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In 1991 Michael Jackson and Madonna made headlines after visiting the Academy Awards together. Moreover, after their hyped Oscars outing, the two were spotted together on numerous occasions, which further fueled the rumors of the two music icons dating at the time.

Unfortunately, things turned sour, and the former even shared his grievance with theHung Upsinger’s demeanor. But decades after their brief period together, Madonna finally shed some light on their complicated relationship, revealing that she was the one to initiate their kiss.
Madonna Made the First Move Following Michael Jackson’s Shyness
Thanks to their manager, the two first crossed paths in the ’80s, and thePopularsinger was blown away by MJ’s performance at Madison Square Garden, whom she described as pretty shy. As for their Oscar outing,Madonnarecalled it was theSmooth Criminalsinger who initially broke the ice and planted the idea of them visiting the Oscars together, which she later described asthe best date ever.
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But this was far from their lone outing together, and theMaterial Girlsinger recalled locking lips with Jackson, revealing that she was the one to make the first move following MJ’s shy nature. ShetoldJames Corden
Well, I did, if you want to Know the truth because he’s a Little bit shy.
![Michael Jackson performs at a concert in Monza, Italy in 1992 [Credit: Daniele Dalledonne]](https://i2.wp.com/fwmedia.fandomwire.com/wp-content/uploads/2024/05/24051708/Michael-Jackson-performs-at-a-concert-in-Monza-Italy-in-1992-Credit-Daniele-Dalledonne.jpeg)
But she clarified that he was a willing accomplice when she leaned forward for the kiss, and despite things notworking out in the end, the acclaimed singer still bears respect and admiration for MJ.
Madonna’s Admiration for MJ Didn’t Diminish After Their Falling Out
Although their brief time together ended on a less-than-stellar note, Madonna’s stance on MJ as a performer hasn’t changed.
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Further shedding light on their time together, the singer recalled when she asked him out for dinner in an attempt to knowMichael Jacksonbetter, theMaterial Girlsinger was able to see a more human side of the pop icon.
I can’t say we were great friends. But in 1991, I decided I wanted to attempt to get to know him better. I asked him out to dinner. It felt like he was looking for more of a friend than a romance, and I was happy to oblige.In that moment. He didn’t feel like a superstar. He felt like a human being.

Despite falling out of touch after a few outings together, Madonna still considered MJ the King of Pop,stressing“Long live the king”.
Santanu Roy
Senior Writer
Articles Published :2539
Santanu Roy is a Senior Entertainment Writer at FandomWire, majorly focusing on movies, with over 2,000 articles under his belt. He has been pursuing a degree in Animation and possesses a deep love for the medium of animation. Having spent the better part of the last two years pumping out articles for FW, Santanu excels at covering movie analysis and news surrounding Pixar, DCU, DreamWorks, and Batman’s cinematic legacy.With psychological thrillers and intimate slice-of-life dramas ranking among his favorite genres, Santanu is a big admirer of Luca Guadagnino, Shane Black, Park Chan-wook, and Brad Bird.
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