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Billie Eilish convincing Conan O'Brien to play Slender Man is hilariously brutal

Mashable·Sam Haysom·19 days ago
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"You have such an amazing opportunity. You could be so scary."  By  Sam Haysom Sam Haysom is the General Assignment Editor, UK, for Mashable. He covers entertainment and online culture, and writes horror fiction in his spare time. Read Full Bio  on  May 14, 2026 Share on Facebook Share on Twitter Share on Flipboard What starts with a discussion about growing up not liking their names quickly turns into a brutal roast in the Conan O'Brien Needs a Friend video above, with Billie Eilish trying to convince the host he could play a perfect Slender Man . Yes, the terrifying, tall, suited boogeyman of internet urban legend. "You come in here, you're like, 'Oh Conan, you're so talented.'" responds O'Brien in mock outrage. "Oh really, my humor? My wit? 'No! Your freakish size! You could be Slender Man!'" Eilish, however, is undeterred. "You have such an amazing opportunity!" she says. "You could be so scary." Mashable 101 Fan Fave: Vote for your favourite creator today.…

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