They say, "once bitten, twice shy," and this seemed like it would always be the case for superstar George Clooney, who vowed to never remarry after his divorce from actress Talia Balsam.
Clooney became a perpetual bachelor, often in the news with a new beauty on his arm. However, it seems things have changed. News broke on Saturday, April 26, that George popped the question again , asking his something girlfriend Amal Alamuddin to marry him. The couple has only been dating since October of last year, and things seem to be moving pretty fast for the lovely duo. But what about the something Oscar winner's past relationships, some of which lasted quite a while without taking that next step toward engagement?
Here's a look back at Clooney's longest relationships. George's Longest Loves. Stacey Keibler Rumors began to swirl about Clooney and Keibler when she was seen vacationing at his home in Lake Como, Italy.
Clooney and Keibler called it quits in July of Keibler also announced that she was pregnant with the couple's first child. She dated Clooney for around two years.
Elisabetta Canalis Italian actress and model Elisabetta Canalis, a former contestant on Dancing With The Stars , was first linked to Clooney when she was seen riding on the back of his motorcycle.
