Guest Stars Kyle MacLachlan as Trey MacDougal Dominic Fumusa as Jim Jane Summerhays as Claire Anne Co Starring Rebecca Wisocky as Stephanie Bill Dawes as Blonde Guy Sondra James as Older Woman Catherine Curtin as Girl #2 Vivienne Benesch as Meg Kevin Stapleton as Dark Guy Sherri Parker Lee as Sydney Jen Nevergole as Girl #1 Eunice Wong as Girl #3 Jenny Kravat as Woman #1 Allison Furman as Woman #2 Robin Montague as Woman #3 Abigail Rose Solomon as Anne Shelley Dickinson as Liz Michael Tenaglia as Guy Jen Rexford as Jen