IMO that started with Pharrell. There was always a sort of interconnectedness between skateboarding and hip-hop frm hip-hop music being featured in skate videos since the late 80s like Powell Peralta's "Ban This" in to Zoo York's "Mixtape" in 1998. However, when Pharrell and the Neptunes were first coming up, he really pushed that forward not just as an accessory but as a vehicle of sorts of expression in hip-hop. Rocking skate gear from companies like Zero and Thrasher etc.
TBH, as someone that's been skateboarding for 25 years, I like to see more black kids skateboarding. It's better than when I was coming up ten years ago and up in the early to mid 90s where a black dude that dared to skate was deemed an "oreo" and was seen as somehow "less black:" than others for enjoying skateboarding.
But the truth is skateboarding ain't really like that when it comes to race. It's always been mad diverse. You have white, black, asian, hispanic, skaters of all types from all walks of life just doing their thing, chillin, smoking weed at the skatepark, and just vibin off each other's styles.
I'm glad we've finally moved from that super tough super thug era. It's nice their getting into that then selling drugs or getting involved with gangs or anything that could result in legal trouble.
This is real talk right here.
Black & white kids are skateboarding in the ghetto's these days, that would have never happened in the 90's.
The new 90's generation will try to bring in a Multicultural society free of racism whether the bitter old people like it or not.
They don't think like the racist cop who killed Mike Brown or Jews like George Zimmerman & Donald Sterling.
Change is coming but it won't come easy.