About this season
A new take on the classic Hollywood Squares game show is headed to VH1. Celebrity guests help contestants answer Black pop culture trivia questions on this tic-tac-toe game show hosted by DC Young Fly.
Episodes (17)
1. You Look Like A Descendant of Frederick Douglass
Aired 17 October 2023 • 22 min
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.
2. The Hood Therapist vs. The Hoochie Historian
Aired 17 October 2023 • 22 min
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.
3. Ooh... I Need a Napkin
Aired 24 October 2023 • 22 min
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.
4. Ain't Nothing Like a Sugar Momma
Aired 24 October 2023 • 22 min
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
5. Episode 5
Aired 31 October 2023 • 22 min
6. Episode 6
Aired 31 October 2023 • 22 min
7. Can’t Have No Cold Hot Sauce
Aired 7 November 2023 • 22 min
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.
8. He Need a Girl Who Don’t Take Baths
Aired 14 November 2023 • 22 min
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.
9. The Musical Chameleon vs. The Singing Admin Assistant
Aired 21 November 2023 • 22 min
The Musical Chameleon takes on The Singing Admin Assistant; Deon Cole is center square.
10. All My Life I Had to Church
Aired 28 November 2023 • 22 min
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.
11. Episode 11
Aired 28 November 2023 • 22 min
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.
12. Episode 12
Aired 5 December 2023
13. Episode 13
Aired 12 December 2023
14. Episode 14
Aired 19 December 2023
15. Episode 15
Aired 26 December 2023
16. Episode 16
Aired 2 January 2024
17. Episode 17
Aired 9 January 2024