Hollywood Squares Season 1 Episodes

Episode 1

It's A Dysfunctional Family Show

Thu, Jan 16, 2025

Tyra Banks; Julie Bowen; Whitney Cummings; Tiffany Haddish; Thomas Lennon; Ms. Pat; Jeff Ross.

Episode 2

The Mayor Of The Sun

Thu, Jan 16, 2025

Tichina Arnold; Nicole Byer; Drew Carey; Pete Holmes; Debi Mazar; Bobby Moynihan; Chelsea Peretti.

Episode 3

It's a Kiss Party

Sun, Jan 19, 2025

Tyra Banks; Whitney Cummings; Tiffany Haddish; Sam Jay; Thomas Lennon; Triumph the Insult Comic Dog.

Episode 4

Sixty For Swifty

Sun, Jan 19, 2025

Julie Bowen; Margaret Cho; Leslie Jones; Carson Kressley; Ross Mathews.

Episode 5

Didn't Work If Nelly Didn't Laugh

Thu, Jan 23, 2025

Tanner Adell, Whitney Cummings, Pete Holmes, Chaka Khan, Jay Leno, Thomas Lennon, Nelly and Patton Oswalt.

Episode 6

The Price Was Wrong, Drew

Thu, Jan 23, 202530 mins

Celebrity guests include Nicole Byer, Drew Carey, Jeff Dunham, Max Greenfield, Pete Holmes, Lil Rel Howery, Rita Moreno, and Bobby Moynihan;

Episode 7

It's a Hot Gentleman's Sweater

Wed, Jan 29, 202530 mins

Celebrity guests include Nicole Byer, Drew Carey, Luenell, Debi Mazar, Bobby Moynihan, Chelsea Peretti, Phil Rosenthal and JB Smoove.

Episode 8

They Always Choose Me, Boo!

Wed, Jan 29, 202530 mins

Celebrity guests include Julie Bowen, Margaret Cho, Leslie Jones, Carson Kressley, Jeannie Mai, Kevin Nealon, RuPaul, and Paul Scheer;

Episode 9

Ex's Get the Square

Wed, Feb 5, 2025

Celebs Pete Holmes, Marsai Martin, JB Smoove, Justin Long, Jimmy O Yang, Tiffany Haddish, Mayim Bialik, and Kristen Schaal.

Episode 10

I'm Going to the Wrong Doctor

Wed, Feb 5, 2025

Celebs Triumph the Insult Comic Dog, Casey Wilson, JB Smoove, Kathy Hilton, Whitney Cummings, Tiffany Haddish, Thomas Lennon, Ms. Pat.

Episode 11

Let's Not Fight in Front of Wiz Khalifa

Wed, Feb 12, 2025

Celebs Pete Holmes, Andra Day, Whitney Cummings, Jay Leno, Wiz Khalifa, Dionne Warwick, Mickey Guyton, and Thomas Lennon.

Episode 12

It's a Wooden American

Wed, Feb 12, 2025

Celebs Jay Pharoah, Tyra Banks, Chelsea Peretti, Justin Long, Jeff Dunham, Tiffany Haddish, Dusty Slay, and Ron Funches.

Episode 13

A Little Doggy Gave It to Me

Wed, 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.

Episode 14

You Like Granny Panties

Wed, Feb 19, 2025

Celebrity guests Yvette Nicole Brown, Whitney Cummings, Akbar Gbajabiamila, Oliver Hudson, Gabriel Iglesias, Triumph the Insult Comic Dog, Sam Jay and Ross Mathews.

Episode 15

Episode #1.15

Wed, Feb 26, 2025

Celebrity guests Yvette Nicole Brown, Whitney Cummings, Oliver Hudson, Gabriel "Fluffy" Iglesias, Triumph the Insult Comic Dog, Phil Keoghan, Loni Love and Sheryl Underwood.

Episode 16

I Can't Find My Wallet

Wed, Feb 26, 2025

Celebrity guests Tichina Arnold, Mario Cantone, Jo Koy, Loni Love, Melanie Lynskey, Tig Notaro, June Diane Raphael and Jason Ritter.

Episode 17

That's Dad Math

Fri, May 2, 202530 mins

Episode 18

I'd Lick That Stamp

Fri, May 2, 2025

Episode 19

I've Been in 12 Sandwiches

Fri, May 9, 2025

Mario Cantone, Kristen Schaal, Pete Holmes, June Diane Raphael, Tig Notaro, Tichina Arnold, Beth Behrs, Jo Koy.

Episode 20

Between Two Nuts

Fri, May 9, 2025

Patton Oswalt, Luenell, Debi Mazar, Michaela Watkins, Reggie Watts, Jack McBrayer, Mira Sorvino, Ravi Patel.