Music

Taylor Swift Songs and the Boyfriends They're Written About  

Amy Boal
39.3k votes 5.2k voters 1.3M views 29 items

List Rules Vote up the best of these hot, boyfriend (and hater)-inspired, Swiftie tracks.

Taylor Swift is perhaps best known for one thing: She's dated a lot of guys in Hollywood. She also loooooves to write songs about her relationships, and her fans love to analyze every lyric, liner note, and secret Taylor message to figure out which ex her latest hit single was inspired by. One thing is for sure: without Swift's ex-boyfriends, the Swifties would have fewer sappy songs to sing along to.

It seems Swift wrote almost an entire album about Jake Gyllenhaal, with plenty of songs from Red pointing toward the guy who dumped her over text. Hot tracks like "All Too Well" and "We Are Never Ever Getting Back Together" sure seem to put him on blast. The same goes for Joe Jonas and John Mayer, along with some regular people she dated before she was famous.

Fans also suspect she's written a few songs about people who weren't exactly boyfriends, but certainly affected her, like Kanye West and Camilla Belle (a Joe Jonas ex). Thankfully, Swift has a healthy outlet for helping her get through breakups. If only we could all find one so effective. Until then, we'll have to live vicariously through Taylor Swift.

Can't get enough TSwift? Check out the full best Taylor Swift songs list (including the ones that were written about non-boyfriend topics) and vote on the moment when Taylor Swift hit her peak.

Ranker Video
Video: YouTube

Probably written about: Lucas Till

Albums: Fearless

Composer: Taylor Swift, Liz Rose

More You Belong With Me

#18 of 36 on A Definitive Ranking of Basic Bitch Songs #1 of 104 on The Best Taylor Swift Songs #37 of 145 on The Best Songs About Unrequited Love #74 of 100 on The Best Songs With Belong in the Title

Is this a good song?
see more on You Belong With Me
Ranker Video
Video: YouTube

Written about: Taylor Lautner

Albums: Speak Now

Composer: Taylor Swift

More Back to December

#6 of 43 on The Best Country Songs for Breakups #8 of 104 on The Best Taylor Swift Songs #63 of 109 on The Best Songs with Back in the Title #12 of 64 on The Best Songs About Forgiveness

Is this a good song?
see more on Back to December
Ranker Video
Video: YouTube

Probably written about: John Mayer and/or Harry Styles

I Knew You Were Trouble is a musical recording by Taylor Swift. ...more on Wikipedia

Albums: Red

Composer: Taylor Swift, Max Martin, Shellback

More I Knew You Were Trouble

#22 of 100 on The Greatest Songs Of The Decade, Ranked #48 of 100 on The Catchiest Pop Songs Of The Decade, Ranked #11 of 104 on The Best Taylor Swift Songs #7 of 100 on The Best Songs with Trouble in the Title

Is this a good song?
see more on I Knew You Were Trouble
Ranker Video
Video: YouTube

Written about: Drew Hardwick

Albums: Taylor Swift

Composer: Taylor Swift, Liz Rose

More Teardrops on My Guitar

#9 of 43 on The Best Country Songs for Breakups #9 of 104 on The Best Taylor Swift Songs #33 of 145 on The Best Songs About Unrequited Love #27 of 131 on The Best Country Songs About Missing Someone

Is this a good song?
see more on Teardrops on My Guitar