38. Gary Oldman as Sid Vicious
Gary Oldman has played numerous memorable characters throughout his long and storied career, ranging from Harry Potter’s Sirius Black to British Prime Minister Winston Churchill. Perhaps his most outlandish performance was as troubled punk star Sid Vicious in Sid and Nancy. He brought the troubled vitality of Vicious, with a past full of violence and drug abuse, to life on the screen. Despite this, the Academy Award for Best Actor went to Paul Newman for his role in The Color of Money.