With news that George Clooney is on the verge of beginning another relationship, this time with Julian Assange's lawyer, it was even further verified that this A-list celebrity is a legendary ladies-man.

The three-time Golden Globe Award winner struggled as an actor for years until gaining fame as Dr. Doug Ross on the television show ER. One thing is for sure, Clooney never struggled finding a date.

According to CNN Interactive, before anybody knew this stars name he was mingling with Michelle Pfeiffer's sister Dedee in the early 1980's.

The Huffington Post helped compile a list of the humanitarian's love life.

In 1988, Clooney met actress Kelly Preston and the two soon moved in with each other, splitting up less than a year later.

Clooney was married one time, in 1989. He wedded actress Talia Balsam in Las Vegas. The couple divorced three years later.

The once again bachelor didn't slow down once he got divorced.

Scroll through our gallery to see Clooney's girlfriends from the last 20 years.

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George Clooney