Back in 1967, Leonoard Nimoy debuted his musical homage to The Hobbit with “The Ballad of Bilbo Baggins”, which was one of the songs off his second album called Two Sides of Leonard Nimoy.
With a music video directed by Torque director Joseph Kahn, Enrique Iglesias’ massive hit Hero finds Iglesias and his love interest Jennifer Love Hewitt being tracked by a criminal played by none other than Mickey Rourke, who seemingly wants back a bag of cash the love birds stole from him.
With a music video directed by the late, great George Romero, Scream! finds the members of the Misfits being admitted to a hospital with various wounds and bites and quickly turning into zombies and attacking everyone in sight.
For the Small Soldiers soundtrack, Bone Thugs-N-Harmony along with Tom Morello, Flea and Henry Rollins covered Edwin Starr’s classic anti-Vietnam song War and also starred in one of the most insane music videos of all time.
Of the many, many bizarre sequences in Birdemic: Shock and Terror, one of the weirdest is our heroes Rob and Nathalie getting down in a seemingly abandoned BBQ joint to the song “Just Hanging Out” by Damien Carter.
With his sort of resemblance to Sly Stallone, musician(?) Wayne Scott apparently made a song/music video about Rambo sometime in the mid-80’s, but that’s about all the info that exists for this oddity.
In another brilliant video by Spike Jonze, Weezer seamlessly performs at Arnold’s in a Happy Days themed video for their song “Buddy Holly”.
TV addicted Roy (John Ritter) is sucked into a hellish dimension full of TV parodies in 1992’s Stay Tuned, one of which is a Salt-N-Pepa video on HTV (Hell TV)
Paul Simon recruited Chevy Chase for the goofy music video for “You Can Call Me Al”, where Chase lip syncs the song while Simon plays, or pretends to play, a bunch of instruments.
The Mad Max is not really known for it’s music with the lone exception being “We Don’t Need Another Hero” by Tina Turner for Beyond Thunderdome, where she played the ruthlessAunt Entity.