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10 Random Questions to Ask a Guy on a Date or Blind Date

by tiny swot

Searching for questions to ask a guy on a date? Looking for random questions you might want to ask on your next date? Here are some questions to ask a guy that you will definitely help you learn more about him.

Of course, please be careful to not just shoot off these random questions – you don’t want the date to sound like an interview! Try to just let in flow in with the conversation. Or, you might even just tell him that you found some random questions to ask on a date to get to know each other. Enjoy!

Random Question to Ask a Guy on a Date #1: Did you play any sports in high school?

Most guys like to talk about sports. Even if you aren’t really interested, at least try to act interested in his past athletic achievements. If, by chance, he says that he did not play any sports, do not act surprised or make it sound like it’s a big deal.

Random Question to Ask a Guy on a Date #2: Tell me about your family.

This open ended question will give you a better clue to his family and background. You could also ask how many siblings he has, etc. Be prepared to share information about your family as well.

Random Question to Ask a Guy on a Date #3: What was your first job?

It can be very interesting to learn about what someone’s first job was. This might be a better question for a third or fourth date however. You don’t want your first date to sound anything like a job interview.

Random Question to Ask a Guy on a Date #4: What are some of your favorite movies?

This is a very common question, but that doesn’t mean you can’t ask it on a date. You can also ask what television shows he enjoys.

Random Question to Ask a Guy on a Date #5: Do you go to church anywhere?

It is very important to learn about someone’s religion early on in your dating relationship.

Random Question to Ask a Guy on a Date #6: if you could go on a dream vacation, where would you go?

This is a fun question that might help you learn more about his interest in traveling.

Random Question to Ask a Guy on a Date #7: Do you have any pet peeves?

This is a great question to ask to get to know about his personality. (And, make a mental note to never do one of his pet peeves.)

Random Question to Ask a Guy on a Date #8: Do you have any pets?

After you ask about pet peeves, you might as well ask about pets. You might ask about a childhood pet that he grew up with.

Random Question to Ask a Guy on a Date #9: What is your favorite season and why?

You might learn more about him as well through this question, such as if likes to ski, prefers warmer weather, etc.

Random Question to Ask a Guy on a Date #10: Do you have any regrets?

This is probably the most intrusive question yet. It’s probably not best for a first date, but you can learn a lot about someone through this question.

These are just ten random questions to ask a guy on a date. If you are needing creative date ideas, please be sure to read “Fun and Creative Date Ideas.” You also might take a look at “20 Signs You’re Dating Mr. Wrong.” Good luck! Happy Dating!

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