Famous American television personality Anne Burrell once said, “Part of being successful is about asking questions and listening to the answers.”
So, do you want to be able to talk to anyone without worrying that the conversation will run dry?
Then why not try out some of the 200+ random questions in this article?
Conversations can be awkward and uncomfortable, but they don’t have to be. However, you can easily break the ice with the right questions and make any conversation fun!
Having a list of random questions to ask can make it easier to come up with topics that will get the other person talking.
Best Random Questions to Ask
Are you looking for a way to get to know someone better? Then there are some good random questions to ask that can help spark conversation and make it easier to get to know someone.
1. What song was or do you want to be your first dance at your wedding?
2. Who is the most embarrassing person you had a crush on?
3. What is your idea of the perfect day?
4. What is the most embarrassing thing your parents have ever done?
5. What song would make the best theme music for you?
6. What is the worst date you have ever been on?
7. If you could have free meals for life at one fast food chain, which one would you choose?
8. What is a lie or exaggeration you said to impress a crush?
9. If you could swap lives with one of your friends, who would it be?
10. What is the most irrational superstition you have?
11. What is the stupidest thing you ever did on a dare?
12. Who knows the most secrets about you?
13. What is the weirdest food combination you enjoy?
14. What is the silliest you have ever felt?
15. When was the last time you laughed so hard that you cried?
16. What does your mother yell at you when she’s angry?
17. What is a telltale sign that you are upset?
18. What are your must-have qualities in a best friend?
19. If you had to get a tattoo today, what would you get?
20. What is your nickname?
21. What is the wackiest thing you ever did to help a friend?
Funny Random Questions to Ask
We all love to have a good laugh and share in the joy of silliness. What better way to bring fun into your conversations than with funny random questions? Here is a list of random funny questions to ask.
1. Do you talk to yourself loudly?
2. If your Google assistant could tell others your biggest secret, what would it be?
3. Do you scream in your head when frustrated but can’t do anything?
4. How would you describe an alien, why do humans show aliens as some kind of villain in movies?
5. Can you see your nose? Even the tip?
6. What is the cutest threat you ever got?
7. Which stupid thing you love to do?
8. Did you ever have an experience when there was delicious food in front of you but somehow you couldn’t eat though you wanted to?
9. Tell me your one odd flex.
10. Did you ever try touching your nose with your tongue?
11. If you could be an elf for 24 hours or turn into a bird, what would you choose?
12. Can you share the plot of any one of your favorite movies in one sentence?
13. Is there something that your friends would warn me about you if we start dating?
14. What is the one thing you want to invent or create if you could?
15. If you had an unconventional website, which had affiliate links to things one can buy with a special currency, what would it be made of?
16. How would you feel if your friend passed the test copying your paper but you failed?
17. What is more embarrassing – revealing your browsing history to your friends and family, or accidentally getting your clothes torn in a public transport?
18. What was the most horrific children’s book you ever read?
19. If you had to replace your nose with anything, what would it be?
Weird Random Questions to Ask
Here, we have compiled a list of some random weird questions to ask. We guarantee that these questions will not only get your conversations going but also get everyone laughing!
1. Do you like cursing?
2. Depending upon your personality, what do you think would be your perfect murder weapon?
3. Describe your life in a movie title.
4. Why do you think humans are scared of ghosts even though we don’t really know anything about them if they do exist?
5. What one thing you can not do that will improve the world?
6. Do you think hate is a form of love?
7. Are eyebrows facial hair?
8. How would police handcuff a criminal who has no arms?
9. If you get a chance, would you like to be a ghost hunter?
10. What was the most savage reply you got from someone least expected to say so?
11. Why do they make sandwich meat round when bread is square?
12. Do you think you are an annoying person? Why or why not?
13. How do we get titles like ‘Highest IQ’ or ‘Tallest person’ in the world when we can not reach each and every person in the world?
14. If you could trade your intellect for money, would you do it?
15. When did you think exactly time began?
16. What doesn’t make sense but feels right?
17. Do you think you’d be able to develop everything again if you had to survive in ancient times?
18. Fame or money – what do you think makes you a celebrity?
19. What would you do if you could replace your index figure with a chopstick?
20. Are there any flat-Mars or flat-Sun societies? Since there are flat-Earth ones.
21. What human invention do you think did more harm than good?
Random Questions to Ask a Girl
Are you ever at a loss for words when talking with a girl? With no idea what to ask a girl, it can be hard to keep an interesting conversation going. These are some random questions to ask her.
