Special Guest Stars Wood Harris as Damon Cross Guest Stars Meta Golding as Teri Katlynn Simone as Treasure Toby Onwumere as Kai Scotty Tovar as Carlito Joss Stone as Wynter Alex Newell as Hey Beautiful Angie Martinez as Herself Co Starring Kevin Wigfall as Webb Steve O'Connell as Joe Breck Jaq Seifert as Dr. Marquis Swain Johari Noelle as Lollipop Fan Girl #1 Devin Demby as Tyler Dupre