However, it appears the 40-year-old has well and truly moved on with his new girlfriend, 25-year-old Jeanne Cadieu.
Gyllenhaal has been dating model Cadieu since late 2018, with the couple keeping their relationship under wraps for the last few years.
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It seems the pair are going strong after Gyllenhaal told Vogue UK in 2020 he envisions himself becoming a dad in the future.
“Yes, of course I do,” he told the magazine.
“I’m not someone who has ever existed in a space where I’ve really known what’s coming next … but you do have to be open to it.”
Here are five things you need to know about the Brokeback Mountain star’s new girlfriend.
She’s a model
Cadieu is represented by Elite Model Management NYC and has modelled for a number of high-profile, luxury brands including Chanel and RM Williams.
Her Instagram, which boasts over 28,000 followers, is full of her stunning professional modelling shots and images from her time at Paris Fashion Week.
According to reports, Cadieu was born in Paris but now lives in the US after moving to study at Columbia University in New York.
She speaks French
The fashion model speaks fluent French as she was born in Paris before moving to New York to study at college.
Cadieu revealed her bilingual skills when speaking in an Instagram video with fellow French pal, Eloise.
She is politically minded
Cadieu has shared several political posts to her public Instagram page, including the celebration of Joe Biden and Kamala Harris’ presidential win earlier this year.
“First female Vice-President, first Black VP and first South Asian VP. What an enormous celebration this is,” she said of Harris.
“I feel hope and gratitude to be witnessing this moment in American history. A new world lies ahead.”
The model also shared protest signs from a police brutality rally and encouraged her followers to donate to the UCLA Black Graduate Student Association.
She is athletic
Cadieu also shows off her sporty side on her social media, with posts at the beach and riding bikes when she’s not busy modelling for high-end brands.
She has also posted clips of herself working hard at the gym with a personal trainer, enjoying a barre class and doing yoga while posing in Lululemon activewear.
She is private about her relationship with Gyllenhaal
Cadieu and Gyllenhaal have been dating for more than three years, however evidence of the pair’s romance cannot be found on social media.
Neither have posted about each other on Instagram and the couple have kept their relationship low-key — apart from several public sightings by paparazzi.
They made their red-carpet debut at the New York Film Festival in September alongside Gyllenhaal’s sister Maggie Gyllenhaal and her husband Peter Sarsgaard.
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