5. Snoop Dogg with the Pittsburgh Penguins jersey in "Gin N Juice."
This was definitely the era where team affiliation accounted for approximately zero percent of the reason you might rock a given jersey. Kids all wanted the Charlotte Hornest starter jackets, Miami's orange and green looked pretty fly, and Snoop definitely put Pennsylvania's black-and-yellow-black-and-yellow on the map more than a decade before Wiz Khalifa. Combine that with the afro and the gold chain...Snoop had style, and it changed the game.