Stacy Holt, an associate producer for a daytime talk show, is confounded by her boyfriend Derek's unwillingness to talk about his previous relationships. She soon opens a Pandora's box when her boyfriend Derek leaves temptation - his Palm electronic organiser - in her path.

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 - including a gorgeous fashion model and the perfect girl next door, as comic mayhem ensues.

Stacy might just learn more about herself than her man.

Adaptation of the award-winning comic series created by Frank Miller. Interweaving multiple storylines from the series' history, the film paints a picture of the ultimate town through the eyes of its roughest characters. There's the street thug Marv (Mickey Rourke), whose desperate quest to find the killer of a prostitute named Goldie (Jaime King) will lead him to the foulest edges of town. Inhabiting many of those areas is Dwight (Clive Owen), a photographer in league with the sordid ladies of Sin City, headed by Gail (Rosario Dawson), who opens up a mess of trouble after tangling with a corrupt cop by the name of Jackie Boy (Benicio Del Toro). Finally, there's Hartigan (Bruce Willis), an ex-cop with a heart problem who's hell-bent on protecting a stripper named Nancy (Jessica Alba).