Tbh, it's too many to count.
What is surprising is the amount Simpson reveals about her relationship with Mayer, a topic she’s kept largely quiet about in the past. The portrait of Mayer she creates is one that feels incredibly familiar in the worst way. John Mayer is— the one our friends can’t stand, but we can’t shake.
Mayer and Simpson met while she was still married, and in 2006, soon after her divorce from Lachey, the two began a secret relationship. Simpson worried she wasn’t “smart” enough for Mayer, writing: “He was so clever and treated conversation like a friendly competition he had to win….One minute he was explaining the start of his Rolex collection, and then another he was going on about a collector who he was jealous of, then the nature of jealous,Mayer allegedly broke up with Simpson nine times, and each time it was over email.
While she was dating football player Tony Romo, Mayer insinuated himself into the lives of Simpson’s family via his friendship with Fall Out Boy’s Pete Wentz, who was at the time married to her sister Ashlee. Mayer became a regular at her parent’s home, confessing his love for their daughter – conveniently right after she was
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