Bailey Zimmerman left quite the impression on Post Malone the first time they met.
During a recent appearance on Highway Mornings With Cody Alan, the singer hilariously recalled how a fashion faux pas left him in-between a "Rock and a Hard Place" in front of the "Better Now" rapper-turned-country superstar.
In April, Zimmerman was forced to end his set at Stagecoach 2024 in California early due to severe weather.
Feeling frustrated, and wanting to give the fans a show, the 24-year-old stripped down to his skivvies, threw his clothes into the crowd and ran off.
The "Religiously" singer got back to his tour bus, and he and his crew were "drinking" when he caught a glimpse of Malone.
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Having never met the "Fortnight" singer, Zimmerman went over to introduce himself, completely forgetting he was wearing nothing but his underwear.
"Oh, yeah! Oh my gosh, I'm so sorry!" a mortified Zimmerman blurted out, telling host Cody Alan that he quickly retreated back to his bus.
"Dude, Post Malone just met me in my tighty whities. What a story!" he recalled while reminiscing about the awkward encounter.
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Zimmerman appears to be making it a habit to shed his clothes in front of unsuspecting audiences.
During the Las Vegas stop of Morgan Wallen's One Night at a Time Tour, the country singer started the show wearing a Las Vegas Raiders shirt — a seemingly appropriate apparel choice given the concert was being held in the stadium that the former Oakland Raiders now call home.
However, the crowd began booing Zimmerman to the point that he stopped the show and stood there with a confused look on his face. He gave a thumbs down signal and pointed to his shirt as the booing continued.
"You guys want me to take it off or what?" he shouted after trying to sing over the disappointed crowd, before ripping off the top and chucking it.
Watch the moment, shared by the "Religiously" hit-maker, below.
Feeling more confident, Zimmerman flawlessly completed the rest of his set shirtless.
Malone entered his country era in August with the release of F-1 Trillion.
The album, featuring collabs with Wallen, Blake Shelton, Tim McGraw, Lainey Wilson and Jelly Roll, debuted at No. 1 on the Billboard Albums Chart.
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