Hip Hop Squares Season 1, Episode 2: Ray J vs. Princess Love

Tyson Beckford vs. Don Benjamin

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

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.

30 min

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.

Episode 11

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