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9:47 AM PDT, June 24, 2011
Duffy, a model and former MTV VJ dated briefly, and remain good friends to this day.
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Karen Duffy

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Duffy, a model and former MTV VJ dated briefly, and remain good friends to this day.
Renee Zellweger

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Although never confirmed, rumors of an off-set romance have persistently followed Zellweger and Clooney.
Talia Balsam

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Clooney tied the knot for the first and only time with actress Talia Balsam in a 1989 Vegas ceremony. The couple split three years later.
Balsam is currently married to "Mad Men" star, John Slattery.
Kelly Preston

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Clooney met Preston while the two were both struggling actors in Hollywood. They moved in together in 1988, but broke up a year later.
Celine Balitran

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Clooney met the French waitress/law student in Paris while filming 'The Peacemaker' in 1996.
Balitran moved to L.A. with Clooney soon after, where they continued to date until 1999.
Balitran moved to L.A. with Clooney soon after, where they continued to date until 1999.
Lisa Snowdon

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Snowdon, a British model, dated Clooney on and off for a reported five years, ending the relationship for good in 2006.
Krista Allen

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Allen is often cited as one of Clooney's on-again, off-again girlfriends. The pair met in 2002, when he cast her in the film 'Confessions of a Dangerous Mind.'
Sarah Larson

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Clooney met Larson, a former Fear Factor winner and model when she was working as a cocktail waitress in Las Vegas.
Sarah Larson was the first woman George had ever brought as a date to the Academy Awards.
Sarah Larson was the first woman George had ever brought as a date to the Academy Awards.
Elisabetta Canalis

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After debuting Italian model Canalis at the 2009 Venice Film Festival, the pair were often photographed together at major events.
Although it seemed the couple was growing quite serious, Clooney told Piers Morgan earlier this year that he had no intention of remarrying after a 1993 divorce to Talia Balsam.
The couple split in June.
Although it seemed the couple was growing quite serious, Clooney told Piers Morgan earlier this year that he had no intention of remarrying after a 1993 divorce to Talia Balsam.
The couple split in June.
In Pictures: The Many Lady Loves of George Clooney

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This month, George Clooney, 50, and Elisabetta Canalis, 32, split after nearly two years of dating. With this breakup, Clooney returns to most eligible bachelor status and Elisabetta becomes one of the many beautiful women in Clooney's dating past. Browse our gallery to re-visit some of the most memorable, and some of the not so well-known lady loves in Clooney's past.