Hooperman
Hooperman Goes to Hell in a Handcart (2x7)
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When a gunshot sends Hooperman falling down a flight of stairs and into unconsciousness, he wakes up to discover that he is chained to a wall in a tacky underworld whose only other inhabitant is a red-suited demon who takes devilish delight in playing Pat Boone's 'April Love' on an old phonograph.