Get to Know Jake Gyllenhaal's Dating History ... All Too Well

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Although Jake Gyllenhaal isn’t known as an action star, he’s starred in his fair share of high-adrenalin movies over the years, from the gritty boxing drama Southpaw to Marvel’s Spider-Man: Far From Home to this month's Road House, which is a remake of the 1989 movie of the same name.

Off-screen, Gyllenhaal’s personal life has been action packed as well, as he’s been romantically linked to a number of fellow A-listers—and became the subject of Taylor Swift’s most definitive breakup song. Read on for a rundown of Jake Gyllenhaal dating history, including details about his current girlfriend, Jeanne Cadieu.

Related: 'Road House' Delivers UFC Fighters and Shirtless Jake Gyllenhaal

Does Jake Gyllenhaal have a wife?

No, as of March 2024, Jake Gyllenhaal doesn’t have a wife. However, he’s made it clear in the recent past that marriage is in the cards. “All I want is to be a good husband and a father… that really is what I want,” he said during an interview on The Howard Stern Show in the fall of 2021. “That really is what I want, and now that I have fulfilled a lot of things in my career that I feel comfortable with, I can safely say that. I don't know if I could have said that before."

Has Jake Gyllenhaal ever been married?

No, Jake Gyllenhaal has never been married. When Howard Stern asked him why in a 2015 interview, the actor reflected that while there have been “opportunities,” something had always held him back. “I think I probably got scared," he admitted. "But I also think at some point, I think you just decide to grow up."

Who is Jake Gyllenhaal's girlfriend now?

Gyllenhaal has been dating his current girlfriend, Jeanne Cadieu, since late 2018. “I love her so much—she’s such a good person,” he told Howard Stern in October 2021, explaining that part of the reason he connected so much with Cadieu is that she doesn’t enjoy “all the other stuff” that comes along with his celebrity status. As a result, the couple have always been very private. “That's part of the reason why I just adore her," he said. "And not at all the main reason but, you know, one of them."

What does Jake Gyllenhaal's current girlfriend, Jeanne Cadieu, do for a living?

Cadieu is a 28-year-old French fashion model who has worked with designers including Saint Laurent, Tom Ford, Stella McCartney, Schiaparelli and Valentino. According to her Instagram bio, she’s currently a student at Columbia University in Manhattan, where both Jake and Maggie also studied.

How long has Jake Gyllenhaal been with his girlfriend Jeanne Cadieu?

Gyllenhaal and Cadieu made their red carpet debut in September 2021, showing up to support Gyllenhaal’s sister Maggie at the premiere of her acclaimed movie The Lost Daughter. The actor later revealed that this hard launch as a couple wasn’t entirely planned. "My sister grabbed [Jeanne], pulled her on that red carpet, which I think neither of us are really inclined to, you know, go on—even me," he told Howard Stern. "And to be there to support my sister was what we're there to do and I was like, 'Oh yeah, this is family.'”

More recently, in 2023, Gyllenhaal spoke to People about why privacy is so important to him and Cadieu. “It's no secret that I'm in a relationship and it's a wonderful relationship,” he says. “We are private, but I guess we are who we are. We're just living our lives. We always have. And I love that people are interested, but at the same time, it's like what's ours is ours.”

When did Jake Gyllenhaal date Taylor Swift?

Jake Gyllenhaal and Taylor Swift dated for roughly three months, from October of 2010 until early 2011.

Related: Jake Gyllenhaal and Taylor Swift's Complicated History

Did Taylor write 'All Too Well' about Jake Gyllenhaal?

Although Taylor has never explicitly confirmed this, it’s widely known that her iconic and devastating breakup song “All Too Well” is about Jake Gyllenhaal. In both the original track (which debuted on her 2012 album Red), and the long-awaited 10-minute version, which was released in late 2021, there are a number of references to her relationship with Gyllenhaal. There’s a line about “getting lost upstate” (the couple were seen picking apples in upstate New York during their romance), and more famously, Taylor sings: “And I left my scarf there at your sister's house / and you've still got it in your drawer even now,” which is believed to be a reference to the Thanksgiving she spent at Maggie Gyllenhaal’s house.

“All Too Well”-mania reached such high intensity after the release of the 10-minute version that Gyllenhaal himself was forced to address the situation. “It has nothing to do with me,” the actor told Esquire. “It’s about her relationship with her fans. It is her expression. Artists tap into personal experiences for inspiration, and I don’t begrudge anyone that.”

How long did Jake Gyllenhaal and Kirsten Dunst date for?

<p>Photo by Jon Kopaloff/FilmMagic</p>

Photo by Jon Kopaloff/FilmMagic

Jake Gyllenhaal and Kirsten Dunst dated for two years, from 2002 until 2004. They were reportedly introduced by Maggie Gyllenhaal, who had starred alongside Dunst in the movie Mona Lisa Smile. The couple quickly moved in together, adopted a German Shepherd puppy and went out for a salad-based lunch date which ultimately became the stuff of internet legend.

What happened to Jake Gyllenhaal and Kirsten Dunst?

The couple broke up in 2004, and Dunst later explained that a personality mismatch was the reason why. “He’s a stay-at-home boy and I’m an out-on-the-town girl,” she told the now-defunct British tabloid News of the World (via InStyle).

Did Reese Witherspoon date Jake Gyllenhaal?

<p>Photo by Eric Charbonneau/VF/Getty Images for Vanity Fair</p>

Photo by Eric Charbonneau/VF/Getty Images for Vanity Fair

Reese Witherspoon and Jake Gyllenhaal dated for roughly two years, from 2007 until 2009. The two reportedly became close while they were filming the 2007 thriller Rendition, and were often seen out as a family with Witherspoon’s two children. When they split in 2009, People reported that it was because Gyllenhaal wanted to get married, while Witherspoon was wary of taking this step so soon after her divorce from Ryan Phillippe. But it seems like they parted on good terms—in a 2016 interview with People, Gyllenhaal described Witherspoon as “one of the smartest, strongest people I've ever met."

Did Jake Gyllenhaal date Rachel McAdams?

Gyllenhaal and McAdams sparked dating rumors during the filming of their gritty 2015 sports drama Southpaw, as the actors were often seen getting dinner and attending boxing matches together. But the relationship was never confirmed to be anything other than tabloid hearsay. McAdams actually has a rule about not dating her co-stars during filming, and both she and Gyllenhaal denied the reports.

Who else has Jake Gyllnehaal dated?

Gyllenhaal has been linked to a number of other high profile women, including actresses Natalie Portman, Minka Kelly and Anna Kendrick, Sports Illustrated Swimsuit model Alyssa Miller, and Rilo Kiley singer Jenny Lewis.

Next, Taylor Swift's Dating and Relationship History—and the Songs Each Lucky Guy Inspired