355 Good Questions to Ask Someone post image

355 Good Questions to Ask Someone


The Best Questions to Ask People (Whether it’s Someone You Like, People You Know, or Even Your Boyfriend)

Asking the right questions is what opens the gates for a deeper, more meaningful connection. It can deepen a bond with someone you’re romantically involved with, or help you break past those walls we all keep up with a guy you’ve just started dating. The right questions can also help you connect even further with friends and family not to mention, yourself!

MORE: The Ultimate List of Questions to Ask a Guy

You may not even immediately know the answers to some of these questions so you can use them to get to know yourself even more.

Below is my ultimate list of good questions to ask which can be used to start a conversation, pass the time, or make a date more interesting by giving you something more interesting to talk about aside from where you’re from and what you do for a living.

I’ve divided them up to cover a bunch of ground: fun questions, funny questions, creative questions, and interesting questions.

Good Questions to Ask

  • Which actor or actress is a one trick pony?
  • What is your best daily habit?
  • What is your worst daily habit?
  • What is your go-to dish in the kitchen?
  • What is one thing you have no patience for?
  • What is the last show you binge-watched?
  • What do you usually follow when making decisions: your head or your heart?
  • What band are you dying to see live?
  • When is the last time you got extremely angry?
  • When is the last time you had a good cry?
  • What is the best way to start the day?
  • Do you think flying cars will ever exist?
  • What is the best way to wind down at the end of a long day?
  • What always makes you smile?
  • Have you ever had a crush on a teacher?
  • What is your favorite topic to talk about?
  • What emoji do you use the most?
  • What expression do you use the most?
  • Who would you like to trade lives with for a day?
  • What clubs were you a part of in high school?
  • What was your favorite sitcom growing up?
  • If you could eat one cuisine for the rest of your life, what would it be?
  • What’s the most reckless thing you’ve ever done?
  • Which celebrity would make you the most starstruck?
  • What is the best thing going on in your life right now?
  • Who is the first person you call when anything- good or bad- happens to you?
  • Did you play sports growing up?
  • Do you believe in karma?
  • Do you ever find yourself in the same situations over and over again?
  • What is the worst quality a person can have?
  • What would you like to be remembered for?
  • Do you believe in zodiac signs?
  • What is one thing that is absolutely unforgivable?
  • Where do you see yourself in 10 years?
  • What skill would you like to master?
  • What do people usually come to you for advice on?
  • How many of your Facebook friends are your actual friends?
  • What subject do you wish you knew more about?
  • What was your favorite age?
  • What is your claim to fame?
  • What are most people surprised to learn about you?
  • Do you believe in astrology?
  • Are you superstitious about anything?
  • What would your dream job be?
  • What is your favorite accent?
  • Which language do you wish you spoke fluently?
  • What is the nicest thing anyone has ever said to you?
  • What was your biggest fish out of water experience?
  • Are you an extrovert or introvert?
  • What charities are closest to your heart?
  • What lifestyle change do you really want to make?
  • How do you deal with feeling overwhelmed?
  • What is your biggest life regret?
  • Have you ever burned any bridges?
  • What was the best day of your life?
  • What do you wish you could remember more clearly?
  • What was the worst day of your life?
  • In what ways are you stronger than you look?
  • What is your biggest goal for this year?
  • What is something that will never go out of style?
  • What is something you got really upset about, but looking back realize it was no big deal?
  • What is one thing about you people would be surprised to know?
  • What’s the best thing that happened to you this year?
  • What’s the biggest surprise you’ve ever had?
  • Do you prefer to bake or cook?
  • If money wasn’t an issue, what would you do for a living?
  • What’s the most expensive thing you’ve ever purchased?
  • What country would you love to visit?
  • What country do you have no desire to ever visit?
  • What’s one thing you can’t live without?
  • What was your first job?
  • Which movies do you never change the channel on?
  • What was your biggest childhood fear?
  • What is your biggest addiction right now?
  • Who do you always go to first for advice?
  • What is one thing you refuse to spend money on?
  • What’s your favorite thing to do on a lazy Sunday?
  • What’s your best personality trait?
  • What’s your worst personality trait?
  • What cause are you super passionate about?
  • What has been your hardest physical challenge?
  • What has been your hardest mental challenge?
  • How would your closest friends describe you in three words?
  • What was the best part about college?
  • What is one thing you really want to accomplish before you die?
  • What’s your favorite part of your job?
  • What is the most heartwarming thing you’ve ever seen?
  • What is the saddest thing you’ve ever seen?
  • What accent do you find the most annoying?
  • What is the first concert you ever attended?
  • What was your best subject in school?
  • What was your worst subject in school?
  • Are you an indoor or outdoor person?
  • What game are you basically unbeatable at?
  • What is the most exciting thing going on in your life right now?
  • What is the most difficult thing in your life right now?
  • Do you prefer to save money for the future or spend and enjoy the present?
  • Are you scared of getting older?
  • What are people always surprised to discover about you?
  • What is one important life lesson everyone should learn?
  • What should be a required subject in school?
  • If you could re-live one year of your life, which would it be?
  • What is something you’re happy you’ll never have to do again?
  • What was the most terrifying experience of your life?
  • Have you ever been fired?
  • What’s the most trouble you’ve ever been in?
  • What are you not phased by?
  • What is the most scared you’ve ever been?

