Good Questions to Ask a Guy

There are hundreds of questions to ask a guy that can be deemed good questions to ask. A lot of this depends entirely on how well you know the guy, how personal you want to make things and where you want the rest of your night to go.

You can ask very basic questions about who would play them in a movie about their life, make things interesting by getting into their past sexual history or talk about different places they have had made out (or more) before. Depending on what stage of the relationship you are in will determine which type of questions are best for you.

Good Questions to Ask a Guy


  • What time do you usually get up on a Saturday morning?
  • What guilty pleasure do you spend your money on?
  • What quality do you value most in a friend?


  • Do you like your work?

    What do you like least about your work?
    What do you do for work?
  • Where do you go to school?

    What do you hope to do after you graduate?
    What is your favorite class?


  • What is your favorite book?
  • What do you watch on TV?
  • What new movie would you like to see?
  • Who is your favorite actress?


  • Have you ever been in a physical fight?
  • Have you ever broken any bones?
  • What’s the worst injury that you’ve sustained?


  • When you die, would you rather be buried or cremated?
  • What places have you traveled to?
  • What do you have in your wallet?
  • If you could choose your last meal, what would it be?
  • What area of life do guys have it better than girls?


  • Would you ever get a mohawk?
  • What type of humor do you like best?
  • Describe your ideal vacation.
  • Do you play/watch any sports?
  • Who is your favorite comic book character?
  • If you were in a woman’s body for a day, what would you do?


  • What was your favorite age in life?
  • What accomplishment are you most proud of in your life so far?
  • What were you like as a kid?


  • What is your dream car?
  • What is the ideal number of people to have over on a Saturday night?
  • What is something new you learned today?
  • Do you have any pets?
  • What’s your favorite way to spend a Saturday?
  • What’s the best advice you ever received?

Fun Questions to Ask People

Asking questions is the best way to start a conversation and keep it moving. Once you get past the basic information of school, work, and relationships, communication can stall or become mundane. Having fun questions to ask means you will not run out of things to talk about.

Thinking of fun questions requires creativity, but it is not difficult. Be wise about what you ask, and make sure your questions are something you would be willing to answer yourself.

Here are some ideas to get you started.

  • What is your middle name?
  • When is your birthday?
  • What will you do to celebrate your next birthday?
  • What is your favorite holiday?
  • How many brothers and sisters do you have?
  • Where does your family live?
  • Where do you live?
  • What are your favorite foods?
  • What are some foods you dislike?
  • Do you eat in an unusual way?
  • Do you like to travel?
  • Where have you traveled to?
  • What is the best vacation you have had?
  • Who is the last person you talked to?
  • How big is your bed?
  • What color is your bedroom?
  • Do you have pets?
  • What kind of cell phone do you have?
  • What is the wallpaper on your cell phone?
  • What is the wallpaper on your computer?
  • What music are you listening to?
  • Who was the last person you hugged?
  • What was the last thing you ate?
  • What things put you in a good mood?
  • What things put you in a bad mood?
  • How much sleep do you need to feel your best?
  • How much sleep did you get last night?
  • What is the first thing you thought about this morning?
  • What was the last thing you thought about before bed last night?
  • What is your bedtime routine?
  • What is your morning routine?
  • Do you drink coffee?
  • Do you drink tea?
  • What is something you cannot live without?
  • Who is the family member you are the closet to?
  • Do you have a best friend?
  • What are you afraid of?
  • Do you have quirky habits?
  • What makes you unique?
  • Do you have nicknames?
  • Are you afraid of the dark?
  • Do you prefer chocolate or vanilla?
  • What do you think of when you hear the word “yellow”?
  • If you could take five things to a deserted island, what would you take?
  • What is your favorite color?
  • What is the color of your bedding?
  • Do you have a favorite dish in your kitchen-bowl, cup, plate?
  • Are you sarcastic?
  • Do you read the newspaper?
  • Would you like to travel into space?
  • Do you like your handwriting?
  • What is your favorite ice cream flavor?
  • Do you like ketchup?
  • If you were a crayon, what color would you be?
  • Do you like the smell of paint?
  • Have you ever eaten anything strange?
  • What are your favorite types of movies?
  • Do you feel comfortable with using gas station bathrooms?
  • Do you know a foreign language?
  • Have you ever failed?
  • Have you ever succeeded?
  • What is the best thing you have dressed up as for Halloween?
  • Are you a vegetarian?
  • What did you dream about last night?

The list goes on and on. You will have a never-ending list of questions to ask your questions which might lead you to needing more dates and get-togethers than you can handle. But, in the process, you will learn some interesting things and participate in enjoyable conversation.