Online Dating Questions To Ask Him

25 Important Online Dating Questions To Ask Him Before Going Out For A Date

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You might be dropped here by searching Online Dating Questions to ask him. Suppose you are an online dater and has been using online dating apps or seeing someone for a long term relationship/ committed relationship. In that case, it becomes increasingly essential to know your genuine connection on a deeper level. 

Read About: Signs That A Guy Is Sexually Attracted To You

For this purpose, you need some Online Dating Questions to ask him before meeting him in person. So, don’t worry, as we at TheDatingAdvise.Com has curated this list of questions that you should ask him. We guarantee that these questions will help you in knowing him more. 

Online Dating Questions to ask him

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These types of questions can help in building his dating profile and can tell you a lot about his outlook on life. Moreover, these can also serve as a great conversation starter to a meaningful conversation. 

Read About: 4 Text Rules For Guys

Online Dating Questions To Ask Him

Which is your favorite fictional character? 

This will give you the impression of whether he likes to watch fiction, animated, superhero movies, or not. You both can vibe well if your taste matches in this genre of film. 

Which influential figure do you look up to? 

Knowing this will let you know what this man aspires to become and what qualities he wants to incorporate in himself. 

What are your favorite outdoor activities? 

The outdoor activities will let you know how adventurous a person is. You can match the level of adventure that you are interested in and choose to vibe accordingly. 

What is your biggest pet peeve? 

The answer to this question can prove beneficial if you both decide to be in a long term relationship. This is because you will know even the minute things that you oughtn’t to commit (because it can make your man super annoyed). 

What are the childish things that you enjoy to do even now? 

Everyone has stories to tell from their childhood. Some of the childhood habits even continue in adulthood. This online dating question to ask him is a great way to know more about his childhood. You can get to know how he spent his childhood, which school did he went to, etc. 

Online Dating Questions to ask him

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Is there someone who has lost your respect? If yes, who? 

This online dating questions to ask him is an excellent opportunity to dive deep into his past life. If everything goes fine, the conversation can even build up to a stage where you both are unwrapping your past relationships in front of each other. 

How many smartphones have you broken or lost to date, and what was the reason behind each incident? 

Now, this is a great conversation starter online dating questions to ask him. 

The answer to this question can lead to a long conversation, with him telling you about the story behind him losing or breaking his smartphones. 

Tip- You can also know about how short-tempered this guy is with the help of this question. If he has broken his cell phones just because of anger, be outspoken to tell him about your views on this issue. 

Also Read: Why Do Guys Come Back Months Later

Ask him his views on being born as a male. 

This question is specially added to all the feminists in the house. In addition to knowing about the struggles of being a man, you can ask him about his views on the works about being a female. 

Caution: Do not get angry if his views don’t match up with yours as everyone has their perspectives and experiences of life. 

It can also turn out to be a fun question where the conversation can go ‘wild.’ 

What would you NOT DO for 10 million dollars? 

This question will test his limits and give you a glimpse of what he can do or not do to earn big money. 

Caution/ Disclaimer: We all know that online dating isn’t safe anymore. People can falsely pose as somebody to impress you. Ensure that your questions should be targeted to bring out the real person sitting behind the device. 

Therefore, such questions can help you to unmask criminal minds. 

Which is that one movie or Web Series/ TV Show that he can watch over and over again without getting an inch bored? 

A general online dating question to ask him that is intended to know his taste in movies. 

What is that one situation in which you experienced the highest pressure? How did you deal with it? 

Let me be of utmost honest with you. It will either increase his respect in your eyes to a height where none can touch him, or he can witness himself having a free fall in your eyes after he answers this particular question in a silly manner. 

A piece of advice for women and girls looking for a committed severe and long-term relationship- You need to understand that you are looking for a partner who can handle you and your family in different life situations. Believe me when I say this that life can be hard at times. At such moments, you need a person who can handle the situation and manage all the family members together at the same time. 

This can only be done by a person who deeply understands the real meaning of life. Therefore, girls lookout for guys who have done struggle in life and handled such pressure situations. 

