Desi Lydic has the latest from the Vatican after the announcement of the first American pope, Leo XIV, including the world's reaction to a Chicago-style pope and Fox News immediately yelling at him to speak English. Plus, Michael Kosta celebrates America's conclave win. Following Trump's ban on transgender people in the military, Jordan Klepper met with a panel of esteemed service members to discuss the president's rejection of their qualifications, which stand in stark contrast to Trump's own bone spur excuses. "It is not only the New York that I live in, but it's also the America that I want to live in." Comedian, writer, and actor Michelle Buteau sits down with Desi Lydic to share how the Netflix series that she created and stars in, "Survival of the Thickest," began as a book of essays written just after her twins were born, how having so much creative responsibility on the show allows her to reflect the diversity of the city she lives in, and why she says featuring body-positive sex scenes shows young women that they are worthy of love at any size and shape. She also discusses her recent accomplishment as the first woman to ever film a comedy special at Radio City Music Hall and reflects on the importance of finding joy during difficult times.

Jordan Klepper breaks down day one of Saudi Arabia's effort to buy Trump's affection: Arabian horses, a McDonald's food truck, some business deals, and a mid-meeting nap. Plus, Michael Kosta is so taken by the Saudis' lavish welcome he almost forgets about their oppression and orchestration of 9/11. Trump's 2024 campaign blitz through right-wing podcasters and influencers bought him a big win among young male voters, so Jordan Klepper sat down with liberal darling and Twitch streamer Hasan Piker to better understand how the Left can find a bridge into bro culture, and how easily men are sucked into the manosphere by social media algorithms. Award-winning filmmaker Matt Wolf sits down with Jordan Klepper to discuss his new two-part HBO documentary, "Pee-Wee as Himself," which tells the story of the late comedian Paul Reubens in his own words. Wolf explains his goal to create a "portrait of an artist," which was often at odds with Reubens's vision, their "barbed" but "fun" dynamic behind the scenes, whether the actor's passing informed the project, and how the "radical acceptance" of the original "Pee-Wee's Playhouse" changed his life.