21 Questions Game: Dig Deep with Fun and Flirty Questions (2024)

These intimate questions work especially well for a love interest, since they're all romance-related. If you're playing with your crush or on a first date, consider these flirty questions your go-to.

1. Do you believe in love at first sight?

2. What was your first kiss like?

3. What was your best kiss like?

4. What was your first impression of me?

5. What's your idea of a perfect date?

6. What are three things you are looking for in a partner?

7. What makes you automatically swipe left on a person?

8. Have you ever experienced true love?

9. If you had a conversation with your ex, what's a question you'd want to ask them?

10. What are the most frequently used emojis in text conversations?

11. What's the wildest thing you've ever done to get someone's attention?

12. What's your biggest fear when it comes to relationships?

13. What's the most embarrassing thing you've ever done in front of someone you like?

14. Do you find first dates fun or stressful?

15. What's your favorite movie couple and why?

16. What's your favorite place to take a significant other?

17. Who's relationship do you admire and why?

18. At what point in a relationship do you think it's time to go public on social media?

19. What's your biggest turn on?

20. What's your biggest turn off?

21. What's your favorite thing about me?

22. What was the last flirty text you sent?

23. What's the worst thing about being single?

24. What's the best thing about being single?

25. Would you consider yourself a hopeless romantic?

26. At this point in your life, would you prefer a casual relationship or a serious relationship?

27. What's the hardest part about being in a long-term relationship?

28. If you were getting married, would you write your own vows?

29. What's your biggest regret when it comes to a past relationship, specifically?

30. How do you get over a breakup?

31. What meme best represents your life?

32. Would you rather love and lose, or never love at all?

33. After a disagreement, do you initiate the makeup conversation or wait for your S.O.?

34. How many people have you told "I love you" to in a romantic context?

21 Questions Game: Dig Deep with Fun and Flirty Questions (2024)
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