Dear John (Taylor Swift) – 2010

We know Taylor Swift to be pretty literal in her lyrics, which is why it was relatively easy to determine what this song “Dear John” was all about. For a brief period between 2009 and 2010, Swift was romantically involved with the rock musician John Mayer. Many have speculated that this song is about him.

The pair recorded a duet, “Half Of My Heart,” in 2009, and that was the beginning of their romance. Despite Swift’s refusal to acknowledge the song’s subject, there are lines in the song that hint that it may well be about Mayer, who is 12 years older than her.