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Mandy Moore stars as Halley, a young high school student who is disillusioned with love after seeing the many dysfunctional relationships around her. Her father has a pretty new girlfriend who she can't stand. Her mother can't seem to find anyone. Her sister is so dumbstruck with the planning of her marriage that she has become a non-person, and the shallow cheerleaders at her school and their jock boyfriends are beyond comprehension. All these have combined to convince Halley that love is a ridiculous impossibility. But when a tragic event in her life leads to a romantic encounter with a young man, Halley realizes the possibility of true love can sometimes lie in the most unconventional of places.
The film follows 17-year-old Cassandra Mortmain (Romola Garai), and the fortunes of her eccentric family, struggling to survive in a decaying English castle. Her father (Bill Nighy) is desperate to repeat the spectacular success of his first novel, but hasn't written a word for 12 years; her exquisite sister Rose (Rose Byrne) can only rail against their fate, and their bohemian step-mother Topaz (Tara FitzGerald) is a nudist and no help at all. Salvation comes in the form of their American landlord Simon Cotton (Henry Thomas) and his brother Neil (Marc Blucas).