Celebrities Who Broke Up with Their BFFs

BFF stands for "Best Friends Forever" – until it doesn't. For this list of celebrities who broke up with their BFFs, the letters might as well stand for "Broken Friendship Files." These famous actors, comedians, and musicians all broke up with their celebrity BFFs, many after years-long relationships. Some celebrity ex-friends parted ways due to creative differences while other celebrity friend breakups stemmed from complicated love triangles.

In the tabloid era, the most famous set of best friends who broke up is likely Paris Hilton and Lindsay Lohan. In the mid-2000s, the two starlets seemed like a perfect match. But in 2006, it became clear that the former besties were on the outs when the ladies launched a war of words in clubs and in the media. And they aren't the only famous women on the list. For a period of time Gwyneth Paltrow and Madonna were inseparable. By 2010, it was obvious who Paltrow was referring to when she said, "I'm having a situation right now with a friend where I'm feeling pretty angry."

BFF breakups aren't just for the ladies. Before he was Ari Gold on Entourage, Jeremy Piven was best known for playing John Cusack's friend in just about every movie from the 1980s. The actors became buddies growing up in Chicago, but they broke up when Piven felt resentment from Cusack due to his recent success.

What other famous ex-friends make the list? Keep scrolling to find out.