165 questions to ask a guy to strengthen the relationship

18 March, 2025

Olga Ngono

165 Questions a poser

When one cares for someone, it can be quite hard to find the way out to settle a good connection.

One of the keys to make it happen is conversation, but a useful one through good questions.

NO matter the kind of relationship you’re currently having with a man, we picked 165 questions for you to understand his intentions and succeed in enhancing further the relationship.

What is the importance of questions in a relationship ?

Questions are a great way to test the feeling between a man and a woman. Asking the suitable questions would lead a woman to discover the important facets of a man’s personality.

First and foremost, you can make a discussion more interesting with your crush thanks to the right questions.

Better, emphasizing on some sensible points helps a man to judge how much you care about him. That strengthens the bond between the both of you and he can afterwards invest more in the relationship sending you back the same caring.

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As well, asking the right questions helps to know what the person likes; same for things he or she appreciates the most. These are key indicators to know how to please a man and how to hang him around.

Moreover, the way a guy answers questions says a lot of his personality. His ability to listen to you and to reply to your queries vouches for the amount of interest he bestows you.

This is a good way of understanding his intentions, expectations and you to get sure your criteria really match.

15 Icebreaker queries to strike up a conversation with a guy 

The ability to keep a discussion interesting with a man can sometimes seem intimidating. We picked up about fifteen (15) questions to help you to easily break the ice:

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1. Where would you go if you could travel anywhere in the world and why? 

2. What is the last movie or the last series you watched? What is your take on it? 

3. Have you a hidden talent or a passion I don’t know? 

4. Whom would you pick if you could have dinner with any personality? 

5. What’s your favorite meal and do you know how to cook it? 

6. What’s the craziest thing you’ve ever done in your life? 

7. Are you more into mountains or beaches for vacations? 

8. What’s your favorite book or favorite author?

9. Which one would you choose, if you could revive a moment of your life? 

10. What are the three items of your wishes list?

11. What is your best childhood memory? 

12. Do you have a hobby you would like to share with other people? 

13. What’s currently your favorite music? 

14. If you could instantly acquire a new skill, which one would it be? 

15. What are you currently more passionate about in life?

15 questions to ask a crush before the relationship 

When you start having feelings for someone, it is essential to have a better understanding of his/her values and vision of relationships. 

Ask suitable queries can not only enforce the relation, but also help you determine if you are on the same track. 

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Crédit : Freepik 

Here are 15 questions to ask your crush before starting dating:

1. What are your passions or your favorite hobbies ? 

2. In three words, how could you describe your personality? 

3. What’s your opinion on the ideal relationship? 

4. What are the important values for you in a relationship ?

5. How do you manage conflicts or disagreements ? 

6. What’s your biggest fear in love ?

7. What are you currently looking for in a relationship ? 

8. Do you like spend time alone or you prefer being surrounded by people ? 

9. What’s your favorite way of spending a weekend? 

10. Do you have projects or long-term objectives you could talk to me about? 

11. What are your expectations when it comes to communication in a relationship? 

12. How do you define trust in a relationship ?

 13. what are the things you appreciate the most  from a partner ?

14. What’s the best advice you’ve got in love ?

 15. Are you more into planning or let things happen naturally ?

15 Questions to make him fall in love

To create strong links and arouse love feelings from a man, good communication is a key element. Asking right questions can, not only help you knowing him better, but also awake intense emotions.

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Hereby are 15 questions to ask to make a man gradually fall for you 

1. What are the qualities you like the most with your partner ?

2. What is your best love memory til now ?

 3. What makes you feel loved in a relationship ?

4. How do you appreciate true love ?

5. What are the little touches of care you like the most ? 

6. What is the dream or the goal you would like to share with someone ?

7. What’s the most important thing you’re looking for in a partner ?

8. How do you imagine spending a perfect weekend in couple? 

9. What are the capital values for you in a relationship ?

10. What makes you smile or laugh, especially in tough moments ?

11. What is your biggest fear in love ?

12. What is the last thing that made you feel tenderness ? 

13. How would you celebrate special moments together ? 

14. What are your expectations talking about communication in a relationship ? 

15. What is the best love confession you ever heard ?

15 questions to better know a man

When you’re starting a new relationship or simply want to understand a man, asking convenient queries can make the whole difference.  

