Brad Pitt

The singer who's written her fair share of break-up songs, dedicated the second of her six nights at Madison Square to Brad Pitt and Angelina Jolie.

The couple, who have been together since 2004 and married in 2014, are getting divorced.

A few songs into her show, the Grammy winner asked if she could "address the elephant in the room," saying the news marks the "end of an era".

The two may have made millions between them since marrying in 2014, but as the two negotiate the terms of their just-announced divorce, one expert says their biggest battle could end up being over children, not wealth.

Jolie filed for divorce Monday after separating from her husband September 15, according to court documents.

On the heels of his estranged wife Angelina Jolie's divorce filing after two years of marriage and more than a decade together, the Oscar winner has made a request to the public on behalf of his six children. 

Angelina Jolie has filed for divorce from husband Brad Pitt, a source familiar with the filing confirmed to CNN.

Pitt and Jolie got married in 2014 but their relationship became the subject of speculation in 2004, when they co-starred in "Mr. & Mrs. Smith." At the time, Pitt was married to actress Jennifer Aniston.

In January 2005, Pitt and Aniston announced they were splitting and Aniston filed for divorce a few months later.

In April 2004, photos surfaced of Pitt, Jolie and her adopted son Maddox in Kenya.

Well, not a whole lot, except for the fact that all three have made scene-stealing appearances on sitcoms!

That's right, E!'s tallying up the top nine sitcom guest stars from over the years and the picks will without a doubt surprise you.

Who could forget the moment Cher and Sean Hayes tried to out-attitude one another during an episode of Will & Grace? And how ridiculously amazing was it that none other than Mrs. Beckham herself was dubbed "perfect spice" on Ugly Betty?