Taylor Swift's Complete Dating History: Every Rumored & Confirmed Ex-Boyfriend Revealed

John Mayer

Their relationship ended as quickly as it began in 2009, breaking up in early 2010 after only a couple of months.

Fans could tell that Taylor’s song “Dear John” was written about John Mayer, and after the songs released, he responded by stating that writing and releasing that song was a “lousy thing” to do, and made him feel “really humiliated.”

Cory Monteith

Taylor and the late Glee star may have had one of her most low-key relationships to date, although it only lasted for a month in 2010.

Photos of the singer and Cory Monteith taken in January of that year at a 2010 Grammys party were all over the internet, but by May, Cory confirmed on The Ellen DeGeneres Show that the two of them were “just friends.”

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