Glad Birthday Jake Gyllenhaal!: E! Information Rewind

"I like love, man."

Jake Gyllenhaal made this declaration during in an interview with Howard Stern again in 2015, and whenever you take a look at his courting historical past through the years, it is fairly straightforward to substantiate that the Hollywood star does, in truth, love love.

He is been in a number of high-profile relationships—some critical, some not-so-serious—however has all the time remained fiercely non-public with regards to his private life. 

"I am not essentially guarded, however I think about intimacy to be crucial and I do not assume everyone must find out about my household or my private particulars," he mentioned in an interview with The Guardian in 2017. "I am old-fashioned in that method." And when requested about his private life, particularly if he's taking part in with fireplace by courting well-known girls, he merely defined, "I might like to not speak about my private life."

Nonetheless, that hasn't stopped the general public from being oh-so-very inquisitive about his courting life, particularly whenever you understand he is by no means settled down regardless of being in a couple of longterm relationships.

Gyllenhaal has by no means been married, and he was fairly candid when speaking in regards to the topic throughout the chat with Stern. 

"I feel I most likely simply obtained scared," he mentioned of by no means strolling down the aisle together with his earlier girlfriends. "There are a number of lovely girls, there are alternatives, however I feel on the similar time, should you discover the best particular person, I imagine in monogamy I imagine in whenever you meet anyone who is true will probably be proper and you'll keep there."

George Pimental

On the time, Gyllenhaal was single—he is since discovered love with a French mannequin—and admitted he wasn't pleased about it and mentioned he does "hope" he'll finally get married.  Although he did not identify the 2 girls, the Spider-Man: Far From Dwelling star did reveal he'd been in love "twice.

Given his surprisingly spectacular courting historical past, hypothesis shortly started over which two girlfriends the normally tight-lipped Gyllenhaal had actually been in love with.

On his 41st birthday Dec. 19, we determined to look again on all of his relationships (even rumored ones).


2001: Dates Jenny Lewis

Whereas their romance was temporary, Gyllenhaal remained associates with the Rilo Kiley lead singer, even bringing her as his date to the 2011 Golden Globes. 

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September 2002: Begins Courting Kirsten Dunst

Enjoyable reality: The couple was arrange by his sister and her Mona Lisa Smile co-star, Maggie Gyllenhaal. And so they have been a match made in younger Hollywood heaven, as she had simply starred in Spider-Man whereas he was about to turn out to be the following huge factor with The Day After Tomorrow and Brokeback Mountain.

The "it" couple of the early aughts obtained critical fairly quick, sharing a house in Los Angeles and adopting a pet collectively throughout their relationship. And who can neglect these pictures Gyllenhaal and Dunst consuming in Paris, which went viral as he seemed to hate the way she ate her salad?

Given their respective ranges of fame, they have been a paparazzi favourite, with Gyllenhaal telling Individuals on the time, "Kirsten and I do know what's actual and what is not. We all know what occurs when you're each actors."

John Shearer/Getty Pictures

July 2004: Ends Relationship With Kirsten Dunst

"Kirsten and Jake stay the perfect of associates," Gyllenhaal's rep mentioned after their two-year romance got here to and en. "Particulars concerning when and why their romantic relationship stopped will not be being offered, however suffice it to say it occurred a while in the past. They're nonetheless very shut."

However, finally, they did not stay shut, with Dunst telling Attract in 2009, "It will be good to see him, however we're not good associates."

Kevin Mazur/

2006: Transient romance with Natalie Portman

Whereas their romantic relationship solely lasted a couple of months (they reportedly went on a couple of dates in 2002 as effectively), they remained shut associates and co-starred in 2009's Brothers. He even offered her with the Desert Palm Achievement Award in 2011, joking, "She's a vegan, which makes it actually irritating whenever you're choosing a spot to eat."

He then went onto describe Portman as "the Audrey Hepburn of our technology. She's sleek, has superb eyebrows, and is proficient, actually brief, humorous, good, devoted, extremely type and Jewish!"


Frazer Harrison/Getty Pictures

Early 2007: Begins Courting Reese Witherspoon

After co-starring collectively in Rendition—although they'd no scenes collectively throughout the shoot in Morocco—rumors begin flying that Witherspoon had moved on from her divorce from Ryan Phillippe with Gyllenhaal. And in October 2008, she could not assist however gush about her like to Vogue.

