deep questions to ask a guy about relationships

A deep question is one that requires a person to open up and speak. Guys don’t always speak up until they feel comfortable, especially about relationships. But it is not like you cannot get them speaking. Asking a deep question will provoke them to share their choices.

If you are looking forward to getting in a relationship with a guy then there are some things you need to ask about. Asking a deep question will open up the guy’s mindset and let you know what he is seeking or might seek if you are their partner.

It takes time to get to know someone. It does, however, require some effort. If there’s a guy in your life you’d like to get to know better, you’ll need to go beyond small talk and courtesy. You require an excellent deep conversation starter question which I will provide you.

In this article, you will find the best deep questions to ask a guy about relationships. So without any ado let’s get started.

Deep questions to ask a guy about relationships

What do you want from a relationship?

You need to know whether he is seeking a long-term relationship or just want to have a casual thing with you. Because many people even now do not know the difference between dating, casual, friends with benefits, relationship and commitment. 

Ask him what does he consider a relationship to be, and what does he anticipate from you if you begin dating. Making it clear beforehand is better than going through a heartbreak.

Which would you prefer: an open or a committed relationship?

You will learn how people feel about a relationship if you ask this question. This is a crucial question to ask your date in order to determine whether you and they are on the same page. If you’re looking for a serious relationship, this guy isn’t the right match because they’re only looking for friends with benefits.

What does romance mean to you?

The most important element of a relationship is the romance which portrays how good or bad your relationship is. If the guy is not into romance then there is a chance your relationship would not last for a long time. 

Lust is good but plays no role in the long run. Thus, knowing his point of view about romance is a must when talking about relationships.

Have you ever been cheated by someone?

If the guy has been in a relationship earlier or has dated many people then there is a chance they have been ditched by someone. But there are always two sides to a story and this makes it necessary to ask this particular question. 

The guy you are talking to might not tell you the truth but the way, he responds or narrates the incident will give you a better understanding of him to you.

Have you ever been caught cheating on someone?

Make sure you ask it as a fun question instead of being serious because this might hurt the guy’s sentiments and you will lose an opportunity to talk to him. 

But yes, if he says he has cheated then do not overreact because he is being honest which means he might be a trustworthy person. And indeed if he agrees that he has cheated on someone, ask more about it- the reason, outcome etc and only then decide if it is okay for you to be with him or not.

Were you in a relationship when you lost your virginity? 

Though losing virginity is not a big thing in today’s time but many people still believe losing their virginity in love and that marks a person as a gentleman. 

Ask him if he was in a relationship or not because if he was not then you may have to be shirtless most of the time with him and I don’t think it could make you feel any better.

Could you tell me why you broke up with her?

This is the follow-up to the above question. Now when you know he was in a relationship when he lost his virginity then you must know why they got separated. If you wanna know why he did so then you need to ask.

Do you wait till it’s socially acceptable to tell someone you’re in love with them, or do you just say it?

You need to know beforehand if he will be the one to say it first, or will you have to lead the charge. This is a smart question to ask so that you don’t overthink your relationship with him if you get into it.

Bonus questions

If your goal is to ask about all kinds of relationships then check these questions:

  1. What was the most important lesson you learned from your worst breakup?
  2. What is anything about relationships that you used to believe but no longer do?
  3. Do you believe your pet can be a friend as well?
  4. Is it true that you regard your parents to be friends?
  5. Do you believe that people of opposing genders can have a friendship without falling in love?
  6. What constitutes an unforgivable act?
  7. What qualities do you value in a friendship?
  8. What is/was your longest-lasting friendship, and how did you keep it going for so long?
  9. Do you believe you can have more than one lover or do you believe you can only have one?
  10. What recommendations would you provide to people who have long-distance friendships?
  11. Do you have any further suggestions for local relationships?
  12. Can long-distance relationships, in your perspective, survive?
  13. Do you believe it’s a good idea for a couple to split expenses?
  14. Do you think it’s preferable to invest or save money?
  15. What is the best way to share household responsibilities?
  16. What qualities do you search for in a partner?
  17. What was the strangest thing about the relationship you were terrified of as a teen?
  18. When you were younger, what was your favourite food?
  19. How did your first sexual encounter go?
  20. Do you believe that adultery is always a deal-breaker, regardless of the circumstances?

The bottom line

When it comes to deep questions to ask your lover, the sky is the limit. They will frequently lead to stimulating discussions that will strengthen your bond. 

Tip: Make it more interesting by attempting to guess each other’s replies! 

All the best!

About the Author

Sasha Aun
Sasha Aun
Hi, I am Sasha, a professional relationship expert, and a blogger. At Datinghelpguide, I write tips to create an attractive dating profile and guides on managing dating profiles on multiple apps.