Drake

Drake with the cast of 'Degrassi' and 'Spring Awakening' with Rosie O'Donnell. Check out Lea Michele from her 'Spring Awakening' days before 'Glee.' (Photo by Amy Sussman/Getty Images for Nickelodeon)

Childish Gambino

Donald Glover began his entertainment career as a writer for the mega-hit show '30 Rock', he then moved to play college student Troy Barnes on NBC's 'Community', and later started a rapping career under the alias Childish Gambino. (Photo by Getty Images)

The Lonely Island

SNL's Andy Samberg leads this group and their particular brand of comedic rap. With two albums under their belt, the trio continues to please audiences. The best part is that along with being gifted comedians, the guys really can rap. (Photo by Getty Images)

Joaquin Phoenix

Remember Phoenix's announcement on 'The Late Show' that he was abandoning the silver screen to work on his rap career. He later put out a mockumentary about it called, 'I'm Still Here.' (Photo by Getty Images)

Nick Cannon

A jack-of-all-trades, Nick Cannon has had a very successful career in entertainment as an actor, comedian, radio personality, and TV host. He even tried his hand at the rap game in 2003 with the release of his self-titled album. The album featured the hit song "Gigolo". (Photo by Bryan Bedder/Getty Images)

Chris Rock

Funny man, Chris Rock took the mic as MC Gusto in the 1993 comedy 'CB4'. The satirical comedy parodied gangsta rap, specifically notorious rap group N.W.A.