But now, the 52-year-old actor and his 33-year-old girlfriend have broken up. A source exclusively told E! News the split "happened a little while ago," and it was "Stacy [who] decided to end things."
The source insists the breakup had nothing to do with Keibler wanting to get married and have kids. Their busy schedules, however, but a strain on their relationship. "It's a completely friendly breakup," adds the source. "There was nothing ugly going on."
Stacy paid a visit to George in Berlin on set of The Monuments Men back in March, but since then, they haven't been spotted together. Since then, the duo have carried on with their independent projects.
George, who was married to actress Talia Balsam from 1989 to 1993, has become somewhat of the quintessential Hollywood bachelor. Prior to dating Stacy, he was romantically linked to Elisabetta Canalis, Sarah Larson, Renée Zellweger and Kelly Preston, just to name a few.
As for whether or not the Academy Award nominee will ever say "I do" again? "I don't even think about it, really," he told The Hollywood Reporter last year.
Clooney also realizes that just because you're with someone doesn't mean you're not alone. "Anyone would be lying if they said they didn't get lonely at times," he said. "The loneliest you will get is in the most public of arenas: You will go to a place and end up in the smallest compartment possible, because it's a distraction to everybody, and you end up not getting to enjoy it like everyone else...I have been infinitely more alone in a bad relationship; there's nothing more isolating. I have been in places in my life where that has existed."
One relationship Mr. Clooney can always count on, though, is the one he shares with his dog, Einstein. George fell in love with the black Cocker Spaniel pup based on his adoption page, but the shelter explained Einstein had to like his potential new owner, too!
"I start to panic that Einstein is not going to like me," George told Esquire in 2011. "So I run into the kitchen, where I have these turkey meatballs, and I rub them all over my shoes."
Fortunately, it worked. "And forever, now, he just thinks of me as the guy with the meatball feet," George said. "He loves me. I can do no wrong. He follows me everywhere."
Well, when George is ready to date again, there are plenty of women who certainly like love him—and he won't even need the added scent of turkey meatballs to ensure that they do!
—Reporting by Marc Malkin