Special Guest Stars Kevin Smith as Duane Anders Guest Stars Michael Muhney as Sheriff Don Lamb David Starzyk as Richard Casablancas Charisma Carpenter as Kendall Casablancas Steve Guttenberg as Woody Goodman Jeffrey D. Sams as Terrence Cook Ari Graynor as Jessie Doyle Kristin Dattilo as Carla Cotter Greg Thirloway as Jeff Cotter Co Starring Brandon Hillock as Deputy Jerry Sacks Valorie Curry as Jane Kuhne Adam Bitterman as David "Curly" Moran Kathleen Parker as Mrs. Stewart Melissa Renée Martin as 09er Girl Erin Noyd as Southie Player #1 Lindsey Tusing as Beth Sarah Vincelett as Shelby Elijah Anderson as 09er Kid Lauren Krause as Reporter #2 Lee Ann Kim as Reporter #1 Amber Ojeda as Cathy Miko Hughes as Stoner Dude #1 Lisa Pedace as Randi Marty Ryan as Bernie Michael Len as Bruno