A Complete List Of Jake Gyllenhaal’s (Very Famous) Ex-Girlfriends

If you didn't even know he was dating someone, you're not the only one

Jake Gyllenhaal has had his fair share of famous girlfriends — Kirsten Dunst, Reese Witherspoon and Taylor Swift, to name a few. So, it makes sense he’d want to keep his current love life as far out of the spotlight as possible.

In fact, he’s been so low key on the romance front in recent years that you’d be forgiven for assuming he was single. Alas, the 43-year-old actor is not. He’s been quietly dating French model Jeanne Cadieu, 27, since 2018. According to reports, the actors and the model are “serious”, too.

The only question remains is whether Taylor Swift was talking about Jake and Jeanne when she recorded that now-infamous ‘All Too Well’ lyric, “I’ll get older but your lovers stay my age”. Eep.

Here’s what we know about Jake and Jeanne, as well as all of Gyllnehaal’s previous girlfriends.

Who Is Jake Gyllenhaal’s Girlfriend?

As we know, that would be French model, Jeanne Cadieu. Here’s everything we know about their romance.

Jeanne Cadieu: 2018 – Present


Cadieu, who is based in New York and is a model with IMG, was first linked to Gyllenhaal in December 2018 and has reportedly attended several high-profile events with the actor like Cartier’s Clash de Cartier event in April 2019, although they walked the red carpet separately.

Page Six  previously reported that Cadieu has already met Gyllenhaal’s family, been on a handful of holidays with the actor, and was spotted supporting him at his Broadway play, Sea Wall/A Life. They’ve since attended multiple red carpet events together, including Cannes Film Festival in 2023, and the Vanity Fair Oscars after party in 2022.

Other than this, the couple has kept their romance fairly under-the-radar.

Gyllenhaal hasn’t always been so secretive about his relationships, with the actor having a long list of high-profile romances. Given that he’s now looking close to settling down, let’s take a look back at his list of former loves (at least, the ones that we know to be true).

Jake Gyllnehaal’s Ex Girlfriends: A Complete List

Kirsten Dunst: 2002 – 2004


Jake Gyllenhaal dated fellow actor and noughties icon Kirsten Dunst for two years. They even lived together in Los Angeles and co-owned a German Shepherd.

Jake and Kirsten were reportedly introduced by Maggie Gyllenhaal, who starred with Dunst in the film, Mona Lisa Smile.

Natalie Portman: 2006 


Jake was briefly linked to Natalie Portman in 2006 after they were spotted on a date. They reportedly remain on good terms and even appeared in the 2009 film Brothers together.

Reese Witherspoon: 2007 – 2009


Jake and Reese Witherspoon reportedly met on the set of the film Rendition. However, Reese was still in the midst of her divorce from Ryan Phillippe, so she and Jake didn’t formally get together until 2007.

Taylor Swift: 2010 – 2011


If you haven’t heard of this coupling, you may have been living under a rock. Jake Gyllenhaal and Taylor Swift dated briefly around 2010-2011. The relationship later *allegedly* became the subject of many Swift songs, most famously ‘All Too Well’.

The relationship returned to the spotlight in 2021 after Swift released her re-recorded version of Red, with a 10-minuted version of ‘All Too Well’.

From the scarf reportedly left at Maggie Gyllenhaal’s house, to “the actress“, and the “lovers who stay [her] age”, the song drummed up a lot of memories — and feelings — about the Jake romance.

Alyssa Miller: 2013 – 2014


Jake Gyllenhaal dated Sports Illustrated model, Alyssa Miller, after meeting at his gym.

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