Online Dating Questions to ask him

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More Online Dating Questions To Ask Him- 

  1. What is something that you are tired and bored of hearing repeatedly? 
  2. What have been the significant events in your life to date that made you the kind of person I am witnessing today? 
  3. Which are the double standards that you don’t like and should be ended according to you? 
  4. Do you have ‘The worst customer support service story’? If yes, what was it? 
  5. If you die soon (this might seem scary, so don’t ask him if you haven’t shared any joke till the moment), how do you want to be remembered? 
  6. Why are you here on this dating site/ dating app? 
  7. Are you a pet person? If yes, then whom do you like more- cats or dogs? 
  8. What’s your horoscope sign, and do you believe in such things?
  9. Are you a morning person, or are you a night owl? 
  10. Do you like tattoos?
  11. Which is your favorite holiday destination in the entire world? 
  12. Can you tell me anyone random fact about yourself? 
  13. What are the shows you have binged watch, and which are your favorite Web Series/ TV Shows? 
  14. Do you like the work or the job where you are currently employed or the position you are presently in your life, or do you wish and aspire to do something else in life? 

Read About: How Many Dates Before Sex?


Dating sites offer many surprises. Getting unexpected or creative answers to your questions is one of them. But, that’s the whole fun the online dating system has to offer. 

Asking the questions mentioned above by TheDatingAdvise.Com will ensure that you get a glimpse of his current life before you both plan to meet up. Also, you can know about his creative outlets, attractive quality, and adventurous nature. 

Piece of Advice: Be outspoken and frank to ask both professional and personal questions about his life. Also, your items should be a mixture of fun questions, random questions, etc. 

Now have a look at the Online Dating Questions to ask him that are mostly asked (and should be asked)- 

Q. Online Dating Questions to ask him- What is it that something which you think you know a lot about, but in reality, you don’t really about it that much? 

A. This is a fundamental online dating question to ask him and start with. According to me, every person should introspect himself/ herself and know the wrong things or things he/ she isn’t capable of doing. 

It can also tell you if he is egoistic or not. Also, if he answers in a way that suggests that there isn’t anything that this guy isn’t capable of doing, it time that you tell him that he wasn’t able to impress you. 

Q. What is that something at which you want to be the best in the world? 

A. These types of fun questions will let you know his imaginative side. The answer to such questions unfolds the conversation to a side never discovered before. 

Q. What is it that people idealize a lot, but they really shouldn’t? 

A. The answer to this online dating question to ask him will let you know about what this guy doesn’t value at all. 
If he names something which you think has been underestimated by him, it’s time to bid goodbye. 

Q. Online dating question to ask him: Tell me honesty if you have any valued or valuable possession that is exceptionally close to your heart.

A. Now, some of you might differ with me when I say that if the answer to this online dating question asks him is something materialistic, it’s a big NO! But, it differs from person to person. 
I would look for someone who would say that his most valuable possession is his manners and the blessings that he has received from his elders, etc. 

Q. Do you possess any skills that are super useful and beneficial?

A. Everyone dreams of a partner who has specific good skills. These good skills can belong to any segment of life.
If you think that his beneficial skills can prove useful in your life or hold value in your life, you can plan to meet up soon to discuss more these skills. 

Q. Online Dating Questions to ask him: What do you think is the true definition of a good human being? 

A. This online dating question to ask him will give you a glimpse of his thinking. This question reminds me of something that my grandmother used to say. 
Respect women, elders, parents, etc. 
Care for your family 
Listen to your life partner and be her support system. 
Stand with her always, no matter what 

Q. Who is immensely popular for his/ her talent, but according to you, they shouldn’t be? 

A. The answer to this online dating question to ask him will allow you to know the things and talents that this guy values in his life. 
This question can be the stepping stone in knowing the people on a deeper level. 

Q. Is there something that you thought was silly until you tried it? If yes, what was it? 

A. You need to discover his ‘other side’ through these online dating questions to ask him. 
Knowing about his experiences and the silly things that he might have tried alone or with his friends will help you get a glimpse into his life. Taking a step ahead, you can also know stories about his friends and understand his friends better. 

Q. Online Dating Questions to ask him: What do you like the most/ favorite thing about yourself? 

A. This online dating question to ask him can get a glimpse of how self-obsessed the person is. 
Sharing favorite things helps in making people comfortable with each other. 

Q. What is your most weird or bizarre talent? 

A. This Online dating question to ask him will let you about the weird stuff this guy does in his leisure time. 
You both can share your weird and bizarre talents and become more comfortable with each other. 
This will also let you know about all the random acts that you guy does. 


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