1. Picture To Burn
ABOUT: Jordan Alford
WHO HE IS: High school boyfriend.
2. Teardrops On My Guitar
ABOUT: Drew Hardwick
WHO HE IS: High school crush.
3. Our Song
ABOUT: Brandon Borello
WHO HE IS: Longterm High School Boyfriend, he and Taylor dated for like, a very long time apparently.
4. Should’ve Said No
ABOUT: Sam Armstrong
WHO HE IS: HS boyfriend who cheated on her. Little did he know that the girl he was cheating on would become a mega famous pop star known for her epic breakup anthems.
5. Tim McGraw
ABOUT: Brandon Borello
WHO HE IS: Again, this was her longterm high school boyfriend who may or may not be the only ex that Taylor Swift actually likes.
6. Stay Beautiful
ABOUT: Cory Robertson
WHO HE IS: Fourth grade crush.
7. Fifteen
ABOUT: Brandon Borello
WHO HE IS: Her longterm high school boyfriend, again.
8. Hey Stephen
ABOUT: Stephen Liles
WHO HE IS: Some musician who toured with Taylor and is part of the country duo Love & Theft. This was clearly Taylor’s first attempt at celebrity dating, but I think we all knew she could do better.
9. Forever and Always
ABOUT: Joe Jonas
WHO HE IS: Arguably the hottest Jonas brother, Joe was Taylor’s first big celebrity relationship. The two dated from July 2008 to October 2008 at which point Joe dumped Taylor over the phone. Big mistake, Joe. Huge.
10. Mr. Perfectly Fine (Taylor's Version)
ABOUT: Joe Jonas (again)
WHO HE IS: same guy. *eye roll*
11. Mine
ABOUT: Cory Monteith
WHO HE IS: Late great star of Glee. RIP.
12. Back To December
ABOUT: Taylor Lautner
WHO HE IS: The werewolf from Twilight who falls in love with Kristen Stewart’s baby in the end.
13. Dear John
ABOUT: John Mayer
WHO HE IS: Katy Perry’s ex. As we all know, 20-year-old Taylor Swift briefly dated thousand-year-old John Mayer from December 2009 to February 2010, which would eventually spawn the Katy Perry/Taylor Swift rivalry of today.
14. Better Than Revenge
ABOUT: Joe Jonas
WHO HE IS: If you thought Joe Jonas was going to get away with leaving Taylor for actress Camilla Belle, then you don’t know Taylor Swift at all. This song goes in not only on Jonas, but his new girlfriend, with lyrics referring to an “actresses” who’s “better known for the things that she does on the mattress” (sick burn, Tay!) and the line “she underestimated just who she was stealing from,” which is honestly probably very true.
15. Sparks Fly
ABOUT: Jake Owen
WHO HE IS: Some random country singer.
16. Last Kiss
ABOUT: Joe Jonas
WHO HE IS: Joe Jonas, you done fucked up now. JJ had to learn the hard way that you do not dump Taylor Swift on the phone for some rando actress without having any less than three pointed breakup songs about you.
17. The Story of Us
ABOUT: John Mayer
WHO HE IS: Some old guy.
18. Enchanted
ABOUT: Adam Young
WHO HE IS: Guy from Owl City.
19. State Of Grace
ABOUT: Jake Gyllenhaal
WHO HE IS: Maggie Gyllenhaal’s brother who got to hook up with Heath Ledger in that one movie.
20. Treacherous
ABOUT: Conor Kennedy
WHO HE IS: A fucking Kennedy.
21. I Knew You Were Trouble
ABOUT: Harry Styles
WHO HE IS: Hottest guy in one direction who isn’t Zayn Malik.
22. We Are Never Getting Back Together
ABOUT: Jake Gyllenhaal
WHO HE IS: See above.
23. All Too Well
ABOUT: Jake Gyllenhaal, again
WHO HE IS: It’s this scarf shit again! This song refers to a “scarf” left at “your sister’s house,” which I guess is a reference to a scarf that Taylor left at Maggie Gyllenhaal’s house. Very deep.
24. Everything Has Changed
ABOUT: Conor Kennedy
WHO HE IS: Still a fucking Kennedy.
25. The Last Time
ABOUT: Jake Gyllenhaal
WHO HE IS: Okay so Taylor Swift must have really, really liked Jake Gyllenhaal. I mean, he’s cute and all but like, is he 4+ songs on what is arguably your best album cute? IDK. Swifties say this song is about Jake because of the lyric “Put my name at the top of your list,” since Jake had been linked to both Rachel Bilson and Anna Kendrick at the time.
26. Holy Ground
ABOUT: Joe Jonas
WHO HE IS: Just when you thought Taylor was over the whole Joe Jonas dumping her on the phone thing, she’s not! This song is all about NYC, and at the time Joe was her only NYC-based boyfriend.
27. Red
ABOUT: Jake Gyllenhaal
WHO HE IS: Scarf guy.
28. Treacherous
ABOUT: Harry Styles
WHO HE IS: Hot British feminist.
29. Sad Beautiful Tragic
ABOUT: Jake Gyllenhaal
WHO HE IS: Douche bag actor.
30. Begin Again
ABOUT: Conor Kennedy
WHO HE IS: Actually my friend’s sister’s boyfriend, fun fact.
31. Style
ABOUT: Harry Styles
WHO HE IS: I mean, the song is called “Style.” Also, the lead in the music video looks exactly like him.
32. Out Of The Woods
ABOUT: Harry Styles, again
WHO HE IS: Harry Styles is the big winner for 1989. This song refers to paper airplanes, which is probably a reference to the matching paper plane necklaces Taylor and Harry had while they were together.
33. I Know Places
ABOUT: Harry Styles
WHO HE IS: Someone who I’m glad is single so I can freely simp.
34. Gorgeous
ABOUT: Joe Alwyn (Tom Hiddleston is rumored to be the "older boyfriend”).
WHO HE IS: Current Boyfriend.
35. Call It What You Want
ABOUT: Joe Alwyn
WHO HE IS: British actor.
And that's all!
Most of her Lover songs are directed towards Joe Alwyn, so we didn't both to add those. Anything we missed? Let us know in the comments!
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