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Whether it is to understand his intentions or to judge the compatibility between the both of you, here are the questions you should ask : 

1. What are your passions about or your favorite activites ?

2. How can you describe your personalities in three words ? 

3. What is your vision of a love relationship ?

4. What are the most important values for you in a relationship ? 

5. How do you manage conflicts or disagreements? 

6. What is your biggest fear in love ?

7. What are you currently looking for in a relationship ?

8. Are you either introvert or extrovert person ?

9. What is your best childhood memory ?

10. What are your dreams or your goals on a long-term ? 

11. How do you like spending your weekends ? 

12. What are your expectations when it comes to communication in a relationship ?

13. What do you appreciate the most with a partner ?

14. What is the best advice you got for love purpose ? 

15. Do you have customs or ritual practices that matter to you ?

15 questions pour flirter avec votre crush

Flirtations are much of the time exciting, but are also a bit intimidating moments especially when one fears to make a wrong move.

Have here, some queries that you can ask your crush to increase the alchemy and transform simple discussions into laughing and complicity times: 

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1. If you could travel anywhere with me, where would we go ?

2. What is your favorite dancing song, even if nobody knows it ? 

3. What is the meal you like cooking to impress someone ?

4. If you have to choose a superpower, which one would you choose and why ? 

5. What is your favorite romantic movie even if you do not want to admit it?

6. What is the craziest thing you would like to try some day ?

7. If you could have a dinner with a celebrity, who would you choose and why ? 

8. What makes you laugh out loud ?

9. What is your best wooing technic if you have one ?

10. What is your most memorable dating souvenir? 

11. If you were a dessert, which one would you be ?

12. What is your definition of a perfect dating night ?

13. What is the cutest compliment you ever received ? 

14. If you were a movie character, who would you be ?

15. What do you think of the idea of an unplanned road trip ? 

15 questions to ask one future boyfriend 

Debuting a new relationship is always a moment full of excitement. However, it is important to know properly one partner and build the relation on a solid basement. For the sake, here are opened queries for you to know better your new boyfriend: 

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1. What are your passions or your favorite activities ? 

2. How can you describe in three words your personality ? 

3. What is your vision of a serious relationship ?

4. What are the most important values for you in a relationship ? 

5. What is your biggest ambition in life ?

6. How was your last relationship and what are your learnings from it ?

7. what do you do to relax after a long day ?

8. What are your expectations talking about communication in a relationship ?

9. What is the best advice you got in love ? 

10. What are the things you like the most with a partner ? 

11. How do you apprehend the future in five or ten years ? 

12. What is your best childhood memory ? 

13. Do you like surprises or you prefer to plan everything ?

14. What is your favorite way of having a good weekend ? 

15. What are your bounded family traditions ?

15 questions to asks a partner for more complicity

Strengthen complicity in a relationship asks for sincere and open conversations. Asking relevant questions can help you understand better the emotions and desires of your partner in order to spend quality times together: 

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1. What is your biggest dream , the one you never shared with someone ? 

2. What makes you happy in our relationship ?Qu’est-ce qui te rend le plus heureux dans notre relation ?

3. What is your definition of love ?

4. Is there something you would like me to do more often ? 

5. What is your favorite memory of the both of us ?

6. How would you like us to celebrate our anniversary ?

7. What scares you the most in love ? 

8. How do you imagine our life in five years ? 

9. Is there an aspect of your personality you wish to explore more ? 

10. What is the best advice you got on relationships? 

11. What are the little attentions that touch you the most ?

12. How do you prefer solving conflicts when we disagree ? 

13. What is the quality you admire the most with me ? 

14. What are the activities you would like us to do to enforce our complicity ? 

15. What do you think of the idea to create traditions just for the both of us ?

15 risky questions to ask a man

Asking daring or risky questions can spice up the discussions and set a good and naughty vibe. These are questions that enable you to explore more intimate topics and discover in the other partner,  desires and phantasms : 

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1. What is the first thing that catch your attention on a woman ?