MORE: 20 Questions to Ask a Guy You Like to Get Closer

Fun Questions to Ask

  • When was the last time you slept until noon?
  • When was the last time you didn’t go to sleep until the sun came up?
  • When was the last time you felt really embarrassed?
  • What is your favorite way to waste time?
  • What do you always procrastinate on?
  • What is your favorite movie to quote?
  • What song do you know by heart?
  • What’s your favorite social media account to follow?
  • If you could have one magic power, what would it be?
  • Do you believe in ghosts?
  • Who was your biggest childhood celebrity crush?
  • What sport would you want to play professionally?
  • What’s your favorite place to hang out?
  • Do you have any irrational fears?
  • What makes you feel most alive?
  • What age would you like to live to?
  • How many times do you check Facebook every day?
  • What could you always use more of?
  • If you could spend a whole year doing anything you wanted, what would you do?
  • What is one bad habit we are all better off without?
  • What is the most common lie people tell themselves?
  • What activities make you feel most like yourself?
  • What is one album you could listen to for the rest of your life?
  • If you could have any animal as a pet, what would you choose?
  • What special skill would you want to have?
  • What movie should everyone see at least once?
  • What store can you not go into without buying something?
  • What items are always in your fridge?
  • What was the name of your first pet?
  • What’s your Pandora station?
  • Which celebrity would you want to be friends with in real life?
  • What do you spend the most time worrying about?
  • Do you judge a book on its cover?
  • What made you laughed the hardest in your life?
  • What song do you always have to sing along to?
  • What bad habit is the hardest for you to kick?
  • Have you ever been caught in a lie?
  • What is your go-to karaoke song?
  • What’s your favorite holiday?
  • What is the most annoying holiday?
  • What is one thing you can’t live without?
  • What’s your favorite sport?
  • What’s your go-to cocktail?
  • What would your last meal be?
  • What’s your favorite TV show of all time?
  • What is your all-time favorite movie?
  • What is the bravest thing you’ve ever done?
  • What’s the stupidest thing you’ve ever done?
  • What’s the best thing about the internet?
  • What’s the worst thing about the internet?
  • Who should everyone follow on social media?
  • What’s your favorite place to visit?
  • Who is your favorite comedian?
  • If you could have any superpower, what would it be?
  • What advice would you give your 13-year-old self?
  • What advice would you give your 5-year-old self?
  • What’s the best advice you could give your future children?
  • What was the best concert you’ve ever been to?
  • What’s your favorite vacation spot?
  • If you could teach any subject in school what would it be?
  • What is one song that always makes you dance?
  • What is the one word you use too much?
  • Of you could sing a duet with someone who would it be?
  • What’s the best gift you’ve ever received?
  • What was the biggest plot twist of all time?
  • If your life was a reality show, what would the premise be?
  • What innocent food do you despise?
  • What weird food do you love?
  • What is your favorite odd food pairing?
  • What is the stupidest cliche expression right now?
  • What is a useless topic you know a lot about?
  • What is the worst backhanded compliment?
  • Do you have any “that would only happen in the movies” moments?
  • What common expression is total B.S.?
  • What is the grossest smell?
  • What critically panned movie do you love?
  • What critically acclaimed movie do you hate?
  • What one person did you have on your wall in high-school?
  • What’s a movie that made you cry from laughter?
  • What’s a movie that made you cry from sadness?
  • Which celebrity would make you the most starstruck?
  • What’s your favorite app?
  • What’s your least favorite condiment?
  • What is the worst fashion trend of all time?
  • What book have you read the most times?
  • Would you rather travel 100 years in the past or 100 years in the future?
  • What is something you always travel with?
  • Do you ever think it’s OK for a waiter to spit in someone’s food?
  • What actor would you cast to play you in a movie?
  • What’s the sexiest animal in the animal kingdom?
  • What app do you check the most?
  • What is the luckiest thing to ever happen to you?
  • What is the unluckiest thing to ever happen to you?
  • What foreign accent can you do really well?
  • What’s the last book you didn’t finish?
  • Whats the first app you open in the morning?
  • What’s something that you don’t know that you want to learn?
  • Which language do you wish you were fluent in?
  • What’s a food trend you hate?
  • Who was your childhood crush?
  • What was your AOL screen name?
  • What is your most overused emoji?
  • Do you believe in any conspiracy theories?
  • What is the strangest thing a guest has done at your house?
  • What do you wish you had invented?
  • What is one book you wish you had read but you don’t actually want to read?
  • What animal would you want to come back as in your next life?
  • What “old person” habits do you have?

