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Kirsten Dunst to Taylor Swift: A Look Back at Jake Gyllenhaal’s Relationship History

Kirsten Dunst to Taylor Swift: A Look Back at Jake Gyllenhaal's Relationship History

While Taylor Swift admirers have recently brought attention to the outstanding actor Jake Gyllenhaal’s love life, he has been romantically involved with many other women over the years, the majority of them being actors and models. Here is more information on the Donnie Darko actor’s past relationships.

Jake Gyllenhaal Information

According to Elite Daily, indie rock band Rilo Kiely’s lead singer Jenny Lewis and Jake had a brief relationship in 2001. Nevertheless, despite their breakup, the two remained close, and ten years later, Jake even accompanied Jenny to the Golden Globes.

According to L’Officiel, Jake and the Melancholia actor dated from 2002 to 2004. It is said that Jake’s sister, Maggie Gyllenhaal, set them up. Before breaking up, they shared a house, bought a puppy together, and their relationship progressed quickly. The two, however, no longer maintained a regular line of communication, Kirsten said to Allure in 2009.

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Jake Gyllenhaal apparently dated the Black Swan star Natalie Portman for several months in both 2002 and 2006. Even after their separation, they remained friends and co-starred in the 2009 film Brothers.

They became good friends after meeting on the Rendition set, and their relationship lasted from 2007 to 2009. Reese divorced her first husband, Ryan Philippe, not long before this. The two children of Reese and Jake reportedly grew close during their relationship, making their separation in 2009 quite traumatic emotionally. The exact reason for the breakup is unknown, but a source told E! that the spark between the two simply started to wane. Years after the Walk the Line actress’s death, Jake continued to praise her, telling Entertainment Weekly in 2016 that she was “one of the sharpest, strongest women I’ve ever met.”

Jake’s relationship with Taylor Swift

According to US Weekly, Jake’s relationship with Taylor Swift, which lasted three months in 2010, was possibly one of the most contentious relationships in his personal life. Fans have widely conjectured that Taylor wrote the song “All Too Well” from her 2012 album Red about Jake, who is roughly 10 years Taylor’s senior. The song was reworked by Taylor and published in 2021 along with a 10-minute short film. The movie explores the difficulties of a partnership with a significant age difference and an emotionally distant male partner, according to Glamour.

Despite the obvious connections between their relationship and the lyrics of the song and the plot of the movie, Jake said to Esquire when asked how he felt about the re-recorded song and the movie that he had no ill feelings towards Taylor and disputed that the video had anything to do with him.

Jake allegedly met the model in a gym in New York City, sparking a six-month relationship. According to The Daily Mail, the two separated in 2014 as a result of Jake’s excessive schedule filming Southpaw.

Jake has been dating model Jeanne Cadieu since 2018

Although the couple prefers to keep their romance private, they did make their first red carpet appearance together in September 2021. They spent the pandemic in quarantine together, and the actor even said on The Howard Stern Show in October 2021 that he is open to marrying Jeanne at some point, according to People.

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