1. What word do you always misspell?
2. What quote do you (try to) live by?
3. What is the ugliest vegetable?
4. When is lying the right thing to do?
5. What is your hometown famous for?
6. Would you enjoy a vacation away from all of your technology?
7. What product would you seriously stockpile if you found out they weren’t going to sell it anymore?
8. What is the grossest sounding English word?
9. What silliest thing you get nostalgic for?
10. Which appliance can you not live without?
11. Whose advice do you always listen to?
12. What is the absolute worst movie you have ever seen?
13. What is your dream car?
14. What is your version of “There’s two types of people in this world…”?
15. If you could only eat one food for the rest of your life, what would it be?
16. What food do you crave most often?
17. If you opened a restaurant, what kind of restaurant would it be?
18. Do you think the world would be a better or worse place if everyone suddenly could read each other’s thoughts?
19. If you lived in a tribal society, what role would you play? (Hunter, gatherer, shaman, chieftain, etc.)
20. Would you go to another planet even if it meant that you would never return to earth and eventually die on that planet?
21. Would you rather take a two week all expenses paid vacation right now or a one month all expenses paid vacation in one year?
Random Questions to Ask a Guy
One of the best things about asking random questions is that it allows you to gain insight into his personality and interests. Here are some best random questions to ask him.
1. What was the last thing you created?
2. What piece of technology brings you the most joy?
3. What do your clothes say about you?
4. Who is a better cook your mother or grandmother?
5. Could you survive in the wilderness for a month?
6. What are some songs you know by heart?
7. What’s your “going to bed” routine?
8. What’s the fullest you’ve ever been?
9. What behaviors make you think a person is creepy?
10. What animal best represents your personality?
11. What book do you wish would be turned into a movie?
12. Is there an app that you hate but use anyways?
13. What was the last thing that you fixed?
14. What’s the funniest or most amazing cell phone cover you have seen?
15. Which musical artist is greatly overrated?
16. What company or franchise do you wish would go out of business?
17. If you could rename the street you lived on, what would you rename it?
18. Who in the movie business seems the most down to earth?
19. What’s the perfect temperature to set the thermostat at?
20. Who around you has the worst luck?
21. What’s your favorite sounding word?
Random Questions to Ask Your Crush
Random questions can be a great way to break the ice when trying to get to know someone better, especially your crush! Here are a few random questions for crush that will help you learn more about them.
1. Tell me about the last time you burst out laughing at something.
2. Do you have a favorite dog walking place nearby?
3. Tell me your top 3 bucket list travel experiences.
4. Where’s your favorite place to go to chill out or take a walk?
5. Describe your perfect date? Where would it be, and what would you do?
6. What’s one thing most people don’t know about you?
7. When you go on holiday do you prefer city breaks or adventure trips?
8. How would you describe yourself to someone who didn’t know you?
9. Where was the last place you went on an awesome hiking trip?
10. Are there any restaurants you’ve always wanted to try nearby?
11. Are there any activities or hobbies you’ve always wanted to try but not got around to it?
12. What’s your life motto, and how do you live by it?
13. What movie could you watch repeatedly?
14. What’s your go-to drink when you head out to a bar?
15. What kind of date nights do you like, evenings in or heading out for drinks?
16. Where in the world would you love to travel to and why?
17. Do you enjoy what you do for work or are you looking for a change?
18. What’s your ideal work-life balance?
19. What topics or interests are you passionate about?
20. Do you like cooking for yourself and others?
Random Questions to Ask Your Boyfriend
Are you looking for fun and creative ways to get to know your boyfriend better? Look no further! These are some of the most exciting and unique random questions to ask boyfriend:
1. What’s the craziest thing you’ve ever done?
2. If you could travel anywhere in the world right now, where would you go and why?
3. Tell me your favorite travel story.
4. What are your guilty pleasures?
5. Where are you originally from?
6. How many places have you lived? What was your favorite place?
7. Have you ever traveled outside of the country? Tell me about it!
8. What are some of your family traditions?
9. What’s your favorite way to relax?
10. How did you spend your summer vacations?
11. What’s your favorite song? Sing it for me!
12. What was your favorite subject in school? Did you have a favorite teacher?
13. Tell me a funny story about your first car.
14. If you had a pet tiger, what would you name it?
15. What was the best sporting event you ever attended?
16. What do you always procrastinate doing?
17. Are you mentoring anyone? (e.g., coaching a team, teaching a skill, volunteering, etc.)
18. What was your best day?
19. Have you ever sung karaoke? How good or bad was it?
20. Do you have a pet? If not, would you ever want one?
21. What was your proudest sporting moment? (If they play a sport)
22. Who is your hero or someone you’ve admired for a long time?
Random Questions to Ask Your Girlfriend
Random questions can be the perfect way to spark interesting conversations with your girlfriend. Here are some random questions to ask girlfriend:
1. What makes you feel sexy?
2. What’s something you love to do but rarely get a chance to do it?
3. What do you believe love is?
4. What’s your favorite date night movie?
5. What is your favorite flower?
6. What are your personal, cultural, or religious beliefs about physical intimacy?
7. How can I know if you want more or less physical intimacy?
8. Do you believe love can last forever?
9. Do you like big displays of affection?
10. How do you feel about PDA?
11. Are roses and teddy bears romantic to you?
12. Do you think public proposals are romantic? What would be your ideal proposal?
13. I want to make sure you are always comfortable and in control of your own body. Will you tell me if I’m moving too quickly?
