OkCupid debuts ChatGPT-generated matching questions

The questions have been answered more than 125,000 times and counting.
By Anna Iovine  on 
screenshots of chatgpt-generated questions on the okcupid app
OkCupid is experimenting with matching questions generated by ChatGPT. Credit: OkCupid

The AI chatbot ChatGPT has had a chokehold on the internet since it debuted in Dec. 2022. Almost immediately, dating app users started using the service to write messages to matches — so it's not a surprise that dating apps themselves are getting in on the trend.

OkCupid has started experimenting with asking users matching questions generated by ChatGPT. The app's global head of communications Michael Kaye asked ChatGPT what questions to ask on a dating app and what questions to ask when dating, and here's what the chatbot replied:

  • Are you more of an introvert or extrovert?

  • Are you a morning or night person?

  • What's your favorite way to spend a weekend?

  • What do you value most in a partner?

  • How do you know when to take a relationship to the next level?

  • How do you balance your own needs with the needs of your partner in a relationship?

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As it turns out, more users who responded were introverts, night owls, and prefer a weekend relaxing at home. Nearly half of respondents value trust most in a partner, and they trust their guts in terms of taking their relationship to the next level. Daters balance their and their partners' needs by communicating these needs, scheduling time for themselves, and spending social time without their partners.

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"Daters who think ChatGPT is a life saver get almost 40 percent more Matches on OkCupid than those who think it’s too big brother, so we decided to leverage ChatGPT to draft our famous in-app matching questions that power our algorithm," Kaye told Mashable. "The chatbot from OpenAI wrote half a dozen questions for us — about everything from what you value most in a partner to how you can balance your own needs with the needs of a partner in a relationship — and daters are loving these new questions."

The questions have been answered more than 125,000 times and counting, and Gen Z is surely leading the charge. Thirty-one percent of Gen Z daters on OkCupid don't think that using AI to create a profile or message others on dating apps is a violation of trust.

Still, OkCupid found that 52 percent of users see using AI on profile photos as a turn-off, and only six percent say it's a turn-on — with 43 percent unsure. A fair number of users, 47 percent, were also unsure whether they'd continue dating someone who admitted to first communicating via an AI-based bot. Thirty-four percent said they wouldn't continue the relationship, and 18 percent said they would.

ChatGPT is months old and already changing how some singles date. As AI evolves, our dating lives likely will too.

Topics ChatGPT

anna iovine, a white woman with curly chin-length brown hair, smiles at the camera
Anna Iovine
Associate Editor, Features

Anna Iovine is associate editor of features at Mashable. Previously, as the sex and relationships reporter, she covered topics ranging from dating apps to pelvic pain. Before Mashable, Anna was a social editor at VICE and freelanced for publications such as Slate and the Columbia Journalism Review. Follow her on X @annaroseiovine.


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