MORE: Fun Questions to Ask a Guy That Open Up His Playful Side

Funny Questions to Ask

    • What is your go-to meme?
    • Do you have any useless talents?
    • What is something that seemed like a good idea at the time?
    • What movie role was horribly miscast?
    • Would you drink milk if it was past the expiration date but smelled fine?
    • What is the most irritating sound?
    • What is the worst fashion trend of all time?
    • What is the stupidest song ever written?
    • What song always gets stuck in your head?
    • Who is the worst celebrity to use as a role model?
    • Which animal would you want to have a conversation with?
    • Which reality show would you want to be a guest star on?
    • What is the dumbest expression everyone seems to be using these days?
    • What is something you saw that you wish you could un-see?
    • What noise annoys you the most?
    • What word can you never spell right?
    • What is the coolest animal in the wild?
    • What is your best “for the grandkids” story?
    • What is the dumbest commercial you’ve ever seen?
    • Can you do your best impression of someone famous?
    • What is one thing you still have from your childhood?
    • Was the name of your first pet?
    • What karaoke song do people always butcher?
    • What sport would you want to play professionally?
    • What’s your favorite place to hang out?
    • Have you ever tripped and fallen in front of a lot of people?
    • Is a hot dog a sandwich?
    • What is your most shameful drunken mistake?
    • When was the last time you used “yolo” as an excuse to do something?
    • What was your biggest childhood fear?
    • What is your most impressive dance move?
    • What is the most annoying thing people post on social media?
    • What makes you laugh no matter what?
    • What is one mistake you seem to make over and over again?
    • What is the most overrated movie?
    • What is the absolute worst last name someone can have?
    • Who is your celebrity doppelgänger?
    • What is the most ridiculous fact you know?
    • What is the creepiest thing anyone has ever said to you?

MORE: 50 Great Questions to Ask a Guy

Interesting Questions to Ask

      • What is your favorite song lyric?
      • What is your favorite inspirational quote?
      • What was the last book you read that you couldn’t put down?
      • What is the worst backhanded compliment you’ve ever received?
      • What conspiracy theory do you wish you knew the truth behind?
      • What fictional character would you want to be friends with?
      • Do you think celebrities can ever live normal lives?
      • What was your favorite part about being a kid?
      • What was the worst part about being a kid?
      • What’s been the biggest blessing in disguise in your life?
      • What is one question you’re dying to know the answer to?
      • How would you pass the time if you were sentenced to jail for a year?
      • What would the polar opposite of you be like?
      • Do you think millennials are as bad as everyone says?
      • Is technology a blessing or a curse?
      • What’s the best advice you’ve ever received?
      • What’s the best advice you could give your future children?
      • What is the most cringe-worthy thing people post on social media?
      • Is there anything you wish you could erase from your memory?
      • Which celebrity has let fame get to their head the most?
      • What is one thing you wish you could understand about the opposite sex?
      • What’s missing in your life right now?
      • Whats your biggest fear?
      • What is your favorite social media platform?
      • What have you wasted way too much time on?
      • What is your favorite lifehack?
      • What is your go-to midnight snack?
      • What is one overrated food trend?
      • What do you never leave home without?
      • What makes you nostalgic for your childhood?
      • What is one thing you wish you knew in high-school?
      • What’s the scariest thing you’ve ever seen?
      • Who inspires you the most?
      • What makes you the proudest?
      • Do you collect anything?
      • What’s something you lose all the time?
      • If you ran the world, what rule would you enact?
      • Do you believe in free will or destiny?
      • What was your happiest age?
      • Who’s your biggest role model?
      • What’s your favorite part of your job?
      • If you could have coffee with anyone living or dead, who would it be?
      • What advice would you give your 13-year-old self?
      • What’s the best advice you’ve ever received?
      • What’s the best advice you could give your future children?
      • What’s the most worn item in your closet?
      • What’s the best meal you’ve ever had?
      • What was the most disappointing meal you’ve ever had?
      • What’s the most dangerous thing you’ve ever done?
      • Do you believe everything happens for a reason?
      • What’s your weirdest pet peeve?
      • What is a lesson you only needed to learn once?
      • What do you think of the expression, “Love means never having to say you’re sorry”?
      • What is something you stressed over that was no big deal?
      • In what area of life do you not trust your judgment?
      • What is your most prized possession?
      • What is an instant attraction killer?
      • What always makes you feel like a kid again?
      • Have you ever had a paranormal experience?
      • Would you break the law to save a loved one?
      • What is love?
      • What is the first thing you notice when you meet someone new?
      • What is your favorite word?
      • What makes you happiest?
      • What is something everyone should be trained to do?
      • Who is the most impressive famous person today?
      • What is a change you know you should make in your life but can’t seem to actually do?
      • What event in your life would make a good movie?
      • What job would you be terrible at?
      • If you could create a TV channel, what would it be?
      • What little things make your day better?
      • What popular movie do you have no desire to see?
      • What is the most annoying thing people say to you a lot?
      • What is always worth the splurge versus save?
      • Which moment of your life do you wish you had on video?
      • If you could bring one musician back from the dead, who would it be?
      • It’s the year 2008 – what are you doing?
      • It’s the year 2028 – what are you doing?
      • What is a risk worth taking?
      • What is one thing you can never say no to?
      • Which celebrity deserves to lose everything they have?

