41 Best Questions To Ask A Guy To Get To Know Him

This post is all about questions to ask a guy to get to know him.

One of my favorite things EVER is going through a list of questions at a restaurant or on a date and having it lead to really good conversations.

I do this with my boyfriend, family, and friends and we all love it.

This list is all about the best questions to ask a guy to get to know him.

It's a really great way to ask him things that will let you in on a little more about him and his past without it being awkward. I'd call that a win-win.

This post is about the best questions to ask a guy to get to know him.

Best Questions to Ask A Guy To Get To Know Him: Your Relationship

What was the first thing you noticed when you first saw me?
What is one thing we do together that you love? (guaranteed answer - sex probably haha)
Do you prefer me with or without makeup and why?
What memory will you always have of us?
What's one thing you're scared to ask me but really want the answer too?
What's one thing that you wish we could do if we were millionaires?
What would be your perfect date night be if we had no money and if we were rich?
What is your favorite position? (wink-wink 😉 But really, if someone asked me this I would say CEO haha)
How important do you think communication is in a relationship?
What are three things you wish I didn't do?

Best Questions to Ask A Guy To Get To Know Him: Future Questions

If you were told you had an illness that is terminal, what three things would you want to do?
What are some personal goals you have?
What kind of childhood did you have?
Do you want children?
Do you think we were meant to be?
Do you think a proposal should be put on public display or be a private intimate moment?
If we had children,what names do you like for a boy or girl?
If we could move anywhere to raise our kids, where would you want that to be?
Is staying faithful important to you? (he better answer yes)
What do you think is the most important thing in a relationship?
Do you see any pets in our future? If so, dogs....cats?
When it comes to engagement rings would you take me shopping or surprise me?
Do you feel a wedding needs to be huge or intimate?

Best Questions to Ask A Guy To Get To Know Him: About His Past

How many serious girlfriends have you had before me?
What is one thing you have done that haunts you?
If you could rewrite your past, would you?
Did your parents have a loving relationship?
Have you ever lost someone close to you? What were they like?
What did you want to be when you were younger?
What was your first word as a child?
What's your favorite family memory?
Where is the coolest place you have ever been to or traveled to?
When's the last time you cried and why?

Best Questions to Ask A Guy To Get To Know Him: Possible Touchy Questions

What makes you insecure?
What are two things that need to change in this world?
Are you pro-gun or think we need better laws?
Are you pro-choice or pro-life?
How do you feel about someone being Republican or Democrat?
What kind of a childhood did you have?
When is the last time you cried?
Would you wait until marriage to have sex?
Do you think how someone looks on the outside affects where they go in life? True or false?
How important is having kids to you?
Would you say you had a good upbringing?
Is there anything too serious to be joked about?
What are your views on women's rights?
What do you believe in spiritually?
What is the most embarrassing thing that EVER happened to you?
What age did you lose your virginity, if you have?
Do you think women and men should have equal pay?