Overview
Little Black Book is a 2004 American satirical comedy-drama film directed by Nick Hurran and starring Brittany Murphy, Holly Hunter, Ron Livingston, Julianne Nicholson, and Kathy Bates. Carly Simon makes a cameo appearance at the end of the film.
Plot
Stacy Holt is an associate producer on a talk show hosted by the domineering Kippie Kann. Stacy believes that "luck is when preparation meets opportunity". Her boyfriend Derek appears to be the fulfillment of all of her wishes, despite his reluctance to commit or discuss his past relationships.
When Stacy brings home tapes of the show to study, Derek recognizes a guest, his ex-girlfriend, a French model Lulu. When he refuses to answer Stacy's questions about their relationship, Stacy confides in her co-workers Barb and Ira about her misgivings. Inspired by Ira's pitch about using PalmPilots—the modern-day "little black book"—to investigate a lover's secrets, Barb and Ira encourage Stacy to use Derek's to learn more about him.
Under the guise of possibly inviting Lulu back to The Kippie Kann Show, Stacy, Barb, and Ira question her about Derek. Lulu says she stole Derek away from his then-serious girlfriend Joyce, adding that their relationship was purely sexual. Back at her apartment, Stacy becomes increasingly insecure, listening to answering machine messages for Derek, looking through his box of mementos from former girlfriends and finally his PalmPilot. She finds pictures of two of his exes on it, Joyce and Rachel. Stacy makes a doctor's appointment to meet Rachel, whom she believes is a podiatrist.
From Wikipedia (CC BY-SA 4.0).