George Clooney has been one of the biggest Hollywood bachelors for as long as we can remember! The actor, who first broke out on the scene in his first major role back in 1984, finally tied the knot for the second time in 2014.

While "second time's the charm" might be true for Clooney, it definitely took him quite a long time to say "I do" for a second time with wife, Amal Alamuddin, not Amal Clooney. George was previously married to Talia Balsam for 4 years, however, things did not work out leading to their imminent divorce in 1993.

After his divorce, Clooney bounced from partner to partner becoming one of the biggest bachelors in the business. Although he's made his rounds with some of the most beautiful women in the world, the public was happy to see the actor finally settle down once and for all. With all that being said, let's take a stroll down memory lane and revisit the 20 most stunning women Clooney has been linked to.

40 Stacey Keibler

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Stacey Keibler was the last of George Clooney's girlfriends before the actor finally walked down the aisle with current wife Amal Clooney. Stacey and George were quite the couple, attending events with one another, and being very open with their relationship. While fans loved the two together, they didn't make it for the long run leading to their separation in 2013.

38 Elisabeth Canalis

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Elisabeth Canalis is yet another beautiful woman that has dated George Clooney. The couple dated for over two years and seemed to have been going strong. However, the two separated in 2011 and had quite a messy break-up. According to DailyMail, things weren't always great in the relationship, and Canalis viewed George more as a "father" than a boyfriend. Yikes!

36 Sarah Larson

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Next up on the list is the beautiful model Sarah Larson. George and Sarah dated for just under a year, sparking numerous rumours that she may have been "the one", but as it turns out, all good things come to an end. The couple unfortunately separated in 2008, and Larson has been MIA since.

34 Sandra Bullock

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While Sandra Bullock and George Clooney never officially confirmed they dated, rumours began to swirl about the two after they worked together on their hit film 'Gravity'. The duo embarked on a lengthy press tour to promote the 2013 film, attending countless events and parties with one another, making them being a couple quite probable!

32 Monika Jakisic

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It is no secret that George Clooney has a thing for models during his single days. The actor dated model Monika Jakisic in the mid-2000s for a very brief moment, however, the star allegedly "rekindled" his flame with Monika in 2013! While the two didn't last for very long, considering George began dating Amal during this time, fans labelled the model as a "rebound" from his breakup from Keibler, says E! Online.

30 Lisa Snowdon

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Lisa Snowdown and George Clooney have been in each other's lives for quite a long time! The two first met back in 2001 on the set of a Martini commercial, where George allegedly couldn't stop holding Snowdon's hand.  The two were on and off again for a number of times, and although they didn't last, Snowdon has revealed she will always be known as the "girl who dated George Clooney".

28 Krista Allen

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Krista Allen is also one of the many women who have dated the famous Hollywood actor. The two starred on 'Confessions Of A Dangerous Mind' with one another, and had a short yet public romance. The two dated on and off from 2002 to 2005, before officially parting ways and calling it quits.

26 Jennifer Siebel

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Jennifer Siebel is one of the biggest political figures that George Clooney has been tied to! While the actor's main repertoire of past romances includes mostly models and actresses, Siebel is the first of Clooney's past lovers to be involved in politics. The filmmaker has served as both the First Lady of California and San Francisco and dated George briefly back in 2002!

24 Renee Zellweger

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As mentioned, George Clooney involves himself mostly with models and actresses, so when rumours began swirling that he and Rene Zellweger were dating, fans were quick to assume they were true. The duo worked on 'Leatherheads' together back in 2008 and got quite close during their time together, leading many to believe their relationship was more serious than they let on.

22 Maria Bertrand

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Maria Bertrand was an unknown Canadian actress at the time, however, she rose to fame after having an infamous relationship with George Clooney. The actor met Bertrand in a restaurant in Canada, where she was working as a waitress, and instantly fell for her, says E! Online. It's safe to say the romance didn't last long, and that George won't be going back to that restaurant anytime soon.