"He is very supportive," she mentioned. "Suffice it to say, I am very pleased in life, and I am very fortunate to have a number of actually supportive folks round me who care very a lot for me, and, , that is all you'll be able to hope for in life. I'm very blessed in that method."

Gylleenhaal was usually photographed with Witherspoon and her two children, Ava and Deacon, and the pair spent high quality time collectively away from L.A. "Jake is a superb cook dinner," Witherspoon advised InStyle. "He does lots. We spend the weekends outdoors L.A, in Ojai, the place I've a farmhouse. Now we have chickens and we develop cucumbers and tomatoes. I like it."

And Gyllenhaal appeared to like spending time with Witherspoon's children.  "I've discovered a lot from the youngsters in my life, and in some way they simply turn out to be the middle of your life and the way in which you take a look at issues," he reportedly advised Grazia Australia. "Clearly I exist in my girlfriend's world and my sister's world differently, but it surely's opened my coronary heart and I really feel way more grown up and wish to be grown up on account of it."

PA/PA Pictures through Getty Pictures

December 2009: Finish of Relationship With Reese Witherspoon

After two years collectively, sources confirmed to E! Information the couple had break up simply round Thanksgiving. The explanation? Nothing juicy. "There are not any different folks concerned," the insider revealed. "The connection simply ended. It simply fizzled. However in addition they needed to watch out and personal about it due to Reese's children."

Clearly, there was no dangerous blood between the exes, as Gyllenhaal gushed about her in a 2016 interview with Entertainment Weekly, saying, "She is, as I might say about many of the girls who I am shut associates with or had relationships in my life, one of many smartest, strongest folks I've ever met." 

Witherspoon went on to marry Hollywood agent Jim Toth in 2011, and welcomed a son, Tennessee James, in 2013.

October 2010: Begins Courting Taylor Swift, Mayhem Ensues

The then 29-year-old dominated the tabloid covers and headlines after he was first noticed with Swift, then 20, in Brooklyn, in addition to attending a Saturday Night time Stay taping for an episode hosted by one among Swift's BFFs, Emma Stone. (Considered one of their alleged first dates? A visit to an apple farm!)

Their relationship turned a giant effin' deal fairly effin' shortly, with the primary pictures of them collectively making the quilt of Us Weekly.  And it was later revealed that Gwyneth Paltrow could have truly set the couple up after she hosted a cocktail party they each attended. (Swift was associates with Paltrow's then-husband, Chris Martin.)

"It is so bizarre. I'm wondering how folks discover out this stuff," Paltrow advised USA Today in 2010. "It was some time in the past, so I do not know why it might come out right this moment."


November 2010: The Maple Lattes Pics

Oh, sure, the notorious Maple Latte pictures, taken on a stroll in Brooklyn on Thanksgiving Day in 2010 as she was spending the vacation together with his household, together with sister. The picture of the 2 with large smiles on their faces and Swift's arm fortunately hooked round Gyllenhaal would outline your complete relationship, and the beverage that will turn out to be the key clue within the liner notes of Swift's Purple album that "All Too Properly" was about Gyllenhaal. (In November of this yr, Swift finally dropped the original, 10-minute version of the iconic song.)

After the Maple Latte outing seen 'around the world, the couple headed to Nashville to proceed their first (and solely) vacation celebration collectively. 

Jackson Lee/GC Pictures

January 2011: Break up With Taylor Swift Confirmed

It wasn't a lot of a shock when sources confirmed that Gyllenhaal and Swift parted methods on the finish of 2010. An insider near the previous couple insisted to E! Information that each events have been individually "very pleased," and would not dish on who ended the shortl ived-but-much-covered romance.

However it was apparently all of that focus that gave Gyllenhaal main pause. "Let's simply say Jake was shocked by all the eye [he found with Taylor], and the very last thing he needed was one other public, shock breakup," a source told E! at the time. "Taylor's younger, you simply do not know what may have occurred. He wanted to include it, earlier than it went any additional. He is simply not in that relationship area proper now."

Alas, whereas their romance did not final, it did encourage a few of Swift's greatest songs, together with "All Too Properly," which references the notorious scarf.

