45 Questions to Ask Your Boyfriend

When you’re in a relationship with someone, you can’t wait to know every little detail about them. There are the smaller questions: what is their comfort film? What’s their absolute favorite food? Then, of course, there are the deeper questions: who inspires them? Do they believe in soul mates? There are a number of questions to ask your boyfriend to get to know him better.

No matter how long you’ve been dating – two weeks, two months, or even two years – you can always learn something new about each other. Some of these details may come naturally during a conversation, but asking questions is an effective and thoughtful way to connect with your boyfriend. You might be trying to spice up a text conversation or a date night, or maybe the two of you have decided to play 21 questions. So what are you asking? Where do you start from? The options are truly endless, but to help you out, we’ve compiled a comprehensive list of fun, thoughtful, and juicy questions to ask your boyfriend.

Funny questions

What’s your comfort film?

What’s your favourite food?

If you had to listen to a song that was repeated for the rest of your life, which one would you choose?

Who is the celebrity you have a crush on?

What’s your favorite TV show?

Who was your first concert?

What program did you see last time?

What’s your favorite board game?

Who would play you in a movie about your life?

If you could live anywhere in the world, where would you live?

What’s your favorite restaurant?

What’s your favorite takeaway?

If you could have superpowers, what would it be?

What’s your favorite song?

What does your ideal Saturday look like?

If you had all the money in the world, what would you buy?

What’s your favourite hobby?

Are you a morning person or a night person?

You can only take three items to a desert island. What are you bringing?

Thoughtful questions

What is our favorite memory of us?

Who is your best friend?

Do you believe in soulmates?

Do you believe in marriage?

Who inspires you?

Which brother are you closest to?

What is your dream job par excellence?

If you could have a conversation with someone, dead or alive, who would it be?

Which book (or books) has changed your life?

What is your language of love?

Where do you see yourself in 5 years? 10 years?

Where do you see us in a year?

What’s your biggest regret?

Do you believe in second chances?

How would you describe yourself in three words?

Juicy questions

Who was your first kiss?

What do you consider the red flags of relationships?

Have you ever cheated on someone?

Have you ever been betrayed?

What was your first impression of me?

How did your last relationship end?

Have you ever been in love?

Who is the last person you fell in love with?

How often do you think about me?

How often do you think about our relationship?

Who was your first crush?

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