I command you to make me sad is a sketch by Chris & Jack.
Description
The king who has never cried. A juggling court jester who lives to bring joy. It's a royal conundrum the likes of which this medieval fantasy realm may never see again. Is there any way for the man who has everything to finally experience sadness?
Also, just want to take a second here to acknowledge that jesters are very fun and we don't get why HBO keeps leaving them out of Game of Thrones and House of the Dragon. Where's Patchface? Where's Mushroom?? Anyway, happy holidays.