Plot Synopsis

Hosted by DC Young Fly and executive produced by Kevin Hart, CELEBRITY SQUARES is a half-hour game show that brings two contestants together to play Tic-Tac-Toe, while banking cash and prizes along the way. The player with the most money in their bank at the end of the game moves on to the bonus round for a chance to win a $10,000 cash prize. A modern twist on the classic game show format HOLLYWOOD SQUARES CELEBRITY SQUARES features Black pop culture trivia and celebrity guests, including Babyface, Bobby Brown, Tiffany Haddish, Kirk Franklin, Bresha Webb, Luenell, Taye Diggs, and many more like Affion Crockett, Alesha Renee, Amanda Seales, Amin Joseph, Ashley Darby, B Simone, Big Freedia, Bobby Lytes, Brandee Evans, Brian Jordan Jr., Carl Anthony Payne, Chico Bean, Christian Keyes, Crystal Hayslett, D-Nice, Deon Cole, Desi Banks, Devale Ellis, Earthquake, Eva Marcille, Evelyn Lozada, Flau'Jae Johnson, Funny Marco, Jasmin Brown, Jason Lee, Jess Hilarious, Kamillion, K Michelle, Karlous Miller, Karrueche, Kel Mitchell, Kendra G, Keshia Knight-Pulliam, Kevin Frazier, Kevonstage, KJ Smith, Kym Whitley, Lance Gross, Lil Duval, Lil Fizz, Loni Love, Malcolm Barrett, Mark Tallman, Marlo Hampton, Moniece, Na'im Lynn, Nene Leaks, Niena Drake, Pretty Vee, Princess Love, Ray J, Safaree, Saucy Santana, Skyh Black, Shay Johnson, Sinqua Walls, Spice, Spice Adams, Sukihana, Tamar Braxton, Tami Roman, Terrance J, Tisha Campbell, Tommy Davidson, Yandy Smith-Harris and Zellswag. CELEBRITY SQUARES premiered on Tuesday, October 17, 2023 with back-to-back episodes from 8-9pm ET/PT on VH1:

"You Look Like A Modern-Day Frederick Douglas" (8pm): The Sleepy Clubber takes on the Temptations Look-alike. Tiffany Haddish is center square. In this episode Tiffany Haddish flirts with Christian Keyes, Amanda Seales takes a stand and Loni Love twerks for Big Freedia.

"The Hood Therapist vs. The Hoochie Historian" (8:30pm): The Hood Therapist takes on the Hoochie Historian. The stars are led by our center square Kirk Franklin. In this episode Affion Crocket makes an impression, the squares get schooled in Hoochie Culture, and everyone falls in love with Herby.