150+ Random Questions To Ask A Guy or Girl

Good communication is one major ingredient for a happy and successful relationship. A relationship starts to deteriorate when there is a break in communication. Communication also includes asking questions especially about each other, because the more you understand each other the better the relationship becomes. Despite the fact that you are deeply in love with your boyfriend or girlfriend, there are times when the conversation is dry and you may seem to not have anything to talk about, making the atmosphere boring, this is actually the perfect time to take advantage of and ask him some random but crucial questions. In case you don’t know what to ask, here is a list of some of the random questions to ask a guy or girl.


Random Questions to Ask a Guy or a Girl

What are your regrets in life?

When was the last time you cried?

Describe your relationship with your mother and sister?

Do you sing while taking bath?

Do you snore while sleeping?

Have you ever taken advantage of anyone?

Do you like to clean your room?

If you could live anywhere in the world, where would it be?

Into which personality’s shoes would you like to step for a day?

What 5 words would a close friend use to describe you?

Do you believe in love at first sight?

What is your most treasured possession and why?

What is your favourite month of the year?

Which is the place/country that you want to visit?

What are your hobbies or interest?

Do you like reading? Which is your favourite book?

Do you have a pet name? How did you get it?

Who are all there in your family?

Who is your inspiration?

Which is the best holiday you ever had?

How much do you love me?

Do you dream of a future with me?

Would you accept me if I cheat on you?

Do you approve of working married women?

What is the thing that you like most about me?

Which is your ideal honeymoon destination?

Did you ever have a crush on your teacher or some other woman?

Would you talk to me at night if you are feeling dead sleepy?

Are you a virgin? If not, when did you lose your virginity?

Who do you find most beautiful among my friends?

What was your first impression of me?

Are there any fears you have that you would like to get over?

Do you find yourself prejudiced or biased in any area?

Tell me five of your pet peeves?

If you could have sex with any three people you chose, who would they be?

When you meet someone of the opposite sex, what do you first notice about them?

Which are the parts of their body that you notice?

Have you ever dated two girls at once without either of them being the wiser about it?

Have you ever been arrested or charged with a crime?

Have you ever used being drunk as an excuse for doing or saying something?

Who is your role model?

What do you do in your free time?

Do you like children?

How would you deal with a difficult mother-in-law?

Tell me about your strengths and weaknesses?

What are your career aspirations and dreams?

What’s the hardest thing you’ve ever done?

What is your idea of a perfect Valentine’s Day?

If I ask you to dedicate a song to me, what would it be?

What would you do if I die?

What are the things that you can do to cheer me up?

Do you believe in the seven births companionship concept?

What is your favourite dish?

Who is your favourite actress?

What’s your favourite movie and why?

Would you rather spend a day in the woods or at the beach? Why?

Tell me about a sporting event you’ll never forget

If you could have any superpower, what would it be?

Which is the one job in the world that you would love to do?

If you were an animal in the wild, what would you be?

What is the most embarrassing moment of your life?

Who was your first girlfriend?

Why did you break up with her?

Which is your dream car?

Do you like pets?

Will you like to keep any at home?

If you win a lottery of $1000, what will you do with it?

Are there any causes you strongly believe in?

If you won a million dollars in a lottery, what would you do with it?

If you knew you had only 2 weeks to live and death was imminent what are the regrets you would have?

Why haven’t you done anything about those regrets?

How would you spend those two weeks?

Is there someone from the past you really miss and would like to locate?

Who was your first love?

If you could take a year off and go travelling, where would it be?

Which sports do you play or watch?

Which is your favourite Comic book character?

What do you like about him/her?

If you could relive the last five years of your life, what would you change?

Are you a virgin?

Who did you lose your virginity to?

If a genie granted you 3 wishes, what would you ask for?

If asked to choose between me and your friends, who would you choose?

If you were a car, what kind of car would you be?

If your life were a movie, who would play you?

If you were a tree, what would be carved in your trunk?

If you had a day off next week and plenty of cash, what would you do?

Would you marry someone much richer or much poorer than you?

How romantic are you?

Do you watch TV serials of women?

Do you go to spas and salons?

Do you ever feel like going away from me?

What is the thing about me that drives you crazy?

Do you smoke and drink?

Have you ever tried drugs?

Tell me about your dirtiest secret?

What are your political leanings?

You have got six months to live, what will you do first?

If you have friends coming over, what would you cook?

Which T.V. program would you never miss?

What is the last CD you bought?

Are you a morning person or a night person?

Where do you see yourself in five years time?

Do you believe a cup is half empty or half full?

Are you an optimist or a pessimist?

If you could travel back through time, what single mistake would you correct in life?

What are the deepest regrets of a person?

Who was your hero, as a child?

If you won a lottery, how would you spend your millions?

What makes you laugh/cry?

Describe your perfect holiday.

Which is your favourite book/movie?

Which is the last book you read?

Which is your favourite music and your favourite singer/band?

Do you like animals/pets?

How do you spend your spare time?

Is there anyone in the world you love so much that you could give your life for them?

If you had the power to just utter a word and kill someone – no one would find out and you would not be charged with a crime, who would you kill and why?

Do you have a role model – someone you want to emulate? Whom do you admire the most?

Do you contribute to any charity? What is the largest amount you have ever given to any charity?

Describe your ideal date.

What type of music do you love listening to?

Tell me about your scariest dream.

What are the five material possessions you will like to save if your house is on fire?

Do you have a pet?

What is the craziest thing that you have ever done?

Do you like to cook?

Have you ever fantasized about your friend’s girlfriend?

Have you ever kissed anyone other than me?

What is the craziest thing you have done?

Have you ever committed a petty crime?

Have I lived up to that impression?

What is that one thing about me that you would like to change?

Are you religious?

Do you pray regularly?

Who is your favourite actor/actress/celebrity and why?

Who is your favourite sportsperson?

What is your favourite sporting activity?

Which is your favourite genre of movies

Which are your favourite shows on television?

Which is the worst date you ever had?

What makes you smile?

What’s your favourite kind of food?

If you could drive any car which one would you choose?

What’s your favourite holiday memory?

If you are given a chance to change something about yourself, what would it be?

Who are you closest to in your family-your mum, dad or siblings?

Do you enjoy your job?

Are you a morning person or a night person?

Tell me about your favourite vacation?

What made it so good?

If you were an animal, what would you be?

If you could try any job for one day – what would you choose?

What do you do to relax?

Are you afraid of darkness?

What is your biggest fear in life?

Which is your favourite sport?

Which is the movie that you never get bored watching?

Fadamana U
Fadamana U
Fadamana has built up professional writing and editing experience over the years in report and technical articles, informational and creative content across various topic specialties. Outside work, I like to binge on new movies.


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