S5E1 - Who Got Yelled at by a Real Housewife?
Izzy, Emily, Danielle, and Siobhan drink algonquins and team up against each other.
July 15, 2025, midnight
S5E2 - Who Hooked Up with Someone They Met on the Plane?
Team StarKid members Jon, Lauren, James, and Mariah drink coconut espresso martinis and rate their theater kid energy.
July 29, 2025, midnight
S5E3 - Who Got Sued by McDonald’s?
Maame-Yaa Aforo, Hannah Pilkes, Caitlin Reilly, & Corin Wells drink Grant’s Peach and cause some drama.
Aug. 12, 2025, midnight
S5E4 - Who Stole Fire Extinguishers From a Hotel?
Paul, Aparna, Kulap, and Reggie drink grasshoppers and try not to be suspicious.
Aug. 26, 2025, midnight
S5E5 - Who Got Detained in a Foreign Country?
2nd Try members Zach, Kwesi, Ash, and Keith drink gimlets and share too much.
Sept. 9, 2025, midnight
S5E6 - Who Got Walked In on with Their Hair on Fire?
Jiavani, Alex, Matt, and Jacob drink boulevardiers and strike a pose.
Sept. 23, 2025, midnight
S5E7 - Whose Mom Outshined Them at a Dance Party?
Roz, Dulcé, Vinny, and Rachel drink Blue Lagoons and pucker up.
Oct. 7, 2025, midnight
S5E8 - Who Passed Out at a Movie Theater?
Ryan, Steven, Shane, and Selorm from Watcher drink Three Dots and a Dash and talk like cavemen.
Oct. 21, 2025, midnight
S5E9 - Who Won a Stand-Off with a Popstar?
Raph, Chris, Carolyn, and Alexis drink hot buttered rum and give off big leader energy.
Nov. 4, 2025, midnight
S5E10 - Whose Mom Was an Accomplice to Armed Robbery?
Zach, Rachel, Jared, and Elyse drink M&Ms and try not to get canceled.
Nov. 18, 2025, midnight
S5E11 - Who Ended a Relationship Using Sorcery?
CollegeHumor alums Hayley, Pat, Brian, and Nick drink Lake Erie slushes and learn some new things.
Dec. 2, 2025, midnight
S5E12 - Episode 12
None
Dec. 16, 2025, midnight