Emilio Estevez

Moore once fell for another member of the “Brat Pack”: Emilio Estevez. They dated during “St. Elmo’s Fire” and got engaged after just six months of dating, but Moore discovered that Estevez was being unfaithful, learning of the infidelity from a friend who saw them just days after they mailed out wedding invitations. He even got an ex pregnant while they were together, and they split before the wedding. At Estevez’s premiere party for “Stakeout”, she met future hubby Bruce Willis.

Rob Lowe

This gorgeous “Brat Pack” couple never had a proper relationship, but they definitely hooked up. In the 1980s, Lowe used to banter with Emilio Estevez while they were still dating. In her memoir, she wrote, “The worst part of this was that at the time I was seeing Emilio Estevez, and Rob and Emilio were friends. Rob would call up Emilio and say, ‘Hey, guess what I did all day? I spent the entire day in bed with Demi. Ha-ha.'” It evolved from a silly joke to spending the night together while filming “About Last Night.” She even inspired him to get sober.

Bruce Willis

After meeting at the “Stakeout” premiere party, they fell for each other and began planning their future. Moore appreciated the actor’s no-nonsense approach to relationships and unwillingness to play games. However, after 12 years of marriage, the two were living different lives, and infidelity rumors swirled around both of them. Still, their love story is inspiring, and they’re still great co-parents and friends to this day, with Moore supporting Willis after his aphasia diagnosis.