The Most Upsetting Guessing Game in the World Season 1 Episode 2 Broden Kelly, Ben Russell, Nick Cody, Lena Moon, Greg Larsen ( Air Date 2023-05-15 ) Genre Reality, Comedy category. Overview "The 'Most Upsetting Guessing Game' is a comedy/improv guessing game based on 'Party Quirks' from the Aunty Donna Podcast. Each week a 'party host' is selected and tasked with guessing what 'characters' are attending their party. Sounds simple enough? It's not... it's cooked.".