Guest Stars Chris Chalk as Gary Cooper Adina Porter as Kendra James David Harbour as Elliot Hirsch Jason Butler Harner as Lewis Elizabeth Marvel as Sharon Ned Vaughn as Dick Warren David Cromer as Moderator Co Starring Margaret Judson as Tess Westin John F. Carpenter as Herb Wilson Trieu Tran as Joey Phan Thomas Matthews as Martin Stallworth Brian Huskey as Jake Watson Riley Voelkel as Jennifer "Jenna" Johnson Victoria Garcia-Kelleher as Millie Steven Hack as Dr. Morris Jill Remez as Sherri Stone Celeste McMillan as Waitress Kick Kennedy as Brenda Ricky Mabe as Steven Silvia McClure as Nancy Schiff Uncredited Jesse Eisenberg voices Eric Neal