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This week it was announced there’s going to be a hour-long hip-hop themed episode of The Simpsons, riffing on The Great Gatsby. It’s apparently going to be about Mr Burns making friends with a rap mogul, and feature a guest shot from Empire’s Taraji P. Henson. Obviously, The Simpsons hasn’t been at its best for over a decade now, so part of us is worried this could go horribly wrong. But on the other hand, we can’t not get excited about an all-hip-hop Simpsons special.

This won’t be the first time beats and rhymes have come to Springfield though. Over its 25-year life span, the show has featured cameos from the likes of 50 Cent, Ludacris and Cypress Hill, as well as Bart’s own short-lived rap career. Here are the key Simpsons hip-hop moments so far.