Special Guest Stars Ben Feldman as Fred Rosie O'Donnell as Judge Madeline Summers Guest Stars Jaime Ray Newman as Vanessa Hemmings Leisha Hailey as Hope Prentiss Rusty Schwimmer as Sondra Brennan Elliott as Todd Prentiss Brian Goodman as Sergeant Lou Contorsi John Brotherton as Will Casey Co Starring Marcus Lyle Brown as A.D.A. Paul Saginaw Sharon Conley as Judge Donna Stanton Jason Benjamin as Officer Lyons Angela Davis as Betty Fenniger Roy McCrerey as Ron Jasper Brian Bascle as Judge Laurence Railsback Taylor M. Dooley as Young Woman Rich Remedios as Det. Remar Josh Henry as Motel Manager Jeff Portell as Det. McKay Kendrick Cross as Police Chief Nicholas Stargel as Billy Prentiss