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George Clooney and Kelly Preston dated in the late 1980s. They were together at the time she made "Twins." Clooney's pet pig, Max, was originally a gift from the actor to Preston. He kept Max after they split.
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Talia Balsam, seen here in 2007, was married to Clooney from 1989-1993. Clooney has said he didn't give the marriage a shot. He's never remarried.
Balsam is the daughter of actor Martin Balsam. She's married to Jon Slattery, who plays Roger Sterling on "Mad Men." She plays his ex-wife on the show.
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Clooney told Esquire in 2008 that he dated Security Chief Tasha Yar.
Photo: Cindy Pickett, left, and Denise Crosby attend the VDAY West LA 2006 cocktail reception at the Ivy Substation on April 24, 2006, in Culver City, Calif.
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Traylor Howard, seen here in April 2008, co-starred in "Two Guys and a Girl," which was the show Ryan Reynolds was on before he became all beefy, and "Monk."
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This British model hosted "Britain's Next Top Model." She currently co-hosts the radio show "Capital Breakfast." She's seen here with Clooney at the premiere of "The Bourne Supremacy" in Los Angeles, July 15, 2004.
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Clooney dated the "Fear Factor" contestant - seen here with him in January 2008 - for about a year. Long enough for them to both get injured in a motorcycle accident, anyway. They broke up in May 2008.
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Clooney and Canalis started dating in 2009. In June 2011 they issued a statement that read, "We are not together anymore. It's very difficult and very personal and we hope everyone can respect our privacy."
