Original air date: January 4, 1998It's yet another Simpsons clip show episode. In this one, Homer and Bart rent a gritty, spaghetti Western called Paint Your Wagon, but that turns out to be a cheesy musical. Upset over the turn of events, Homer voices his dislike for musicals and singing, and the rest of the family show them (with the help of some conveniently-obtained videos) that a lot of The Simpsons' memories include singing and big musical numbers — which gets interrupted when resident criminal Snake Jailbird holds the family hostage.This is the first of two episodes to be produced by David Mirkin (the showrunner for seasons 5 and 6) instead of the current showrunner, Mike Scully.
- Aluminum Christmas Trees: Yes, Paint Your Wagon is a real movie, and it was made after Clint Eastwood became famous. Furthermore, it really was a musical.
- Bait-and-Switch: What Homer and Bart get from Paint Your Wagon, but especially this moment, when Lee Marvin appears:Lee Marvin: Hey, what the hell's going on in my town?
Clint Eastwood: We're just painting this wagon. You got a problem with that?
Lee Marvin: As a matter of fact, I do........ you missed a spot.
Clint Eastwood: Well, grab a brush, and join in!
- Bring My Brown Pants: When Snake first shows up:Marge: (singing) It's a desperate criminal on the run from the law. Please, spare my family...Homer: (singing) And their damp-trousered pa.
- Clip Show: mixed with Musical Episode and Bottle Episode.
- Getting Crap Past the Radar: Even though this episode was rated TV-G in America (when it premiered. The reruns have it at its proper rating of TV-PG), it got away with showing Snake hold the family at gunpoint (and firing said gun during the credits), a reference to Milhouse being gay and clips from the risqué season eight episode "Bart After Dark".
- Hope Spot: Homer hopes Lee Marvin's appearance in the movie will get things back on track. Instead, he sings about oil-based paint and pine.
- Mood Whiplash: What is supposed to be a happy musical-based clip show becomes this when Snake breaks in the family's house and threatens them with his gun.
- Potty Failure:Snake: (singing) I'm back, so resume wetting your pants!
Homer: (speaking) Okay.
- Self-Deprecation: In the grand finale of the songsLisa: There is something worse...
Bart:...And it really must blow....
Family: ...When a long running series does a cheesy clip shoooow!
- Series Continuity Error: In "Two Dozen and One Greyhounds," Bart claimed that "See My Vest" was "pretty catching" and even hummed along with the tune. Here, he claims that "it wasn't worth Burns' song and dance."
- Yank the Dog's Chain: Lisa asks Homer if he got Emma. Homer chuckles and tells her, "Whoa whoa, calm down little lady, take it easy", suggesting that he was able to get a copy. But then he answers: "No."