Madonna has long since earned her title as the Queen of Pop, with an enduring legacy marked by constant reinvention and an uncanny ability to stay relevant—even in a music world that finds itself increasingly indefinable.
But she’s not without her fair share of controversy, often purposefully ignited by the singer’s conscious envelope-pushing antics. Below are the Top 5 most outrageous Madonna moments, culled from across the singer’s three decade-plus career, starting with her first television appearance to as recent as this past September. Madonna performs at HP Pavilion on Oct. 6 and Oct. 7
1. “Like A Virgin” First VMA Broadcast, 1984
Arguable the most iconic Madonna moment in the superstar’s entire oeuvre, the performance of “Like A Virgin” served as more than just an exciting opening for MTV’s first VMA Broadcast (ever), but a symbolic first example of the sort of button pushing she’d come to be known for. This wouldn’t be the last time we’d see the singer in a wedding dress, performing the song and causing a stir on MTV.