Natalie Portman has been romantically attached to several A-listers over the years. Portman had a brief relationship with Jake Gyllenhaal in 2006, three years before they costarred in the 2009 psychological drama Brothers.
How long did Jake Gyllenhaal and Natalie Portman date?
Jake Gyllenhaal and Natalie Portman (2006)
According to E! News, the two were initially romantically linked back in 2002 but didn't make headlines until 2006, when they were spotted out on a date. It's unknown how long their romance lasted, but it was brief.
And when Ellen DeGeneres asked Gyllenhaal about his love life when he was on her show around that time, the Brokeback Mountain actor responded by saying he was single. All things considered, it is likely the two were just friends and never dated.
In the past, Gyllenhaal has had much more public relationships: He has been romantically linked to Kristen Dunst, Natalie Portman, Reese Witherspoon, Taylor Swift, and more.
Introduced through Jake's sister, the two began dating in 2002. During their two-year romance, the couple shared a home in the Hollywood Hills and bought a German Shepard. They split in December 2004.
Natalie Portman’s Relationship History: From Benjamin Millepied To Jake Gyllenhaal
How long was Reese Witherspoon with Jake Gyllenhaal?
Jake Gyllenhaal
"He's very supportive," the actress said of her then-boyfriend, with whom she spent low-key weekends at her Ojai, Calif., farmhouse. But after two years together, they split in November 2009. "Jake would marry [Reese] tomorrow, but Reese doesn't want to go there yet," a friend of the pair told PEOPLE.
How old was John Mayer when he dated Taylor Swift?
On the track "Would've, Could've, Should've," she sings about a past relationship from when she was 19 (Swift and Mayer were first linked when she was 19 and he was 32). Meanwhile, Mayer also seemingly referenced their past during an April 2023 concert.
So just months after they began dating in spring 2007, Witherspoon called things off. A source told People it was “totally and completely over” in June, noting, “She just got out of a divorce and was so concerned with her family, she just didn't have the time for him and he really demanded that.”
Even though they only dated for three months in 2010, Swift had a lot to say about the actor in her album “Red,” which she recently re-released — including a scathing 10-minute version of “All Too Well,” a song about the couple's breakup.
"When it came to Jake, Heath had a very different attitude towards their work," Lee told Empire. "Sometimes there was friction – not quarreling, but a clash of styles... "Sometimes I would mediate that, but they were both good in different ways. They would always make the effort to find a way through."
Actor Jake Gyllenhaal doesn't have any kids of his own yet, but he is a very proud uncle. His nieces, Ramona and Gloria (their parents are his famous sister Maggie Gyllenhaal and her husband, Peter Sarsgaard) inspired his latest project.
“Three times,” Gyllenhaal replied, before hedging a bit and adding: “Twice.” He didn't name names – the actor has dated a number of stars, including Kirsten Dunst, Reese Witherspoon, Taylor Swift and Alyssa Miller – but placed the blame on himself for relationships failing even when he was in love.
The Breakup: It's unclear when exactly Taylor and John stopped seeing each other. Some say it ended in February 2010 after just two months of dating, while others were convinced they were still together during the 2010 Songwriters Hall of Fame Induction Ceremony in June, where they shared a hug and a kiss on the cheek.
Taylor Lautner, who has been faring better among Swifties than, say, John Mayer, has been hailed as Taylor Swift's "best ex" — and he has zero complaints.
Sheeran served as Swift's opening act for the North American of her Red tour. The same month the two hit the road, Sheeran shut down romantic speculation between him and the “All Too Well” singer. He told New Zealand's TVNZ that while he had spent the night in a hotel room with Swift, he was only showing her new music.
"Me and Rae were very respectful doing the whole situation. No matter how it looks, we did not have sex. The only thing we did was kiss. I slept in a separate bed for the first five days on the show," he said.
Jennifer Aniston and Reese Witherspoon have played both bickering sisters and tense co-workers on television, but their real life friendship is one filled with admiration.
Their relationship might have ultimately been hampered by the guilt Rae said she felt for building such an intense bond with him during the show. "The whole time I just felt awful connecting with him — seeing April, and knowing that he had feelings towards her. It was just really hard for me," she told Insider.
Ed Sheeran - Everything Has Changed. Not only did Ed join the track to lend his vocals, but he lent his songwriting skills to Taylor Swift's hit 'Everything Has Changed' in 2013.
Taylor Swift and Karlie Kloss became inseparable after meeting at the 2013 Victoria's Secret Fashion Show. They road-tripped through Big Sur, landed a joint Vogue cover, and shared their friendship on social media. Although Kloss has denied a falling-out, they haven't been seen together since 2018.
