Jailed and Bailed (1923)

Tired of being constantly nagged by "Paul" and another suitor, their shared romantic interest (referred to as Paul's inamorata) purposely has herself arrested for speeding. She vows to marry whichever man is able to get her released from jail. Both men make various, often bumbling, attempts to join her in jail to facilitate her release. After both suitors successfully manage to get themselves locked up, they discover that the woman has already been freed by her father. The film concludes with the two suitors facing actual prison terms while the woman remains free.