Jessica Simpson and Owen Wilson Update

Owen Wilson and Jessica Simpson have known each other for years, but it took Willie Nelson to bring the Texas natives together. After reconnecting at the Spicewood, Texas set of a Nelson music video on October 15, Simpson, 27, and Wilson, 38, have been spotted getting friendly at bars from coast to coast.

On October 28, the couple hung out in a cabana at The Huntley Hotel in Santa Monica, California. A week later, they were seen again dining at New York’s Waverly Inn before heading to the Rose Bar, where a witness said, “Jessica was touching Owen’s arm and flipping her hair.” In return, the fellow patron says, “Owen was charming, making Jessica laugh…it felt very date-y.”

But are these two singletons looking to settle down, or keep playing the field? A source close to Wilson tell US Weekly, “Owen finds Jessica hilarious, but he’s talking to lots of girls.” And despite the pair sharing “a natural attraction based on southern values,” a Simpson source says Jess is taking things slow. Says one pal, “She didn’t think dating would be so hard!

How do you go from Nick Lachey to Owen Wilson? Owen is funny and kinda cute in a strange way, but he is no Nick Lachey. Dating down for sure.

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Published 11/8/07 by

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