Olivia Rodrigo Is Betty Boop In Short Red Dress & Platform Pumps For Halloween

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Olivia Rodrigo went back to the 1930s for her Halloween costume inspiration. The ‘Driver’s License’ singer was spotted attending a spooky party in West Hollywood on Saturday, October 29 while dressing up as iconic cartoon character Betty Boop. Wearing a cute red mini dress and short black bob with curls on her forehead, the gorgeous singer made the whole town jealous.

The incredible performance comes just a week after Olivia created another iconic female character: Britney Spears! During her fan meet in Los Angeles, the Grammy winner rocked her schoolgirl outfit, complete with plaid minis and knee-high white socks, ala Britney in the hit music video 1998 for “Baby One More Time”.

Meanwhile, Olivia must have sent in her good vibes to the Aughts pop princess, as she’s also collaborated with another star of that era recently: Avril Lavigne. Canada’s own invited artist Avril to take over the microphone and perform her hit “Complicated” in Toronto this past summer. In social media clips of the dream collaboration, the pop punk rockers sent the crowd into a frenzy with their energetic performance of the 2002 song.

Just a few weeks later, Olivia also had a duet with Alanis Morissette at the Greek Theater in Los Angeles. Olivia and Alanis perform “You Oughta Know”, the breakout single from Alanis’ 1995 album, Tooth drops. It was a huge surprise for the adoring fans, as they exchanged verses before joining their voices together for the chorus.

Speaking of surprises, Olivia appeared at the 2022 Grammy Awards, where she took home three awards: Best New Artist, Best Pop Solo Performance (for “Driver’s License”) and Best Pop Vocal Album (for Sour). It was an unbelievable night for the young star, who was always shocked when her name was called on stage. The win really shook her, as Olivia even dropped one of the trophies and smashed it while trying to pose with all three!