Taylor Swift’s Dating History

Since a very young age, the cult favorite singer Taylor Swift has dated many Hollywood hunks.

Her 1st high-profile boyfriend of 2008, Mr. Perfectly Fine Joe Jonas dumped her over a phone call!

In 2009, the You Belong With Me songwriter dated Lucas Till but they soon decided to stay ‘friends’.

Swift ‘tried’ being a couple with Taylor Lautner in 2009 after starring in Valentine’s Day but it didn’t work out.

Her 3-month long romance with John Mayer in 2010 led to a breakup & a revenge song Dear John.

Taylor dated Jake Gyllenhaal for a few months in 2010 and dedicated All Too Well to their relationship.

Her summer romance with Conor Kennedy happened in 2012 but Everything Has Changed after 6 weeks.

Taylor’s infamous New Year Eve’s kiss with Harry Styles gave them the title “Haylor” but Is It Over Now?

Swift also dated DJ Calvin Harris in 2015 but the ‘perfect couple’ broke up after a few months.

Avengers fame Tom Hiddleston was also Taylor Swift’s boyfriend in 2016 but split in Cruel Summer.

After dating Lover for 6 long years since 2016, Swift broke up with Joe Alwyn in 2023. He was thought to be “the one” for Taylor.