Tennessee saw Carmelita Fox being held by Toothpick and his men. Bentley told him that her well-being was important and that Tennessee must rescue her immediately. Tennessee ventured into Cackling Jackalope Canyon to rescue her while the rest of the gang went an alternate route in the Cooper Van.
After Tennessee rescued Carmelita from a runaway stagecoach, Sly, Bentley and Murray arrived at the scene but were all captured and brought back to the prison by Toothpick and his men. Carmelita, despite her initial rudeness towards Tennessee, was wooed by his good looks and charm, and they ventured back into the prison to try and rescue the gang.
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