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Throughout history, poets and philosophers have tried to determine what is the true nature of beauty. But shallow Hal Larson (Jack Black) has no doubts on the matter. Hal's father advised him from his deathbed that 'hot young tail is what it's all about', and made his son promise to date only the most overtly gorgeous specimens of womanhood. It's a promise that poses Hal some problems in adult life, since he is himself something of a slouch in the looks department.
But after undergoing an impromptu hypnosis by self-help guru Tony Robbins, Hal's perceptions undergo a 180-degree revolution, and henceforth he is only able to see the inner beauty of women. Enter Rosemary (Gwyneth Paltrow), a hugely obese Peace Corps volunteer. Hal, envisioning Rosemary's kindness and good humour as the paragon of female physical loveliness, is instantly smitten; and once Rosemary has overcome her initial wariness, an idyllic romance blossoms. But what will ensue for the lovers when the spell - as it must be - is broken?