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!
- 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".
- 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!
- 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."