70+ Good Questions to Ask a Guy You Like [In Person/Text]

Meeting a new person and starting a new relationship is always fun and exciting. A feeling which makes you full of life and an undying desire to get to know one another.

Once you’ve been together for a little while, you become really comfortable with each other and little things, such as the need to ask each other questions, begin to die down a bit. Here we have a list of questions to ask a guy you like and want to be together with.

Random Flirty Questions to Ask a Guy You Like Over a Date

The answer to these question will help you both to discover if you have common interests when it comes to movies and the more you have in common the better!


Question 1: “What about yourself do you find the most pride in?”

Question 2: “What are your favorite hobbies?”

Question 3: “What’s your favorite way to spend a rainy day?”

Question 4: “If we were dating, how would you celebrate our first one year anniversary?”

Question 5: “Who was your first crush?”

Question 6: “What is the craziest thing that you have ever done in your life?”

Question 7: “What would you do if your ex-girlfriend wanted to get back together?”

Question 8: “What qualities do you want in a girlfriend?”

Question 9: “What is your favorite romantic activity?”

Question 10: “What do you notice first when you first meet a girl?”

Deep Questions to Ask a Guy You Like to Know Him Better

These deep questions are perfect questions you want to know about, someone, to want to be close with. If you meet someone you feel an immediate connection with, ask them these deep questions to get to know them on an intimate level as quickly as possible. You can text these questions too and ask them over a chat.

Question 11: “Do you consider yourself an introvert or an extrovert?”

Question 12: ” What was the best phase of your life?”

Question 13: “Name a few things on your bucket list?”

Question 14: “What is a relationship deal breaker for you?”

Question 15: “Who is that one person you can talk to about just anything?

Question 16: “What do you think of best friends of the opposite sex?”

Question 17: “What are your thoughts on online dating or tinder?”

Question 18: “What are three things you value most about a person?”

Question 19: “If you could change one thing about the world what would it be?”

Question 20: “If you could take us anywhere in the world right now, where would you take us?”

Funny Questions to Ask a Guy You Like Over Text to Strengthen Your Bond

In my experience, it doesn’t really matter what you talk about, as long as you keep things light and fun. Keep it casual, funny and light. Here are some fun questions to ask a guy on a date or text.


Question 21: “What body part would you change on yourself if you could?”

Question 22: “What’s the worst lie you ever told? Did you get caught?”

Question 23: “What’s the weirdest text you’ve ever received from a girl?”

Question 24: “Did you ever get dumped over text?”

Question 25: “What’s the most-played song on your iPod?”

Question 26: “Would you prefer a day at the beach or a movie marathon?”

Question 27: “What’s your idea of a perfect day? / If today was the last day of your life, how would you spend it?”

Question 28: “What is your most visited website when alone?”

Question 29: “If you could be a woman for one day, what would you do in that day’s time?”

Question 30: “Out of the negative emotions of greed, anger, jealousy, and hate, which one would you say affects you the most?”

Romantic Questions to Ask a Guy You Like(Love)

Words are powerful and romantic cute words said to men have their own share of influence. Go through the list of these Romantic questions to ask your boyfriend and understand your guy better.


Question 31: “What does it feel like to you when we hold each other?”

Question 32: “If I had to move really far, would you stay in a long distance relationship with me?”

Question 33: “Everything happens for a reason—why do you think we met?”

Question 34: “What was your first impression of me when we actually met?”

Question 35: “Is there a song that you think of when you think of me?”

Question 36: “If you could describe me with 3 words, what would they be?”

Question 37: “Is there anything that I’d be surprised to find in your bedroom?”

Question 38: “What was the first thing that you noticed about me that made you feel attracted?”

Question 39: “If there is any place in the world that you could go, where would it be and why?”

Question 40: “What was your first kiss like?”

List of Personal Questions to Ask a Guy You Like 

Here’s my list of engaging personal questions to ask a guy. They are perfect for really getting to know someone and what makes them who they are.

Question 41: “How’s your relationship with your parents? With your siblings?”

Question 42: “What’s the coolest way you’ve ever spent a night out?”

Question 43: “Are you a living together or let’s get married person?”

Question 44: “How would you react if the doctor told me that I have a deadly disease? Would you still love me?”

Question 45: “What do you consider most important in your life?”

Question 46: “If I had to move far away for many years, would you wait for me?”

Question 47: “What one song sums up your life right now?”

Question 48: “Are you a person who keeps grudges, enemies, or negative thoughts about a person?”

Question 49: “Where and how do you see the both of us as a couple in five years?”

Question 50: “What do you think is the best Quality in me, which Attracts you?”

Find out what drives him crazy! It’s a good idea to feel out what he is really searching for in a potential partner. His answer will give you the clues you need to discover if you are the right woman for him! Share your feedback and ideas for new questions in the comment section below.

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