Jake Gyllenhaal Girlfriends 2022: Who Is Jake Dating Now?





For nearly 30 years, actor Jake Gyllenhaal has entertained moviegoers and won praise from critics with his performances in such films as Donnie Darko (2001) and Nightcrawler (2014). Presently, Gyllenhaal is suiting up to become the next A-list celebrity to join the Marvel Cinematic Universe. He is slated to play the classic Marvel villain Mysterio in the sequel to Spider-Man: Homecoming (2017). Gyllenhaal may be entering into supervillain-status, but what about his relationship status?

Let’s take a look!

Kirsten Dunst 2002-2004


Kirsten Dunst, who coincidentally achieved fame through her portrayal of Mary Jane Watson in Sam Raimi’s Spider-Man trilogy (2002-2007), began dating Gyllenhaal after the first film’s release. Unfortunately for the two lovebirds, their relationship expiration date was much sooner than the Spider-Man sequel’s release date.

Reese Witherspoon 2007-2009


Reese Witherspoon and Gyllenhaal met while filming the 2007 political thriller Rendition. Said Gyllenhaal about his former flame, “She is, as I would say about most of the women who I’m close friends with or had relationships in my life, one of the smartest, strongest people I’ve ever met.”

Taylor Swift 2010-2011


You might have forgotten about this pairing almost entirely if not for Taylor Swift‘s 2012 album Red, featuring a number of songs that are speculated to be written about Gyllenhaal. Although he maybe didn’t find the love that he was looking for, Gyllenhaal was at least inducted into the exclusive club of guys who have inspired Swift songs. Congratulations, Jake!

Alyssa Miller 2013


While filming the 2015 sports drama Southpaw, Gyllenhaal dated model Alyssa Miller. Miller is known for her appearances in such publications as Vogue, Elle and the Sports Illustrated Swimsuit Issue. The couple was rumored to have split due to the rigorous workout schedule Gyllenhaal took on in order to prepare for his role in Southpaw.

Single 2014-Present


Ladies, Jake Gyllenhaal is single! If the idea of dating one of Hollywood’s most eligible bachelors and Marvel’s newest bad boy appeals to you, Jake is your guy. Just be careful that Taylor Swift doesn’t write a song about you for her next album.



Jake Gyllenhaal is dating French model Jeanne Cadieu who is 16 years younger than him.

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