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Episode Guide

Season 1

Season 1

Episode Guide

Hollywood Squares : It's a Dysfunctional Family Show'

It's a Dysfunctional Family Show

S1 E1
Celebs Drew Barrymore, Triumph the Insult Comic Dog, Julie Bowen, Whitney Cummings, Thomas Lennon, Ms. Pat, Tiffany Haddish, Tyra Banks, and Jeff Ross.
Hollywood Squares (2025) : The Mayor of the Sun'

The Mayor of the Sun

S1 E2
Celebs Drew Barrymore, Drew Carrey, Bobby Moynihan, JB Smoove, Chelsea Peretti, Tichina Arnold, Nicole Byer, Debi Mazar, and Pete Holmes.
Hollywood Squares (2025) : It's A Kiss Party'

It's A Kiss Party

S1 E3
Celebs Triumph The Insult Comic Dog, Sam Jay, Whitney Cummings, Tyra Banks, Tiffany Haddish, Sheryl Underwood, Thomas Lennon and Drew Barrymore.
Hollywood Squares (2025) : Sixty For Swifty'

Sixty For Swifty

S1 E4
Celebs Julie Bowen, Margaret Cho, Leslie Jones, Carson Kressley, Ross Mathews, Kevin Nealon, RuPaul and Paul Scheer.
Hollywood Squares (2025) : Didn't Work if Nelly Didn't Laugh'

Didn't Work if Nelly Didn't Laugh

S1 E5
Celebs Chaka Khan, Jay Leno, Tanner Adell, Whitney Cummings, Pete Holmes, Patton Oswalt, Nelly, Thoms Lennon
Hollywood Squares (2025) : The Price Was Wrong Drew'

The Price Was Wrong Drew

S1 E6
Celebs Drew Carey, Max Greenfield, Rita Moreno, Bobby Moynihan, Pete Holmes, Lil Rel, Nicole Byer, and Jeff Dunham.
Hollywood Squares (2025) : It's a Hot Gentleman's Sweater'

It's a Hot Gentleman's Sweater

S1 E7
Celebs Drew Carey, Nicole Byer, Chelsea Peretti, Phil Rosenthal, JB Smoove, Luenell, Bobby Moynihan, Debi Mazar
Hollywood Squares (2025) : They Always Choose Me, Boo!'

They Always Choose Me, Boo!

S1 E8
Celebs Ru Paul, Carson Kressley, Kevin Nealon, Leslie Jones, Julie Bowen, Jeannie Mai, Margaret Cho and Paul Sheer
Hollywood Squares (2025) : Ex’s Get the Square'

Ex’s Get the Square

S1 E9
Celebs Pete Holmes, Marsai Martin, JB Smoove, Justin Long, Jimmy O Yang, Tiffany Haddish, Mayim Bialik, and Kristen Schaal
Hollywood Squares (2025) : I'm Going to the Wrong Doctor'

I'm Going to the Wrong Doctor

S1 E10
Celebs Triumph the Insult Comic Dog, Casey Wilson, JB Smoove, Kathy Hilton, Whitney Cummings, Tiffany Haddish, Thomas Lennon, Ms. Pat.
Hollywood Squares (2025) : Let's Not Fight in Front of Wiz Khalifa'

Let's Not Fight in Front of Wiz Khalifa

S1 E11
Celebs Pete Holmes, Andra Day, Whitney Cummings, Jay Leno, Wiz Khalifa, Dionne Warwick, Mickey Guyton, and Thomas Lennon
Hollywood Squares (2025) : It's a Wooden American'

It's a Wooden American

S1 E12
Celebs Jay Pharoah, Tyra Banks, Chelsea Peretti, Justin Long, Jeff Dunham, Tiffany Haddish, Dusty Slay, and Ron Funches
Hollywood Squares (2025) : A Little Doggy Gave it to Me'

A Little Doggy Gave it to Me

S1 E13
Celebs Tichina Arnold, Beth Behrs, Triumph, Ross Matthews, Whitney Cummings, Kevin Nealon, and Tony Gonzalez
Hollywood Squares (2025) : You Like Granny Panties'

You Like Granny Panties

S1 E14
Celebs Yvette Nicole Brown, Akbar Gbaja-Biamila, Whitney Cummings, Triumph, Oliver Hudson, Sam Jay, Ross Matthews, and Gabriel Iglesias
Hollywood Squares (2025) : You Lost Me at Nachos'

You Lost Me at Nachos

S1 E15
Phil Keoghan, Whitney Cummings, Gabriel Iglesias, Yvette Nicole Brown, Triumph, Oliver Hudson, Sheryl Underwood, Loni Love
Hollywood Squares (2025) : I Can't Find My Wallet'

I Can't Find My Wallet

S1 E16
Jason Ritter, Mario Cantone, Tichina Arnold, Melanie Lynskey, Loni Love, Tig Notaro, Jo Koy, and June Diane Raphael.
Hollywood Squares (2025) : That's Dad Math'

That's Dad Math

S1 E17
Jo Koy, Andrew Rannel, Tichina Arnold, Mario Cantone, Tig Notaro, Russell Peters, Annaleigh Ashford, Vicky Lawrence
Hollywood Squares (2025) : I'd Lick That Stamp'

I'd Lick That Stamp

S1 E18
Tiffany Haddish, JB Smoove, Dusty Slay, Kevin Nealon, Jimmy O Yang, Marsai Martin, Casey Wilson, Justin Long
Hollywood Squares (2025) : I've Been in Twelve Sandwiches'

I've Been in Twelve Sandwiches

S1 E19
Mario Cantone, Kristen Schaal, Pete Holmes, June Diane Raphael, Tig Notaro, Tichina Arnold, Beth Behrs, Jo Koy.
Hollywood Squares (2025) : Between Two Nuts'

Between Two Nuts

S1 E20
Patton Oswalt, Luenell, Debi Mazar, Michaela Watkins, Reggie Watts, Jack McBrayer, Mira Sorvino, Ravi Patel.