5. Kanye West – Entourage (2007)
Vinnie Chase and the crew need to get to Sundance Film Festival, but they’re stuck at the Santa Monica Airport without a ride. What are the boys going to do? Never fear. Kanye West will just randomly stroll through, see his good friend Turtle, and offer the entire entourage a ride to Cannes on his private jet while wearing a pastel sweater vest. Ye is an international superstar, but he’ll always be the guy who got his first acting credit on a HBO show.