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Richard Haywood, a Californian high schools coolest kid, secretly teams up with another rich kid in his class, brilliant nerd Justin Bonaparte Pendleton, whose erudition, specially in forensic matters, allows them to plan elaborately perfect murders, just for the kick, for which they set up Richards marijuana supplier, their schools janitor Ray Feathers, as a psychotic serial killer. The case is assigned to detectives Cassie the hyena Mayweather, who carries a sequoia-size chip on the shoulder from her previous life, and her brilliant new partner, Sam Kennedy, who just transferred from the vice squad; they can work together very well, and even fit romantically, but fall out over different professional attitudes towards the investigation, which Captain Rod Cody and her understandably vindictive abused ex, Assistant D.A. Al Swanson, soon ban her from when she disobeys instructions and hand to him. When the plotting boys both dig class-mate Lisa Mills, their unnatural bond comes under stress- will it break, allowing the hard-pressed police to bring them down?
Beyond having some of the same classes in their senior year at a San Benito, California high school, Richard Haywood and Justin Pendleton seemingly do not associate with each other, and what they know of each other do not like. Richard is wealthy, extroverted, popular, smart but an underachiever. Justin is an introverted intellectual loner. These outward appearances belie the fact that unknown to anyone that knows them, they are indeed friends, at least in their joint fascination with committing what they consider the perfect murder, which includes framing someone else for the act. Justin is largely the planner, Richard the director of executing the plan. When a young woman who is eventually identified as Olivia Lake is found murdered, Richard and then Justin eventually come into the radar of San Benito homicide detective Cassie Mayweather, the lead investigator in the case. Richard being identified as peripherally related to the case was always part of their plan to allow the pair to monitor the investigation. Richard and Justin expect the investigators to find the physical evidence they have left behind and piece together a story that they have concocted, a path which Cassies partner, newly minted detective Sam Kennedy, seems to be following. But an issue from Cassies past, which few if any of her colleagues know about and which is the reason behind her difficult but dogged nature, places her drive to get Justin and particularly Richard, who she is certain is the one dictating the plan, are brought to justice, despite the physical evidence not pointing in their direction. Richard and Justins plan may be affected by their relationship with an unwitting third party, classmate Lisa Mills. Conversely, Cassie may have troubles getting the justice she wants because of her nature leading to the thought that her biases are getting in the way of seeing the evidence for what it is. The rest may be a battle of wills between Cassie and the high schoolers in who will break first.
Sandra Bullock
Cassie Mayweather
Ben Chaplin
Sam Kennedy
Ryan Gosling
Richard Haywood
Michael Pitt
Justin Pendleton
Agnes Bruckner
Lisa Mills
Chris Penn
Ray
R.D. Call
Captain Rod Cody
Tom Verica
Al Swanson
Janni Brenn
Ms. Elder
John Vickery
Restaurant Manager
Michael Canavan
Mr. Chechi
Krista Carpenter
Olivia Lake
Neal Matarazzo
Male Officer in Flashback
Adilah Barnes
Lab Technician
Jim Jansen
Lawyer
Paula Scarpino
Female Officer in Flashback
Brian Stepanek
Parole Board Marshall
Sharon Madden
Nurse
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