Talia Balsam was the only woman to actually get Clooney to exchange vows with her, calling herself "Mrs. George Clooney" from 1989 to 1993. However, Balsam (pictured with husband John Slattery at the Emmy Awards in 2009) seems to have ruined it for the rest of the ladies, who haven't been able to get Clooney to take the plunge ever since. (Reuters)
As struggling actors, the pair lived together in Hollywood with the pet pig he gifted her. Alas, the pig outlasted their two-year relationship, and Preston went on to marry John Travolta.
This "Desperate Housewives" star dated Clooney in 2007, only to later reveal to Vanity Fair magazine how he had broken her heart. But come on — how surprised could she really have been?
Clooney met the Italian beauty in Rome, but their relationship ended two years later when, coincidentally, she told a reporter that she wanted to be married someday soon.
We're crossing our fingers for Clooney's current flame, but given the magnitude of his dating history, we can't make any promises.
It's all about the bromance, people. These two won't stop until they've made as many "Ocean's" films as it takes for us to understand that this relationship is the real thing. Watch out, Angelina — this love cannot be tamed. (Reuters)
Clooney met this French beauty in Paris, where she was studying law at the time, and brought her back to Los Angeles. She impressed everyone with the length of time she stuck around: about three years. In Clooney years, that may as well have been a lifetime. (Reuters)
Clooney and British model Snowdon, seen here arriving at the premiere of "Ocean's Twelve" in 2000, met while shooting a commercial and continued their on-again, off-again relationship for five years.
The "Melrose Place" beauty, pictured here at the premiere of "The Replacements" in August, 2000, enjoyed only a brief chapter in the Clooney history of love — just as the tabloids caught wind of their romance, they were already calling it quits. (Reuters)
The actress, pictured here at the premiere of "Me, Myself & Irene" on June 15, 2000, enjoyed a brief stint as Clooney's girlfriend.
Rumors of a Clooney-Zellweger pairing first swirled in 2001, and then again in 2006, when the duo were seen holding hands numerous times after her breakup with Kenny Chesney.
READ: Renee Zellweger Is Almost Unrecognizable These Days
The actress, who had a brief fling with Clooney in 2002, is now married to San Francisco Mayor Gavin Newsom.
Co-stars in "Confessions of a Dangerous Mind," Allen (pictured here at the premiere of "Intolerable Cruelty" in September, 2003) and Clooney had an on-again, off-again relationship from 2002 to 2005.
Not only did this pretty waitress FAIL to get Clooney to put a ring on it, but she managed to break her foot in the process. Larson and Clooney suffered a motorcycle accident in 2007, leaving the pair with bumps, scrapes and few fractured bones. They split up only a year later in 2008. (Reuters)