Guest Stars Britt McKillip as Reggie Lass Christine Willes as Delores Herbig Crystal Dahl as Crystal Smith Greg Kean as Clancy Lass Patricia Idlette as Kiffany 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 Reg Tupper as Jed Simon Longmore as Erik Arthur Corber as Sign Guy Taya Calicetto as Young Rosie Zoe Mandell as Kid