100 Questions to Ask Your Crush When You're Ready to Open Up

Updated on 4/8/2024 at 7:40 PM

Nothing can make your mind go blank quite like having a crush. But how do you get to know your crush better if you find it hard to form complete sentences around them? Well, we have 100 questions to keep in your back pocket for the next time you see them (or after you've slid into your crush's DMs).

Below, we've compiled a list of good questions to ask your crush that will help you get to know them better. Whether you're looking for questions to ask IRL or while texting, these questions are open-ended and insightful, so they'll allow for deeper conversation and maybe even a romantic connection to form.

Feel free to pick and choose questions from this list directly or tailor some of the questions so they make more sense depending on your relationship with this person. Just note that these flirty questions to ask your crush are only a starting point that will hopefully spark even more conversation. Then, when it's time to take things up a notch, don't forget to read up on the best questions to ask on a first date, too.

— Additional reporting by Taylor Andrews

Flirty Questions to Ask Your Crush

If the vibes are flowing and you can sense some mutual interest, then it might be a good time to test out some of these flirty questions. The below questions are perfect to use because they're not too intrusive, but they also make it known that you're interested in something more than friendship.

When was your first kiss?
What was your first impression of me?
What's one of your favorite date spots that you think I'd love?
Do you like it if someone else makes the first move?
What do you find sexy?
Do you like to cuddle?
With a one-night stand, do you like to sleep over or leave?
Do I make you nervous?
What's your best pickup line?
What do you wear to bed?

Good Questions to Ask Your Crush

Starting a conversation with your crush doesn't have to be hard — it's really as easy as just sending them a few thought-starters like below. Here are some good questions to ask your crush to get the conversation rolling.

What do you consider to be your life's purpose?
What's the best advice you've ever received?
What's your proudest accomplishment?
What do you like most about yourself?
What's your favorite quality in a person?
When did you meet your best friend?
If you could go back and do a year of your life over, would you? What year?
If you could go back in time to observe (without changing) any historical event, what would you choose?
What do you do when you really need to relax?
What was the best gift you've ever received? The best gift you've ever given?

Dirty Questions to Ask Your Crush

If you've decided you want to come up with some dirty questions to ask your crush, you've come to the right place. Before you start asking away, however, keep in mind that these questions should only be asked if you feel like they will be well received. In other words, if your crush hasn't shown interest or you don't know each other well, it's probably best to not jump into these questions right away.

What are your biggest turn-ons?
What's your favorite sex position?
How do you feel about one-night stands?
What are your biggest turnoffs?
Do you like sexting?
Where's the hottest place you've had sex?
How do you feel about PDA?
Have you ever had sex in public?
How old were you when you lost your virginity?
What was your first time like?
What's your favorite kind of porn?
What's your favorite sex toy?
What are your kinks?
Do you have any sexual fantasies?

Romantic Questions to Ask Your Crush

If you're curious whether you and your crush's dating styles match, here are the best romantic questions to ask your crush.

What's your ideal date night?
What do you like most about being in a relationship? What about being single?
Do you fall in love easily?
Do you believe in soulmates?
What's something you want to do differently in your next relationship?
What's the most romantic thing you've ever done for someone?
What's the most romantic thing someone's done for you?
Do you believe in monogamy?
What do you think we have in common?

Serious Questions to Ask Your Crush

While there are plenty of light-hearted questions on this list, in order to dive deeper, you may need to ask a few serious questions, too. Here are the best ones to use when you want to know more about your love interest.

Do you have any relationship dealbreakers?
Do you want kids?
What's the last news story you read?
What are your favorite qualities in a friend?
What's been your hardest breakup?
What's your number one goal you still want to accomplish in life?
What are your views on marriage?
What are you most afraid of?
Have you ever cheated on a significant other?
Have you ever been cheated on?
What are your relationship red flags?

Questions to Ask Your Crush to See If They Like You

If you want to gauge whether your crush sees you as a friend — or something more — here are the best questions to ask to get a better idea and see if they like you romantically.

What are your favorite qualities in a partner?
What's your love language?
Am I your type?
Have you told your friends about me?
How do you feel about serious relationships?
Would you change anything about the way we met?
Do you want to get coffee sometime?

Deep Questions to Ask Your Crush

Alongside silly questions, having a list of deep questions to ask your crush is just as important. Why? Because their answers to these questions may reveal more about them than what's on the surface.

What do you miss about your childhood?
What's your favorite thing about yourself?
What's your biggest regret in life?
What makes you the happiest?
What would you tell your 15-year-old self?
What makes you mad about society?
How is your relationship with your parents?
Are you religious?
How do you feel about therapy?
What's the worst part of dating today?

Funny Questions to Ask Your Crush

Sometimes the best way to win over someone is by making them laugh. If that's your aim, here are the best funny questions to ask your crush.

What's your best joke?
Would you rather have toes for fingers, or fingers for toes?
If you were a cookie, what kind of cookie would you be?
If you were an animal, what animal would you be?
What's your biggest fashion regret?
How would you prepare for the zombie apocalypse?
What superpower would you want to have?
What was your first AIM username?
What's the most bizarre fun fact you know?
If you could do anything right now with no judgment, what would it be?

Questions to Ask Your Crush While Texting

Sometimes there are questions you simply don't want to ask in person. For this reason, here are the best questions to ask your crush while texting or casually DMing.

What was your favorite class in elementary school?
What's the last concert you went to?
What's your earliest memory?
What's your favorite city you've ever been to?
What's been your most vivid dream?
Where do you want to go on your next vacation?
What TV show or movie could you watch on repeat forever?
Who's your celebrity crush?
What are your pet peeves?

Juicy Questions to Ask Your Crush

Finally, here's a list of some juicy questions to ask your crush, because let's be real: sometimes these questions reveal everything you need to know about someone (in both a good way and bad).

Have you ever been in love?
Have you ever broken someone's heart?
What's your most memorable kiss?
Is there anything you refuse to compromise on?
What's an automatic swipe right for you?
Are you a good kisser?
What was the worst date you ever went on?
What's your favorite body part on a romantic partner?
What scares you about relationships?
Do you miss any of your exes?

Hedy Phillips is a POPSUGAR contributor.

Taylor Andrews is a Balance editor at POPSUGAR who specializes in topics relating to sex, relationships, dating, sexual health, mental health, and more. In her six years working in editorial, she's written about how semen is digested, why sex aftercare is the move, and how the overturn of Roe killed situationships.