Guest Stars Coley Campany as Linda Sharon Conley as Sandra "Sandy" Lockett Aven Lotz as Becky Montgomery Dash McCloud as Jason Montgomery Jessie Mueller as Sherry Cleckler Jamie Anne Allman as Elaine Antonella Rose as Christina Tim Ware as Judge Ryan Jason Ritter as Deputy Denny Reese Justin Timberlake as Steve "Diffy" Deffibaugh Adam Bartley as Richard Parker Jesse Gallegos as Robert Udashen Jose Miguel Vasquez as Lester Gayler Bruce McKinnon as Jerry Co Starring Rick Espaillat as Bob Pomeroy Annie Cook as Mrs. Pomeroy Jack Landry as Tom Cleckler Aaron Smalls as News Anchor Shaun Lynch as Deputy Dave Elisabeth Lewis Corley as Don's Mother