Guest Stars Rachel Bilson as Summer Roberts Melinda Clarke as Julie Cooper Chris Carmack as Luke Ward Daphne Ashbrook as Dawn Atwood Drew Fuller as Nordlund Ruth Williamson as Peggy Co Starring Shailene Woodley as Kaitlin Cooper Bradley Stryker as Trey Atwood Ashley Hartman as Holly Fisher Collin Stark as Chip Saunders Kimberly Stanphill as Betsy Todd Sherry as Waiter Barry Wiggins as Steve Pearlman Larry Anderson as Bob Coughlon Josh Waters as Keg Bro Camille Mana as Fashion P.A. Alison Simpson as Karen Coughlon Ron Del Barrio as A.J. Marisa Theodore as Nikki Christine Romeo as Newport Woman #1