When I was in 5th grade one of the older skater homies talked me into wearing my pants inside-out to school. He made me think it would be very cool thing to do and that I would be very cool for doing it. Turns out he was kinda right. By the end of the day 3 other dudes in the same grade turned their pants inside-out and wore them like that for the rest of the day.
TLDR: Inside-out clothes have been part of skateboard history for decades.