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George Clooney Had Many Leading Ladies! Look Back at His Dating History Before Marrying Amal

Before George Clooney found his true match in wife Amal Clooney (née Alamuddin), he was the ultimate ladies man! The handsome Ocean’s Eleven star dated some of Hollywood’s most beautiful women like his Confessions of a Dangerous Mind costar Krista Allen and late Jerry Maguire star Kelly Preston.

George’s romance with Kelly began when her two-year marriage to her first husband, Kevin Gage, ended in divorce in 1987. At the time, Kelly was making headlines with her hit films Twins and Space Camp and George was starring on Roseanne. But their paths crossed when their agent invited them to the same party and the actor asked Kelly if she wanted a ride on his Harley Davidson motorcycle. She, of course, said yes.

According to the Mirror, the What a Girl Wants star was “hooked” on George ever since. They soon moved in together and became the proud owners of a pot-bellied pig called Max. “The only thing was, Max was scared of me at first. I think it was because he was castrated by the woman who owned him,” Kelly once joked about George’s present to her.

However, their romance was short-lived. After breaking up in 1989, the model went on to date Charlie Sheen before she tied the knot with John Travolta in September 1991. They later welcomed three kids, Ella, Benjamin and Jett, who died 10 years before his mother in January 2009.

George moved on as well and dated several women before marrying his soulmate, Amal, in September 2014. They welcomed their twins, a girl named Ella and a boy named Alexander, in June 2017.

“All I know is that I am at last experiencing what most people in the world get to experience, which is the incredible amount of love you gain when you have two children you are responsible for,” he previously told The Daily Mail. “I have always felt a great sense of responsibility to other people in the world, but when you have children of your own, you realize you are responsible for their lives in a way you haven’t been before. And you become conscious that you want to make an example of your own life that they will follow.”

Scroll below to see a complete guide to George Clooney’s dating history!