Technology
Apr 02, 2026
The AI Dating Experiment: When Technology Fails to Spark Romance
A writer shares his experience of using AI to help him with his love life, including writing his da…
A writer decided to hand over his dating life to AI for six weeks, using it to write his dating profile and generate conversation prompts. He matched with a woman, A, who was fine with his experiment, and they arranged a daytime cinema trip. The AI advised him to wear a turtleneck, dark jeans, and boots or minimal trainers, and helped him craft messages, including "Morning! Still on for Marty Supreme? Are you more of a trailers-lover or a trailers-hater?". However, A ignored the question and simply confirmed she was coming. During the date, the writer used AI-generated lines, such as "That hair has pure A24 energy", which A found confusing. The AI also suggested complimenting her hair, which he did, but A seemed unimpressed. As the date progressed, A began to notice that the writer's messages sounded "emotionally intelligent, yet something's off about them". She eventually discovered that he was using AI to generate his lines and told him that if someone had sent those messages without her knowing about the experiment, she wouldn't have come on the date. The writer concluded that "AI is great at choosing date ideas. Relying on it for conversation, though, comes at a price of not trusting yourself – your own curiosity, ability to listen, and what you have to offer". He realized that the artificial confidence of AI-generated lines can make them worse than someone who is honestly nervous.
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