In Tupac's official silver screen debut, the then up-and-coming rapper made an appearance in Dan Aykroyd's bizarre comedy/horror Nothing But Trouble, performing with his former crew Digital Underground towards the end of the film. If you look closely, you can see him in a Yankee jersey getting hype and singing along as Humpty does his thing on Digital Underground hit "Same Song." Pac's appearance in the film isn't as random as it seems—he was a backup dancer/collaborator for the group during the early days of his career—even if it is short-lived. There's not a ton to say about this brief cameo, but it did serve as Tupac's introduction into the film world, and for that it deserves some points. —Angel Diaz