Guest Stars Sean Patrick Small as Larry Bird Gillian Jacobs as Chris Riley Wood Harris as Spencer Haywood Andy Hirsch as David Stern David Purdham as Larry O'Brien James Lesure as Julius Erving Natalia Cordova-Buckley as Lucia Naomi C. Walley as Turquoise Brown Erving Co Starring Michael Boucher as Jack Curran Eric Nenninger as Keith Erickson Newton Mayenge as Jim Chones Bailey Swift as Laker Girl David Bowe as Reporter John Dellaporta as Brent Musburger Carina Conti as Paula Abdul Shelby Moats as Marty Byrnes Jessica Hiestand as Laker Girl Cayden K. Williams as 8-Year-Old Earvin Scott Subiono as Reporter Mike Scott as Butch Lee Ken Meseroll as NBA Owner Terence Davis as Adrian Dantley Patrick W. Day as Owner Troy Vincent as Owner Blaise Miller as Philly Sports Reporter George Russo as Nick Jim Tooey as Milton Berle Eliza Eves as Naked Woman Liv Revamped as Naked Woman Haley Reed as Naked Woman