1995: Gangsta's Paradise

Artist: Coolio featuring L.V.

“Gangsta's Paradise” was released as part of the soundtrack for the 1995 Michelle Pfeiffer film “Dangerous Minds,” as well as on rapper Coolio's album “Gangsta's Paradise.” The song tells the story of regret and anger from a narrator stuck in a life of crime, and features singer L.V. It topped the Billboard charts for three weeks starting in September of 1995; the film came out the month before. “Gangsta's Paradise” was the first-ever rap song to land atop Billboard's year-end Hot 100 list.