This Is Why Jennifer Aniston And John Mayer May Have Broken Up

Jennifer Aniston and John Mayer briefly rekindled their relationship in October of 2008, and even attended the 2009 Oscars together. A month later, however, they parted ways for good (via People). Mayer would go on to talk about their split with Playboy magazine (via InStyle), controversially implying that Aniston being nine years his senior was the reason for the break. "I'll always be sorry that it didn't last. In some ways I wish I could be with her. But I can't change the fact that I need to be 32," the musician said. He also clarified that he wasn't dumped by Aniston because of his Twitter habit, but because they had differing opinions on technology. "The brunt of her success came before TMZ and Twitter. I think she's still hoping it goes back to 1998. She saw my involvement with technology as [a] courting distraction."

Mayer did, however, feel a similar sadness to Aniston about the end of their relationship, going so far as to question the journalist on whether they had "ever loved somebody, loved her completely, but had to end the relationship for life reasons?" 

Despite questionable comments and a public split, the pair have remained on good terms. "Jen and John have a nice friendship," a source told US Weekly in April 2020. "John has a deep admiration and respect for Jen. Whenever they talk or are out together, it's always friendly and nice. There is definitely no weirdness between them."