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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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    “The Guy That Nobody’s Ever Heard Of? This Is A Terrible Idea” – The Songwriter Behind Joe Nichols’ Breakout Hit ‘The Impossible’ Reveals It Almost Went To Mark Chesnutt

    March 9, 2026

    Thomas Rhett Announces 2026 ‘Soundtrack To Life Tour’ With Conner Smith, Ernest, Vincent Mason, Emily Ann Roberts & More

    March 9, 2026

    WATCH: Carly Pearce & Riley Green Perform Their Upcoming Intimate Collaboration “If I Don’t Leave I’m Gonna Stay” For The First Time

    March 9, 2026

    WATCH: Koe Wetzel Honors ’90s Country With Epic Performance Of Sammy Kershaw’s “Queen Of My Double Wide Trailer”

    March 6, 2026

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