Talking to a Flirty AI?! | If This Doesn’t Work… Ep. 81

from If This Doesn’t Work… · host Justin Anderson

Ever talked to an AI that flirts with you?In this episode of If This Doesn’t Work…, we go completely off the rails. We start by reading hilarious (and brutal) comments from our viral 607 Unc episode, dive into a deep rant about pet ownership, trauma, and parenting styles… and then end up having a wild, slightly disturbing conversation with Elon Musk’s Grok AI avatar.The AI unexpectedly calls us “babe,” starts whispering, and even tells us stories—until we try to push its limits with ridiculous prompts. It’s funny, weird, and kind of terrifying for the future.🎙️ Episode Highlights:Reading the funniest (and meanest) comments from our viral interviewWhy big dogs in apartments are a crime against natureParenting debates: gentle vs tough loveThe state laws changing access to adult contentMasturbation, dopamine, and honesty about habitsTesting AI companions (Grok) live on the podcastA bizarre fox story that got very, very darkFinal thoughts on the future of AI relationships💡 New here?Hit follow on Spotify or Apple Podcasts, leave us a rating, and join the chaos every week!AI companions, Grok AI, If This Doesn’t Work Podcast, 607 Unc, comedy podcast, viral podcast, Elon Musk AI, dark humor podcast, parenting debates, NoFap conversation, funny podcast banter

Episode metadata supplied by the publisher feed · Published Jul 21, 2025

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Talking to a Flirty AI?! | If This Doesn’t Work… Ep. 81

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