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The villain has the hero in his clutches. Escape is impossible. Will he shoot the hero? boil him in oil? throw him into a pit of fire ants with sugar cubes glued to his head?
No, the hero won't get off that easily. This villain is going to ...sing!
That's right—the villain doesn't want to kill the hero. He wants the hero to join him. Furthermore, he wants the hero to join him voluntarily, so he bombards the hero with propaganda via musical number.
Generally, this offer will either be rejected outright or result in a temporary Face Heel Turn unless dealing with a character other than the protagonist or with a tragedy, in which case it might just fully work.
Subtrope of Villain Song. Related to but not to be confused with Villain Love Song. Villain Love Songs are...well, love songs, whereas Villain Recruitment Songs try to persuade the hero to join with the villain simply because it's in their best interests.
- "Professional Pirate" — Muppet Treasure Island
- "That's Motivation" -- Absolute Beginners. This movie has several characters who qualify as antagonists, but the only one who gets a song is Vendice Partners, an advertising executive who convinces the idealistic photographer protagonist to join him in the business of selling dreams and selling out via a Disney Acid Sequence. This results in the aforementioned temporary Face Heel Turn until the hero learns that Partners and the other antagonists are all in on an evil scheme. David Bowie played Vendice, wrote the song (lyrics here), and got third billing in the credits -- all with good cause.
- The Into the Woods song "No One Is Alone" became this when Satan (played by frequent Stephen Sondheim musical performer Mandy Patinkin) used it as part of his temptation of Monica in the Touched By an Angel episode "Netherlands".
- "Feed Me (Git It)" — Little Shop of Horrors
- "Mushnik and Son" could qualify as well, depending on your interpretation.
- "Join Us" — Evil Dead: The Musical
- "Wonderful" in Wicked is the Wizard's attempt to convince Elphaba to abandon her cause and join him. She almost falls for it.
- "Bad Horse" from Dr. Horrible's Sing-Along Blog.
- Played with in the reprise, when it becomes more threatening: Bad Horse still says "neigh" to Dr. Horrible's joining the ELE, and now he can only get in by killing someone. "There will be blood, it might be yours."
- "The Elegant Captain Hook" — Peter Pan
- Which actually works, until Wendy persuades the boys otherwise.
- "Welcome to the Forty Thieves" — Aladdin and the King of Thieves, although it's really more of an "you accidentally joined, try to leave and we'll kill you" song.
- As I recall, there was also the song "Are You In Or Out?" - sung by The Dragon after he assumes control of what remains of the gang once all but half a dozen of them have been driven out. Of course, it's not so much a recruitment song as a really aggressive "I'm the wave of the future, so stick with me and we'll all go places" kind of song.
- And, of course, "Be Prepared". ("YOU WON'T GET A SNIFF WITHOUT ME!")
- From South Park: Bigger, Longer and Uncut, "Blame Canada" could count, though the Mothers Against Canada were more Well Intentioned Extremists than outright villains, although Sheila became a borderline Complete Monster before her Heel Face Turn at the very end. (They accidentally release the Big Bad, Saddam Hussein, by bringing enough intolerance into the world to open the portal to Hell.)
- "Just Say Yes" from The Secret of NIMH 2: Timmy to the Rescue.