1: It's a Dysfunctional Family Show
Jan 16, 2025
Celebs Drew Barrymore, Triumph the Insult Comic Dog, Julie Bowen, Whitney Cummings, Thomas Lennon, Ms. Pat, Tiffany Haddish, Tyra Banks, and Jeff Ross.
Season 1
Hollywood Squares
16 EPISODES • 2025
Season 1 of Hollywood Squares was released on January 16 and consists of 16 episodes.Episodes
2: The Mayor of the Sun
Jan 16, 2025
Celebs Drew Barrymore, Drew Carrey, Bobby Moynihan, JB Smoove, Chelsea Peretti, Tichina Arnold, Nicole Byer, Debi Mazar, and Pete Holmes.
3: It's a Kiss Party
Jan 19, 2025
Celebs Triumph The Insult Comic Dog, Sam Jay, Whitney Cummings, Tyra Banks, Tiffany Haddish, Sheryl Underwood, Thomas Lennon and Drew Barrymore.
4: Sixty for Swifty
Jan 19, 2025
Celebs Julie Bowen, Margaret Cho, Leslie Jones, Carson Kressley, Ross Mathews, Kevin Nealon, RuPaul and Paul Scheer.
5: Didn't Work If Nelly Didn't Laugh
Jan 23, 2025
Celebs Chaka Khan, Jay Leno, Tanner Adell, Whitney Cummings, Pete Holmes, Patton Oswalt, Nelly, Thoms Lennon.
6: The Price Was Wrong Drew
Jan 23, 2025
Celebs Drew Carey, Max Greenfield, Rita Moreno, Bobby Moynihan, Pete Holmes, Lil Rel, Nicole Byer, and Jeff Dunham.
7: It's a Hot Gentleman's Sweater
Jan 29, 2025
Nicole Byer, Drew Carey, Luenell, Debi Mazar, Bobby Moynihan, Chelsea Peretti, Phil Rosenthal and JB Smoove
8: They Always Choose Me, Boo!
Jan 29, 2025
Julie Bowen, Margaret Cho, Leslie Jones, Carson Kressley, Jeannie Mai, Kevin Nealon, RuPaul and Paul Scheer
9: Ex's Get the Square
Feb 5, 2025
Celebrity guests Mayim Bialik, Tiffany Haddish, Pete Holmes, Justin Long, Marsai Martin, Jimmy O. Yang, Kristen Schaal and JB Smoove.
10: I'm Going to the Wrong Doctor
Feb 5, 2025
Celebrity guests Whitney Cummings, Tiffany Haddish, Kathy Hilton, Triumph the Insult Comic Dog, Thomas Lennon, Ms. Pat, JB Smoove and Casey Wilson.
11: Let's Not Fight in Front of Wiz Khalifa
Feb 12, 2025
Celebrity guests: Whitney Cummings, Andra Day, Mickey Guyton, Pete Holmes, Wiz Khalifa, Jay Leno, Thomas Lennon and Dionne Warwick.
12: It's a Wooden American
Feb 12, 2025
Celebrity guests: Tyra Banks, Jeff Dunham, Ron Funches, Tiffany Haddish, Justin Long, Chelsea Peretti, Jay Pharoah and Dusty Slay.
13: A Little Doggy Gave It to Me
Feb 19, 2025
Celebrity guests: Tichina Arnold, Beth Behrs, Whitney Cummings, Tony Gonzalez, Triumph the Insult Comic Dog, Ross Mathews, Kevin Nealon and Aida Rodriguez.
14: You Like Granny Panties
Feb 19, 2025
Celebrity guests: Yvette Nicole Brown, Whitney Cummings, Akbar Gbajabiamila, Oliver Hudson, Gabriel "Fluffy" Iglesias, Triumph the Insult Comic Dog, Sam Jay and Ross Mathews.
15: You Lost Me at Nachos
Wednesday
16: I Can't Find My Wallet
Wednesday
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