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Taylor Swift and Jake Gyllenhaal Have Flirty Ice Cream Date

USMagazine, Tuesday, November 2, 2010, 2:51pm (PDT)

Coast-to-coast cuddlefests!

After flirty dates in and around NYC on Oct. 23 and 24, Taylor Swift and Jake Gyllenhaal shared a happy Halloween weekend in California.

First, they hit the pool at the Post Ranch in Big Sur.

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"Taylor laughed at everything Jake said," a witness tells the new Us Weekly. "At one point, she measured herself against Jake on her tiptoes." (An observer adds that Gyllenhaal "held her hand.")

Then, late on Monday, Swift, 20, and Gyllenhaal, 29, stopped for an ice cream break at McConnell's, 200 miles south in Santa Barbara.

"They looked at all the flavors and couldn't decide, so they asked the counter girls for help," a staffer says of the duo, who were "happy" and "friendly."

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Swift -- whose new album Speak Now sold 1 million copies in its first week -- chatted up a worker in the back. "Taylor was very interested in what I was doing in the back making ice cream and said, 'Wow, you guys are legit!'" the scoop girl added.

Their ice cream picks, which Gyllenhaal paid for: Swiss chocolate chip for him, yogurt with rainbow sprinkles for her.

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After savoring their treats inside McConnell's for about 20 minutes, the pair split. When they were approached by excited college-age fans in the parking lot, they "happily obliged" for photos.

Adds the staffer: "They smiled a ton!"

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