John Oliver, Lupita Nyong’o, Jon Hamm, and More Appear in the New Trailer for ‘Billy on the Street’ Season 5

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If the recent Season 2 finale of Difficult People has left a Billy Eichner-shaped hole in your heart, the comedian is back on the mean streets of New York in this trailer for the fifth season of Billy on the Street, which premieres November 15 on truTV.

As always, Eichner delights with his wonderfully random questions to busy strangers he accosts on the street. “Miss, how does Andrew Garfield find levity on set?” he asks one woman. In another segment, Eichner stands in front of the Trump Hotel, “where if you’re staying here you made your reservation way in advance or you’re a real asshole!”

Check out the full trailer below, which promises appearances by Jon Hamm, John Oliver, Seth Rogen, Keegan-Micheal Key, Andy Samberg, Lupita Nyong’o, and Aziz Ansari.