general | March 10, 2026

Taylor Swift & Jake Gyllenhaal have just started dating

NEW YORK - OCTOBER 21: Jake Gyllenhaal attends the CMJ Film Festival Screening of 'Love & Other Drugs' at Chelsea Clearview Cinema on October 21, 2010 in New York City. (Photo by Bobby Bank/Getty Images)

LaineyGossip is reporting that Taylor Swift and Jake Gyllenhaal were on a date on Saturday night. Taylor is apparently friends with Emma Stone, and Taylor was backstage for Emma’s SNL hosting gig… and Jake was there too. WITH SWIFTY. Oh… Jake. First of all, Swifty is way too young for you. She’s 20 years old and you’re 29 – not illegal or anything, just icky and sketchy, the same way Swifty and John Mayer were icky and sketchy. Second of all, she sings about ponies and middle school. Third of all, she boned John Mayer. Do you want to get with that? Really? I hope you like hearing songs about how you’re a big meanie, Jake.

Exclusive — Taylor Swift and Emma Stone are tight. Emma Stone hosted SNL. Taylor Swift was backstage. Guess who was with her? Multiple sources tell me exclusively that Jake Gyllenhaal was her date that night. Yes, HER DATE. She was totally into him, there were close the whole time, and awkwardly cute-flirting, some undercover handholding, and I’ve been told several times, “it was more than just friends”.

As you can imagine, she was beyond delirious. I’m told she looked like she was dreaming while she was there. And they left together. And they’ve been seen all around New York together – brunch, shopping, what people do when they start dating.

Yes. Taylor Swift and Jake Gyllenhaal are dating. Early days, but they’re dating.

Best part – John Mayer is in NYC too. And she’s rubbing that sh-t right up in his face, just as her new album is dropping too. Love this so much.

[From LaineyGossip]

I do not love it. It makes me think less of Jake. Plus, can he ever date a brunette? Would it kill him to go for a girl who is something other than a blonde? And what do they have to talk about? Ugh. This pisses me off.

Oh, and I was writing this up, Life & Style confirmed Lainey’s report – according to the Scene Queens’ sources, Swifty “has a new man in her life: 29-year-old actor Jake Gyllenhaal, Life & Style’s Scene Queens can report exclusively. The two were spotted looking cozy in Brooklyn, N.Y., yesterday.” An eyewitness tells L&S: “Taylor and Jake were walking around Park Slope holding hands… They looked like a couple!” UGH.

46446, LONDON, UNITED KINGDOM - Thursday October 20, 2010. Taylor Swift and Selena Gomez have a night out together as they are seen going to Jamie's, Jamie Oliver's new restaurant in Covent Garden. After the meal Taylor and Selena both headed over to Ciao Italian Gelateria in Leicester Square. Taylor got stracciatella gelato while Selena opted for toffee white chocolate flavored gelato. The pair giggled to each other as they ate their cool treats on a rather cold night in London. Photograph: Ringo, PacificCoastNews.com

NEW YORK - OCTOBER 21: Jake Gyllenhaal attends the CMJ Film Festival Screening of 'Love & Other Drugs' at Chelsea Clearview Cinema on October 21, 2010 in New York City. (Photo by Bobby Bank/Getty Images)

46425, LONDON, UNITED KINGDOM - Thursday Ocober 21 2010. County cutie Taylor Swift leaves her London hotel to head to a TV studio. The Should've Said No singer has revealed she plans to have a winter-themed 21st birthday party. Taylor will celebrate her landmark birthday on December 13. Photograph: Ringo, PacificCoastNews.com

Photo by: Quasar/starmaxinc.com 2010 10/18/10 Jake Gyllenhaal at Elle Magazine''s 17th Annual Women In Hollywood Gala. (Beverly Hills, CA) Photo via Newscom