Guest Stars Tyler Lepley as Diamond Bertram Williams Jr. as Woddy Brandon Gilpin as DJ Neva Scared Isaiah Washington as Mayor Tydell Ruffin Ashani Roberts as Dr. Britney Seagram-Watkins Josh Ventura as Wayne Kyle Loretta Devine as Ernestine Rolando Boyce as Julian Co Starring Cherokee Hall as Extra Extra Sharae Williams as Peanut Butter Chinet Scott as Brazil C'Mayla Neal as Jupiter Olivia Jackson as Toy Janiece Sistrunk as Dancer Double - Ms. Mississippi Shelly Murdock as Dancer Double - Ms. Mississippi Ezama Taumaoe Lo'i as Dancer Double - Mercedes Angela Davis as Eloise Zachariah Rogers as Pico Bertrand E. Boyd II as Jericho Romeo Romero as Sloth Skyla I'Lece Woodard as Chucalissa Challenger Cocoa Brown as Mookie Lorenzo Yearby as Tiny Tyshon Freeman as Tiger Jene Moore as Chucalissa Challenger Daniel Johnson as Tydell Jr. Myles Alexander Evans as Tydell Jr. Jr. Tywayne Wheatt as Chester Kelis Danyale Ferguson as Chucalissa Challenger Lanaya Cee as Chucalissa Challenger Katori Hall as Lil' Bad Cuzzin Katina Rankin as News Anchor