“If distance were involved, would you see us as worth making real plans for?” is a much more serious dating question than it initially sounds. It does not simply ask whether somebody believes in long-distance relationships. It asks whether...
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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 conversation, but that may be exactly why it works. It moves past favori...
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“What would make a date feel unforgettable for you?” is a deceptively useful question. It sounds romantic without becoming overly intimate, and it invites someone to describe an experience r...
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Ask people what makes someone attractive and appearance often dominates the first few seconds of the conversation. Yet lasting attraction tends to become more complicated once two people act...
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“What is the most attractive quality in a woman that has nothing to do with appearance?” is a stronger dating question than it may initially seem. It removes the easiest answers—eyes, smile,...
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“What makes you feel genuinely chosen by someone?” is a deceptively simple dating question. It sounds romantic, but the answer can reveal how a person recognises commitment, what makes affec...
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“What’s your favourite type of kiss?” sits in a useful middle ground among dating questions. It is more personal than asking about favourite food or travel plans, but far less intrusive than...
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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 reveal much more than a preference for phones or face-to-face chemist...
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“What makes you fall in love during sex?” sounds like a question about physical intimacy, but the most revealing answers are usually emotional. One person may talk about feeling completely t...
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“Have you ever had sex in a public place?” is the kind of question designed to interrupt a predictable dating conversation. It is personal, slightly uncomfortable and difficult to answer wit...
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