45 Questions to Ask Your Boyfriend to Really Get to Know Them

45 Questions to Ask Your Boyfriend to Really Get to Know Them

When you’re in a relationship with someone, you cannot wait to learn every little detail about them. There are the smaller inquiries — what’s their go-to comfort movie? What’s their absolute favorite food? Then, there are, of course, the deeper questions — who inspires them? Do they believe in soulmates? There are a number of questions to ask your boyfriend to get to know them 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 might come up naturally in conversation, but asking questions is an effective and thoughtful way to connect with your boyfriend. You might be looking to spice up a text convo or date night, or maybe you two decided to play a game of 21 questions. So, what do you ask? Where do you start? The options are truly endless, but to help you out, we’ve compiled an exhaustive list of fun, thoughtful, and juicy questions to ask your boyfriend.

Fun Questions

What’s your comfort movie?

What’s your favorite food?

If you had to listen to one song on repeat for the rest of your life, which one would you choose?

Who’s your celebrity crush?

What’s your favorite television show?

Who was your first concert?

What show did you last binge-watch?

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 take-out food?

If you could have any superpower, 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 favorite hobby?

Are you a morning person or a night person?

You can only bring three items to a deserted island. What do you bring?

Thoughtful Questions

What’s your favorite memory of us?

Who’s your best friend?

Do you believe in soulmates?

Do you believe in marriage?

Who inspires you?

What sibling are you closest with?

What is your ultimate dream job?

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

What book (or books) changed your life?

What’s your love language?

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

Where do you see us a year from now?

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 relationship red flags?

Have you ever cheated on someone?

Have you ever been cheated on?

What was your first impression of me?

How did your last relationship end?

Have you ever been in love?

Who’s 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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