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Mayer and Perry began dating in 2012, and had an on-and-off romance for the next two years.
It was very well documented in the tabloids, especially when the general public were rooting for them the couple to stay together.
Some rumors suggest Mayer was “addicted” to Twitter and social media that it drove Aniston up the wall.
Alas, in March of that year it was officially over.
“This heart didn’t come with instructions,” he tweeted.
This is another relationship that came to a close, with no chance of a friendship.
After some on-and-off dating for about a year, including an impromptu press conference from Mayer about their first breakup, Aniston and Mayer finally called it quits on respectable terms.
“I ended a relationship to be alone because I don’t want to waste somebody’s time if something’s not right,” he told reporters outside of his NYC gym in the summer of 2008.
Simpson sat down with Oprah Winfrey for an interview the same year of the Playboy comments.