Underdog (1964)

Season 3: Episode 19

Shoeshine Boy finally transforms into Underdog. He frees Polly, but she faints before warning him about the Valentine machine. Underdog charges in but is crushed flat and turned into to a paper valentine. Then Simon tells Cad and the henchmen to load the machine in to a truck to take it to City Hall to turn the Mayor into a paper valentine. Before they go, they re-handcuff Polly to the pole so when she comes to she can look at her beloved hero