First Date Questions to Ask (Fun, Flirty, Deep, Funny)

Asking first-date questions can be a great way to start conversations. And to ensure that the first time meeting is something special, meaningful, and leads to the next connection. Let's face it, on the first date, we're interviewing one another. It's about learning who we are. What our desires are. And if there's potential to move forward in the relationship.

These questions are great conversation starters, often leading to further discussion. And with great discussion comes a chance at a second date. Use these questions to know someone and ideally, spark a love interest through good conversation.

Best First Date Questions

Best questions to ask on a first date.

Conversation Starter First Date Questions (Ice Breakers)

Easy first date questions to get to know someone.

What's your favorite food?

What would your ideal second date look like?

How do you get to know someone?

Do you have any siblings?

Where did you go to college or high school?

What's something you really cherished as a child?

In what sibling order are you?

What's your favorite musical group?

What is your favorite movie from when you were a kid?

What are your favorite TV shows?

What're the things you like to do in your free time?

Where do your friends live? And do you spend a love of time together?

If you could do anything in this world, what would it be?

How do you like to have fun?

Where is your favorite place to have a date or dinner?

Would you call yourself more of a morning person or a night person?

Would you ever go sky diving if you were given the opportunity?

How many times per week do you watch movies or TV shows?

What's your ideal way to have fun?

Would you consider yourself more of an indoor person or an outdoor person?

Would you rather go to the beach or go for a hike?

Where would you never want to travel to?

Is it better to laugh with someone or be able to have adventures with someone?

Where were you born?

Where are you originally from?

Do you speak another language? If so, what language do you speak?

Did you graduate from college? If so, what did you study in college?

When did you know you wanted to start dating again?

When was your last relationship?

What was your longest relationship? And why didn't it work?

Were you nervous to come on this date?

What's your least favorite food to eat?

Do you have any allergies that I should be aware of?

Have you ever lived with someone?

Were you ever married or divorced?

Do you have any children I should be aware of?

How many dates have you already been on?

What went well or not so well in your past dates?

Would you say you have a specific type of person you're interested in? What do they look like?

Did you think you'd still be dating at this stage of your life?

Funny First Date Questions

Funny first date questions to ask.

Would you rather be in a relationship with good s#x or good communication?

Are you a morning person or not?

What's one piece of advice you wish your parents gave you about relationships?

What do you hate about first dates?

What is one of your biggest pet peeves about the opposite s#x?

What's the worst thing about dating?

When is the last time you went on a bad date?

What happened on the last bad date you went on?

Tell me a really embarrassing story about your childhood. And I'll tell you mine.

If you never had to worry about money again, what would you spend your time doing?

If you were sitting across the table from your crush, what would you say to them?

Have you ever had a crush that broke your heart?

Who was the first person you remember being interested in as a kid?

What do you think your family would say about me?

How can someone make a good impression on your family?

Have you ever farted in front of someone on the first date?

What's the most embarrassing thing that's happening on a second date?

Did you ever accidentally k#ss the first date on the lips and not mean to?

Have you ever had food on your face during the first date?

What's one of your pet peeves about dating online?

Would you ever consider dating someone that your parents introduced you to?

Would you rather go ice skating or build snowmen in the winter?

What's something that you wish your first date would know about you?

If you could be any person for a day, who would it be?

If you could change your birthdate, what would you change it to?

Imagine you could give yourself a nickname, what would it be?

Did your mom or dad ever have a "pet name" for you as a child?

Have you ever picked your boogers as a kid?

Did you ever get your tongue stuck to ice cream as a kid? Or get your tongue stuck to a frozen pole?

What was the worst habit that you had when you were a kid?

What is the worst habit that you have as an adult?

What's something embarrassing that you still do as an adult?

How often do you look at your own butt in the mirror?

If you could speak to animals, what's the first thing that you would say to them?

Imagine aliens came to earth and you were the spokesperson for the human race, what would be the first thing you would say to the alien race?

If aliens came to earth, who do you think they would pick to k#ll off first?

Do you think that aliens would be proud of the human race if they showed up? Or would they want to destroy us since we pollute our Earth?

If you were chosen to take a ride on a spaceship, would you go?

Pretend you were given three wishes, what would they be and why?

Pretend you were given the opportunity to have a superpower, what type of superpower would you pick?

Deep First Date Questions

Deep first date questions to ask.

Would you ever date someone who dated your best friend?

How many kids would you want in the future?

If you had to describe "life" in one word, what would it be?

Who is the person who inspires you the most?

What person has had the most influence on your life today?

Describe to me what your ideal or dream job would be in life.

Who is the person who really defined your love life?