14. How can I show you love?
15. What’s your love language?
16. Do we spend enough time together?
17. Do you wish I would be more affectionate? How can I be more loving?
18. What would be your ideal birthday celebration?
19. What would make you feel loved and cared for by me?
20. Do you keep in touch with your exes?
21. Do you feel heard by me?
22. How can I better support your career goals?
Random Questions to Ask Your Friends
Having conversations with friends can be difficult when you hit a conversational roadblock. That’s why to keep the conversation going, it is always helpful to have some random questions to ask friends.
1. What fictional character would you most like to be friends with?
2. What is a habit you picked up from your parents?
3. What is your favorite topic to talk about?
4. Which family member are you closest to?
5. What is your preferred method of communication?
6. What would your dream house look like?
7. What is the meanest thing you ever did to a sibling or that a sibling did to you?
8. Where is your happy place?
9. Where is your secret hideout?
10. What was your best birthday ever?
11. What is one goal you have for the near future?
12. What are you looking forward to this month?
13. What is your most treasured possession?
14. What is something you would like to do together someday?
15. What is one fact every friend should know about you?
16. What is the best meal you have ever eaten?
17. What three words best describe me?
18. How did we first meet?
19. What is your favorite memory of us together?
20. What is one thing that only your closest friends and family know about you?
Random Questions to Ask Your Colleagues
Random questions to ask your coworkers can be a great way to break the ice, build relationships or simply pass the time. This is a list of some best questions you can often ask your colleagues.
1. Who is the strangest coworker you ever had?
2. What kind of person would be your worst nightmare to share an office with?
3. What totally outrageous luxury would you love to have in the office?
4. Was there ever a moment you were sure you were going to be fired but it turned out fine?
5. Which fictional workplace would you like to get a job at?
6. What task do you wish people would pay you to do?
7. If you weren’t in this profession, what job would be your next choice?
8. Who is the best boss you ever had?
9. What is the most outrageous customer you ever had?
10. What do you wish your coworkers knew about you?
11. What was the most stressful moment of your career so far?
12. Who would be on your project dream team?
13. What unusual workplace benefit would you love to receive?
14. What is the best free food to discover in the breakroom?
15. What is your biggest pet peeve at work?
16. Who has had the biggest impact on your career?
17. What is the strangest job you have ever had?
18. What is the best gift you have ever received from an employer?
19. Describe your dream office.
20. If you could design your own work schedule, what would it look like?
21. Do you prefer jobs that are always busy or ones that are typical slow?
Random Questions to Ask to Get to Know Someone
From lighthearted queries about favorite books and snacks to more serious topics like their ethical values and beliefs. Here are a few random questions to ask someone:
1. If you could live a day as any type of animal, what would you choose and why?
2. What movie can you recite every line to?
3. What is the last photo on your camera roll?
4. What is the silliest thing you’ve ever done?
5. What’s the grossest food combination you secretly love?
6. How many unposted TikTok drafts do you have?
7. Would you swallow hair from the shower drain for $5,000?
8. What is the least amount of money you’d accept to eat a spider?
9. If you could only use five words for the rest of your life, what would they be?
10. If someone narrated your life, who would you want to do it?
11. Who would you want to trade lives with?
12. If you had three wishes, what would you wish for?
13. What was your favorite children’s book?
14. How did you find out Santa wasn’t real?
15. What is the funniest commercial you’ve ever seen?
16. What was the highlight of your childhood?
17. What is a hobby you want to get better at?
18. What’s your most repeated movie quote or phrase?
19. What condiments do you put on your hot dog?
20. What would you want done with your body after you die?
Final Thoughts
These 200+ random questions to ask people can help bring out some interesting and fun conversations with anyone.
Whether you’re looking to break the ice with someone new or get closer to an old friend, these questions are sure to provide an interesting and entertaining conversation.
Be bold, take a few risks, and ask unusual questions – you may be surprised by the responses!
And dear readers, remember to add comments about your thoughts on this great article.
You can also share it with your family and friends to make their life easier.
