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    Home » News » WATCH: T-Pain & Jelly Roll Honor Toby Keith With Performance Of “Should’ve Been a Cowboy” At Stagecoach

    WATCH: T-Pain & Jelly Roll Honor Toby Keith With Performance Of “Should’ve Been a Cowboy” At Stagecoach

    Brady GrayBy Brady GrayApril 27, 2024 Entertainment
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    T-Pain, Jelly Roll
    TikTok: @laurennnhoward
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    Didn’t have this performance on my bingo card for 2024…

    Ever since Toby Keith passed away back in early February, celebrities and musicians from all genres and walks of life have spoken out, mourning the loss of the country music legend. From nearly everyone in the country music community (other than the Dixie Chicks), and even late night talk show host, Stephen Colbert, it seems as if Toby’s music touched the lives of many over the last three decades.

    The latest artist to pay tribute to Toby, however, is not one that I would’ve expected. Although he’s dabbled in country music before (absolutely crushing his cover of ‘Tennessee Whiskey), T-Pain singing “Should’ve Been a Cowboy” in 2024 just shows you we are living in a simulation. Regardless, the hip-hop icon teamed up with rapper-turned-country artist, Jelly Roll, at Stagecoach last night and actually delivered a pretty cool tribute performance.

    Check it out here:

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    Chris Young Gets Fans In The Holiday Spirit Early With Announcement Of First-Ever Christmas Tour, “It Must Be Christmas – An Evening With Chris Young”

    August 4, 2025

    “So I Should Skip My Botox” – Riley Green Dedicates Performance Of His Steamy Hit ‘Worst Way’ To A Grandma In The Crowd And The Internet Is Lovin’ It

    August 2, 2025

    “America’s Heartland Rejects This Elitist” – The Internet Reacts to Beyonce’s ‘Cowboy Carter Tour’ Becoming The Highest-Grossing Tour In Country Music History

    July 29, 2025

    “I’m Going To Be Under 300 Pounds For The First Time Since Middle School” – Jelly Roll Reveals He’s About To Hit a Number On The Scale He Hasn’t Seen In 30 Years

    July 29, 2025

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