A fateful meeting with a mysterious stranger inspires Pee-wee Herman to take his first-ever holiday.

Lee, a former Western film icon, is living a comfortable existence lending his golden voice to advertisements and smoking weed. After receiving a lifetime achievement award and unexpected news, Lee reexamines his past, while a chance meeting with a sardonic comic has him looking to the future.

When big-city preacher Debbie Laramie (Crystal Bernard) moves to the small town of Paradise with her son Hayden (Bobby Edner), she finds the local community unreceptive to her message of love and forgiveness. Determined to get through to her stubborn congregation, Debbie uses unique methods to shake the churchgoers out of their indifference, such as inviting a homeless man to sing during one of the services. Brian Dennehy co-stars.