MORE: 50 Personal Questions to Ask a Guy That Really Open Him Up

Creative Questions to Ask

      • What is the most expensive thing you’ve ever lost?
      • Have you ever been totally wrong about something you were sure you were right about?
      • Do you believe aliens exist?
      • What would be the title of the movie of your life?
      • What is your favorite smell?
      • If you could create a job based on your biggest talent, what would you be?
      • What is the scariest animal in the world?
      • What is the scariest insect in the world?
      • What book do you wish you had read even though you don’t want to read it?
      • What bizarre food pairing do you love?
      • What is legal that should really be illegal?
      • What is illegal that should be legal?
      • If you could have a Ph.D. in anything, what would it be?
      • Would you rather go back in time or forward in time?
      • What job do you think won’t exist anymore in the future?
      • What is one word to describe the country you’re from?
      • If you could classify people as being 2 types, what would they be?
      • Have you ever had a “this could only happen in the movie” moment?
      • If you could ask one person one question and they would answer honestly, what would you ask and who would you ask?
      • What animal would you want to have as a pet if you could choose anything?
      • What is the best movie introduction of all time?
      • If you could switch lives with anyone for a day, who would it be?
      • What is something we will never know the answer to?
      • What’s the coolest thing you own?
      • If you were stuck on a deserted island, what is the one thing you couldn’t live without?
      • What’s your favorite hobby?
      • You have an hour of free time- what do you do?
      • What was your favorite book as a kid?
      • What’s the best gift you’ve ever given someone?
      • What is one thing you still have from your childhood?
      • What from your childhood are you most nostalgic for?
      • What would you want to come back as in your next life?
      • If you could get a completely truthful answer to one question, what would you ask?
      • Which personality trait of yours has served you the best in life?
      • What do you wish people would stop talking about already?
      • What is the best prank you’ve ever pulled on someone?
      • If you could dedicate your life to solving one problem, which would you choose?

MORE: The Best This Or That Questions

I hope this article gave you some fresh ideas for questions to ask to really get to know someone. When it comes to relationships with men, there are two really important moments you need to be aware of. The first is that at some point In your relationship, your man will start to pull away. You may notice him becoming more distant and less engaged. It seems like he’s losing interest in you and you worry that soon he’s going to just leave. Do you know what to do to get things back on track? If not, read this next: If He’s Pulling Away, Do This...

The next issue arises at that inevitable point when the man asks himself: Do I want to commit to this woman for the long term? The answer will determine everything. Do you know what makes a man see a woman as girlfriend/wife material? Do you know what inspires a man to commit? If not, you need to read this too: The #1 Things Men Desire in a Woman

Need more good questions to ask?

Check these out:

300 Amazing Conversation Starters – Tons more categories and questions to choose from so you never run out of things to say!

230 Questions to Get to Know Someone – Try these highly effective questions to really get to know someone.

Would You Rather Questions – This game always brings on the laughs and makes you think. Check out our su[er creative and hilarious list!

Cute Questions to Ask a Guy You Like – Charming and adorable, these questions will endear you to him even more.

And here’s even more:

Good Questions to Ask a Guy

40 Cute and Funny Questions to Ask a Guy

7 Flirty Questions to Ask a Guy

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