OPEN POST: Brooke Shields and George Michael in 1985
Here are Brooke Shields and George Michael on a date in 1985. The two briefly paired up after Shields revealed that she had a crush on the angelic-voiced singer while on The Tonight Show with Johnny Carson. Shields reflected on her romance with Michael in her memoir, There Was a Little Girl . She was famously a virgin at the time and believed that Michael was simply respecting her boundaries by moving slowly. Of course it was later revealed that he was gay, but the two remained friends long after their short-lived romance. They both look so sweet, don't they?