Guest Stars Brad Leland as Buddy Garrity Scott Porter as Jason Street Kevin Rankin as Herc D.W. Moffett as Joe McCoy Jeremy Sumpter as Joe Doyle "J.D." McCoy Janine Turner as Katie McCoy Co Starring Derek Phillips as Billy Riggins Blue Deckert as Mac McGill Timothy F. Crowley as Coach Crowley David Cowgill as Slammin' Sammy Meade Joey Truty as Buddy Garrity Jr. Kate Krause as Tabitha "Tabby" Garrity Sinqua Walls as Jamarcus Hall Stephanie Hunt as Devin Corrigan / Devin Boland Caleb Jones as Jimmy Adler Scott Jefferies as Grant Halbert Galen Flemons as Wendell Foley Wilbur Penn as Sherman Hall Denise Lee as Chandra Hall Sonny Kelly as Young Man Earl Nottingham as Older Man Karina Klark as Desiree