Jack Sparrow (feat. Michael Bolton)

The Lonely Island welcome Michael Bolton to their studio to sing the chorus of a swaggering nightclub rap, but he has just binged the Pirates of the Caribbean films and every hook becomes a soaring power ballad about Captain Jack Sparrow, delivered in full pirate costume from a ship’s rigging and a windswept beach. Each time Andy Samberg and Jorma Taccone steer the verses back to the club, Bolton barges in again with more pirate lore. When the trio asks him to concentrate, he misunderstands and simply changes films, crooning as Forrest Gump on a park bench, as Erin Brockovich in a cluttered law office and as Tony Montana in a Scarface mansion shootout, until the group gives up on the track entirely.

The short premiered on Saturday Night Live on May 7, 2011, Michael Bolton’s first appearance on the show since 1991. Bolton recorded his vocals on a night off in Atlanta while The Lonely Island directed him over Skype, and the lyrics were toned down several times at his request. The song appears on The Lonely Island’s album Turtleneck & Chain and reached No. 69 on the Billboard Hot 100.