Before marrying hubby John Travolta, Kel shacked up with George in his Hollywood Hills home. But the pet pig they shared lasted longer than their relationship.
This woman has bragging rights until the day she dies: She—and only she—got George Clooney to marry her. But there was no "'til death do us part" for these two hons, and G.C. has remained mum on exactly why that was. Any guesses, folks?
Soon there will be many Clooney-dumpees, but we think bunches o' gals would jump at the chance to have the honor. Karen and George were quite the party animals together, which is why neither were too burned by the breakup.
Think the original Sarah Larson. George met this law student by day, waitress by night over in Paris, and she soon followed him back to L.A. We're surprised at how long this one stuck around...maybe the key was the lighter locks? Either way, G helped launch this babe into the land of the semi-famous, soon forgotten.
The Melrose Place-alum got lucky when she and the G-man were caught snuggling in snazzy Hell-Ay restaurants, but the brief tabloid buzz quickly died down when they called it quits. It looks like she found her Mr. Right in 2005 anyway…tough luck, Georgie.
While she was handling Ryan Reynolds on Two Guys, a Girl and a Pizza Place in 2000, George wedged his way in for a brief dating stint between Traylor's two divorces. You know George didn't want to be divorce number one and a half.
Probably George's best-known counterpart overseas (and frankly, probably because of George, too), the Brit TV personality has been George's most consistent (if that's saying anything) hookup of the past decade. They met while shooting a commercial in 2000 and were quite the on-again, off-again relaysh that tabloids both British and American loved to gab about.
Finally, a real A-list coupling for Georgie! Kenny Chesney's old squeeze was rumored to have been paired with Clooney after ditching funnyman Jim Carrey. The two committed some serious PHH (Public Hand-Holding) again in 2006 after her annulment to Chesney. Rebound much, Ms. Scrunchy Face?
This actress is now the wife of San Francisco Mayor Gavin Newsom, but her much less chronicled fling with George could be the reason he started paying attention to politics in the first place (George, not Gavin...or maybe both?).
During one of his terrible mustachioed phases, George fell for this Canadian waitress—a "leggy brunette," as she was dutifully described by the press. Sadly, she just became one more on George's list of restaurants never to dine at again.
Friends said that in 2008, George shacked up with ex-girlfriend and Confessions of a Dangerous Mind costar Allen, with whom he had a long-running on-again, off-again romance after they shot the film together in 2002. She broke it off in 2004, and he went back to Snowdon, but of course, that didn't stop the two from mongering rumors again years later. Oh, Georgie.
The media had a field day attacking George for his alleged emotional destruction of his L.A. neighbor and the Desperate Housewives gal. He broke her heart after their romantic debacle ended in he-said, she-said drama over a scandalous Vanity Fair cover story Hatcher did. But Tare-bear had to know he was a heartbreaker to begin with, right?
George's infamous motorcycle accident happened while female companion (and another waitress!)Sarah was riding on back. He suffered a broken rib; she, a broken foot, and a year later they both suffered a breakup.
Italian TV personality Canalis was wooed by George's notorious bachelor ways when they met in Rome, and they spent two years going on hog rides, dinner dates and other romantic getaways. Alas, the romance was bound to end when Liz declared she wanted to walk down the aisle someday. Weeks later, a rep for Clooney confirmed the breakup.
What would a list of George Clooney's cozy endeavors be without the inclusion of his notorious bromances? Matt Damon and Brad Pitt are at the top of Clooney's male friendship flings, and the Ocean's Eleven/Twelve/Thirteen crew's love for each other is so much stronger than any of the men on their own. Now if only George would realize that and stop his serial dating. Can't he see he's already got true love right in front of him?
Stacey Keibler is the latest leggy blonde to be wooed by Georgey's lady-loving heart—Clooney and the WWE Diva began dating in August 2011 but called it quits in July 2013.
The day we never thought would come! E! News confirmed that Clooney popped the question to his lawyer girlfriend in April 2014 after several months of dating.
MORE PHOTOS: Clooney's wacky faces