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    Home » News » “If You Want To Write A Song About Me… That Would Be Fine” – Chris Stapleton And Kendall Jenner Team Up For Hilarious Video Promoting Whiskey-Tequila Crossover

    “If You Want To Write A Song About Me… That Would Be Fine” – Chris Stapleton And Kendall Jenner Team Up For Hilarious Video Promoting Whiskey-Tequila Crossover

    Brennen KellyBy Brennen KellyJuly 24, 2025 News
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    Kendall Jenner, Chris Stapleton
    Photo Credit: 818 Tequila
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    In celebration of National Tequilla Day, Chris Stapleton, has teamed up with none other than Kendall Jenner and her tequlla brand, 818 Tequilla to promote their new collaboration: the Calabasas Cowboy Cocktail Kit.

    In case you weren’t aware, 818 Tequila was founded by Jenner back in 2020 and is named after the area code of Calabasas, California where Jenner grew up. Working closely with local, family-owned farms in Jalisco, Mexico, the model and entrepreneur has noted that its main focus is sustainability.

    In celebration of the collaboration between Jenner and Stapleton, 818 posted an eight-minute video of the “Maggie’s Song” singer and Jenner swapping stories, mixing drinks and sharing ingredients for cocktails.

    Stapleton, who is no stranger to the world of liquor, famously collaborated with Buffalo Trace Distillery on the aforementioned Traveler Whiskey. Talking about the collaboration with Buffalo Trace, he said, “I’ve been a fan of Buffalo Trace Distillery, particularly master distiller, Harlen Wheatley. I had a lot of people approach me to do whiskeys over the years because I sing about that a lot. When this popped up, it was the absolutely right thing to do because I’m such a fan of Harlan, and here we are.”

    Despite the unlikely pairing, Jenner and Stapleton actually have a bit of a history. Being a self-described big fan of the the 10x Grammy winner, she described a funny story of breaking not one but both heels of her boots the first time she saw him in concert, “I had on these snakeskin vintage boots that I’ve had for a little while that are some of my favorites. I wore them to his show that nightm and I just dancede my butt off. Both my heels came off.”

    She’d later note how Stapleton’s wife and frequent collaborator, Morgane, gave her the pair of shoes she was wearing that night in Nashville before he signed her broken boot at the end of the night.

    Throughout the video, the pair also shared a plethora of different cocktail recipes including the Repasado Old Fashion and the Calabasas Cowboy, with the latter combining both Jenner’s tequila and Stapleton’s whiskey.

    Repasado Old Fashion (serves 2)

    • 4.0 oz of 818 Tequila Repasado
    • .5 oz of simple syrup
    • 6 dashes of aromatic bitters
    • Orange garnish

    Calabasas Cowboy (serves 2)

    • 2.0 oz of Traveller Whiskey
    • 2.0 oz of 818 Tequila Repasado
    • 1.5 oz of lemon juice
    • 1.0 oz of simple syrup

    The kit, which consists of both Stapleton’s Traveler Whiskey, 818’s Tequila Reposado, two glasses, a tote bag, a hat and a cocktail card, is avaliable to purchase on 818’s site for $69.99.

    Watch the video and blooper reel here:

    @billboard

    A #NationalTequilaDay link-up to remember 😂 Here are some bloopers and outtakes from @Kendall Jenner and @Chris Stapleton’s 818 Tequila collab. #funny #kendalljenner #chrisstapleston #countrymusic

    ♬ original sound – billboard

    chris stapleton Kendall Jenner
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    Chris Stapleton Covering “I Hope You Dance” With His Wife Morgane Singing Counterpart Will Be The BEST Thing You Watch All Day

    March 19, 2026

    “She’s Cuter, I’m Crazy About Her” – Vince Gill Supports Taylor Swift Surpassing Him and Johnny Cash As Youngest Inductees Into Country Music Hall of Fame

    March 19, 2026

    “I Watched It, Had Tears In My Eyes” – Cody Johnson Says Kid Rock Covering His Song ‘Til You Can’t’ Was A Conversation He Thought He’d “Never Have”

    March 19, 2026

    “They Look Just Like ‘Em But They Don’t Sing Worth A Sh*t” – Brooks & Dunn Share Hilarious Story Of The First Time They Sang Karaoke Following Debut Hit “Brand New Man”

    March 18, 2026

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