Read on to see Mayer's long list of famous exes (and possible recouplings). John Mayer & Taylor Swift Swift's relationship in 2009 with Mayer reportedly inspired her song "Dear John," with lyrics like "Don't you think I was too young/ To be messed with?John Mayer & Katy Perry Mayer and Perry broke off their on again-off again relationship in February 2014, but recent reports suggest that they've rekindled the flame: They strolled into Los Angeles' Sunset Tower Hotel together on Jan. " When Mayer later told John Mayer & Vanessa Carlton Mayer and the singer (who's now married to Deer Tick singer/guitarist John Mc Cauley) dated way back in 2002, the same year Carlton's debut single, "A Thousand Miles," hit No. It just didn't work." Sing and tell: “Your Body Is A Wonderland” is rumored to be about Jennifer. If you charged me ,000 to f*ck you, I would start selling all my sh*t just to keep f*cking you.'" Dated: 2008-2009 Kiss and tell: "There was a rumor that I'd been dumped because I was tweeting too much. The brunt of her success came before TMZ and Twitter. She saw my involvement in technology as courting distraction.
Dated: 2009 Kiss and tell: John kept silent on this one, but then-aspiring actress – now “Vanderpump Rules” reality star - Scheana spilled about their fling – including saying he’s a good kisser and “He has really nice lips.” Dated: 2010 Kiss and tell: “[‘Dear John’ is] cheap songwriting. She was by far his longest and most intense relationship after he dated the likes of Jennifer Aniston, 48, and Jessica Simpson, 36. 24 called “Still Feel Like Your Man,” which totally seems like it’s about Katy.He sings about how he can’t move on from a woman he loved, even keeping her favorite shampoo in his shower in case she ever decided to return.Other reports have claimed they've been texting each other and recently dined with Aniston intimates Courteney Cox and David Arquette.See what Jen -- and other stars -- look like in a bikini Aniston, 41, has said she "deeply, deeply cares" about Mayer, whose next album, For all the juicy details of Aniston and Mayer's secret meetups, why their friends don't approve of their reconciliation and why they may not last this time around, pick up the new issue of Us Weekly.