Little Black Book (2004)

Stacy Holt, an associate producer for a daytime talk show, is confounded by her boyfriend Derek's unwillingness to talk about his previous relationships. Egged on by her co-worker Barb, Stacy sneaks a look at his personal digital organizer, scores the names and numbers of his exes, and sets up interviews with them--all in an effort to get closer to her man. Her plan starts to unravel, however, when she becomes friends with one of the women.