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Billy Eichner is always challenging strangers’ pop culture knowledge and preferences as host of Fuse’s Billy on the Street. But we switched it up on him with a game of Would You Rather to find out which celebs he truly wants to hang out with.

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Check out the video above where Billy gives his definitive answer on whose date he wants to be for the Oscars, which famous tot he wants to babysit and if he would rather be a part of Justin Bieber or Rihanna’s entourage. It wasn’t an easy choice! Plus, Kerry Washington and Olivia Wilde had the two most glamorous baby bumps all awards season long, but which baby would he rather help deliver? Billy has an answer for that.

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We also got the Parks and Recreation star to dish on which city of Real Housewives he would want to be on, the true diva he would go see in Vegas and the boyband he’s always wanted to be a part of.

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Billy on the Street airs tonight on Fuse at 11 p.m. ET.

What celebrity’s entourage would you want to be a part of? Tell us in the comments below or on Twitter @OKMagazine

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* ARE RIHANNA AND DRAKE EXCLUSIVE NOW? 

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