On September 2 1993, Madonna opened the 1993 MTV Video Music Awards performing Bye Bye Baby.
Rolling Stone magazine ranked the performance as #8 of the 20 Best MTV VMAs Opening Performances:
Before there was Jo Calderone, there was Madonna’s gender-bending performance of Bye Bye Baby, the singer donning a tailcoat and top hat in a burlesque/bordello setting that previewed Madonna’s 1993 Girlie Show World Tour, which would kick off in a few weeks. In retrospect, the song selection is strange — “Bye Bye Baby” wasn’t even released as a single in the States. But Madonna’s VMAs portfolio is stacked with captivating presentations, and the risqué Bye Bye Baby performance (full of stroked inner-thighs, spanks, frottage, etc.) was another visual stunner.
Bye Bye Baby was rumored to be about Warren Beatty-for Madonna, it didn’t last!