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If We Met in High School, Would You Have Talked to Me First?

“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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“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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“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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“What does emotional maturity look like to you in a relationship?” is not the lightest question to drop into a dating co...

Sep 13, 2026

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Ask people what makes someone attractive and appearance often dominates the first few seconds of the conversation. Yet l...

Sep 13, 2026

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“Have you ever watched porn with a partner? Would you like to?” is one of those dating questions that sounds provocative...

Sep 11, 2026

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“What turns you on more: dirty texting or in-person intimacy?” sounds like a playful dating question, but the answer can...

Sep 11, 2026

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“Have you ever used sex toys? Which ones?” is a more revealing dating question than it first appears. Between consenting...

Sep 11, 2026

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“What makes you fall in love during sex?” sounds like a question about physical intimacy, but the most revealing answers...

Sep 11, 2026

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“What’s your sexual guilty pleasure?” is the kind of dating question that can change the temperature of a conversation i...

Sep 11, 2026

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