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EPISODE · Sep 16, 2026 · 40 MIN

Overthinking About AI Boyfriends

from Magical Overthinkers · host Amanda Montell & Studio71

Would you ever date an AI boyfriend? Before you say absolutely fucking not, consider this: plenty of people who swear they’d never have an “AI relationship” are already turning to chatbots for reassurance, emotional processing, difficult conversations, or the occasional late-night spiral. This week, Amanda is joined by Bridget Todd (@bridgetmarieindc), host of There Are No Girls on the Internet and author of Love at First Prompt: AI and the Future of Intimacy, to overthink what happens when technology starts creeping into our most private emotional spaces. They talk about women using AI for romance because dating men feels increasingly hostile, neurodivergent people using chatbots to rehearse human connection, the appeal of a boyfriend who literally never gets tired of talking about books, and the very real misogyny baked into “girlfriends who never say no.” But in the world of large language models, who gets to own, shape, and profit from the parts of us that feel most intimate. An inquisitive spiral about loneliness, desire, digital intimacy, and who gets access to our inner worlds.Further Listening: Love at First Prompt by Bridget Todd Join the "Magical Overthinkers Club" by following the pod on Instagram @magicaloverthinkers. To access early, ad-free episodes and more, subscribe to the Magical Overthinkers Substack. Pick up Amanda's book The Age of Magical Overthinking: Notes on Modern Irrationality, or listen to the audiobook. See Amanda, in person! Sounds Like A Cult is coming to you LIVE from The Elysian in LA on October 15th! Get tickets at soundslikeacult.com! Use code MAGICAL at jonesroadbeauty.com to get a Free Gift with your first purchase! #JonesRoadBeauty #ad If your glasses are overdue for a refresh, now is the time. Use code PODCAST15 for 15% off your first order at ⁠⁠⁠bit.ly/3OdtU5X Learn more about your ad choices. Visit podcastchoices.com/adchoices

Episode metadata supplied by the publisher feed · Published Sep 16, 2026

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Overthinking About AI Boyfriends

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