"A Friend in Need" by C.M. Coolidge
Season, Episode, Show Title: Season 2, Episode 18 - "Brush with Greatness"
Also Appears: Season 5, Episode 5 - "Treehouse of Horror IV" - The painting is featured in the introduction to the third story. Also, a copy of the painting hangs above the Simpsons' couch in the third story. Season 6, Episode 20 - "Two Dozen Greyhounds" - Santa's Little Helper and his girlfriend, She's the Fastest, date all over Springfield. They stick their heads into cutouts made in a version of the A Friend in Need painting and had their photo taken. Season 6, Episode 26 - "Who Shot Mr. Burns? Part 1" - The painting hangs in The Simpsons' vet office. Season 11, Episode 12 - "The Mansion Family" - Burns in painting playing poker with dogs. Season 11, Episode 18 - "Day of Wine and D'oh-ses" - Lisa and Bart stage and take a photo for the new phonebook using real dogs playing poker. Season 16, Episode 19 - "Thank God It's Doomsday" - Parody of the painting at a Christian store.
A painting at the Springfield Art Fair depicts dogs playing ping pong, a homage to the dogs playing poker in the original painting.