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George Michael and Brooke Shields on a date, 1985

The romance blossomed after Shields mentioned on *The Tonight Show Starring Johnny Carson* that she had a crush on the singer. They went on a few dates, but the relationship remained strictly platonic on George's side. Shields later detailed the experience in her memoir, *There Was a Little Girl*. Because she was famously a virgin at the time, she originally assumed George was just being extraordinarily respectful of her. She later understood that the dynamic was because George was gay, a reality he had not yet come out with publicly. Despite the short-lived, one-sided romance, the two remained close friends for years. 
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