150+ interesting, funny & good questions to ask a guy you like

If you have ever wondered what to ask a guy you like or have crush upon then today it’s time to get rid of this feeling. Questioning reduces your curiosity when you learn more about the guy’s choices and tastes. And when you tremendously like a boy, it is obvious that you’ll be more excited about his desires. Questioning helps in developing the bond between you both and helps in deciding the future of your relationship. So today we have come up with the good questions to ask a guy you like or interested in.



Whom to ask questions?

Any unique guy you are interested in, have a crush or have fallen in love with are perfect for questioning. It is because you are more diverted towards their choices and interests, and more interested in learning whether the guy likes you or not. So questioning is an indirect process of learning whether the boy is equally in love with you or not. You can also question your male friend, classmates, a batch mate, colleague, and co-workers. Questioning can also be done for a fun purpose.

Why should you ask open-ended questions?

“The important thing is not to stop questioning. Curiosity has its own reason for existing.”- Albert Einstein

This quote by Albert Einstein aptly explains the reason for questioning. Even one of the greatest teachers and philosophers, Socrates, believed that questioning clarifies the existing doubts in your mind and enables you to have a broader knowledge of people and things. So these clearly indicate that questioning a guy will give you an appropriate idea about his feelings, ideas, and his desires. If the guy is your co-worker or batch mate, then you can also ask him work or studies related questions. So it isn’t necessary that the question should be personal or related to his personal life, but it can be professional too.

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A few tips before you start questioning

  • These questions are great for starting a conversation so make sure you don’t keep throwing them one after another. This might ruin the conversation.
  • Whenever there is a silence or a gap in between the conversation, these questions would be a great filler.
  • If you are having a good conversation, do not interrupt the guy with these questions. So let the conversation flow so that you can learn more about him authentically.
  • The questions we have put will elaborate the answers instead of answering with a simple yes or no, which is quite boring. For instance, instead of asking “Where are you born?” you can ask, “What was your childhood like?”

What questions to ask a guy


The best questions to ask a guy you like

So here are the best questions you can ask your guy you are interested in.

Questions to ask a guy you like to know him

  • Which is your favorite romantic novel?
  • What is your biggest strength?
  • Which is better to listen to – your heart or your brain?
  • What is your favorite movie?
  • What is your idea for a first date?
  • Do you believe in a blind date?
  • What is your favorite food?
  • Which food do you love the most- Chinese or Italian?
  • What is your favorite sport?
  • Do you work out?
  • What is your idea about marriages?
  • Do you think marriages are made in heaven?
  • What qualities do you seek in your life partner?
  • What’s your family like?
  • What about yourself do you find the most pride in?
  • What is your favorite car?
  • What do you notice first when you first meet a girl?
  • What is the craziest thing that you have ever done in your life?
  • What is your favorite romantic activity?
  • What was the scariest moment in your life?
  • Who was your first crush?
  • Who is your biggest hero?
  • Would you like to hang out with me more often?
  • What is your definition of intimate?
  • Would you cuddle with me?
  • What are your favorite hobbies?
  • What’s your favorite idea to spend a rainy day?
  • Are you religious?
  • Are you superstitious?
  • What is your favorite band/musician?
  • What makes you nervous?
  • What was your first kiss like?
  • What do you want to do for a career?
  • Do you like to read?
  • Are you an introvert or an extrovert?


Best funny questions to ask a guy | Questions to ask your friends for fun

  • When did you have your first kiss and who was it with?
  • If you were a waiter and a customer was a jerk, would you spit in their food?
  • What’s the funniest thing that’s ever happened to you?
  • Has anyone ever walked in on you naked?
  • What’s the funniest thing that happened in your childhood?
  • If you had to give me a nickname right now on the spot, what would it be?
  • What’s the sexiest animal in the animal kingdom?
  • Who’s a celebrity you have a crush on?
  • You get to date one famous celebrity – who is it?
  • What would you do in a week if you were told you only had a week to live?
  • Did you ever cheat on a test in school?
  • What would you do when you discover the girl who you kissed is actually a male?
  • If you could choose one superpower, what would it be and why?
  • If you could marry a fictional character, who would it be and why?
  • Of all your pet-peeves, which is the strangest?
  • If you inherited or won a million dollars, what would you do with it?
  • What is the most embarrassing thing that has happened to you?
  • What are your weaknesses?
  • How would you describe yourself in three words?
  • Have you ever been arrested or contracted any diseases?
  • How do you handle people you don’t like?
  • If you could eat one meal for the rest of your life, what would it be?


