The future of dating is here, and it's awkward. Three Day Rule, a 15-year-old matchmaking service that launched its AI-powered app in 2025, promised to solve swipe fatigue with personalized matchmaking trained by 60 human experts. Instead, reviewer Molly Higgins discovered something unsettling - her matches all opened with identical AI-generated lines, turning real conversations into scripted exchanges where humans became mere facilitators for bot-to-bot romance. The dystopian twist on modern dating raises fresh questions about whether AI can actually improve human connection or just automate it into oblivion.
Three Day Rule just turned matchmaking into a bot-versus-bot conversation, and humans are just along for the ride. The dating app, which launched in 2025 after operating as a traditional matchmaking service for 15 years, bills itself as the antidote to swipe culture - using AI trained by 60 professional matchmakers to deliver deeply personalized matches. But according to a hands-on review by Molly Higgins for Wired, the reality is far more dystopian.
Opening her Three Day Rule app (commonly called TDR), Higgins spotted three new matches. All three led with the exact same line: "Hey Molly! I noticed you enjoy live music too; what's the best concert you've seen recently?" The promise of AI-powered personalization had devolved into cookie-cutter scripts.
The app's pitch is compelling on paper. Traditional matchmakers can cost upward of $10,000 and cater mostly to wealthy or older clients. TDR CEO Adam Cohen-Aslatei, who previously consulted for Bumble, Raya, and the now-defunct blind-dating app S'More, wanted to democratize the white-glove experience. His solution: an AI matchmaker named Tai that conducts deep intake interviews, asking roughly 100 questions about everything from hobbies to political views to physical preferences.
"It's a connection. We're asking you long-form questions to get long-form answers," Cohen-Aslatei told Wired. The questions range from relationship goals to race, religion, and disability status. Users can respond via text or voice, with Tai circling back to verify openness on sensitive topics like political alignment or openness to different body types.
