Guest Stars Natalie Zea as ADA Meredith Kramer Teddy Sears as ADA Thomas Cole Gillian Vigman as Jessica Morelli Cole Jensen as Sammy Morelli Helena Mattsson as Tawney Stephen Root as Judge Taylor Eric Ladin as Dan Shepard Max Adler as Robert Church Bruce Jarchow as Clyde Norma Michaels as Eunice Brown Laura Niles as Eva Demoan Rebecca Rose Phillips as Kimberly Novak Gizza Elizondo as Ana Mendez Angie Patterson as Denise Nick Nordella as Scott Shepard Frank Sinatra, Jr. as Himself (Frank Sinatra, Jr) Matthew Florida as Edward Ford Nate Reese as Deputy Jerry Michael Adler as Dr. Pitts Kim Yarbrough as Clerk Tom Fitzpatrick as Emcee Uncredited Natalina Maggio as Jewelry Store Model