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Willie Nelson Surprises Crowd With Duet With Jessica Simpson

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  • August 15, 2018
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Watch Willie Nelson and Jessica Simpson's surprise duet of “I Will Be Your Fool”!


When pairing country icon Willie Nelson with a duet partner, pop singer Jessica Simpson may seem an unlikely choice. However, after watching the duo hit the stage together we can attest to how amazing their performance was!

During a recent performance at the Orange Country Fair on August 9, Nelson invited a friend mid-set to join him and that pal was former pop singer Jessica Simpson. “My good buddy Jessica Simpson and I are gonna sing a song together,” Nelson told the California crowd. Dressed in a sequined mini dress,  Simpson walked out on stage and embraced her friend before launching into “I Will Be Your Fool.” The pop singer kicked off the song on vocals, while the country superstar accompanied on guitar. They’d later trade verses and harmonize on the chorus together as the crowd screamed in approval.

Watch their duet in the video below:

As the song came to a close, Simpson belted the last line before going in for another hug, exclaiming, “I love you, Willie!” The singer shared her excitement via Instagram, also explaining that it was the first time her family has seen her perform. 

“It’s not every night that a legend invites you to join him on his stage. And my husband and kids got to see me perform for the first time! I love you @willienelsonofficial.” 


The two have shared the spotlight previously during the film Dukes of Hazzard back in 2005. In the film, Simpson took on the roll of the infamous Daisy Duke while Nelson portrayed her Uncle Jesse Duke.

For more on the country icon and where you can find him performing, check out Nelson’s official website HERE!

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