50 Sassy First Date Questions That Will Break The Ice

Bold questions for a first date are the ideal option to gain confidence. Some people say that they prefer not to talk about certain things when they are just getting to know someone. However, it is the perfect moment, because we do not have much to lose and instead we can win incredible things.

50 Sassy First Date Questions That Will Break The Ice

If you like someone a lot, there is nothing better than getting to know them well so that you do not have false expectations and you know who you are dealing with. That is why trivia games become our ace up our sleeve when it comes to getting to know people.

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It has happened to all of us that we arrive on a first date and we don’t know what to talk about or what to say, and the worst thing is that something that could have been perfect falls apart, just because we didn’t know how to connect with the other. Having an arsenal of daring questions for a first date will help you have a theme for a while and also has the advantage that it will help you gain confidence more easily.

Bold questions for a first date

Our collection of daring questions for a first date has five stages that will help you connect with your interlocutor. If we talk things like they are, no one wants a complete stranger to come ask them about some private input stuff. However, if you dare to try the 5 stages, as you progress through the questions your date will feel more relaxed, and in the end you will be able to ask whatever you want.

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Stage 1: Questions to get to know a person

The questions of the first stage are general, they will help you to discover the hobbies, tastes and other information of the daily life of your date, so that you get an idea of ​​who you are talking to. In this part, the person will begin to gain confidence.

1. What are you passionate about in life?

2. What do you dream of?

3. Do you love what you do?

4. What are the things you can’t stand?

5. Who do you live with?

6. What would your perfect day be like?

7. What country would you like to visit?

8. What is your dream job?

9. What is your favorite book?

10. What is your favorite artist?

Stage 2: Questions to delve into a person’s soul

At this stage the questions have a greater degree of depth. Here your date will have to talk about their emotions , feelings and memories. If your date answers these questions, it is certain that a special connection will begin to be created between the two of you, because these are topics that we hardly talk to anyone about.

11. If you could live to be 100 years old and have the mind or body of someone who is 30, which would you choose?

12. Would you like to be famous? How?

13. How is your relationship with your parents?

14. If you could change something about your upbringing, what would you change?

15. If you could have a super power, which one would you choose and what would you use it for?

16. What is the happiest memory of your childhood?

17. What is the saddest memory of your life?

18. Do you believe in a God or something higher?

19. If you could go out to dinner with someone dead or alive who would you choose?

20. Do you have any uncontrollable hobbies?

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Stage 3: Questions about relationships

If the two previous stages have already passed, it is time to enter more compromising terrain. Calm! If you made it this far, your date will already feel confident and what follows will not seem like anything special. But watch out! Do not skip any of the stages, because if you ask these questions from the start, you may pass for nosy and you will not have the same result. Also with these questions you will be able to know if that person really likes you.

21. How many times have you fallen in love?

22. Have you been heartbroken?

23. Have you broken someone’s heart?

24. What would be your perfect match?

25. Have you been unfaithful?

26. What do you think of infidelity ?

27. Why did you break up with your last partner?

28. Do you remember your ex-partners fondly?

29. What is your definition of love?

30. What are you looking for right now?

Stage 4: Questions to connect with someone

At this point you will already know more about your date’s life than many people who have known her for years. So take the opportunity to see what is the impression he has about you. With the answers in this stage you will know if you want a second date or not, and if a special connection has been created.

31. Why did you decide to go out with me?

32. Tell me something you like about me?

33. Complete this sentence: If I could be doing something with you that would be…

34. Have you liked the date so far?

35. Tell me something you haven’t told anyone before?

36. What was the most embarrassing moment of your life?

37. When was the last time you cried?

38. Is there anything that you think is disrespectful to joke about?

39. If you were to die tonight, who would you like to talk to for the last time?

40. Who is the most important person to you right now?

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Stage 5: Bold questions for a first date

If they got to this point, it’s because the chemistry is in the environment. Now yes, it’s time to level up and make sparks fly. From here there is no point of return!

41. If you could, would you kiss me right now?

42. How do you feel better, taking the initiative or letting go?

43. What is your sexual fantasy?

44. What’s the craziest thing you’ve ever done in bed?

45. Do you get hot easily?

46. ​​What is the part of the body that turns you on the most of the opposite sex?

47. If you could have sex with someone famous who would it be?

48. What turns you on?

49. What would I have to do right now to turn you on?

50. What was the best sex of your life?

And ready! This is our selection of daring questions for a first date. If you get to the end of the questions, the most likely thing is that fireworks will explode between you, and if there is no chemistry for something loving, at least you will become great friends.

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Perhaps you will say that the daring questions for a first date are not so daring in the early stages. Now think again! If you think about it, asking someone to tell us about their fears, dreams, sadness and happiness is more daring than asking them about their sexual life. Meeting someone at those levels has unmatched magic.

Would you dare to ask these questions on a first date? Do you have another question to add? I’d love to hear your thoughts!