Yo Gotti throws money in the air for Bresha Webb, DC Young Fly and Amanda Seales to rake up.
6/20/18Michael Blackson asks Tiffany Pollard if he or Flavor Flav is cuter.
6/13/18The Squares and DeRay talk about what they miss from years past, including the Sidekick phone and Joe Budden's music.
6/20/18Charlamagne Tha God tries to guess who Bresha Webb would smash.
6/20/18DeRay, DJ Spinderella, Bresha Webb and DC Young Fly take turns swinging the jump rope and trying to play double Dutch.
6/20/18Ronnie Ortiz-Magro and Malika say an awkward hello eight months after their breakup.
6/20/18Affion Crockett tries to freestyle to a classic Ice Cube song, but Ice Cube shows him how it's done.
6/20/18When the other squares rib Michael Blackson for his questionable fur coat, the comic reveals an even worse wardrobe selection underneath.
6/13/18Wednesday night just got more fun, as all your favorite celebrities are back to play wild games of tic-tac-toe on Hip Hop Squares.
3/30/18These never-before-seen clips from the second season of Hip Hop Squares feature hilarious and wild moments.
5/23/18