Jake Gyllenhaal Girlfriends List (Dating History)

Jake Gyllenhaal, the star of such movies as Donnie Darko, Brokeback Mountain, Zodiac, Prince of Persia, Nocturnal Animals, is a completely unique actor. He is handsome, charismatic and unusually talented. Therefore, it is not surprising that he is always surrounded by beautiful women. So, let’s see who these women are.
Jenny Lewis
2001
Their romance was short-lived and they remained good friends.
Kirsten Dunst
2002 – 2004
The relationship between Gyllenhaal and Dunst began thanks to his sister Maggie, who starred together with Kirsten in Mona Lisa Smile. Very soon the two settled together in Los Angeles and adopted a dog. However, 2 years later their ideal love story ended. Even though the former lovers tried to stay friends, they just couldn’t.
Natalie Portman
2006
The couple had a brief romance that lasted only several months. Their incredible respect for each other made them pretty close friends. Jake always speaks very warmly about Natalie.
Reese Witherspoon
2007 – 2009
Their affair supposedly began after joint filming in Morocco. At that time Reese just divorced Ryan Philippe and was open to something new. Gyllenhaal was often seen with Witherspoon and her two kids, Ava and Deacon, and often cooked for his girlfriend. In 2009 the happy couple called it quits. There were no scandalous reasons, everything went quietly and calmly.
Taylor Swift,
2010- 2011
There was an assumption that the two began their relationship after dinner at Gwyneth Paltrow’s place, which they both attended. Their romance was not long but very vivid. It inspired Taylor to create several new songs.
Anna Kendrick
2011
There weren’t any official confirmations of their dating, but the friends of the actors said that Anna and Jake became very close during filming End of Watch.
Minka Kelly
2012
Gyllenhaal was spotted having several dates with the Friday Night Lights star. It was nothing serious, but they again hooked up in 2014.
Alyssa Miller
2013 – 2014
The affair between the actor and the model started in summer, but it ended next winter. There were rumors that Gyllenhaal’s shooting far away from Miller caused their breakup.
Margot Robbie
2014
The actor was seen at a ski resort in the company of the beautiful blonde. However, there was no continuation.
Ruth Wilson
2015
The two were spotted kissing after Ruth's Golden Globes win. Perhaps, it was only one close moment between Wilson and Gyllenhaal.
Jeanne Cadieu
2018 till present time
After several years without any relationship, Gyllenhaal began dating French fashion model Jeanne Cadieu. The lady is 15 years younger than the actor. Jake’s friends were very happy about their love and believed that she could become the one for him. As it is known, they are still linked by a romantic relationship.
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00:00 - Jake Gyllenhaal Girlfriends
00:23 - Jenny Lewis
00:29 - Kirsten Dunst
00:52 - Natalie Portman
01:07 - Reese Witherspoon
01:31 - Taylor Swift
01:46 - Anna Kendrick
01:57 - Minka Kelly
02:10 - Alyssa Miller
02:22 - Margot Robbie
02:30 - Ruth Wilson
02:41 - Jeanne Cadieu