1 point for the episode/main plot. 1 point for the joke/scene.
Also points are made up and don't matter.
S15E10 - Diatribe of a Mad Housewife
That painting has always sparked my imagination. That's it, a novel about whaling! That's something you haven't seen before. Thank you, "Scene from Moby Dick"!
Correct! (And this episode is about Homer buying a car/ambulance.)
S25E15, The War of Art.
Lisa gets a Guinea pig, who is a bit of a terror, and burrows through the iconic sailboat painting. Homer buys a similar painting from the Van Houtens, which turns out to be worth tens of thousands of dollars. After a lot of fighting about who should get the money, it turns out the painting was a forgery all along.
That is an amazing guess, but sadly incorrect. I scrubbed that episode and while Marge does look at it similar to the shot here, there is already a hole from the Guinea pig. At the end of the episode is another shot, but it includes Homer who adds his own art.
Everything related to The Simpsons!