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Claire (Ayanna), a goal-oriented Columbia University graduate student, meets Jack (Brody). At once unimpressed and intrigued by his bad-boy persona, Claire eventually agrees to meet him. Attraction quickly turns into infatuation and love. Jack runs a regular scam conning foreign businessmen with his partner Charlie (Seda) and two struggling actresses. Though charmed by Claire's acute intellect, he pushes her away, just like he has with previous partners. Abandoned and traumatized, Claire begins to neglect her studies and throws herself into a self-destructive downward spiral. As Detective Linda Fox's (Grier) efforts to expose Jack and Charlie's scam intensifies, the once self-assured Jack finds his world crumbling.