200 Random Questions To Ask A Guy (TO SPICE THINGS UP)

It’s okay to ask your boyfriend or crush some random questions. You know that this way you can understand their personality and intentions. But sometimes you don’t know what to ask. This is because it is difficult and it takes some time to think about these types of questions.

But don’t worry because today we have created this amazing post that will help you to find some random questions that you can ask your guy. With these questions, you can make your conversation more interesting.

Random Questions To Ask A Guy

  • What are your relationship deal-breakers?
  • Where is your secret hideout?
  • What is your best friend’s favorite that you adore?
  • What do you consider to be the best aspect of being in a relationship?
  • What sex toy have you been dying to try?
  • What is one goal you have for the near future?
  • What in a trailer automatically makes you assume a movie will be horrible?
  • Is there anything on your bucket list that you’d like to cross off as soon as possible?
  • What are you looking forward to most right now?
  • Do you believe that men and women should have defined roles in the household?
  • What’s Your Favorite Sports Team?
  • What candy do you hate?
Random Questions To Ask A Guy
  • What makes you lose track of time?
  • What Would You Do With 10 Million Dollars?
  • Between being famous on TikTok and winning the Grammy Awards, which one would you choose?
  • What is the weirdest thing that turns you on?
  • Did you have any pets growing up?
  • What is the most ridiculous thing you’ve ever done to impress someone?
  • What are you looking for from dating right now?
  • Have you ever kissed someone under mistletoe?
  • What’s the worst situation you’ve ever found yourself in?
  • What’s Your Favorite Movie?
  • What animal do you fear the most? And why?
  • What is the craziest thing you’ve ever been asked to do in bed? Did you do it?
  • If You Had The World’s Attention For 30 Seconds, What Would You Say?
  • What’s the craziest thing you’ve done with a loved one?
  • What would be your best dad joke if you were a father?
  • Would you rather be late or early all of the time?
  • When you were a child, what did you want to do with your life? How have those dreams changed?
  • If you could be a pro athlete in any sport, which one would you choose?

Random Questions To Ask A Guy On First Date

  • What’s a social issue you’re very passionate about?
  • How do you think a good person is defined?
  • If you ran for president, what would be your campaign slogan?
  • What is your favorite love song?
  • Do you keep mementos from past relationships? (Cards, notes, photos, gifts)
  • What’s your least favorite thing to do with a girl in a relationship?
  • What is something you would like to do together someday?
  • Do you forgive and forget? Or do you forgive and never forget?
  • Who is your favorite Disney villain?
  • Do you prefer to travel with your friends or with your significant other?
  • What’s the most nightmarish creature you can imagine?
  • What’s something on your bucket list that you don’t think you’ll ever do?
  • Would you see me home? Just in case…
Random Questions To Ask A Guy On First Date
  • What three items would you take with you on a deserted island?
  • What’s your love language?
  • What’s the craziest thing you’ve done in the name of love?
  • Do you think that this light does us justice?
  • What are your favorite scents?
  • What villain do you really feel for?
  • If you could talk to any animal, what would it be?
  • Do you think you can maintain eye contact longer than me?
  • What is your happiest childhood memory?
  • Which of your childhood memories is your favorite?
  • Do you prefer the winter or the summer?
  • Do you have any advice for friends who are going through a breakup?
  • What’s your most annoying habit?
  • Would you survive being stranded on a deserted island?
  • What are your favorite and worst school photos?
  • How Can You Tell If Someone Has A Sense Of Humor?
  • How is your life right now different than what you thought it would be?

