rare in the 2000s to see guys who played football in high school wearing socks and hats with weed leaves on them and knowing who Mark Gonazles is. And the common thread was sneakers.