The former couple's 2009 breakup came with a lot of cringe-worthy soundbites from the musician. 

By Isabel Jones
Updated Feb 07, 2020 @ 10:15 am
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While the internet spent the last few months obsessing over Jennifer Aniston reuniting with Brad Pitt, you may have forgotten some of the actresses other very famous exes including none other than John Mayer. This week, their flamed out relationship is at the top of everyone's mind for a very specific reason.

On Feb. 6, the actress was reportedly spotted leaving The Sunset Tower Hotel on Thursday evening “moments apart” from Mayer’s own exit. Is it possible that they simply dined, separately, and happened to leave around the same time? Yes, of course. Stranger things have happened — like, for example, Mayer comparing his split from Aniston to burning the American flag.

If you need a refresher, the pair dated on and off through 2008 and early 2009, and then Mayer truly made a mess of things, implying that Aniston was too old for him ( “I can't change the fact that I need to be 32”) and insulting her for not understanding modern technology to the extent that he did (“If Jennifer Aniston knows how to use BitTorrent, I’ll eat my f—king shoe” ... “I think she’s still hoping it goes back to 1998”).

Jon Kopaloff/Getty Images

So no one told you life was gonna be this way ...