Taylor Swift and Ex Jake Gyllenhaal's Relationship Timeline

An enduring impression. Taylor Swift and Jake Gyllenhaal’s relationship can have been brief, but its impact certainly hasn’t been.

The twosome were at the start observed spending time in combination in October 2010 and dated for 3 months earlier than going their separate ways. Two years later, Swift made headlines together with her album Red, which included break hits “All Too Well” and “We Are Never Ever Getting Back Together.”

Swifties had been quick to to dig for clues inside the lyrics, which not-so-subtly hinted at Swift and Gyllenhaal’s whirlwind relationship. While Swift didn’t specify which of her famous exes the tracks have been about, she printed that the subject of her songs instantly connected the dots.

“He was once like, ‘I simply listened to the album, and that was a truly bittersweet revel in for me. It was like going via a photograph album.’ That was nice,” the Grammy winner recalled during an interview with New York magazine in November 2013 . “Nicer than, like, the ranting, crazy e-mails I got from this one dude.”

While fighting to win back ownership of her masters from her former record label, Big Machine, Swift made up our minds to rerecord all of her past albums. As she looked back on her old songs, the Pennsylvania native introduced a glimpse at what inspired her to put in writing “All Too Well” in the first place.

“It was once a day when I used to be simply, like, a damaged human, strolling into rehearsal just feeling horrible about what used to be going on in my personal lifestyles,” she defined throughout an episode of Rolling Stone’s “500 Greatest Albums” podcast in 2020. “I finished up sort of simply enjoying four chords over and another time, and the band began kicking in. … People just started taking part in at the side of me. I believe they may tell I used to be truly going thru it. I simply began singing and riffing and form of ad-libbing this song that mainly was ‘All Too Well.'”

The following year, Swift announced the return of the Red era with 30 tracks on her version of the now-iconic album, together with a 10-minute rendition of “All Too Well.” The new-and-improved Red follows her rerelease of 2010’s Fearless, which featured a never-before-heard song titled “Mr. Perfectly Fine.”

The lyrics for the April 2021 observe read, “Hello, Mr. ‘Perfectly high quality’ / How’s your heart after breaking mine? / Mr. ‘Always at the proper place at the proper time,’ baby / Hello Mr. ‘Casually merciless’ / Mr. ‘Everything revolves round you’ / I’ve been Miss ‘Misery’ since your good-bye and you’re Mr. ‘Perfectly high quality.’”

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While it’s unclear who she is describing, some listeners noticed Swift’s use of “casually cruel” in each “Mr. Perfectly Fine” and “All Too Well,” speculating that the Guilty actor was once the man in query.

Scroll right down to relive Swift’s relationship with Gyllenhaal — and to see how it impacted the writing on Red:

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