Guest Stars Pico Alexander as Josh Caleb Lowell as Tyler Kosha Patel as Sunita Sule Thelwell as Desmond Matthew Risch as Greg / Mr. Decorator Bryan Terrell Clark as Paul / Dr. Dermatologist John Charles Meyer as Joe / Movie Star Kevin Mambo as Detective Roy Co Starring Melissa Juliet Lawson as Olivia / Other Girl Joshuah Melnick as Wes / Hacky Sack Tricia Paoluccio as Jamie / Darien Mom Terralon Walker as Bery / Babysitter Amy Gordon as Holly / Hyper-Fit Woman Brandiss Lashai Seward as Ms. Vincia Merionne Toussaint as Stephen / Manager Amir Henderson as Young Edwin Amanda Morris Hunt as Edwin's Sister Zani Jones Mbayise as Young Sara Lycott Judah Edwards as Young Gogo Brandon Gilpin as Keithley Kiana Lynn as Young Bery Cherrie McRae as Edwin's Mom Carlos Alberto Daniels Castillo as Miss Agatha's Boyfriend TayLar as Miss Agatha Gerard Catus as Mayor Jaxon Smart as Toddler Jei Smart as Toddler Omar Augusto Luis as One-Eye Mike Clarisse Michelle Albrecht as Deputy