MASQUERADE

Set in the upscale town of Southampton, Long Island, young yachting captain Tim Whalen is having an affair with Brooke, who is married to Granger Morrison, Tim's boss. Tim is the new captain of Granger's racing sailboat Obsession. Young heiress Olivia Lawrence has returned home to Southampton shortly after her mother's death. She meets Tim at a party, and agrees to go sailing with him.

Olivia's alcoholic stepfather, Tony Gateworth, and his new live-in girlfriend, Anne Briscoe, reside in Olivia's house. Olivia is unable to evict him because her mother's will provided him access to the family's eight properties and grants him a one million dollar a year allowance, which barely covers his gambling debts. Olivia despises her stepfather, who married her mother for money.

Olivia and Tim go sailing on Olivia's late father's sail boat, Masquerade. Later, at Olivia's mansion, a drunken Gateworth insults Tim, his former sailing competitor. Olivia and Tim begin dating and eventually fall in love. However, Olivia's newfound happiness is soon offset by another ugly confrontation with Gateworth who, claiming to be acting as her "guardian," wants Tim out of her life. Olivia confides to her aunt that Tim is the first man she has felt comfortable with and that he is uninterested in her money.

Gateworth and Tim are actually conspiring to murder Olivia for her money. When Tim hesitates, Gateworth threatens to expose his shady past. He says the next step is for Tim to gain Olivia's confidence by protecting her. That weekend, Olivia and Tim sleep together. A drunken Gateworth barges into Olivia's bedroom as planned, but Tim double-crosses him and kills Gateworth with his own gun. Believing the police will accuse Tim of murder, Olivia claims she killed Gateworth in self-defense. Tim establishes an alibi with an unsuspecting Brooke. During the investigation, Officer Mike McGill — a childhood friend with a romantic interest in Olivia — finds evidence that Tim may have been involved in the killing but does not report it, presumably because of his feelings for Olivia.

Anne begins questioning the investigation's findings, and tells the authorities about Olivia and Tim. Meanwhile, Tim ends his relationship with Brooke, who later confirms Tim's alibi to the police. Not long after, Anne informs McGill that her friend saw Gateworth at a diner with Tim; she is found hanged in an apparent suicide. McGill requests an autopsy.

While sailing aboard Masquerade, Olivia proposes to Tim, but he is reluctant, saying he was previously convicted for writing bad checks. He also admits his affair with Brooke. His "honesty" impresses Olivia, and the couple marry. Olivia becomes pregnant soon after. That night, Tim drives to the marina where he secretly meets McGill, who in fact has planned everything. Tim is reluctant about murdering Olivia, but McGill insists she die in a staged accident. He threatens to put Tim away for Gateworth's murder if he fails to cooperate.

When McGill learns Tim will not kill Olivia and they are sailing to Florida on Masquerade the next day, he sabotages the sailboat and plants incriminating evidence in Tim's dresser drawer. Tim discovers McGill's treachery and races to the marina to save Olivia, but the gas explosion kills him. In the marina office immediately after, Olivia discovers a newspaper clipping with a photo of Tim, Gateworth and McGill, just as McGill enters the office. Seeing that she has discovered the conspiracy, McGill tries to kill her. In the ensuing struggle, Olivia pushes McGill out a window, causing his death. At Tim's funeral, Olivia's lawyer says that Tim had recently insisted on being removed from Olivia's will and he came to love her in the end.