Season 5
(2016)
Cast
as Self - Host
Episodes
Immigrant or Real American? with Jon Hamm 8.0
November 15, 2016
Billy and Jon Hamm take to the streets to find out if anyone will have a threesome with them! Later, Billy plays "Immig…
Death Rogen with Special Guest Seth Rogen! 6.0
November 22, 2016
Billy hits the streets with Seth Rogen for a new segment called "Death Rogen". Later, just in time for Thanksgiving, Bi…
Lupita Nyong'o: Bring the Pain 7.0
November 29, 2016
Billy is joined by Oscar winner Lupita Nyong'o for the brand new game, "Gay or Old?" Later, everyone's favorite contest…
Miracle on 34th Streep with Andy Samberg! 7.0
December 6, 2016
Billy and Andy Samberg play the new game "Was at My Wedding or Possibly Killed Tupac?"; Billy and Andy introduce New Yo…
Aziz on the Street! 0.0
December 13, 2016
Billy is joined by Aziz Ansari to play the brand new game "Is This a Kanye West Quote or Not?". Later, Rachel Dratch is…
Billy's Holiday Wonderland with Jacob Tremblay! 0.0
December 20, 2016
Billy is joined for the first time by a child actor, the star of "Room," Jacob Tremblay. Together, Jacob and Billy take…
Do Gay People Care About John Oliver? with John Oliver! 0.0
January 3, 2017
John Oliver joins Billy out on his street ventures. Billy asks gay people what they think about the famed English comic…
Curbside Conga Line with James Corden 7.0
January 10, 2017
Talk-show host James Corden helps Billy appeal to the masses; Billy and actor Robin Lord Taylor ("Gotham") play an obst…
Super Sloppy Semi-Automatic Double Dare! with Keegan-Michael Key 0.0
January 17, 2017
Billy is joined by Keegan-Michael Key for the game "Name 10 Gay People"; aspiring actor Cameron plays "Walking Dead or …
The NY Bubble with Stephen Colbert! 0.0
January 24, 2017
Billy welcomes Stephen Colbert to play "La La Land or Nicki Minaj", and Stephen heads out onto the streets to ask how N…