Guest Stars Christine Willes as Delores Herbig Britt McKillip as Reggie Lass Crystal Dahl as Crystal Smith Patricia Idlette as Kiffany Greg Kean as Clancy Lass Talia Ranger as Young George Yeardley Smith as Penny Eve Brenner as Rosie Sofer Gavin DeGraw as Pete Anderson Co Starring Patti Allan as Claire Meghan Black as Misty Simon Longmore as Erik Reg Tupper as Jed Arthur Corber as Sign Guy Taya Calicetto as Young Rosie Zoe Mandell as Kid