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Like David Lee Roth’s drum riser leaps or Pete Townshend’s windmill guitar arm swing, Benson Boone‘s backflips are seemingly going to be part of his stage show until his ortho, or insurance company, say otherwise. So it was no surprise that Boone’s acrobatic signature came up not once, but twice on The Tonight Show on Wednesday (June 4).

First, in the cold open, host Jimmy Fallon met Boone backstage and bragged that he can also pull off Benson’s signature trick. “You know, I can actually do a back flip too,” Fallon said. “Yeah, I just kind of jump and turn around all the way in the air. Just kind of always had a knack for it, if that makes sense. Flippity Floppities is what I call them.”

Boone appreciated the gesture, but warned Fallon that he doesn’t have to flip out to impress him, adding that he wouldn’t want the host to hurt himself. Fallon laughed it off and promised it was “very easy” for him, as the camera cut to a stunt double hurling himself backwards into a table covered with snacks and crashing out after zero rotations.

Later in the show, Boone said “there’s no guaranteed flips” when Fallon asked if the iconic move would be part of Boone’s upcoming arena tour. When Fallon wondered if Boone practices and plans out his flips, the singer sighed and said he didn’t, since he’s been doing the trick his whole life. “I’ve been doing them forever,” he said. “Like, if you knew me growing up and you saw a video of me now and you hadn’t seen anything else — if you went to preschool with me and then you just had not heard the name Benson Boone since them — and then you see a video of me doing a backflip, you’d probably be like, ‘He’s still doing this?’”

So, of course, at Fallon’s request, he stepped up onto the host’s desk and pulled off a perfect one to the studio audience’s delight.

The 22-year-old also singer sat on the couch and played a game where he gave one-word reactions to some of high highest highlights from his breakthrough last year. For instance: the Grammys (“whooo!” with crotch grab and a “wow, that’s tight”), Coachella (“crowd”), MTV VMAs (“it was very sparkly”), Eras tour (“whoa!”), Lollapalooza (“I still don’t think I can spell it”) and the American Music Awards (“… moonbeam ice cream…”).

He then joked about trying to gin up some buzz on the internet for “Mystical Magical,” the first single his upcoming sophomore album, American Heart (June 20) by attempting to make the confounding “moonbeam ice cream” lyric a meme. “Nobody knows [what it means], I don’t know,” he said of his hope to spark some interest in the album by teasing the intriguing phrase. “So it went downhill quick. People started doing ‘what is ‘moonbeam ice cream?’… I hate Benson Boone!’” he said, admitting that even with the hate it kind of worked out for him.

Boone returned later in the show to perform the American Heart single “Momma Song” accompanied by a string quartet, crooning the moving ballad on a sundown-colored stage with zero flips. He will play CMAC in Canadaigua, NY on Thursday night (June 5) and New York City’s Governor Ball on Friday (June 6).

Watch Boone on the Tonight Show below.

Miley Cyrus says she knew she was going to win her first Grammy last year for “Flowers” when she saw another “MC” in the crowd. “The reason that I never got a Grammy before was because it was never my compass. It was not my North Star,” the singer told Tonight Show host Jimmy Fallon on Wednesday night’s (June 4) show.

That’s why she was so genuinely surprised when she did win, even though she almost didn’t make it because she got stuck in traffic in the rain on the way to the broadcast. “Once I saw Mariah Carey I knew I was going to win,” she said. “Because I had this whole idea in my mind of, like, the butterfly and that metamorphosis. And she is the butterfly. Her [1997] album Butterfly has been such a North Star for me. And so when I saw her I kind of knew I was going to win because that was… it was an M.C. to M.C. I knew I had to get it.”

The singer once again described how her new Something Beautiful album was almost a very different kind of project until her old pal Harrison Ford stepped in with some sage advice when they met up at the Disney Legends Awards ceremony last summer. He asked her what she was up to, so naturally Cyrus pulled out a PDF with her grand plan for Something Beautiful, which at that point included her dream tour of “magical places” for a project then called Somewhere Beautiful that would have had her playing shows in the forest or in front of the pyramids.

“And he looked at it and goes, ‘Looks expensive… not sure if it’s worth it,’” she said, adding that she took the note to her management, who 100% agreed.

The pair talked about running into each other at the SNL 50 special earlier this year, with Cyrus, 32, admitting that she was a “little bit nervous” before the show “because everyone that I’ve ever looked up to or watched on TV or loved was there.” Cyrus performed a stunning cover of Prince’s “Nothing Compares 2 U” with Tonight Show house band the Roots and Brittany Howard on the show and she said Fallon looked “crazy” before his breathless opening musical bit.

“You got a little out of breath,” she teased him. “We’re working on that… I’m getting you snatched for the summer.”

Part of that work included Miley teaching Jimmy how to dance in stacked heels after he praised her for a video in which she rehearsed the choreo for her song “Easy Lover” in what he said were the highest heels he’s ever seen. “If I were rehearsing this show… I’m in sweatpants,” he said, as Miley warned, “Not once I get you that summer body.”

Admitting he needs help to get that beach ready, Miley busted out a little treat she brought for the host: a pair of black chunky boots with four-inch heels. “Stage one: a chunky booty,” she said as she presented the shoes. “Which by the way, is your new drag name. Here you go, Miss Booty.”

Fallon was game, so he slipped on the boots and came out from behind the desk to learn the steps to the “Easy Lover” dance, teetering on the heels and getting a lesson on why you need to rehearse in the shoes you’re going to perform in.

The companion Something Beautiful film will be in theaters for one night only on June 12.

Watch Cyrus on The Tonight Show below.