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dating-conversation-starters

Do You Actually Like Me, or Do You Just Like the Idea of Me?

“Do you actually like me, or do you just like the idea of me?” is not a neutral dating question. It arrives with tension...

Sep 14, 2026

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“If we met in high school, would you have talked to me first?” is the kind of question that can turn an ordinary chat in...

Sep 14, 2026

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“Would you rather get a surprise compliment or a surprise invite to hang out?” is the kind of question that looks almost...

Sep 14, 2026

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“Are you good at knowing when someone likes you?” is a clever dating question because it can mean two things at once. On...

Sep 14, 2026

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“What’s the best compliment someone could give you?” is an unusually efficient dating question. It sounds casual, invite...

Sep 14, 2026

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“What’s the first thing you notice about someone you like?” is one of those dating questions that can remain playful or...

Sep 13, 2026

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“Would you rather flirt over text or in person?” sounds like a light dating question, but the answer can reveal how some...

Sep 13, 2026

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“What’s my biggest giveaway when I have a crush?” is a playful question with an unexpectedly revealing answer. Most peop...

Sep 13, 2026

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“What is one small gesture from a woman that makes you feel deeply wanted?” is a more revealing question than asking som...

Sep 13, 2026

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“If distance were involved, would you see us as worth making real plans for?” is a much more serious dating question tha...

Sep 13, 2026

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