Animated Re-enactment: The night Neal Brennan, Dave Chappelle and Questlove partied with Prince

Chappelle’s Show famously had fun telling stories about Prince back when Dave Chappelle’s show was a hit for Comedy Central a decade ago.

Did you know that not long after the Prince episodes aired, Chappelle, co-creator Neal Brennan and Questlove from The Roots found themselves at a Prince concert, and then invited to after-parties with Prince in his hotel room? Brennan told this story previously to’s Bill Simmons for his B.S. Report podcast. And now, for Simmons’, he has enlisted the folks at Powerhouse Animation to help, well, animate Brennan’s story from the audio archives.

Roll the clip!

Does that match the pictures you had in your head when you closed your eyes and listened to Brennan’s account?

For reference, here are two clips of Chappelle as Prince from Chappelle’s Show. The first clip is one you may already know, love and fondly remember, as Charlie Murphy tells his “True Hollywood Story” about Prince.

This clip, meanwhile, shows outtakes of that story from the DVD collection, as Chappelle as Prince riffs and shoots hoops.

Sean L. McCarthy

Editor and publisher since 2007, when he was named New York's Funniest Reporter. Former newspaper reporter at the New York Daily News, Boston Herald and smaller dailies and community papers across America. Loves comedy so much he founded this site.

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