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Chanté Adams Roxanne Shanté Mahershala Ali Cross Nia Long Ms. Peggy Elvis Nolasco Ray Shenell Edmonds Ranita Adam Horovitz Attorney Schwartz Germar Terrell Gardner Antwan Terrence Shingler Big John Nigel A. Fullerton Biz Kristin Dodson Classmate #1 Curtiss Cook Dave Lyric Hurd Fastima Anthony Bisciello Frank Melvin Mogoli Jake Sean Ringgold Keith Eden Duncan-Smith Latifa Caleb Eberhardt Lounge Patron Arnstar MC Shan Kevin Phillips Marley Drew Olivia Tillman Monique Nelsan Ellis Mr. Lester Charlie Hudson III Mr. Magic Tonye Patano Ms. Denise Heather Simms Ms. Gina Tremaine Brown Jr. Nasir Cindy Cheung Nurse Mitchell Jermaine Crawford Park Jam MC Sharon Gee Asian Waitress Meryl Jones Williams Photographer Abraham Infante Raoul Jermel Howard Roland Miles J. Harvey Ronald Cheryse Dyllan Sparky Dee Mitchell Edwards Tone Angela Wildflower Vanessa Eddie K. Robinson Venue Worker