It was the first ever MTV Video Music Awards and Madonna was on the cusp of superstardom.

"Two years in a row now I've been shamed over Sabrina Carpenter" 😭

The Joint Performances Of The Squad | Hustle 5 Apna Homeground | Badshah | MC Square | Paradox

There Is No Immunity Now | Hustle 5 Apna Homeground | Badshah | MC Square | Paradox | AGSY

Winning Best New Artist was a breakout moment for @Alex Warren, and he hasn’t slowed down since. Now it’s time to recognize this year’s nominees, who are only just getting started. 👏 #ad Cast your vote at vote.mtv.com and see who wins LIVE September 27th on @CBS and @Paramount 🎵

I've got a confession, too: @madonna will perform at the 2026 #VMAs, presented by @Spotify! 🚨🚀🎙️ Dance along LIVE – Sunday, September 27th on @CBS & streaming on @Paramount .

Hartaaj Is Up For Auction Too! 🔨 | MTV Roadies Double Cross