There are a ton of Simpsons episodes, but if you long for the days of just watching whatever episode happens to be playing on TV at any given moment, DIYer Stephen Coyle build a little system powered by a Raspberry Pi Zero that plays a random episode.
This project requires that you have actual copies of Simpsons episodes (that you've downloaded or burned yourself) saved to your Pi's SD card. Otherwise, you just need to install a script and attach a button. When you click the button, the Pi queues up a random episode.
This project isn't limited to The Simpsons by any means, it will work with any videos you have on your SD card. Basically, the script just plays a random video file from a directory, so you could play any show (or shows) you want. Regardless of how you decide to use it, over to Coyle's site for the guide to make it for yourself.
The Pi Zero Simpsons Shuffler [Stephen Coyle]