E1 - You Look Like A Descendant of Frederick Douglass

Aired: October 17, 2023

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.

E2 - The Hood Therapist vs. The Hoochie Historian

Aired: October 17, 2023

The Hood Therapist takes on the Hoochie Historian as center square Kirk Franklin leads a congregation of stars including Tisha Campbell, Amin Joseph, Affion Crockett and more.

E3 - Ooh... I Need a Napkin

Aired: October 24, 2023

The Fashionable Weapons Specialist takes on the Well-Rounded Veterans Affairs Rep as center square Taye Diggs leads a team of stars that includes Kym Whitley, Safaree and Karrueche Tran.

E4 - Ain't Nothing Like a Sugar Momma

Aired: October 24, 2023

The Cosmetologist of the Ball takes on the Lit Godsister in this star-studded game with Tisha Campbell as the center square, plus Ray J, Taye Diggs, Luenell and more hilarious celebs

E5 - Episode 5

Aired: October 31, 2023

E6 - Episode 6

Aired: October 31, 2023

E7 - Can’t Have No Cold Hot Sauce

Aired: November 07, 2023

The Nurse with Game faces off against The Hype Teacher with Bobby Brown as center square, plus Kel Mitchell, Amanda Seales and other celebs talk hot sauce, proper pronunciation and more.

E8 - He Need a Girl Who Don’t Take Baths

Aired: November 14, 2023

It’s The Sneaker Fiend versus The Gamma Blue Fanatic with Bresha Webb sitting in the center square, and Affion Crockett, B. Simone and other famous faces get spiritual.

E9 - The Musical Chameleon vs. The Singing Admin Assistant

Aired: November 21, 2023

The Musical Chameleon takes on The Singing Admin Assistant; Deon Cole is center square.

E10 - All My Life I Had to Church

Aired: November 28, 2023

A new take on the classic Hollywood Squares game show is headed to VH1. The network has teamed with Jesse Collins Entertainment and Kevin Hart‘s Hartbeat on Celebrity Squares, a modern twist on the classic format featuring Black pop culture trivia.

E11 - Episode 11

Aired: November 28, 2023

A new take on the classic Hollywood Squares game show is headed to VH1. The network has teamed with Jesse Collins Entertainment and Kevin Hart‘s Hartbeat on Celebrity Squares, a modern twist on the classic format featuring Black pop culture trivia.

E12 - Episode 12

Aired: December 05, 2023

E13 - Episode 13

Aired: December 12, 2023

E14 - Episode 14

Aired: December 19, 2023

E15 - Episode 15

Aired: December 26, 2023

E16 - Episode 16

Aired: January 02, 2024

E17 - Episode 17

Aired: January 09, 2024