Daring questions to ask on a first date

For a date that's clearly going well. These carry a bit of edge — the questions that skip three dates ahead and establish whether you're actually compatible or just being polite to each other.

20 daring questions to ask on a first date

No safe answers — go there. Showing 12 of 20.

• What would you do right now if you knew it couldn't hurt you emotionally?
• What memory would you delete if you could?
• What's your biggest dealbreaker that most people wouldn't expect?
• What's a red flag you've ignored before?
• What's the most impulsive thing you've ever done for someone?
• What's something people assume about you that's completely wrong?
• What's the most honest reason your last relationship ended?
• What's something you want to ask me but think it's too soon?
• What's something that's scared you about dating recently?
• What's a question you'd want answered before getting serious with someone?
• What part of yourself do you hide when you first meet someone?
• What's something you've done that you're not proud of?

+ 8 more in the app.

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