79 Questions To Ask Your Boyfriend To Make Your Relationship Stronger

Conversation starters that will deepen your connection with your partner 💬💕

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This post lists 79 deep and lighthearted questions to ask your boyfriend.

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Relationships in college can be complicated, from finding the right person to discovering what you want out of a relationship. Asking the right questions in a relationship can help you determine what suits you and your future.

Below, I’m sharing 79 questions you can ask your boyfriend to deepen your relationship.

I want to preface this with the fact that I asked my boyfriend every single one of these questions to proof them before publishing, and it was worthwhile, so without further adieu, let’s get into it.

Important Questions To Ask Your Boyfriend

Having shared values is crucial to a successful relationship, encompassing everything from political beliefs to views on marriage, cohabitation, and overall life goals.

Use these thought-provoking questions to better understand your partner’s values and perspectives.

Have you lived with your ex and what was it like?

How do you feel when I express my love for you?

How do you handle stress?

What do you imagine your old age to look like?

How do you react to failures?

If you could travel anywhere in the world, where would you go?

How do you see religion and its place in your life?

How often do you experience mood swings?

What are the basic qualities you expect from a girl?

What are the obvious signs of fear in a person?

What are the unique things your parents taught you growing up?

What are your fears about marriage?

What are your future plans?

What can’t you begin your day without?

What chore do you like most?

What chore do you like least?

What did you do unknowingly that finally gave you a positive result?

What do people tend to overrate or underrate about you?

What do we do to make the best out of our relationship?

What was your first impression of me?

What is your definition of infidelity, and how do you tackle it?

What is your most preferred dressing style?

What is your take on gay rights?

What is your take on our relationship? How are we doing so far?

What offends you most in a girl?

What unique qualities do you possess most people don’t have?

Romantic Questions To Ask Your Boyfriend

As a hopeless romantic who vicariously lives through Taylor Swift songs, I love asking romantic questions and talking about love. In light of this, I’ve compiled a list of my favorite questions to ask, ranging from light-hearted queries about songs and mementos to more profound topics that delve deeper into what makes us who we are.

Out of all the questions, my personal favorite is the one about Halloween costumes since my boyfriend and I both shared the same dream couples costume.

With everyone having unique love languages, these questions can help you better understand your partner’s needs and desires.

Have you ever been in love?

Who was your first crush?

What was your first kiss like?

What is more important in a relationship: an emotional connection or a physical connection?

Out of your friends and family, whose relationship do you admire the most?

What is the most important quality you look for in a partner?

What is the first thing you noticed about me?

What is the sexiest thing a partner can wear?

Can you describe your ideal date night?

What couples Halloween costume have you always wanted to do?

Would you move to a new city for your partner?

What is your love language? (You can do the quiz to find out here.)

Do you keep mementos from past relationships? (Cards, notes, photos, gifts)

What is the most ridiculous thing you’ve ever done to impress someone?

Have you ever kissed someone under mistletoe?

Do you believe in love at first sight?

What is your favorite part about dating?

Do you believe in fate?

What is the biggest sacrifice you’ve ever made for a relationship?

What is your favorite love song?

Fun Questions To Ask Your Boyfriend

Although asking serious questions is essential for building a deep and meaningful connection with your partner, it’s understandable to want to keep things light-hearted and fun during the early stages of a relationship.

If you want to inject some fun into your date night, try asking these playful questions that are perfect for keeping the mood upbeat and cheerful.

Do you have to have your closet doors open or closed when you go to sleep?

Have you ever taken bottles of shampoo or conditioner from a hotel?

What is the worst thing you’ve ever eaten for breakfast?

What is the best prank you have ever played on someone?

Do you prefer Lincoln Logs or Legos?

Do you prefer Nintendo, Xbox, or PlayStation?

What is your favorite video game of all time?

What is the funniest movie you have ever seen?

If you could time travel to any era, where and when would you go?

If you could have dinner with any celebrity (alive or dead), who would it be?

What was one of the silliest things you thought or misunderstood as a kid?

Do you sleep with your legs tucked under the blankets or one foot out?

Have you ever stolen anything before?

Would you rather be attacked by a grizzly bear or a nest of hornets?

Have you ever counted your steps while you walk?

Do you ever dance even if there’s no music playing?

Do you watch cartoons?

If you had to bury treasure, where would you hide it?

If you were an animal, which animal would you be?

Intimate Questions To Ask Your Boyfriend

Though most people think an emotional connection is more important than a physical one, physical touch certainly holds a high place in relationships.

Great emotional and sexual chemistry can be the key to an excellent relationship. These questions can help you and your boyfriend to be on the same page about your preferences.

It’s essential to know the other person’s thoughts on what may be considered infidelities, like porn and threesomes, and ensure you agree, values-wise, on those topics.

In an ideal world, how many times would you have sex in a week?

What is something you’ve always wanted to try in bed?

Have you ever had/would you ever have a threesome?

How did you lose your virginity?

What is your number one sexual fantasy? Would you ever do it in real life?

Have you ever been walked in on during sex? Have you ever walked in on someone else?

What is the most outrageous thing you’ve ever been asked to do in bed? Did you do it?

How do you feel about porn? If you consume it, what kind do you like?

What is your favorite sex position?

What is your least favorite sex position?

What are your most sensitive erogenous zones that don’t always get attention? (Nipples, ears, neck, etc.)

If we were going to role-play, who would you want me to dress up as?

What words or sexy phrases turn you on?

What is the weirdest thing that turns you on?

When Is The Right Time To Ask Your Boyfriend Intimate Questions?

In an era of hookup culture and ongoing ‘sex sells’ mentality, sometimes everything can feel rushed, and nothing can feel sacred. These types of questions can often come up naturally. No one timeline is suitable for everyone.

Personally, this kind of talk occurred in the talking stage for me because my boyfriend and I were close friends first, but for others, it takes a lot more time to get there.

To ask these questions, there needs to be pre-established trust, comfort, and intimacy between you and him. If not, these topics will feel uncomfortable, out of place, and maybe even transactional.

There is no correct amount of time for these feelings to develop, but when they do, you will know, and that is when you should start having those discussions.

What Did You Think Of Our Questions To Ask Your Boyfriend?

Would you ask your boyfriend any of these? Are you planning to? Let us know in the comments below!

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