Skating was DEFINITELY fully accepted by the late 2000's. Everybody wants to be from the era when skating wasn't acceptable or mainstream, but most aren't, because that's how the mainstream thing works.
Late 2000's was honestly a kind of stale time in skating. Kind of the end of one era of skating before the new era of small brands and more unique approaches to skating came in.
I was in 6th grade in 2006, the only skater in my school. Everyone classically made fun of me for wearing tight pants and black shirts, kids parents wouldn't let them hang out with me anymore.
My baseball coaches pulled me aside after practice one day and suggested I should stop skating. 11 years old.
The next year in 7th grade our school cop pulled me out of class to tell me I should stop hanging with "the older skaters" because she had seen us skating a spot after school, and vividly remember older jocks while skating home leaning out the window mockingly screaming "skate or die" and "skater fag!"
Not to say it was the most unwelcome era, but yeah if you're from OC then you're not going to get what im talking about.