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A lovelorn man named Herbert Dingle entertains sexual fantasies about his female coworkers, all of whom consider him to be just a friend. After a fantastical liaison with porn star Sharon Mitchell, Herbert gains the confidence he needs to seduce two of the hottest women in his office.
When penniless Westie Phillips briefly meets wealthy Martha Gorham, he falls in love, but Martha forgets the encounter. Harry Arnold, courting Martha, invites her out sailing and arranges to have the yacht wrecked near an uncharted island so that he can be alone with her until rescuers arrive. Meanwhile, without knowing Martha is on board, Westie secures a position on the yacht.
