In this article we are going to talk about the some interesting questions to ask a boy while chatting. Are you trying to strike a meaningful conversation with a boy? Finding it difficult to keep the conversation interesting? Do not worry, I have got your back. Striking a conversation with someone new is already a major task but if you want to get past that awkward phase and establish comfort, the questions you ask must stir some fun and frolic. When you are chatting with a boy, holding his attention for long may be tough, unless you ask the right questions.
There are a set of interesting questions you can ask but it is entirely up to you on which ones to ask and which ones to avoid, because every boy is different, and depending on what kind of person he is, you should select questions accordingly. And remember one thing always, it is not an interview, you must let the conversion be two-sided and grow organically. Do not make it look too forced, just go with the flow, and shoot your questions. To mix things up a bit, you can ask him questions in the form of a game, like “Never Have I Ever” or “Two Truths and A Lie” which is much more effective in getting to know each other. Nevertheless, here are some questions you can ask a boy while chatting.
What are some interesting questions to ask a boy while chatting?
Here are some interesting questions to ask a boy while chatting discussed below:
1. What are the top 5 things on your bucket list?
This question will make things interesting and a little serious at the same time. By asking this question, you will be able to get a peek into his goals and aspirations and you can identify how serious he is about his future. A person’s bucket list tells a lot about how ambitious he/she can be and how much they are ready to work to achieve their goals. At the same time, you can see if he has the right balance between his personal and professional goals by getting to know his items off his bucket list.
Asking this question will make the boy strike a more meaningful conversation with you and he will also find you more sensible as you find it important to be aware of his future and dreams. Another benefit of this question is that you can see how similar or different the two of you are, and will your paths align or part ways in the future.
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2. Which emoji best describes your personality?
Emojis can be used in a lot of ways to express how you truly feel. Because you are chatting with a boy on a medium where you can’t see him face to face and you truly can’t analyse what kind of person he is or what he is feeling, this can be the closest way for you to find out. It is a more fun way of finding out about his personality, rather than asking him in a very bland way and making it feel very formal. He will also feel you want to genuinely get to know him and keep him thinking to find the most suitable emoji. The emoji he selects will be either his true personality or based on his current mood, so you can ask questions based on that which will make him feel better, rather than asking irrelevant questions.
3. If you had only 24 hours to live, what would be all the things you would do?
This question can bring out so many thoughts and emotions in the conversation. With this single answer you can get to know a lot about his likes/dislikes and his preferences. You can learn so much about him and get to know what are the things that he values the most in his life because it is at that time they would do all the things that they truly love and are very passionate about. Rather than asking blatantly about his hobbies, it is more fun to put across the question in this way and find out everything that he loves.
4. What is your favorite childhood memory?
A brief look into the past and a walk down the memory lane will always be a good way to strike a meaningful conversation. The main benefit of this question is that it will give you a lot of things to laugh about and cherish all those beautiful moments of life. It will open the doors to the past and depending on his answers you can analyse what kind of childhood he had and how it might have affected him and nurtured him into his current self. This question will also show how comfortable he feels with you and from then on you can set a foundation for further conversations. You can easily identify if he is a fun-loving person or a serious one or has the perfect balance of both.
5. If your life were a movie, which one would it be like?
Every movie has a story of its own and every person has a story of their own. The best way to get a look into his life and understand his story is by relating it to something you have already watched. The answer to this question will help you set a benchmark in your mind on the kind of life he leads, and you can try and establish a connection based on that. Moreover, you will be able to understand how much he values his loved ones and how grateful he is for his life and everything he has achieved so far.
6. What is the one thing about yourself that you’d like to change?
This question can reveal so much about him because only someone who is open-minded and values others’ opinions and feelings will have an idea about himself. If he says he is perfect and there is nothing he would want to change about himself, it can either show his confidence or arrogance. If he answers with a personality trait, then he is a keen listener and is very respectful of other opinions and keeps in mind others’ feedback and take it in the most constructive manner. A person’s listening skills says a lot about his communication and gives you a deeper insight into his personality.
7. Who is that one person you look up to most in your life?
The people you surround yourself with and the ones you look up to as inspiration says a lot about what are your aspirations and goals are. It will give you a chance to understand his mindset and thought process much more. People look up to those who they relate themselves with the most and share common thinking. By identifying yourself with someone, you get to know a lot about yourself. This question can change a lot about your perspective of a person and show how he will behave with his fellow beings and treat everyone. Not only this gives you a glimpse into his future, but it also tells you how serious he is about his life.
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8. What do you prefer in a girl – beauty or brains?
This question will tell a lot about his opinion on relationships and how he treats other women. It will create a conversation full of views and opinions, making it more interesting to get to know him. You will get to know if he is someone who prefers his partner based on simply good looks or gives more importance to their personality and goes beyond just the face value. People judge others in just a single glance and forget that the other person has an entire life beyond those looks. It is the inner beauty that matters and the kind of comfort and bond you share that should be given more importance than just the looks. This will open a world into his mind and the mentality he has and the choices he would make.
9. What is the most embarrassing thing you have ever done?
Yet again, this is another door opener into the past and will give you a lot of conversational topics to talk and laugh about. The more you share your life stories and your embarrassing moments, the higher are the chances that you will get much closer to each other and establish a comfort zone with each other. Comfort is the sole basis of most connections and it is especially important for you to understand his comfort level with you and create conversations based on that. These are some of the most typical ways to strike a conversation yet are some of the most effective and fun ways to do so because it immediately unleashes an unsaid comfort and alleviates the atmosphere, establishing a more jovial vibe.
10. What is the craziest thing you have ever done for a girl?
This may be a very personal question, but it will establish a different zone in your chatting phase. It will show you to what extent he can go to make his partner feel loved and special and how seriously he handles relationships. It is a good way of showing you are interested in him and you would not mind taking things further with him. It will also show you how crazy and out of the box he can go to do something special for the girl he likes.
Be it a boy or a girl, striking a conversation with them should be based on his/her comfort. It should not be too forced and should be made as interesting as possible, making it exciting and unavoidable to let go of. The conversation should just go in the flow and be organic rather than planning and laying out every single step of it.