Cute Random Questions To Ask A Guy

  • What is a product you cannot live without?
  • What is your favorite karaoke song?
  • Who’s your celeb crush?
  • Have you ever had a drug or alcohol addiction?
  • What is one personality feature that you truly hate in a lady?
  • Who was your first crush, and did you tell them?
  • When was the last time you cried? Why did you cry?
  • What Is In Your Fridge Right Now?
  • What are you most proud of in your life that you have done so far?
  • What do you look for in a partner?
  • Do you have a favorite book? Can you tell me its name? 
  • If we were going to role play, who would you want me to dress up as?
  • What Talent Would You Want To Possess If You Could?
  • What is your favorite childhood memory?
  • Did you ever sleep with stuffed animals?
  • Where is your favorite place you’ve ever been?
  • I’m sorry for looking at you hard, it’s not that you’re gorgeous or anything. Can you forgive me?
  • Who in your family is your favorite? And for what reason? 
  • How old were you when you learned Santa wasn’t real? How did you find out?
  • Is there anything on which you would never spend money?
  • What is your favorite part about dating?
Random Questions To Ask A Guy On First Date
  • Would you rather go out on the town during a date or have a long walk and talk?
  • If you could change one thing about your past, what would you change?
  • Are you engaged with politics?
  • Can you tell me about the scariest thing you’ve ever done?
  • What’s your favorite family tradition?
  • If you could cook any dish perfectly, what would you choose?
  • Do you have a yearly tradition that you look forward to?
  • Have you ever had a secret admirer?
  • What weird activity would you want us to do on our second date?

Random Interesting Questions To Ask A Guy

  • What words or sexy phrases turn you on?
  • What was your best birthday ever?
  • What is it that you believed as a child for far too long?
  • If You Were To Play A Song You Love Right Now, What Would It Be?
  • What makes you angry?
  • What was the last thing you recorded on TV?
  • Where do you like to buy takeout the most?
  • If you could look like any celebrity, who would it be and why?
  • Who would you want to play you in a movie?
  • What three words best describe me?
  • What’s your favorite holiday?
  • If there were internet Olympics, what sports would be in it?
  • What do you think the reason for the high divorce rate is?
  • What are some lessons you have learned the hard way?
  • What is the most pleasant sounding name for either a boy or a girl?
  • What’s the strangest thing that’s ever happened on a date to you?
  •  Do you love or hate rollercoasters?
  • What is your favorite topic to talk about?
  • What’s your favorite family recipe?
  • Who would you marry if you could marry only one celebrity?
  • If you had to give up one for the rest of your life, which would you pick: cheese or chocolate?
  • If You Were Suddenly Transported To Another Planet, How Would You Assess The Situation?
  • What is the most enjoyable activity you have ever shared with your friends?
  • What is the most interesting game concept you can come up with?
  • Do you appreciate talking on the phone or talking over text all day?
  • Who are the three most important people in your life currently?
Random Interesting Questions To Ask A Guy
  • What kitchen appliance do you use every day?
  • Do you believe in fate?
  • What is your favorite sexual position? What is your least favorite sexual position?
  • Are you a clean or messy person?

General Random Questions To Ask A Guy

  • If You Were To Name Your Own Song, What Would You Name It?
  • Where is your happy place?
  • If you could give your past self one piece of advice, what would it be?
  •  Would You Rather Have 10 Hobbies Or One Passion?
  • What Are Your Dreams And Ambitions?
  • What is the biggest sacrifice you’ve ever made for a relationship?
  • What did you think you were good at but are actually quite bad at?
  • How do you feel about porn? What kind of porn do you like?
  • What is one personality feature in a lady that you value the most?
  • Which part of your body would say is your favorite?
  • What food smells way better than it tastes?
  • If Your Food Is Bad At A Restaurant, Would You Say Something?
  • When you’re having a bad day, what makes you feel better?
  • What are you looking forward to this month?
  • If You Could Interview A Famous Person, Who Would You Choose?
  • Why did your last relationship end?
  • How would you feel if we moved our location to somewhere more intimate?
  • Which city is your favorite so far? Have you ever visited there? 
  • How much takes it to get you slightly tipsy?
  • What’s the best thing you’ve ever eaten?
  • Who Do You Most Like To Poke Fun At?
  • What makes you anxious?
General Random Questions To Ask A Guy
  • What game do you wish you could act out in real life?
  • When it comes to the female body, which kind of look do you appreciate?
  • What is a telltale sign that you are upset?
  • What is the most disgusting food you’ve ever made?
  • What areas in your life do you feel you need to do the most improving?
  • What is your favorite part about sex? (Foreplay, teasing, penetration, oral sex, pillow talk, etc.)
  • Do you believe in love at first sight?
  • What’s your favorite type of foreign food?

