July 28, 2022 Olivia Rodrigo reunites with rumored ex Joshua Bassett for first time since breakup hit 'Drivers License' "HSMTMTS" stars Olivia Rodrigo and Joshua Bassett posed close together on the Disney+ show's red carpet premiere. This comes after Rodrigo won a Grammy for a song reportedly about Bassett.
May 16, 2022 Drake, Olivia Rodrigo clean up at 2022 Billboard Music Awards; winners list Drake made history at the Billboard Music Awards, racking up five more wins, bringing his total to 34, making him the most decorated winner in the history of the awards show. Other notable winners included Olivia Rodrigo, who took home the most awards of the night with seven, and Ye (Kanye West), who scored six.
September 27, 2021 Olivia Rodrigo stuns in cleavage-baring gown at LA gala The 18-year-old singer stole the spotlight in a strapless black Saint Laurent dress by Anthony Vaccarello.
July 14, 2021 Popstar Olivia Rodrigo visits White House, promotes COVID-19 youth vaccination at press briefing Teen pop star Olivia Rodrigo was looking happy and healthy at the podium of Wednesday’s White House press briefing to promote coronavirus vaccinations for young Americans.
June 28, 2021 Courtney Love accuses Olivia Rodrigo of copying her band's album cover Both images feature a prom theme with the same props including a bouquet of flowers, tiara, and smudged makeup.
