See Willie Nelson's New Video with Owen Wilson & Jessica Simpson

02/26/2008 at 04:15 PM EST

See Willie Nelson's New Video with Owen Wilson & Jessica Simpson
Willie Nelson and Owen Wilson

Owen Wilson

Owen Wilson

Don't mess with Texas – or Jessica Simpson.

In the new music video for his song "You Don't Think I'm Funny Anymore" (click here to watch the clip), country legend Willie Nelson bets pals Owen Wilson and Woody Harrelson that the little lady can beat them in the Bad Boy Lawn Mower Race, held in Luck, Texas.

The wager? Ten thousand big ones.

The clip also features cameos from Wilson's brother Luke and former CBS anchor Dan Rather. Meanwhile, Owen – who made the video while recovering after his hospitalization – and Woody both take Nelson's bet, and Simpson takes to her mower (a pink one).

And off they all went, along with the other drivers. At one point in the competition, Simpson stops to do her nails. In another, a bearded guy in drag starts to chase after Wilson – who appears to enjoy the attention.

And the winner is ... ? Watch and see.

Watch Willie Nelson's new video
"You Don't Think I'm Funny Anymore," featuring
Jessica Simpson, Owen Wilson, Luke Wilson and
Woody Harrelson.

Click to Watch

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