Most interesting questions to ask a guy | Good questions to ask a guy

  • Guess, what am I thinking about right now?
  • What did you do all day today until we met?
  • Would you like to be famous? If yes, for what reason?
  • What’s the worst advice you’ve ever taken?
  • What talent do you wish you’d been born with?
  • What’s the best compliment you’ve ever received?
  • What did people tease you about while you were growing up?
  • Do you have a recurring dream? What happens in it?
  • What’s the bravest thing you’ve ever done?
  • What’s the biggest personal change you’ve ever made?
  • Have you ever worn a girl’s clothing?
  • Have you ever been hit by a girl?
  • Have you ever hit a girl?
  • Is there a secret you’ve never told anyone? How about telling me?
  • What’s the weirdest thing about you?
  • Have you ever been in love with more than 1 person at the same time?
  • When was the last time you hand washed the dishes?
  • Do you want to be married right now?
  • Stupidest thing you ever did with your cell phone?
  • What animal best represents you & why?
  • Describe your best kiss ever?
  • What are your outlooks on bisexual relationships?
  • Have you ever kissed someone older than you (not your mother, grandmother, or aunt)?
  • Have you ever milked a cow or goat?
  • What was the strangest punishment your parents ever gave you?
  • Have you ever kissed a guy?

Personal questions to ask a guy you like


Best deep and intimate questions to ask a guy

  • What was the first thing you thought of me when you saw me?
  • What is your dream date?
  • How many girlfriends had you in the past?
  • Have you ever been in love?
  • How much do you like me?
  • What’s your favorite thing about me?
  • What’s the one thing I do that turns you on the most?
  • Do you love kids?
  • How many women have you slept with?
  • How often do you think couples should make love?
  • How do you feel about pornography?
  • How did your last relationship end?
  • According to you, what’s the best way to show love?
  • How can we make our sex life better?
  • Would you like to share the harsh truth of your life?

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Questions to ask a boy

  • Will you take care of your girl even after she gets fat after marriage?
  • What makes you insecure?
  • What’s your favorite food?
  • What is your most favorite movie?
  • What kind of childhood did you have?
  • What do you expect from a love relationship?
  • Do you want children?
  • What’s your though on girls?


Sexy questions to ask a guy you like | Questions to ask a guy you are in relationship

  • Do you like talking dirty?
  • What are you wearing right now?
  • Has anyone ever seen you accidentally naked?
  • Did you ever French kiss?
  • What do you wear in bed?
  • Would you like a good massage from a girl?
  • What’s your favorite sexual fantasy?
  • Would you ever like to get drunk with your girlfriend?
  • What’s your sex appeal?
  • Do you think you’re a good kisser?
  • At what age had you first kissed a girl?
  • Have you ever had one-night stand experiences?
  • Do you enjoy having sex with the lights on or off?
  • Who is your favorite porn star?
  • How often do you watch porn?
  • Have you ever been caught masturbating? If yes, then by whom?
  • According to you, what defines a sexy woman?
  • What is your idea of having sex?
  • Would you ever like to have sex in the bathroom?
  • At what age did you lose your virginity?
  • Did you ever get aroused over text?
  • Do you love sex texting?


Some more random and good question to ask a guy

  • How is your relationship with your family members?
  • Do you snore while sleeping?
  • Do you like to keep your room clean?
  • Which part of the world would you like to spend your life in?
  • Do you believe in love at first sight?
  • What is your most treasured possession?
  • Do you love pets?
  • Who is your inspiration?
  • Would you accept me if I cheat on you?
  • Would you accept me if I have a past criminal record?
  • What is your idea of a honeymoon?
  • Which is your dream honeymoon destination?
  • Who do you find most attractive among my friends?
  • Have you ever been arrested or charged with a crime?
  • Did you ever drink and drive?
  • What is your dream?
  • If I ask you to dedicate a song to me, what would it be?
  • Do you believe in seven births companionship concept?
  • Which is your favorite game?
  • Is there any cause that you strongly believe in?
  • If your boss offers you 2 weeks of holiday, what would you do?
  • Where do you see our relationship 5 years from now?
  • If you found out that you were bankrupt one day, what would you do?
  • Where do I fit in with your priorities?
  • Do you have any debt?
  • Do you find me cute?
  • Do you find me hot?

Interesting questions to ask a guy


Most awkward and crazy questions to ask a guy

Below is a list of the freaky and weird questions for a guy.

  • Would you kiss a guy in the mouth for $10,000?
  • Have you ever had any sexually transmitted disease before?
  • Who is better in bed, me or your ex?
  • Do you still text or call your ex-girlfriend?
  • Do you fantasize about me when you masturbate?
  • How much is your take-home pay?
  • How long have you gone without taking a shower?
  • What would you do if you catch your girlfriend flirting with another guy?
  • Have you ever been involved in a bar fight?
  • How many times do you urinate at night?
  • Have you ever got fired from work?
  • Would you ask me to sign a prenuptial agreement before we marry?
  • Are you sure you don’t have children from a previous relationship?
  • How do you feel about transgender?
  • Will you ever pay for sex?
  • Would you stay close to a gay friend who openly admits that he’s attracted to you?
  • Do you still borrow money from your parents?
  • How often do you go broke in a year?
  • Are you sure that your roommate is a straight guy?
  • If I was a prostitute and you saw me in a club, would you pay to have sex with me?
  • If your boss is a woman, would you ever have sex with her?
  • Are you attracted to your boss?
  • Do you have any homosexual feelings?
  • Have you been sexually abused when you were young?
  • Have you ever visited, or bought something from, an adult store?

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We hope we’re able to provide you a list of all the sweet, great and good questions to ask a guy you like. These questions will fill up the gap in your conversation and prevent you from remaining dumb on a date.

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