Olivia Rodrigo Sings Her Hits and Shocks Adorable Trick-or-Treaters In ‘Kimmel’ Halloween Gag: Watch

Olivia Rodrigo pulled off the ultimate Halloween trick on Thursday night (Oct. 31) in a Jimmy Kimmel Live! bit in which the “Vampire” singer popped out to adorably shock her youngest trick-or-treating fans. The bit opened with Kimmel’s sidekick, Guillermo Rodriguez, dressed up as a mustachioed Olivia in tight sparkly black hot pants, an “eat, drink, sleep” crop top and long brown wig.

“I’m Olivia Rodrigo!” Guillermo said as he dropped a Rodrigo paper mask and an on-screen chryon clarified: “NOT Olivia Rodrigo.” Luckily, the real Olivia was right there, hopping into frame in the same black hot pants and a matching red heart necklace, white tank with red bra straps showing with the message “Live, Laugh, Love.”

“And I’m Olivia Rodrigo!” she said holding up a bowl of candy. “Let’s mess with some kids!”

The first victims included a young girl and boy, who correctly guessed who Guillermo was supposed to be. When he asked the girl if she liked the singer, she said Rodrigo was one of her favorite artists. Then Olivia popped out unexpectedly and the girl lost her breath and nervously said she’d gone to one of Rodrigo’s concerts. “Do I look just like that?” she asked pointing to Guillermo. “Yes,” the girl laughed.

When another group of kids showed up, they rejected an offer of a pile of guts from Guillermo, and when one of the girls was dumbstruck after being asked if she recognized the Kimmel sidekick’s costume, a young boy said, “Why are you not talking?”

“It’s like if you met whoever you like the most,” she explained. “Wait, you’re the real Olivia Rodrigo?” he asked. “You don’t believe that it’s me?” Rodrigo asked, proffering her, wah wah, driver’s license as proof. “It doesn’t say Rodrigo,” the boy said incredulously. “Oh wait, it does.”

The fun continued, with one girl bursting into tears at the sight of Rodrigo, telling her friend as they walked away, “I’ve never happy cried in my life.” The shock on the face of one boy dressed as a crabby old man was so intense that Rodrigo asked, “Sir, are you having a stroke?”

Another group of freaked out girls engaged in a scream-off with Rodrigo and one superfan proved her love by crushing a game where she got one piece of candy for every one of the singer’s song titles she named. And she came to play, racking up a total of 11 pieces while stumping the singer with tracks even she forgot about, such as “The Rose Song,” as well as pulling out some deep cuts including the Bizaardvark theme song.

The bit ended with Rodrigo harmonizing on “Vampire” with a succession of trick-or-treat groups, giving the kids what is likely the greatest treat of their lives. The singer’s Olivia Rodrigo: GUTS World Tour concert doc premiered on Netflix earlier this week.

Watch Rodrigo on Jimmy Kimmel Live! below.

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