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Dating questions to ask him, questions to Ask a Guy to Get Him to Open Up

What about it did you love the least? Are you a morning person or a night person? What was your first concert? If you could rewind time, what one moment would you want to relive? How did you meet your best friend?

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Would you describe yourself as more of an optimist, a pessimist, or a realist? If you had to be a vegetable, which vegetable would you least like to be?

Are you a big fan of any major pro sports team? What is the weirdest scar you have and how did you get it? When was the last time you cried?

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Have you ever broken a bone? How long have you lived here? What is one piece advice you would give to someone? This question is just a small ice-breakers and may have him blushing or you laughing, but it is a cute question to ask.

What would you do if you won the lottery? So if you want to impress your next first date, memorize at least a few of them. What are your favorite hobbies? What was the scariest moment in your life? What is the craziest scene or event you have ever witnessed?

Then sit silent and wait for their answer. You two can bond over whether you love laying on the beach in the summer or drinking hot cocoa in the winter. This will tell you something near and dear to your their heart in a fun way.

Questions to Ask a Guy to Get Him to Open Up

Get the creativity flowing as you discuss what gives you the heebie jeebies! Get to know him on a more personal level and find out what he strives to be. Do you have any nicknames? If you could only eat one thing for the rest of your life, what would it be?

The best way to get to know someone is finding out what makes them comfortable as well as what makes them uncomfortable. What brings you happiness in life? What is your favorite way to spend your time off? What do you feel people take for granted the most?

Favorite time of the year? What do you notice first when you first meet a girl?

What would you choose as your top meal? Are you more of an indoors or outdoors person?

If you could have any talent, which would you have? If you could start a band, what kind would it be and would you name it? Are you an introvert or an extrovert? If you were free to murder one person without getting punished, would you? What are you most afraid of?

Who is your celebrity crush? What do you do when you feel like giving up? What are you known for amongst your friends? What was the first album you bought, and why did you buy it? What is the proudest moment or greatest achievement of your life so far?

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What is the longest timespan you could live without your phone? If you could trade lives with one person for an entire day who would it be and why?

These first date questions will help you get to know the person sitting across from you at the dinner table faster than usual. Good questions like the below are sexy. This will help you to get to know him much better and discover what he truly loves doing.

Do you have a big group of friends? What is a piece of advice you often give but find yourself struggling to follow?

If you had to spend a year alone with one other person who would it be and why? What are two of your bucket list items? What are we doing after this? What is your favorite movie?

What do you do, and how long have you been doing it? This question is sure to open up the door to a lot of great conversation between you and your beau. Has a song ever made you cry?

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If you had to give me a nickname right now on the spot, what would it be? What is something you wish you did more of in your life and something you wish you did less of? What did you love most about the place you grew up?

Okay, can I at least leave the tip? What do you think happens to us after we die?

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What do you hate most about the dating process? What do you hate the most about modern dating? Some of these questions may seem silly at first, jc and jennxpenn dating advice but they can be very telling.

Got a crush on a guy you know? What do you want to be known for? What is one job you could never do?