Jake Gyllenhaal

You'll Cringe Hearing About Jake Gyllenhaal's First Encounter With Brad Pitt

It's no surprise that Jake Gyllenhaal was nervous AF when he received an on-set visit from Brad Pitt while filming a movie with "racy scenes" with Jennifer Aniston in the early 2000s.

8 days ago

We Can't Keep Jake Gyllenhaal's Stacked Dating History a Secret

From Taylor Swift to Reese Witherspoon to Kirsten Dunst, Jake Gyllenhaal's dating history is as impressive as his acting resume.

December 19, 2021

Why Josh Hartnett Says Stepping Away From Hollywood Was the "Best Thing for My Mental Health"

In an interview on the Australian morning show Sunrise, Josh Hartnett shared why keeping "Hollywood at bay" and leaving the limelight was the best decision for his mental health.

December 8, 2021

Andy Cohen, Mark Consuelos & More Dream Guest Stars We'd Love to See in the SATC Revival

And Just Like That... our favorite New Yorkers are back! But which famous faces could appear on the Sex and the City revival? From Blair Underwood to Chris Evans, see our dream cameos.

December 4, 2021

Exclusive

How Jake Gyllenhaal Really Feels About the Attention Around Taylor Swift's "All Too Well" Song

It's long been rumored that Taylor Swift's "All Too Well" is about her relationship with Jake Gyllenhaal, so how does the actor feel about an extended version of the song? Read on to find out.

November 17, 2021

Dionne Warwick Calls for Jake Gyllenhaal to Return Taylor Swift's Scarf

If you follow Dionne Warwick on Twitter, then you know all too well that she does not shy away from making public demands. In this case, she has a little note for Jake Gyllenhaal about Taylor Swift.

November 16, 2021

Here's What Jake Gyllenhaal Was Up to After Taylor Swift Released All Too Well

After Jake Gyllenhaal's his ex Taylor Swift released a short film for an extended version of her song "All Too Well," rumored to be about him, he spent time with another reported subject of the track.

November 15, 2021

Why Taylor Swift Fans Are Convinced Jennifer Aniston Is the Actress in Taylor's Version of "All Too Well"

When Red (Taylor’s Version) dropped on Nov. 12, Swifties got straight to decoding the 10-minute song reportedly about Jake Gyllenhaal.

November 12, 2021

Taylor Swift Delivers "Biggest Burn" to Anyone Who Might Think Her Songs Are About Them

While celebrating the album release of Red (Taylor's Version), Taylor Swift referenced her exes in a way that made Seth Meyers praise her for "the biggest burn."

November 12, 2021

Jake Gyllenhaal Recalls How a Pillow "Saved" Him During Intimate Scene With Jennifer Aniston

Jake Gyllenhaal remembered filming steamy scenes with Jennifer Aniston on the 2002 film The Good Girl and the prop "suggestion" she gave him.

October 5, 2021

Are Jake Gyllenhaal and Girlfriend Jeanne Cadieu Ready for Marriage? He Says...

Days after Jake Gyllenhaal and Jeanne Cadieu made their red carpet debut as a couple, the actor offered some rare insight into their romance on The Howard Stern Show: "I love her so much."

October 4, 2021

Jake Gyllenhaal and Jeanne Cadieu Make Their Red Carpet Debut as a Couple

Longtime couple Jake Gyllenhaal and Jeanne Cadieu hit a red carpet for the first time while he supported his sister Maggie Gyllenhaal's latest film.

September 30, 2021

Jake Gyllenhaal Was Almost Cast as Owen Wilson's Character in Zoolander

Jake Gyllenhaal nearly starred opposite Ben Stiller in the beloved comedy Zoolander, but Owen Wilson ultimately took on the role of Hansel.

September 29, 2021

Jake Gyllenhaal Offers Rare Insight Into His Life as an Uncle to Maggie Gyllenhaal's Kids

Jake Gyllenhaal is known for his many roles, which include being an actor and a producer, but perhaps the title he loves best is being an uncle to sister Maggie Gyllenhaal's two kids.

September 27, 2021

Jake Gyllenhaal Clarifies Those Controversial Bathing Comments

One month after making headlines, Jake Gyllenhaal is putting an end to speculation about his hygiene. Prepare to wash your hands of this bizarre hot topic once and for all.

September 21, 2021

See Jake Gyllenhaal's Awkward Venice Run-in With a Man Dressed as One of His Film Characters

It's not every day that you bump into someone cosplaying you, as Jake Gyllenhaal experienced at the 2021 Venice Film Festival before documenting it on social media.

September 2, 2021

Necessary Realness: Team Shower or Team Stink?

Mila Kunis & Ashton Kutcher reignite the great bathing debate and stars like Jake Gyllenhaal and more are letting fans know how and when they soap up!

August 14, 2021

Jake Gyllenhaal Is the Latest Star to Weigh In on Bathing Debate

Dax Shepard, Kristen Bell, Ashton Kutcher, Mila Kunis & now Jake Gyllenhaal have more in common when it comes to soap than we realized. Get the details!

August 6, 2021

Jake Gyllenhaal Is the Latest Star to Weigh In on the Bathing Debate

Dax Shepard, Kristen Bell, Ashton Kutcher, Mila Kunis and now Jake Gyllenhaal: The stars are speaking out on bathing—and they apparently have more in common when it comes to soap than we realized.

August 6, 2021

Jake Gyllenhaal and Girlfriend Jeanne Cadieu Get Cozy in Rare Public Sighting

Jake Gyllenhaal and his girlfriend, model Jeanne Cadieu, were photographed together in New York City. See a photo from the couple’s rare public outing.

May 7, 2021

Update!

Hear Taylor Swift's Version of "Wildest Dreams" in Trailer for Jake Gyllenhaal's New Movie

We're one step closer to a re-recorded 1989. Taylor Swift's re-recorded version of her hit Wildest Dreams is in the new trailer for Spirit Untamed, which stars Jake Gyllenhaal.

March 31, 2021

Revisiting Reese Witherspoon's Star-Studded Dating History: Ryan Phillippe, Jake Gyllenhaal and More

Look back at Reese Witherspoon's confirmed and rumored dating history, which includes actors Ryan Phillippe and Jake Gyllenhaal and more of her past co-stars.

December 30, 2020