First Dates questions
Questions that skip the small talk and help you actually get to know someone. Here's a preview of the deck, grouped by vibe — play the free game to unlock all 137.
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First Dates — Deep questions
The big questions worth sitting with.
- What three hours of your life would you choose to relive?
- What's the first thing you'd look for in a box of everything you've ever lost?
- What one thing about your future would you lock in if you could guarantee it?
- What question would you ask at the pearly gates?
- What year of your life would you live in forever if you had to pick?
- What would your younger self be most surprised by about your life now?
- What chapter title would you give this period of your life?
- When's the last time you felt completely like yourself?
- What's something you're scared to want?
- Who shaped who you are more than they probably know?
+ 10 more deep first dates questions in the game. Play to unlock them →
First Dates — Real questions
Honest and grounded — drop the act.
- What is a green flag you notice about people almost immediately?
- What's a small win you've had this week that made you feel great?
- What's something you're currently learning how to do?
- What is the most meaningful advice you've ever followed?
- What are you most looking forward to in the next month?
- What's a hidden gem you've discovered recently?
- What's a question you wish people would ask you more often?
- What's something you've changed your mind about in the last year?
- How would you describe your energy today in three words?
- What do you think is the most important quality for a person to have?
+ 20 more real first dates questions in the game. Play to unlock them →
First Dates — Funny questions
Light prompts to get a real laugh going.
- Which reality TV show would you win?
- What's the most unhinged purchase you've ever made?
- What skill would you download into your brain?
- What's your warning label?
- What's a hill you'll die on that absolutely doesn't matter?
- What food have you been pretending to like your whole life?
- What's the dumbest thing you've ever cried about?
- What would your autobiography be called?
- What's your Roman Empire — the thing you think about way too much?
- What conspiracy theory do you kind of believe?
+ 10 more funny first dates questions in the game. Play to unlock them →
First Dates — Flirty questions
Playful questions when sparks are flying.
- What's your idea of a perfect night in with someone you like?
- What's something that someone can do that instantly makes you more attracted to them?
- What's the most romantic thing you've ever done — or had done for you?
- What's something about you that most people find surprising in a good way?
- When's the last time someone made you genuinely nervous?
- What's a song that puts you in a mood?
- How do you know when you're really into someone?
- What's the first thing you noticed about me?
- What kind of energy do you think I give off?
- What's something you've wanted to say to me but haven't?
+ 37 more flirty first dates questions in the game. Play to unlock them →
First Dates — Daring questions
No safe answers — go there.
- 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?
+ 10 more daring first dates questions in the game. Play to unlock them →
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