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How can one describe the charismatic, energetic, multi-talented New York City crusader known as Billy Eichner? Seems like we just did, but to really delve into the man behind the madness, one must look to his early work. Before his hilariously deadpan role as Fred Savage’s husband in Friends from College, and before he was a series regular on shows like Bob’s Burgers and Parks and Recreation, he was a writer, creator, producer, and star of the unsuspecting civilian based game show, Billy on the Street.

With no shortage of hysterically sassy one-liners, hopelessly confused interviewees, and equally bewildered celebrity guests, Billy created a fast paced, high stakes (win up to one whole dollar!) series that is too speedy to be stale. Watching Billy antagonize strangers and humble celebrities does not get old. We’ve taken the liberty of compiling the seven essential Billy on the Street moments to honour the seven years of hilarious comedy under his belt – take a look!

Would You Have Sex With Paul Rudd?

The always charismatic Paul Rudd is paraded around the city streets as Billy desperately tries to find him a worthy intimate partner.

 

Would Drew Barrymore Like That? With Will Ferrell

Come for Will Ferrell, stay to see him break under Billy’s onslaught of suspiciously specific Drew Barrymore questions.

 

Christmas Carol Ambush with Amy Poehler

The Parks and Recreation actor is thrust onto the cold streets of New York with Billy to spread Christmas cheer.

 

Cash Cow with Lena Dunham and Elena

The Girls star competes against series favourite interviewee Elena in a quiz that sees the loser milking a cow.

Billy and Olivia Wilde: John Mayer or Pepé Le Pew?

Billy quotes John Mayer and Pepé Le Pew, forcing Olivia to guess which of the two ‘heartthrobs’ actually said each line.

Lindsay Lohan and Billy Eichner Destroy a Car

Billy and Lindsay take out their post-How I Met Your Mother finale rage out on a car decaled with the cast’s faces.

 

For A Dollar: Am I Sexy?

Billy ambushes an unsuspecting passerby who is rewarded for her tenacity when Billy starts handing her one dollar bills for simply saying “Matt Damon”.

 

If you’re like us and you still can’t get enough of Billy, make sure to catch him in The Lion King as Timon the Meerkat, and watch the video above for our interview with him!