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Your AI Therapist Wants You Single - 34th Street Magazine

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Arts beat Aaron Tokay asked ChatGPT, Gemini, and Claude to give him dating advice. They all said yes—and that’s the problem.

Style Your AI Therapist Wants You Single I asked ChatGPT, Gemini, and Claude to give me dating advice. They all said yes—and that’s the problem. By Aaron Tokay Feb 5, 2026 3:40 am Eunice Choi / 34th Street Magazine Bring me back to the old days of cowering over your friend’s phone at a sleepover, curating the perfect text to send their crush. Sure, the best flirty texts might have been a group effort, but at least they were human ones. Now, we’ve outsourced our romantic incompetence to artificial intelligence–powered chatbots, and honestly, it shows. With the number of times I have seen people

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