The Most Upsetting Guessing Game in the World Season 2 Episode 4 Broden Kelly, Tony Martin, Millie Holten, Ella Lawry, Madi Savage ( Air Date 2024-06-03 ) 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.".