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Bob the Drag Queen spills the tea on working with Madonna, the “queen of pop” & a “65-year-old boomer”

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Madonna is a once-in-a-generation talent, pop provocateur, dedicated LGBTQ+ ally, legendary singer-songwriter, and showstopping performer — but what is she really like behind the scenes?Well, if you asked Bob the Drag Queen — who emceed all 81 shows of the singer’s epic Celebration Tour — he’d say, “Madonna is exactly what you expect.”But don’t worry, according to him, “that is a compliment.” LOL!Subscribe to our newsletter for your front-row seat to all things entertainment with a sprinkle of everything else queer.Working with Madonna was fun thanks next question.

It’s been months since the RuPaul’s Drag Race star wrapped up his stint on Madonna’s greatest-hits tour, but he’s already back on the road with his very own comedy tour, This is Wild!

Of course, the fans are craving some tea on his time alongside the Queen of Pop, and the We’re Here alum was happy to oblige with a recent standup clip on TikTok.“There’s a moment where you’re like, ‘This is the motherf*cking queen of pop.’ Madonna is just standing in front of me,” he began, quickly adding, “Then there’s moments where you’re like, ‘This is a 65-year-old boomer,’ and the moments are back to back to back.”A post shared by Bob/ Caldwell Tidicue (@bobthedragqueen)As he explained, one of his funniest stories involved planning the show alongside Madge, who went above and beyond in recalling the lyrics to her biggest tracks. (A story that Ryan Reynolds can corroborate.)“When Madonna is talking to you about a song, she will sing the song to you, and I don’t mean like a normal amount like everyone sings,” Bob said before launching into a Madonna imitation that spanned several bars of “Like a Prayer.”Still, it’s not every day that you get a private performance from music royalty!“She gives you a mini concert every single time you have a meeting about one of the songs,” he said. “It is very charming and … I feel very privileged to have been in that moment.”That being said, it sounds like Madonna also had fun roasting.

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