Funny Random Questions To Ask A Guy

  • What makes you hopeful?
  • What makes you wish to start a family if you want?
  • Who would you want to play you in a movie of your life?
  • If the police raided your house right now, what is the most incriminating thing they would find?
  • If You Could Erase One Event From History, Which One Would You Erase?
  • What is your most treasured possession?
  • What’s the most daring thing you’ve ever done?
  • Who was your celeb crush as a teenager?
  • If You Could Only Use One Word The Rest Of Your Life, What Word Would You Choose?
  • What was the last book you read?
  • Where is your favorite place to make out?
  • Do you enjoy dating? 
  • Tell me about the worst movie you’ve ever seen.
  • How did we first meet?
  • Do you have a stronger bond with your mother or father?
  • What superpower would you like to have? How would you use it? 
  • What’s your favorite pickup line?
  • What have you done that you’re not very pleased with?
  • In an ideal world, would you go for another drink?
  • What is one fact every friend should know about you?
  • Have you ever/would you ever go to a dominatrix?
  • What is a habit you picked up from your parents?
  • When you’re watching a fantastic TV program, how long do you wait to get up to pee?
  • If You Were In A Room Filled With You And Your Doppelganger And 2 Million Dollars, What Would You Do?
Funny Random Questions To Ask A Guy
  • When Do You Feel The Most In Control?
  • What is your preferred method of communication?
  • What is your favorite memory of us together?
  • What’s the worst date you’ve ever been on?
  • If you put out a magazine, what would you name it and what would be in it?
  • Do you want to start a family? Or is it your last plan.

Random Flirty Questions To Ask A Guy

  • What is the most interesting thing you could do with 400 pounds of cheddar cheese?
  • What’s your most useless talent?
  • Is your glass half full or half empty?
  • Cat person or dog person?
  • What’s your worst habit?
  • What are you really happy about being terrible at?
  • Which animal is your favorite? And why?
  • What is the best meal you have ever eaten?
  • Would you survive a zombie apocalypse?
  • What’s your favorite conspiracy theory?
  • What’s The Funniest Thing You’ve Seen On The News?
  • What’s a topic or hobby you’re randomly passionate about?
  • What is your nickname?
  • How long does it take you to get ready in the morning?
  • Do you believe people are inherently good or inherently bad?
  • What would be the funniest thing to fill a piñata with?
  • What is your biggest happy moment till now? 
  • How did your best friend and you meet?
  • What’s your favorite fast food chain?
  • You’ve Been Given An Elephant. You Can’t Get Rid Of It. What Would You Do With It?
  • If You Could Be Best Friends With A Celebrity, Who Would It Be?
  • What toy did you always want as a kid, but no one ever bought for you?
  • What would your dream house look like?
Random Flirty Questions To Ask A Guy
  • Would you prefer a beach vacation or a vacation in a cool city?
  • Would you rather trade intelligence for looks or looks for intelligence?
  • What dominates your Spotify or Netflix accounts?
  • What Was Your Favorite Toy As A Child?
  • What are your most sensitive erogenous zones that don’t always get attention? (Nipples, ears, neck, etc.)
  • What’s your favorite movie?
  • What’s something that guys should always do for their girl?

Deep Random Questions To Ask A Guy

  1. How often do you buy clothes?
  2. What fictional character would you most like to be friends with?
  3. What do you consider to be your most outstanding achievement?
  4. What is the most important lesson you learned in school?
  5. Which family member are you closest to?
Deep Random Questions To Ask A Guy
  • On your CV, what do you always lie about?
  • At an amusement park, what ride do you just have to go on?
  • What reality TV show would you be on?
  • What is the meanest thing you ever did to a sibling or that a sibling did to you?
  • If you were challenged to a duel, what weapons would you choose?
  • Would You Rather Look Like A Potato, Or Feel Like A Potato?
  • Can you tell me about your strangest habit?
  • What is the wackiest thing you ever did to help a friend?
  • Do you have any go-to flirting techniques or moves?
  • What sound do you love?
  • Did you get your shirt custom-fitted or was it dumb luck that it looks so good on you?
  • What is the first question you ask a woman on a first date?
  • For you, what does it mean to be in a relationship?
  • If You Could Trade Lives With Someone, Who Would It Be?


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