Questions to Ask a Guy

Not sure what to ask a guy so the conversation keeps flowing? This set of 50+ questions helps you spark his interest, make him laugh and get to know him better — on a date, over text, or already together. Swipe the cards or pick a question from the list.

How to use these questions

1. Open the card generator above.
2. Start with an icebreaker, then move to flirty or deeper.
3. Listen to his answer — then share yours too.
4. Tap the heart to save the ones that work.
5. Alternate light and deep, and don’t turn it into an interrogation.

Questions to start the conversation

1. What was the best part of your day?
2. What do you get into in your free time?
3. Are you more into active plans or relaxing?
4. What are you watching or playing right now?
5. What’s your favourite dish?
6. Where do you dream of travelling?
7. What music do you play on the road?
8. Coffee, tea or an energy drink in the morning?
9. Which sport do you love — watching or playing?
10. What always cheers you up?
11. Mountains or the sea?
12. Which hobby would you like to try?

Flirty questions

1. What’s the first thing you notice about someone?
2. What’s your idea of a perfect date?
3. Do you believe in love at first sight?
4. What instantly charms you?
5. A spontaneous adventure or a planned evening?
6. Which compliment is nice to hear?
7. What makes an evening special?
8. Retro romance or modern?
9. What’s a “green flag” for you?
10. Which gesture of attention do you value?
11. What dream date are you thinking of?
12. What makes you smile right away?

Deeper questions

1. What does success mean to you?
2. What are you proud of about yourself?
3. What keeps you moving forward?
4. What was your hardest lesson?
5. What does true friendship mean to you?
6. What do you want to achieve this year?
7. What would you tell yourself five years ago?
8. Which dream of yours is on pause for now?
9. What helps you feel confident?
10. Stability or adventure — which is closer to you?
11. How do you recharge after a hard week?
12. What do you value most in people?

Fun questions and imagination

1. If you had a superpower, which one?
2. Three things for a desert island?
3. Which famous person would you have dinner with?
4. If life were a game, what genre?
5. The most extreme thing you’ve done?
6. Your hidden everyday superpower?
7. If you could live in any era, when?
8. A million in a day — what would you do?
9. Your childhood dream job?
10. If you were an animal, which one?
11. Which challenge would you want to take on?
12. The funniest thing that’s happened to you?

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