Bill Maher and Andrew Sullivan randomly riff on Andrew’s history in debating, the legality of certain substances in England, the terrifying nature of the Catholic upbringing, the people Andrew bonds with best, their mutual moments of enlightenment as kids, the benefits of circumcision, whether we’re born with certain desires, the beautiful melting pot of London, how you know when to throw down, and much more. 

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Bill Maher and Fran Lebowitz talk travel nightmares, their least favorite feral creatures, outdoor dining and New York City rats, who always wins in politics, city living vs. country living, Bill’s Tik Tok obsession, why Fran is stickler for grammar, the effect of being on Netflix, and her friendship with Martin Scorcese.

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Bill Maher and Olivia Culpo randomly riff on how entertainers are sensitive to mean Internet comments, Olivia starring in a superhero movie, the downside of plastic surgery, Bill’s pitch for a revolutionary anti-aging product, Chat GPT writing a scene in Succession, the two must-see football movies, and couples’ rules for talking while watching a movie.

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In a headline making episode, Bill Maher and Bryan Cranston talk about privilege vs. advantage, the role that got Bryan Cranston in hot water, critical race theory, the show where Bill and Bryan first met, bulldozer parenting, creeps vs. nuts in casting, white peoples’ bias against themselves and tons more.

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Bill Maher and Sean Penn randomly riff on which one of the Three Stooges Sean was going to play, their opposing beliefs on personal health, why Sean is attracted to dangerous places, Oliver Stone, Sean’s crush on Diane Sawyer, Sean’s relationship with the paparazzi, Sean’s love of Hugo Chavez, the movies they couldn’t make today, the legend of Jack Nicholson, Bill and Sean’s mutual love of Amy Schumer and a LOT more. 

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Sebastian Maniscalco and Bill Maher chop it up about Sebastian getting an early gig with Bill, Sebastian’s career anxiety, Sebastian’s old school love of the Rat Pack, the genius of Steve Wynn, the information fairy, the danger of standing beside a window in Russia, the word you can’t say, and whether Bill ever encountered the Mob in Vegas. 

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Bill and intimacy expert Shan Boodram (Dr. Ruth meets Rihanna) in a wild, wide-ranging convo about relationship and bedroom preferences, Bill’s mom’s crush, what makes a man attractive to women, why Bill thinks he acts more like a woman when it comes to dating, the politics of open relationships, women in New York vs. women in L.A., and the concept of  “playoff defense.” 

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Bill Maher and Kevin Nealon ring in 2023 and randomly riff on the time Bill invited Kevin to live with him, what Madonna told Mike Myers about kissing her in a sketch, the best thing about doing intimate scenes in movies, how Marlon Brando took his acting fees in gold on one movie, the appeal of wife jokes, what Bill learned at Cornell, and how Putin is like Buster Douglas.

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Bill Maher and Mark Cuban randomly riff on Mark’s attack on Big Pharma, Mark’s love of owning the Dallas Mavericks, Bill’s distrust of the cloud, inside Mark’s DM’s, gold vs. Bitcoin, and the new generation of sports fan.

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In a special combo episode, Quentin Tarantino crashes the end of the Judd Apatow interview and the three of them talk about Quentin’s love of Freaks and Geeks, Quentin and Judd on working with actors, how Quentin wanted Adam Sandler for Inglourious Basterds, the trick of the movie 1917 and then we transition into a one on one with the brilliant comedian Ms. Pat.

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