DEMI MOORE
SHE was playing the troubled Jules in the 1985 hit St. Elmo's Fire when she met Brat Packer Emilio Estevez. Fresh off her divorce from her first husband, Demi fell for the now-62-year-old and the two were in the thick of the crew's wild partying. Within six months they were engaged, but Demi, 61, was shocked when she discovered the Mighty Ducks star had been unfaithful.
"Emilio and I had in fact just mailed out the invitations for our wedding when a friend told me she had seen him out with someone else in L.A.," she wrote in her 2019 memoir, Inside Out. Worse, he'd gotten an ex-girlfriend pregnant. Devastated, Demi turned to her therapist for advice. As she recalled, the therapist was blunt. "Ordinarily, I prefer for a patient to come to an understanding on her own," the Strip Tease actress remembered being told. "But I don't have time to let that happen, so I just have to tell you: If you marry him the way things are right now, you're going to ruin your life." The broken engagement caused enough damage for Demi, who battled addiction for years as she became one of Hollywood's biggest stars.
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