Taylor always was and always will be a hopeless romantic who takes her crushes way, way too seriously. “Hey, Stephen” was her way of telling her crush “hey, I’m kinda obsessed with you, here are 50 reasons why you should choose me.” The song was written for Stephen Barker Liles of “Love and Theft” after the two toured together.
When Swift called to tell him she wrote a song about Stephen started to sweat and with good reason! But after hearing the surprisingly-sugary song, he wrote one back, called “Try to Make It Anyway!”
Calling Camilla Belle a Floozy in"Better Than Revenge"
With a title like this, we know Swift was in full-blown retaliation mode. Well, she was about 20 when she wrote this song, so give her a break! This song is one of her most controversial ones, and it's rumored to be about Camilla Belle, who infamously started dating Joe Jonas while he was with Taylor! Why the controversy, you ask?
Well, there's one specific line in this song saying that Camilla is mostly known for what she does on the mattress. That is just... so shady! Camilla vaguely responded nine years later, tweeting that “Those who hurt you will eventually screw up themselves & if you’re lucky, God will let you watch.” Ouch!
Spilling Her Best Friend's Secrets in "Fifteen"
The retrospective song about how innocent and gullible you are when you're in your Freshman year of high school was actually written by a 17-year-old Taylor Swift! If you listen closely, you'll learn very intimate details about Taylor's bestie, Abigail. In the second stanza, Taylor spills that Abigaile gave "everything" to a lad who later changed his mind.
Could you imagine the entire world knowing such an intimate detail about you? Yikes! Still, Tay gives younger girls advice saying that time can help us heal, which is indeed very true.
Calling Joe Jonas a Liar in "Forever & Always"
Joe Jonas only dated Taylor for about six months, but he got a lot of songs written about him. This track was inspired by their 24-second-phone breakup. The song called out Joe for leaving her after promising her that he will be there, well, "Forever & Always."
Taylor later admitted that dissing Joe the way she did was one of her most mouthy moments, saying that that was some "Teenage stuff." Man, we're so glad no one was there to record all the things we said and did in our teens. Crisis averted.
Dreaming About Drew in "Our Song"
One of her first hits was actually written for one of her first boyfriends. Since she was just a normal teenager back then, she also dated normal, non-famous boys. She didn't even write this song for an album but for a talent show!
Drew Dunlop was the lucky subject of a surprisingly sweet Taylor song. Swift's classmates loved the song so much that she decided to include it in her self-titled album. Guess her friends were prophets because the song became a hit!