Kevin Winter/Getty Pictures

September 2011: Getting Shut With Anna Kendrick

Although a romance was by no means confirmed, the Finish of Watch co-stars sparked rumors once they have been noticed getting cozy collectively, leaving followers to take a position their on-screen romance had turn out to be actual. 

She did admit to E! News that the 2 had turn out to be fairly snug with one another whereas filming the police drama, saying, "We have been taking pictures [Finish of Watch] on tiny cameras with little or no lighting and a really small crew. There was a number of improv. It felt extremely intimate. You are in character on a regular basis since you're taking pictures on a regular basis. So Jake and I might be holding arms and all of a sudden we would be like, 'Oh, we're not filming.'"

John Sciulli/Getty Pictures for Louis XIII

April 2011: Goes on a Date With Jessica Lowndes

Following his huge breakup with Swift, there was a number of consideration on who they each would date subsequent. However nobody predicted Gyllenhaal would transfer on with an actress from the CW's 90210.

Whereas they have been noticed on a breakfast date in NYC, his rep shot down romance rumors, telling E! Information they have been "not courting." 

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2012: Associates With Advantages With Minka Kelly?

Gyllenhaal and the Friday Night time Lights star reportedly connected for a bit throughout the summer season of 2012, happening a couple of dates. Whereas nothing critical got here out of their temporary time collectively, they have been rumored to be hooking up once more in early 2014.

In line with US Weekly, a supply advised the magazine that "they hook up each time they're single."

Henry S. Dziekan III/Getty Pictures; MARK RALSTON/AFP/Getty Pictures

March 2013: Linked to Emily DiDonato

The Nightcrawler actor reportedly started courting the Victoria's Secret angel and Sports activities Illustrated mannequin after assembly at a SoulCycle class in NYC. However inside a couple of months, he was formally courting one other SI mannequin...

June 2013: Begins courting Alyssa Miller

It was revealed Gyllenhaal was courting the Sports activities Illustrated mannequin after they have been noticed making out a espresso store in New York Metropolis after reportedly assembly on the health club. (Are we sensing a theme right here?)

And Miller revealed to E! Information that fall that Gyllenhaal was giving her ideas within the kitchen. "Jake has taught me to cook dinner some dishes," she mentioned, gushing that he was "so good" at cooking.


January 2014: Splits From Alyssa Miller

A supply confirmed to E! Information that the pair's romance fizzled out by the tip of 2013.

"Issues have been actually good between Jake and Alyssa proper up till he needed to depart for L.A. to go shoot a film within the fall," a supply advised US Weekly on the time. "Then the space simply actually obtained to them."

And his Southpaw director principally confirmed that his dedication to portraying a boxer within the gritty film brought about their break up. "Actually. I feel he broke up together with his girlfriend as a result of he was simply within the health club every single day," Antoine Fuqua advised Deadline.

Might 2015: Noticed With Ruth Wilson

Gyllenhaal was caught kissing his Broadway co-star after a exercise class in NYC, seemingly confirming months of rumors in regards to the pair (going all the way in which again to late 2014).

However Wilson had beforehand laughed off the stories she was courting her Constellations co-star. "He is cute, a extremely good man," Wilson raved of Gyllenhaal to Web-a-Porter's The Edit. "We have turn out to be like brother and sister a bit of bit. We spend a lot time collectively. We belief that even when we have now a bit of [disagreement]—which goes to occur as a result of we're in a tense setting that calls for lots from us—we'll make up and we'll be fantastic. I belief him implicitly.

Alas, a romance was by no means confirmed. 

Taylor Hill/FilmMagic

Summer time 2018: Begins Courting Jeanne Cadieu

The Spider-Man: From From Dwelling star has been courting the French mannequin for practically three years and have been first photographed together enjoying a cozy stroll in Paris in December 2018.

This fall, they attended the 74th annual Tony Awards, however did not pose collectively. Days later, nonetheless, they did make their purple carpet debut as a pair on the New York Movie Competition premiere of his sister's film The Misplaced Daughter

Lately, he is spoken about his need to start out a household of his personal. "That is all I would like is to be a very good husband and a father…That actually is what I would like," he mentioned on an Oct. episode of The Howard Stern Present. "And now that I've fulfilled a number of issues in my profession that I really feel snug with, I can safely say that. I do not know if I may have mentioned that earlier than."

(Initially revealed on Friday, Nov. 30, 2018 at 4:00 a.m. PST)

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