Taylor Swift's 10 Famous Ex-Boyfriends: Who Is The Oldest?

Singer Taylor Swift rose to fame in 2006 and ever since she's been one of the most well-known names in the music industry. Over the course of her career, she has released numerous successful albums and her songwriting skills have been praised by fans as well as fellow artists.

Highlights

  • Taylor Swift has dated a variety of older men throughout her career, including Harry Styles, Taylor Lautner, Jake Gyllenhaal, Tom Hiddleston, and John Mayer.
  • Swift's most recent ex-boyfriend is Joe Alwyn, whom she dated for nearly six years. She is currently in a relationship with Travis Kelce, a tight end for the Kansas City Chiefs.
  • Despite the age differences, Swift's relationships with these older men have captured the attention of fans and the media, with speculation about the seriousness and longevity of each relationship.

Singer Taylor Swift rose to fame in 2006 and ever since she's been one of the most well-known names in the music industry. Over the course of her career, she has released numerous successful albums and her songwriting skills have been praised by fans as well as fellow artists.

Today, we're taking a look at just who the oldest guy that Taylor Swift dated is. While she is currently in a new relationship with Travis Kelce, he certainly isn't the oldest guy the 34-year-old pop star has been linked to!

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Updated October 2023: Taylor Swift has had her fair share of high-profile relationships in the last decade. After she and Joe Alwyn broke up after being together for six years, Swift has been involved in a whirlwind romance with Travis Kelce of the Kansas City Chiefs since September 2023. While the relationship is new, the rumors are swirling that it is serious. Just how serious though, is anyone's guess.

10 Conor Kennedy

Age: 29 Years Old

  • Dated July 2012 to September 2012

Kicking the list off is Conor Kennedy, son of radio activist and environmental lawyer Robert F. Kennedy Jr. Conor Kennedy and Swift started dating in July 2012, and at the time they were often spotted together. However, only a couple of months later — in September — the two parted ways.

Conor Kennedy is mostly known as a model and environmentalist. Conor Kennedy was born on July 24, 1994, in Mount Kisco, New York, and he is currently 29 years old.

9 Harry Styles

Age: 29 Years Old

  • Dated: September 2012 to January 2013

Next on the list is former One Direction member Harry Styles who started dating Swift in September 2012. While fans were thrilled that the two famous pop stars were dating, unfortunately, their love didn't last for too long. In January 2013, the couple parted ways.

Styles rose to fame in 2010 as a member of One Direction, and since the band's hiatus in 2016, he has released three successful studio albums. The singer was born on February 1, 1994, in Redditch, United Kingdom, and he is currently 29 years old.

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8 Taylor Lautner

Age: 31 Years Old

  • Dated: October 2009 to December 2009

Let's move on to actor Taylor Lautner who rose to fame in 2008 as Jacob Black in The Twilight franchise. Lautner and Swift met in October 2009 on the set of the rom-com Valentine's Day. The two stars briefly dated, but by December 2009 they had already parted ways.

Apart from Twilight, Taylor Lautner is also known for starring in projects like The Adventures of Sharkboy and Lavagirl in 3-D, Abduction, Cuckoo, and Scream Queens.

The actor was born on February 11, 1992, in Grand Rapids, Michigan, and he is currently 31 years old.

7 Joe Alwyn

Age: 32 Years Old

  • Dated: September 2016 to April 2023

Swift's most recent ex-boyfriend, Joe Alwyn is next. The actor and the musician started dating in September 2016, and they were together for almost six years.

Alwyn is best known for starring in projects like The Favourite, Mary Queen of Scots, and Harriet. The actor was born on February 21, 1991, in Kent, England, and he is currently 32 years old.

6 Travis Kelce

Age: 34 Years Old

  • Dated: September 2023 to Current

Swift's current boyfriend is Travis Kelce. The Kansas City Chief's tight end famously got the Lavender Haze singer's attention after he attended her concert at Arrowhead Stadium. Kelce tried to get a friendship bracelet to Swift but she would not see him because she needed to rest her voice.

Kelce put an offer out to Swift to attend a game of his at Arrowhead to see if she would attend.

"I've seen you rock the stage at Arrowhead [Stadium]," Kelce said, according to People. "You might have to come see me rock the stage at Arrowhead and see which one's a little more lit."

Swift showed up to watch Kelce in September 2023, and the two have been inseparable since.

5 Joe Jonas

Age: 34 Years Old

  • Dated: June 2008 to October 2008

Next on the list is Joe Jonas who dated Swift from June until October 2008.

Jonas rose to fame as a member of the band the Jonas Brothers in 2007, but he also has a lot of success as a solo artist as well as the band DNCE. Jonas was born on August 15, 1989, in Casa Grande, Arizona, and he is currently 34 years old — just like Swift!

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4 Calvin Harris

Age: 39 Years Old

  • Dated: March 2015 to June 2016

The first guy on today's list who is older than Taylor Swift is DJ and producer Calvin Harris. The two stars dated from March 2015 until May 2016, and over the course of that year, they were frequently spotted out and about together.

So far, the DJ has released five successful studio albums. Calvin Harris was born on January 17, 1984, in Dumfries, Scotland — and he is currently 39 years old.

3 Jake Gyllenhaal

Age: 42 Years Old

  • Dated: October 2010 to January 2011

Opening up the top three of the oldest guys that Swift dated is Hollywood star, Jake Gyllenhaal. The actor and the singer dated from October 2010 until March 2011.

Gyllenhaal rose to fame in the late '90s, and he is best known for starring in projects like Donnie Darko, Love & Other Drugs, Brokeback Mountain, and Spider-Man: Far From Home. The actor was born on December 19, 1980, in Los Angeles, California, and he is currently 42 years old.

2 Tom Hiddleston

Age: 42 Years Old

  • Dated: June 2016 to August 2016

The runner-up on today's list is actor Tom Hiddleston. The Hollywood star started dating Taylor Swift in June 2016 after only two months the two parted ways.

Hiddleston rose to fame in the 2000s, and he is best known for portraying Loki in the Marvel Cinematic Universe. The actor was born on February 9, 1981, in London, England, and he is currently 42 years old.

1 John Mayer

Age: 46 Years Old

  • December 2009 to March 2010

And finally, wrapping the list up at spot number one is musician John Mayer. The star dated Swift briefly from late 2009 and ended things in early 2010.

Mayer rose to fame in the early 2000s, and over the course of his career, he has released eight successful studio albums. The singer was born on October 16, 1977, in Bridgeport, Connecticut, and he is currently 46 years old, meaning that he is almost 13 years older than Swift.

Source: People, whosdatedwho

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