KENAN THOMPSON AS MAYA ANGELOU ON SATURDAY NIGHT LIVE (2009)
Reason for cross-dressing: Kenan. Token. Black. Comic. Dress. Wig. SNL. Complex says: Annnnnnnd, now we're back to Kenan. Without David Alan Grier or Tracy Morgan to Maya Angelou, there was really only one person to play her. Since we have actually never seen this Maya Angelou, we're not sure who resembles her most.