To accept her award, Rihanna didn't just treat the VIP-filled audience with one performance. Instead, she wowed spectators with five center-stage appearances throughout the night.
Here's a rundown of the Bajan singer's historic night:
Bubble Gum Dream
Sadly for fashionistas, Rihanna skipped the white carpet. But it was for good reason, as the legendary live performer made a memorable entrance, opening the show with a pretty-in-pink performance. Rih Rih, along with dozens of dancers dressed in bubble-gum pink, swarmed the stage, performing sultry Carribean-inspired dance moves. The high-octane performance had Rihanna, who wore red sunglasses, singing her hits such as "Only Girl," "We Found Love" and "Where Have You Been."
Rihanna's third performance of the night relied heavily on visuals, with pulsating lights and a very interesting lightning effect. It was hard to keep our eyes on Rihanna with so much going on, but she still managed to keep our attention by performing her slowed-down jam, "Needed Me." She also performed "Pour It Up" and closed with "B--- Better Have My Money."
To close out her monumental night, Rihanna recreated her very own opera, complete with a bustling ball gown and live instruments. The singer, introduced this time by R&B legend Mary J. Blige, proved why she's winning the Vanguard Award by belting out ballads "Stay," "Diamonds" and a heart wrenching rendition of "Love on the Brain."