Guest Stars Zabryna Guevara as Mrs. Cruz Jaden Smith as Marcus Kipling Shyrley Rodriguez as Regina Stefanée Martin as Yolanda Kipling Daveed Diggs as Adult Books Giancarlo Esposito as Pastor Ramon Cruz Kevin Corrigan as Jackie Moreno Judy Marte as Wanda Mamoudou Athie as Grandmaster Flash Michel Gill as Mr. Gunns Frank Wood as Ed Koch Karen Aldridge as Adele Kipling Tory Devon Smith as Little Wolf Ron Cephas Jones as Winston Kipling Noah Le Gros as Thor Eric D. Hill Jr. as DJ Kool Herc Yolonda Ross as Ms. Green Sal Rendino as Stanley Kelly Co Starring Mikey D'Astoli as Crash Tremayne Rollins as Daze King Feliciano as Lopez Willie Estrada as Willie Jordan Mahome as Slim Quincy Chad as Caesar Leader Rayjonaldy Rodriguez as Silent Carlito Qaasim Middleton as DJ Big Planet Omar Sharif Scroggins as E Khalil Middleton as MC Luke Skywalker Cage José Luis Pardo as Luis Calvin Sykes as King of Cassettes Daequan Morrison as Get Down Kid Jermaine Crawford as Fernando John Cenatiempo as Officer Feeney Hasaan Gilmer as Leroy Ron Stroman as Vendor Jawan M. Jackson as E-Z Mike Vinson German as Maurice Freddy Esposito as Officer Zak Tay Cooley as Yvette Izzy Ruiz as Frankie