6 Celebrity Engagements That Came To A Crashing Halt (2 of 4)

Carson Daly and Tara Reid

Celebrity couples often rush through their marriages, but it appeared that Carson and Tara were taking a smart, slow, deliberate approach. Just kidding. After Daily ended a lengthy bicoastal relationship with Jennifer Love Hewett, he and Reid jumped right into things and announced that they were planning to get married after a mere 7 months of dating. But as quick as their relationship had started, it was over. Reid, who has been engaged multiple times but has never tied the knot, stated years later that she regrets that they didn’t get married, as she’d likely have been a mother and curbed her crazy partying lifestyle.

Demi Moore and Emilio Estevez

Demi Moore and Emilio Estevez, fresh off of their success as co-stars in St. Elmo’s Fire, announced a December 13, 1986 wedding date. They had even gone so far as to send out invitations. But shortly before the ceremony was supposed to take place, they put out an announcement that they intended to just stay friends. Moore married Bruce Willis the following year. There didn’t appear to be any hard feelings, though. When Estevez directed Bobby in 2006, a film that featured Demi and her second husband Ashton Kutcher, he spoke glowingly about being able to work with her again.