Imagine money was no object, what would you be doing with your life?

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

What's the importance of having friends in life?

Who is someone from your past that you hope to never see again?

What's more important, a sense of humor or intelligence?

What makes someone interesting to you?

Do you think that your parents are proud of you?

What's something personal that you wouldn't want me to know until the fifth date?

If you could be any character in a movie, which character would it be?

What are some of your family traditions or values that you hold deeply?

If the government had to pick a job for you, what job do you think they would pick?

What's one of your hobbies that really says a lot about who you are?

Have you ever revealed a secret that you shouldn't have?

Would you rather live in the mountains or live near the ocean?

Where do you see your life going in the next 5-years?

If you had to describe "love" in one word, what would it be?

What's one of the dreams you keep having?

Did you picture your life looking the way it does today?

What do you think the purpose of life is?

When you think about your purpose on this earth, what do you feel it is?

Do you believe in astrology and how astrological signs can be compatible?

Do you believe in love at first sight? Or falling in love with someone very early?

When do you know that you're in love with someone? What tells you that you love that person?

How do two people gain trust with one another?

What are your values in a relationship? Do you know them?

How do you picture your future family? What does it look like and what are your family values?

Who is the person who broke your heart the most? What do you think happened in that relationship?

Do you think loved ones should share values or morals in a relationship?

Is it okay for two people to have different views on politics and life when in a love relationship?

What's one thing that could absolutely destroy a love relationship?

Do you believe in the idea of "twin flames," and that two souls could be connected on a deep level?

Is it possible that we are all connected in order to teach each other lessons on life?

Why is it that life seems to be so complicated? And that as a society we seem to desire the complication of life rather than wanting it to stay simple?

Flirty First Date Questions

Flirty first date questions to ask.

What's the most spontaneous thing you've ever done?

Do you like to talk on the phone at night?

What movies make you feel butterflies in your stomach?

If we were cuddling on the couch, what movie would you put on?

What's something cute or s#xy you would want me to text you in the morning?

How soon would you want to go to a significant other's holiday gatherings?

Have you ever taken a revealing photo and sent it to someone?

Have you ever taken a s#xy movie and kept it for yourself?

What's something you really appreciate about the body of a woman?

What's something you really appreciate about the body of a man?

Where's the oddest place that you've ever met a love interest?

Have you ever been intimate in an odd place or setting? If so, where was it?

Have you ever been intimate in a car?

Did you ever go to a hotel just to be intimate with someone?

Would you say you've had a "one night stand?" If so, what was it like?

Imagine you could be with any celebrity, which celebrity would it be and why?

At night time, would you rather talk with someone on a deep level or make out?

What are your love language signs? Do you like physical touch?

How do you feel love from a significant other?

If I were to do something really cute, would you tell me that I was being cute?

What's someone cute that you like women to do?

What is something cute that you like men to do?

How soon should two people get intimate with each other? How soon is too soon?

What's more important in a relationship, good communication or good s#x?

Where is somewhere spontaneous that you've been intimate with someone?

Did you ever meet someone while you were shopping at the mall?

Have you ever met someone while you were out at a bar?

If you were to whisper something cute into my ear, what would you say?

How soon is too soon to k#ss someone you went on date with?

Where is your favorite place to take someone while on a date?

Would you rather go on an intimate walk with your loved one or watch a movie at night?

What time would you want to go to bed if we were living together?

What're three features you find cute about me right now?

If you had to pick one body part of mine you like the most, what would it be and why?

What's the weirdest fantasy you've ever had?

Did you ever have a fantasy about a teacher or a friend's parents when you were younger?

What do you think that feeling is when the pit of our stomach drops when we see someone?

Have you ever stalked someone online or stalked someone on social media after you dated?

Would you say it's okay to be slightly "obsessive" about your partner or love interest?

What do you think makes marriages successful? Alternatively, what do you think makes them fail?

author: patrick algrim
About the author

Patrick Algrim is a Certified Professional Resume Writer (CPRW), NCDA Certified Career Counselor (CCC), and general career expert. Patrick has completed the NACE Coaching Certification Program (CCP). And has been published as a career expert on Forbes, Glassdoor, American Express, Reader's Digest, LiveCareer, Zety, Yahoo,, SparkHire,,, FairyGodBoss,, St. Edwards University, NC State University,, Thrive Global,, Work It Daily, Workology, Career Guide, MyPerfectResume, College Career Life, The HR Digest, WorkWise, Career Cast, Elite Staffing, Women in HR, All About Careers, Upstart HR, The Street, Monster, The Ladders, Introvert Whisperer, and many more. Find him on LinkedIn.

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