Celebrities

Here's Jake Gyllenhaal's dating history: From Kirsten Dunst to Taylor Swift

Taylor Swift is Jake Gyllenhaal’s most famous ex-girlfriend, but the actor has a long history of celebrity loves. Here are the women he has dated.

Maja SmiejkowskaREUTERS

With more than two dozen titles in his filmography, Jake Gyllenhaal has become one of the most established actors in the movie industry. Thanks to performances in films such as “The Prince of Persia” (2010) and “Love & Other Drugs” (2010), he has reached Hollywood heartthrob status.

While the actor’s most well-known relationship was with Taylor Swift, the star has a vast romantic history, including celebrities such as Kirsten Dunst and Reese Witherspoon, to name a few.

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Here’s Jake Gyllenhaal’s dating history: From Kirsten Dunst to Taylor Swift

Gyllenhaal’s career on the big screen began in 2001 with cult favorite “Donnie Darko.” Since then, he has starred in various productions, ranging from arthouse to commercial films. During the beginning of his career, the actor was in a relationship with Kirsten Dunst, whom he met through his sister, Maggie Gyllenhaal.

The two were together from 2002 to 2004.

Jake Gyllenhaal and Kirsten Dunst in Los Angeles, California, in 2003.Getty Images

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Years later, the actor began dating Reese Witherspoon. The couple met in 2007 and began a romance in 2008. However, this romance only lasted a year. In 2009, the actors broke up. However, Gyllenhaal’s bachelorhood was short-lived.

In 2010, he got involved in his most high-profile relationship when he began dating Taylor Swift. While the romance didn’t last long, their story was captured in a 10-minute breakup song, “All Too Well”.

Three years later, the “Road House” actor had a short six-month relationship with model Alyssa Miller.

Since then, Gyllenhaal has kept his private life under he radar. The next public relationship he had was with model Jeanne Cadieu. The romance began in 2018 and is still going strong to this day.

These are the confirmed relationships of the actor, but there were also reports he was involved with Natalie Portman, Minka Kelly, Anna Kendrick, and Jenny Lewis.

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