“Picture to Burn” is an angsty breakup song about Jordan Alford, who went on to date, and later marry, one of Taylor’s former friends named Chelsea. Chelsea told Daily Mail:

[Jordan and I] just thought it was funny. [Jordan] was like, ‘I’m not a redneck! She makes me look like some redneck!’ but other than that we just thought it was kind of funny. […] [After I began dating him, Taylor and I] exchanged a few words over a locker fight. We were 14, we were just being girly, snarky.

The song is the fourth single from Swift’s debut album and peaked at #3 on Billboard’s US Hot Country Songs. The track’s music video featured Taylor’s high school best friend Abigail Anderson, who she wrote “Fifteen” about.