Guest Stars Travis T. Flory as Joey Caruso Kevontay Jackson as Jerome Ernest Thomas as Mr. Omar Michael Estime as Risky Jackée Harry as Vanessa Blake Hightower as James Todd Bridges as Monk Paul Ben-Victor as Mr. Thurman Tony Rock as Uncle Ryan B.J. Britt as Walter Dickerson Katelyn Pacitto as Carole Kara Pacitto as Carol John Mariano as Priest Kevin Elms as Football Player Uncredited Jasper Cole as Dishelved Man Bill Seward as News Anchor Brandon Carroll as Football Player