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Anna (Mary McCormack) and Phil (David Aaron Baker) are a young urban couple who appear to have it all. But while Anna informs her thearapist (Stockard Channing) that she is having an extramarital affair, Phil confides to his buddy John (Campbell Scott) that though he is having an affair himself, his suspicions of his wife's infidelity are tearing him apart. John then arranges for Phil to meet the city's best private detective, the mysterious Jordan (Peter Gallagher) who warns that he will use any means necessary to end the affair. Phil soon realizes that hiring Jordan has been a terrible mistake that may have grave consequences.