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It is really unknown how lengthy their romance lasted, but it was transient. Despite their romance fizzling out, the two remained friends about the yrs and worked together on the 2009 film “Brothers.

” Gyllenhaal joked in his 2011 Palm Springs Film Pageant speech that Portman’s veganism manufactured relationship complicated, declaring, “It does get hard when you’re out to evening meal with her,” in accordance to Us Weekly. Jake Gyllenhaal and Reese Witherspoon (2007-2009)Gyllenhaal’s upcoming long-term marriage was with actress Witherspoon.

In accordance to Individuals, the two were by now acquaintances, as Gyllenhaal employed to operate out with Witherspoon’s ex-partner, Ryan Phillippe. Nonetheless, their connection heated up though filming the 2007 movie “Rendition,” with a supply shut to the actress telling Persons, “Jake went and reintroduced himself to Reese . .

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Points bit by bit progressed, but it was in no way a thing she thought would take place from the get started. She just variety of developed this little crush in excess of time. “In Oct 2008, Witherspoon talked about her new boyfriend in an interview with Vogue (via E! Information), indicating, “He’s pretty supportive .

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. Suffice it to say, I’m extremely joyful in lifetime, and I am pretty blessed to have a good deal of actually supportive people about me who treatment pretty a lot for me, and that is all you can hope for in lifestyle. “Gyllenhaal and Witherspoon have been consistently spotted alongside one another all over their romantic relationship and often as a family with her kids.

The pair ongoing dating until finally their split in November 2009.

In accordance to Folks, their break up was partly because Gyllenhaal wished to get married, when Witherspoon was extra apprehensive about tying the knot just after her divorce from Phillippe. A source advised the publication, “Reese was the a person who experienced to do it. She just got out of a divorce and was so anxious with her loved ones, she just did not have the time for him .

. “Despite reportedly being dumped by Witherspoon, Gyllenhaal has spoken very of her because their split, telling Amusement Weekly in 2016, “She is . . one of the smartest, strongest folks I’ve at any time satisfied. “Jake Gyllenhaal and Taylor Swift (2010)Gyllenhaal and Swift sparked dating rumors immediately after attending “Saturday Night time Stay” alongside one another in October 2010 following reportedly conference by way of actress Gwyneth Paltrow at a evening meal that calendar year, United states of america Currently claimed.

In November 2010, the two had been noticed going for walks alongside one another in Brooklyn while smiling and embracing. They even invested the Thanksgiving getaway with Gyllenhaal’s sister, Maggie Gyllenhaal. The couple’s partnership was small-lived, on the other hand. By December 2010, the two went their different strategies. Concerning their separation, a resource advised Us Weekly, “Jake just told her it was not operating out. Taylor is really upset and harm.

She feels really burned by him. “Two many years later, Swift alluded to their romantic relationship in her 2012 track “All Also Nicely. ” At 1 place in the track, Swift sings, “I left my scarf there at your sister’s property / And you’ve however bought it in your drawer even now. ” She continues, “But you hold my old scarf from that quite to start with week / ‘Cause it reminds you of innocence / And it smells like me.