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Cher And Gregg Allman
How long did they last? Nine days

Cher and her beau Gregg Allman decided to get hitched one day in 1975 so they rented a lear jet and headed to Vegas to seal the deal. Nine days later they regretted their spontaneous decision and ended the marriage. That wasn't the last chance at marriage for Allman: He was married at least five more times.