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OMG Is Taylor Swift Really Dating Jake Gyllenhaal? They Went On TWO Romantic Dates In NYC!

Mon, October 25, 2010 1:46pm EDT by Chloe Melas 16 Comments

New reports say the country starlet was spotted strolling through NYC holding hands with Jake! Could this really be true?

Taylor Swift clearly has an eye for older men! The 20-year-old is in NYC promoting her new album Speak Now, which officially drops Oct. 25, and it seems she’s been getting rather cozy with Jake Gyllenhaal! Life & Style is reporting that Taylor and Jake were spotted in Brooklyn, NY, Oct. 24 walking arm-in-arm!

“Taylor and Jake were walking around Park Slope holding hands,”says a source. “They looked like a couple!” This is totally believable because Jake’s sister Maggie Gyllenhaal lives in Park Slope with her husband Peter Sarsgaard and their 3-year-old daughter Ramona.

But, this was just one of TWO rendezvous Taylor and Jake had over the weekend — they were also spotted backstage at SNL Oct. 23! Taylor was there supporting her girlfriend and host of the night Emma Stone, and reports say they were holding hands that night too!

Taylor and Jake have both had their fair share of failed romances. Jake most recently broke up with actress Reese Witherspoon in 2009, and Taylor was last linked to Taylor Lautner, and John Mayer. We just hope Jake realizes that he better treat her right, because he’ll ultimately end up in a song if he doesn’t!

She’s said herself that her albums are like her diaries and that if someone doesn’t want to end up in her lyrics, then they shouldn’t be mean to her in the first place!

— Chloe Melas