Comic Simon King Gets Unfiltered with Matt Slayer on Episode 468

Emily Williams · 2026-08-14

### A Night of Cocktails and Chaos (HOLLYWOOD, Calif. / August 14, 2026) — Comic Simon King stops by for a round of cocktails and candid conversation on the latest episode of Matt Slayer's iconic and unfiltered *And Now We Drink* podcast. If you've never tuned in, think of it as "the conversation at the end of the bar"—where your favorite writers, comedians, adult film stars, artists, musicians, and actors let their guard down. No topic is off-limits as Slayer and his guests dive into personal experiences, sharing raw stories and unique takes on sex, relationships, and life. ### Episode 468: Comedy, Chaos, and the Algorithmic Age On Episode 468, Slayer sits down with Canadian comedian Simon King for a fast, filthy, and surprisingly thoughtful ride through comedy, chaos, politics, and the weird machinery of modern life. What starts with jokes about OnlyFans, Pornhub comedy specials, AI-written eulogies, and suicide hotline telethons quickly turns into a sharp, darkly funny conversation about what it means to be a working comic in a world run by algorithms, bots, and questionable incentives. Simon opens up about touring in the U.S. as a Canadian, the strange instability of modern America, border anxiety, and why Canada's relationship with the States has shifted from neighborly familiarity to genuine concern. He and Matt dig into the realities of comedy today: - Crowd work clips and viral fame - Bought followers and the illusion of success - Club economics and the pressure to create content - Why Simon prefers "artisan small batch" audiences who actually know what they came to see ### The Personal Side: OCD, Lucky Shirts, and Mental Health The conversation also veers into Simon's OCD, his text-deleting habits, lucky stage shirts, and non-alcoholic beer strategies. He shares the delicate mental health balance that keeps him away from psychedelics—for now. Along the way, Matt and Simon riff on stolen art, Lenin's body, mutton, corporatism and corporate gigs, Saudi money, guns, masculinity, violence, religion, generational change, and whether humanity has any shot at making it another hundred years. It's an episode full of grim punchlines, honest self-reflection, and the kind of unruly tangents that make *And Now We Drink* feel less like an interview and more like eavesdropping on two funny people trying to make sense of a burning world. > "Hell, I hate watching myself so much I broke all the mirrors in my house like some medieval cursed half-beast nobleman, but this episode was so fun," King shared. "Funny, dark, engaging, silly … beards! What more do you need, people?" ### Where to Listen The uncensored Episode 468 of *And Now We Drink* featuring Simon King is now available via Bleav, as well as at the program's official website and on fine services such as: - Apple Podcasts - Spotify - YouTube ### Stay Connected Read about the latest news from the *And Now We Drink* show on X, Instagram, and Facebook. Follow Matt Slayer on X, Instagram, and Bluesky. Keep up with Simon King on X. ### About And Now We Drink *And Now We Drink* takes listeners on an intoxicating journey into the world of sex, relationships, and everything in between. Hosted by the charismatic and unfiltered Matt Slayer, the popular show is like "the conversation at the end of the bar" featuring your favorite writers, comedians, musicians, actors, and adult performers. The podcast grew naturally out of Slayer's work as a private investigator. "During my day, I ended up getting into podcasts; what else will you do when you have 6-8 hours of sitting in your car? I figured, I know a lot of interesting people, I like talking. I'm a white dude with a beard in L.A. This means I'm supposed to do a podcast, right?"