The Simpsons: 10 Classic Characters You’ll Never See Again
7. Mr Winfield & Sylvia Winfield
If you came here looking for an obscure entry, look no further than Mr and Mrs Winfield.
This elderly, agitated couple actually made their debut in only the third episode of the entire show. The breakout hit of Homer’s Odyssey shows Homer dragging a rock to a bridge as he contemplates suicide, and the Winfields make some cutting remarks about it from their porch.
They would appear as bitpart players numerous times early in the show’s run, including the time Mr Winfield told Homer and his new flowing locks in Simpson and Deliliah to “get a haircut, hippy”.
If you’re a Simpsons Hit and Run fan you’ll recognise Sylvia Winfield instantly as she appears very prominently as an NPC in that game.
In the 1992 episode New Kid on the Block, the Winfields are written out of the show. Making her final appearance, Sylvia tells Homer that they are retiring to Florida and moving out of the street, making way for Bart’s love interest Laura Powers.
For a time, the Winfields did show up in the background of a few shots up until around 1996. What’s funny is that the seniors actually appeared briefly in the opening titles for The Simpsons all the way up to season 20 in 2009. Since then though, the Winfields have stayed firmly down in Florida (wherever that is relative to the state that Springfield is in).