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Episodes
Season 2 - Episodes
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S02E01Santa's Got a Little Game
Aired: 2025-12-21
Show details expand_moreCelebrity contestants Tim Meadows, Meghan Trainor, Tichina Arnold, Michelle Buteau, Ana Gasteyer, Thomas Lennon, Bobby Moynihan, Pete Holmes and Triumph the Insult Comic Dog.
Stars: Tichina Arnold, Drew Barrymore, Nate Burleson
Stars: Tichina Arnold, Drew Barrymore, Nate Burleson
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S02E02Hand This Man a Candy Cane
Aired: 2025-12-21
Show details expand_moreCelebrity contestants Tim Meadows, Meghan Trainor, Tichina Arnold, Michelle Buteau, Ana Gasteyer, Thomas Lennon, Bobby Moynihan, Pete Holmes and Triumph the Insult Comic Dog.
Stars: Tichina Arnold, Drew Barrymore, Nate Burleson
Stars: Tichina Arnold, Drew Barrymore, Nate Burleson
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S02E03I Will Not Be Ignored, Glenn!
Aired: 2026-1-7
Show details expand_moreCelebrity contestants Anthony Anderson, Glenn Close, Whitney Cummings, Pete Holmes, Lil Rel Howery, Triumph the Insult Comic Dog, Leslie Jones and Ross Mathews.
Stars: Anthony Anderson, Drew Barrymore, Nate Burleson
Stars: Anthony Anderson, Drew Barrymore, Nate Burleson
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S02E04Between a Cardigan Sandwich
Aired: 2026-1-7
Show details expand_moreCelebrity contestants Whitney Cummings, Kat Dennings, Fortune Feimster, Tiffany Haddish, Pete Holmes, Padma Lakshmi, Joel McHale and RuPaul.
Stars: Drew Barrymore, Nate Burleson, Whitney Cummings
Stars: Drew Barrymore, Nate Burleson, Whitney Cummings
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S02E11Thicker Than a 1st Grade Pencil
Aired: 2026-2-4
Show details expand_moreCelebrity Squares: Michelle Buteau, Ana Gasteyer, Triumph the Insult Comic Dog, Janelle James, Method Man, Bobby Moynihan, Tig Notaro and Paul Scheer. Contestants: Jake from Los Angeles, Calif., and Moni from Montgomery, Ala.
Stars: Nate Burleson, Drew Barrymore, Michelle Buteau
Stars: Nate Burleson, Drew Barrymore, Michelle Buteau
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S02E12I Have a Lot of Exes Watching Right Now
Aired: 2026-2-4
Show details expand_moreCelebrity Squares: Ariana DeBose, Ron Funches, Gabriel \"Fluffy\" Iglesias, Tiffany Haddish, Pete Holmes, Niecy Nash Betts, Ms. Pat and Paul Scheer. Contestants: Johnnie from Ft. Pierce, Fla., and Casey from San Diego, Calif.
Stars: Nate Burleson, Drew Barrymore, Ariana DeBose
Stars: Nate Burleson, Drew Barrymore, Ariana DeBose
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S02E13This Isn't Survivor
Aired: 2026-3-11
Show details expand_moreCelebrity Squares: Ariana DeBose, Ron Funches, Tiffany Haddish, Pete Holmes, Jo Koy, Boston Rob Mariano, Niecy Nash Betts and Ms. Pat. Contestants: Jared from Marlton, N.J., and Danielle from West Hills, Calif.
Stars: Drew Barrymore, Nate Burleson, Ariana DeBose
Stars: Drew Barrymore, Nate Burleson, Ariana DeBose
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S02E16There's That Cruella Energy
Aired: 2026-03-18
Show details expand_moreCelebrity guests Neal Brennan, Glenn Close, Whitney Cummings, Robby Hoffman, Lil Rel Howery, Triumph the Insult Comic Dog, Leslie Jones, and Howie Mandel;
Stars: Nate Burleson, Drew Barrymore, Neal Brennan
Stars: Nate Burleson, Drew Barrymore, Neal Brennan
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S02E17Please Don't Let It Be a Hawk
Aired: 2026-03-25
Show details expand_moreCelebrities Tichina Arnold, Michelle Buteau, Tony Hawk, Triumph the Insult Comic Dog, Janelle James, Tig Notaro, Chris Redd, and Paul Scheer;
Stars: Nate Burleson, Drew Barrymore, Tichina Arnold
Stars: Nate Burleson, Drew Barrymore, Tichina Arnold
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S02E1890s Fine Baby
Aired: 2026-04-08
Show details expand_moreCelebrities Tichina Arnold, Michelle Buteau, Method Man, Triumph the Insult Dog, Janelle James, Tig Notaro, Chris Redd, and Paul Scheer;
Stars: Nate Burleson, Drew Barrymore, Tichina Arnold
Stars: Nate Burleson, Drew Barrymore, Tichina Arnold
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S02E19We Have a Lot of SNL Funny in Here Tonight
Aired: 2026-04-15
Show details expand_moreCelebrities Tichina Arnold, Ana Gasteyer, Lil Rel Howery, Thomas Lennon, Tim Meadows, Chris Redd, Jason Ritter, and Kristen Schaal;
Stars: Nate Burleson, Drew Barrymore, Tichina Arnold
Stars: Nate Burleson, Drew Barrymore, Tichina Arnold
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S02E20Be Careful What You Ask for Howie
Aired: 2026-04-22
Show details expand_moreCelebrities Whitney Cummings, Mark Duplass, Ana Gasteyer, Tiffany Haddish, Triumph the Insult Comic Dog, Leslie Jones, Thomas Lennon, Howie Mandel, and Ross Mathews;
Stars: Nate Burleson, Drew Barrymore, Whitney Cummings
Stars: Nate Burleson, Drew Barrymore, Whitney Cummings
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S02E21The Wizard of Hollywood Squares
Aired: 2026-05-06
Show details expand_moreCelebrities Michelle Buteau, Kat Dennings, Tiffany Haddish, Pete Holmes, Thomas Lennon, Bobby Moynihan, Law Roach, and Meghan Trainor;
Stars: Nate Burleson, Drew Barrymore, Michelle Buteau
Stars: Nate Burleson, Drew Barrymore, Michelle Buteau


















