2. Have you already experienced a one-night stand, and how did it happen? 

3. What is your biggest unavowed fantasy ?

4. What do you think of the idea of a date in an insolite place ? 

5. What is the most audacious thing you ever did ? 

6. Do you prefer romantic movies or hot scenes ?

7. What are your favorite erogenous zones ? 

8. If you could describe your perfect night with someone, what would it look like ? 

9. What is the sexiest thing a partner can do ? 

10. Have you already crave for doing something taboo ? 

11. What do you think of role playing in the intimacy ? 

12. What’s your most recent memory about a relationship ? 

13. What is your favorite position during sexual intercourses ? 

14. What would you say if i proposed you to try something new together ? 

15. How are you feeling when it comes to explore limits with a partner ?

15 funny questions to ask a guy

Funny queries are excellent ways to break the ice and create a relaxed vibe. With your man, here are 15 funny questions you can ask him : 

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1. If you could be a cartoon character, who would you choose ? 

2. What would be your first action if you win at the lotto tomorrow ? 

3. If you could have a superpower, which one would you choose and why ? 

4. What is the strangest thing you ever ate ? 

5. What is your hidden talent nobody knows about ?

6. If you have to choose a musical theme for your life, what would it be ? 

7. What is the last funny video you saw and that made you laugh ? 

8. If you could switch your life with the one of a celebrity, who would you pick up ? 

9. What is the worst hairstyle you ever had ? 

10. If you were an animal, which one would you be and why ? 

11. What is your favorite joke even if it is null ? 

12. If you could live in a movie, which one would you choose ? 

13. What is the song you sing while showering ? 

14. If you could invent a new ice cream flavor, what would it be ? 

15. What is the most ridiculous thing you did for love sake ? 

15 questions to ask him to know if he loves you

Understanding the feelings of a partner can sometimes be a challenge. Ask direct questions but delicate questions can help you find out his intentions as well as his emotions. Here are 15 questions to ask him to better find out if he loves you :

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1. What do you like the most about me?
2. How do you feel when we are all alone?
3. What’s your favorite thing to do with me?
4. What does love mean to you?
5. Have you ever thought about a future together?
6. How would you feel if I were about to go through a difficult period?
7. How do you feel when you think about our relationship?
8. What do you expect from a relationship?
9. What makes you happy in our relationship?
10. Have you ever had doubts about us?
11. How would you describe our relationship?
12. What’s the most beautiful thing you’ve done for love?
13. How do you see our relationship developing in the future?
14. What makes you feel close to me?
15. Are you comfortable sharing your feelings with me?

15 questions to ask to break up with the routine

Getting out of the daily routine can revive a relationship and the complicity. Here are about fifteen questions to ask to break up with the routine and revive the flame : 

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1. What’s the activity you’d like to try together, but we’ve never done before?
2. If you could choose anywhere in the world for a weekend getaway, where would we go?
3. What is the last movie or book that really inspired you?
4. What’s the thing you’ve always wanted to learn that we could do together?
5. What’s your favorite dish that you’d like me to cook for you?
6. If we had to create a unique tradition only for the both of us, what would we do?
7. What’s the best memory you have of the two of us so far?
8. How would you imagine our life in five years ?
9. What’s a secret you’ve never shared with me?
10. What’s the craziest thing you’d like to do one day?
11. If you could relive a day in our relationship, which one would you choose?
12. What’s the best surprise ever you’d like me to give you?
13. What are your three dream travel destinations?
14. What’s a childhood dream you’d like to realize now?
15. What would be your perfect day, from A to Z?

Conclusion 

The recipe for a successful relationship lies in the quality of your exchanges. The 165 questions you’ll find throughout this book will not only help you get to know a guy better, but will also help you succeed in setting an atmosphere of trust. 

Whether on a date or in casual discussion, these questions are a precious tool for uncovering unsuspected facets of the other person. 

With the right questions, you can easily turn simple conversations into unforgettable moments. Based on their answers, you’ll also know how to proceed to please him and then strengthen the relationship.

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