I'm a matchmaker – four first date questions you should avoid and how to prevent those painfully awkward silences

FIRST DATES can become mundane and repetitive, but they don’t have to be.

Matchmaking and dating service Three Day Rule revealed four boring questions people should avoid on first dates and gave alternatives to spice up the conversation.


“Here’s some alternative first date questions to help you keep that conversation alive,” a woman said in a video posted to the dating service’s TikTok page, which is full of various expert tips in an attempt to ​​make “quality matchmaking accessible.”

“Instead of ‘Where do you see yourself in five years?’ why don’t you say: ‘What’s the most surprising thing you’ve learned about yourself this year?’” the expert suggested.

And instead of asking the usual question about hobbies and how a person spends their free time, the matchmaker said to state: “Tell me about the last adventure you went on with a friend!”

In a second video suggesting more alternative questions, the woman said to ask: “What is your guilty pleasure when it comes to music?” 

This is a much edgier question than simply asking a person what their favorite type of music or favorite artist is.

Finally, instead of telling a person to describe a life-changing moment, she said to ask: “What has been the biggest plot twist of your life?”

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With these tips, Three Day Rule hopes singles will have a much more rewarding experience when it comes to first dates.

And when it comes to first dates, an expert who goes by @datingwithAly hopes people are having many of them. 

She revealed she encourages her clients to see multiple people at once with one mantra in mind: “If you’re not in a committed relationship, why are you committing to someone who hasn’t committed to you?”


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