Actor Jake Gyllenhaal Once Had Thing for Ellen Pompeo: A Look at His Famous Girlfriends

Jake Gyllenhaal, heart breaker? We think not!

Did actor Jake Gyllenhaal once make a play for Ellen Pompeo? According to the "Grey's Anatomy" star that is exactly what happened about a decade ago. Speaking at a press conference, the lady that plays Meredith Grey revealed a moment between the stars while she was auditioning for the movie "Moonlight Mile" in 2002. "We sort of bumped into each other. He told me I was the most beautiful thing he had ever seen," said the actress. While admitting that she was flattered, nothing further happened between the two. "I said, 'He's 12! And maybe we'll see each other again and I should leave!' There were sparks, but we just bolted." Though she considers herself a fan of the actor, Pompeo isn't on the list of ladies that actually dated him. Here are some women that do fit into that category.

Kirsten Dunst

Not long after his near run-in with Pompeo, the "Brokeback Mountain" star began dating actress Kirsten Dunst after meeting her through his sister Maggie. The couple dated for about two years before calling it quits in 2004. At one point, Dunst pushed for her then-beau to take over the lead role in the "Spider-Man" franchise when it looked like Tobey Maguire might walk away. That never happened and the relationship was over shortly after the first sequel to the mega-hit film was released.

Rees e Witherspoon

The Oscar-winning actress was on Jake's arm from 2007 through 2009. It was her first high profile romance since splitting from ex-husband Ryan Phillippe in 2006. "He's very supportive. Suffice it to say, I'm very happy in life," said the beauty of her relationship with the actor in 2008. Sadly, their romance came to a sudden end in 2009. After many rumors about a pending engagement, the two separated peacefully after nearly three years together.

Taylor Swift

While his relationships with the two blonde movie stars lasted a long time, the same can't be said about his brief fling with the award-winning country star. The two started dating late in 2010 and it was over shortly before New Year's Eve. More than a year after the break-up, the singer opened up about the pain of parting ways with him. "There's just been this earth-shattering, not recent, but absolute crash-and-burn heartbreak," she said in a magazine interview when discussing the romance.

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