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 pair hung out in a cabana at the Huntley Hotel in Santa Monica. 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... Owen was charming, making Jessica laugh...it felt very date-y." A source close to Wilson reveals, "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 the singer is talking things slow.