In the spirit of Halloween, Piper (Camille Guaty) dresses up in various costumes to try and scare her fellow staffers. Cooper (Tom Selleck) insists on shadowing Sam (Vanessa Marcil) for the day while she is trying to lure a new whale to the casino, but his presence scares the potential client away. In order to make it up to Sam, Cooper agrees to let her play in his annual exclusive poker game with his billionaire friends Roger (Roger Mosley, "Magnum P.I.") and Larry (Larry Manetti, "Magnum P.I."). Delinda (Molly Sims) discovers a wonderful new pastry chef that is sweet on the surface, but after a few days of her sour attitude she wants to fire her. Meanwhile, Mike (James Lesure) thinks he has found the woman of his dreams, but when he discovers her past, he has reservations about them being together.