Martin Johnson

March/April 2008 (Love Story?, White Horse?, co-wrote If This Was A Movie, duet for Two Is Better Than One)

From Boys Like Girls, the two were linked after Swift recorded “Two is Better Than One” with Johnson’s band. The couple is rumored to have split due to pressure from Swift’s entourage about Johnson’s negative impact on her image. Although we don't know much about their actual relationship, there is much speculation that both Love Story and White Horse were inspired by him. They later worked together on If This Was A Movie for Speak Now.

Sources: 1, 2

White Horse (Fearless)

Hidden Message: All I Ever Wanted Was The Truth

White Horse was originally Swift’s favorite on the album Fearless. Inspired by the tragic letdown by a supposed prince charming, it describes the worst moment of the breakup when it becomes clear that this fairytale is just a part of the past. Swift did not intend on releasing the song until her third album, but ended up recording it early for the television program Grey's Anatomy.

Sources: 1