Madonna has revealed her manager told her career was over in the 1980s after she flashed her bum at the VMAs.
The pop icon, 63, performed her hit Like a Virgin at the very first MTV Video Music Awards in 1984 when her dress "flipped up" to reveal her cheeks.
Recalling the incident on The Tonight Show with Jimmy Fallon on Wednesday night, the star said: "I did that show and I walked down the very steep stairs of the wedding cake and I got to the bottom and I started dancing around and my white stiletto pumps fell off.
"And I was trying to do this smooth move like, dive for the shoe and look like it was choreography. And my dress flipped up and my butt was showing. Can you imagine?
"Those were the days when you shouldn't show your butt to have a career. Now it's the opposite."
The Material Girl insisted that the wardrobe malfunction "happened by accident and when I didn't even know my butt was showing," adding, "it wasn't even like the whole butt it was just like a butt cheek, like half a butt cheek".
However, Madonna claimed the incident was enough for her manager to tell her her 'career was over with' when she went backstage.
The mum-of-four was on The Tonight Show promoting her new album Finally Enough Love: 50 Number Ones, which will be released on August 19.
The offering includes all of the singer's 50 number 1 hits on the Billboard singles charts, which feature a number of collaborators.
The star has worked with some of the biggest names in the music industry, but said there's one artist she's desperate to work with.
"There's one artist that I worship more than anything and I would love to collaborate with him that's Kendrick Lamar," Madonna gushed.
She added that his new album, Mr. Morale & the Big Steppers, which was released in May, is, "history making", "mind-bogglingly brilliant" and "insane".
The global icon is currently working on a feature-length biopic about her life and career in the music industry.
Madonna has revealed that she is directing her own movie, about herself, in a bid to stop “misogynistic men” beating her to it.
“No one’s going to tell my story, but me,” the Like A Virgin songstress told Variety in an interview about the forthcoming flick.
“I’ve had an extraordinary life, I must make an extraordinary film,” she said.
Julia Garner, who plays the role of con artist Anna Sorokin in the Netflix series Inventing Anna, was personally cast by Madonna to play her in the eagerly-awaited biopic.