The Ultimate List of People Who Have Broken Taylor Swift's Heart

...Lol a PKBner's List of People Who Have Broken Taylor Swift's Heart

Joe Jonas

There was a time when Joe was at the top of the teenage pop star world while Taylor was just starting to make waves.

They dated until Joe broke up with her via a 27-second phone call. Not cool, dude...

Songs About Joe Jonas

"Last Kiss""Forever and Always"

Taylor Lautner

After co-staring in "Valentine's Day," Taylor and Taylor started dating. Who wouldn't want to date a super good-looking guy with your same name?

The tabloids quickly named them "Taylor Squared."

Songs About Taylor Lautner

"Back to December"

Jake Gyllenhaal

Rumors state that Jake spent $160,000 to have her flown in to see him on a private jet. Jake's busy schedule and his issues with settling down led to him breaking up with her via text.Jake really did a number on Taylor, but she took that grief and turned it into an album!

Songs About Jake Gyllenhaal

"We Are Never Ever Getting Back Together""State of Grace""All Too Well""Girl at Home""The Moment I Knew"

John Mayer

After collaborating with John on "Half of My Heart," the duo started a romantic fling. People warned her about John being a playboy, but she just couldn't resist.

This one's on you, Taylor. You should've known better!

Songs About John Mayer

"I Knew You Were Trouble""Dear John"

Cory Monteith

Cory and Taylor never actually dated, but that didn't stop Taylor from writing a song about him. She said that he "put his arm around me by the water, and I saw the entire relationship flash before my eyes.

Rest in peace, Cory...

Songs About Cory Monteith

"Mine"

Conor Kennedy

When Taylor was 22, she started dating 18-year-old Conor Kennedy, Robert F. Kennedy's grandson. The relationship took everyone by surprise, but it was short-lived.

Taylor wrote a song about how she found love again with Conor.

Songs About Conor Kennedy

"Begin Again"

Harry Styles

It seems like everyone in the world knew it was just a matter of time until Taylor started dating Harry Styles.

Taylor had a rocky relationship with the One Direction star, and they ended up calling it quits while on vacation in the Virgin Islands. Ouch!

Songs About Harry Styles

"Out of the Woods"

Kanye West

Okay, so Taylor had absolutely no romantic interest in Kanye West. However, that didn't change the fact that he broke her heart.

A drunken Kanye got on stage at the 2009 VMAs while Taylor was giving her acceptance speech for Best Female Video.Taylor felt hurt and humiliated on national TV.

Songs About Kanye West

"Innocent"