Hip Hop Squares S1:E19

Tyson Beckford vs. Don Benjamin

Bobby Brown; Tip; Keri Hilson; Kelis; Eva Marcille; Faizon Love; Michael Blackson; Tiffany Haddish; DC Young Fly

Ray J vs. Princess Love

Come to Play. Stay to Party. With Ice Cube, TIP, Adrienne Bailon, Cardi B and more.

Sky vs. Kid Ink

Come to Play. Stay to Party. With Monica, TIP, Wale, Selita Ebanks and more.

Master P vs. Romeo

Come to Play. Stay to Party. With O'Shea Jackson Jr., Teyana Taylor, Tyga, Eva Marcille and more.

Stevie J vs. Karlie Redd

A fun, interactive, high stakes battle of pop culture and a lively new take on the classic Hollywood game show format. Celebrity contestants face off and play "tic-tac-toe for dough”, all for a lucky fan. Hosted by DeRay Davis.

Diggy Simmons vs. Vanessa Simmons

A fun, interactive, high stakes battle of pop culture and a lively new take on the classic Hollywood game show format. Celebrity contestants face off and play "tic-tac-toe for dough”, all for a lucky fan. Hosted by DeRay Davis.

Jessica Dime vs. Jackie Christie

Come to Play. Stay to Party. With O'Shea Jackson Jr., TIP, T-Pain, Tisha Martin-Campbell and more.

Kid ‘N Play vs. Naughty By Nature

Come to Play. Stay to Party. With Fat Joe, TIP, Karrueche, Vivica A. Fox and more.

Drita D'Avanzo vs. Joseline Hernandez

Come to Play. Stay to Party. With Bobby Brown, TIP, Tyson Beckford, Christina Milian and more.

Jessica White vs. Joe Budden

Come to Play. Stay to Party. With Ice Cube, TIP, Adrienne Bailon, Amber Rose and more.

Fat Joe vs. French Montana

Come to Play. Stay to Party. With Nelly, TIP, Vivica A. Fox, Karrueche and more.

Bell Biv Devoe vs. SWV

Da Brat vs. LisaRaye

Jessie T Usher vs. Lamorne Morris

Jazmyn Simon vs. LeToya Luckett

Sevyn Streeter vs. Justin Combs

Trina vs. Dreezy

Demetrius Shipp Jr. vs. Machine Gun Kelly

Kent Jones vs. Nick Young