Taylor Swift, now 36, is reportedly set to marry NFL star Travis Kelce in New York this weekend. The couple, who began dating in 2023, have been hailed as a 'supercouple'. But before finding love with the Kansas City Chiefs tight end, Swift had a string of high-profile relationships that often inspired her songwriting. Here is a look back at her nine ex-boyfriends.
Joe Jonas
Swift dated the Jonas Brothers singer in 2008 when she was 18. The breakup, which occurred via a 27-second phone call, inspired the song Forever and Always on her album Fearless. She described the split as “tough,” but they later became friends.
Taylor Lautner
In 2009, Swift met actor Taylor Lautner on the set of the film Valentine's Day. Their romance was brief, and she wrote the song Back to December about him. They remain friends, and Lautner has even appeared in one of her music videos.
John Mayer
Swift had a short-lived romance with singer John Mayer in 2009, when she was 19 and he was 32. They collaborated on a song, but split in 2010. She is believed to have written Dear John about their relationship, which Mayer said left him feeling “humiliated.”
Jake Gyllenhaal
Swift dated actor Jake Gyllenhaal in October 2010. They were photographed arm in arm in New York, but reportedly broke up over the phone. Her song All Too Well from the album Red is widely thought to be about him.
Conor Kennedy
In July 2012, Swift, then 22, began dating Conor Kennedy, the 18-year-old son of politician Robert F. Kennedy Jr. They spent time at the Kennedy family compound in Hyannis Port, Massachusetts, but parted ways by the end of the summer.
Harry Styles
Swift started seeing British singer Harry Styles in November 2012 after meeting at an awards ceremony. The couple were spotted at New York's Central Park Zoo, but ended their relationship in January 2013, reportedly after an argument. The song Style is thought to be about him.
Calvin Harris
Swift met Scottish DJ Calvin Harris at an awards show in 2015. They dated for 15 months before a messy breakup played out on social media. Afterwards, Harris insisted they still had a “huge amount of love and respect” for each other.
Tom Hiddleston
Swift had a summer romance with British actor Tom Hiddleston in 2016. They were photographed kissing on a beach near her Rhode Island home, and Hiddleston was later seen wearing an 'I HEART TS' top. After the split, he said they had “the best time.”
Joe Alwyn
Swift began dating British actor Joe Alwyn in 2017, keeping the relationship low-profile in London. They co-wrote songs, and he appeared in her documentary Miss Americana. The couple split in 2023, after six years together.
