After visiting a prison rodeo, Marge volunteers to teach convicts how to be artists and befriends a prisoner Jack who has artistic potential, but is extremely manipulative. Meanwhile, Homer suffers a back injury, visits a chiropractor, and later uses a trash can to fix people's spines.
- Blatant Lies: Jack lies to Marge about not burning the mural. She believes him, but moments later he sets Skinner's car and Marge sees it. When Marge confronts him, he admits to having burnt the mural, but denies having set the car on fire.
- Does This Remind You of Anything?: Principal Skinner's scheduling of the school's lunch menu is an obvious jab at how network executives schedule TV shows.
- Face Palm: Marge covers her face with her hand when she sees Jack setting Skinner's car.
- Panthera Awesome: The original mural painting for the school team Puma's Pride is a warrior woman riding a puma.
- Chief Wiggum tells Jack that his wife Sara is nothing like the women on Sex and the City.
- Sheriff asks Jack whether maffians in prison are like the Sopranos.