250+ Best Questions To Ask A Guy To Get To Know Him Deeper | Flirty | Intimate | 2024

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Questions To Ask A Guy To Get To Know Him Deeper

If you are looking for questions to ask a guy to get to know him deeper then this is the right place.

When you are looking for ways to know someone better or improve an existing relationship, asking the right set of questions is recommended.

You can start your conversation with simple getting-to-know-you questions to deep questions about life, that can help you take the conversation to a deeper level.

Therefore, here are the best questions to ask a guy to get to know him deeply including personal, intimate, flirty, and funny questions.

Hopefully, these questions to ask a guy will help you break past the surface and strengthen your connection.

Lastly, these questions over text or face-to-face can help you break the ice or start the conversation smoothly.

Flirty Questions To Ask A Guy To Get To Know Him Deeper 2024

Flirty Questions To Ask A Guy To Get To Know Him Deeper

“What can I do to show you how much I love you?”

“Do you believe in soul mates? What about love at first sight?”

“When did you realize you were in love with me?”

“How do you think you best express love?”

“What types of compliments do you like to hear?”

“What is the first thing you noticed about me?”

“What role does physical attraction play in whether or not you pursue a relationship?”

“What type of scent do you like on a woman?”

“What qualities make me special to you?”

“Do you look at other women?”

“What was the first thing you thought when you met me?”

“What would you do If I kissed you right now?”

“Do you prefer cuddling or kissing?”

“What are your favorite pet names for girlfriends? Babe, Cutie, etc. Which don’t you like?”

Related: How To Be A Better Girlfriend To Your Boyfriend?

“Want to know a secret?”

“There is just something about you, I can put my finger on. Do you know what it is?”

“What do you wear to go to sleep?”

“I just want to know how on earth are you still single?”

“Do you have a secret fantasy?”

“What are you thinking about now?”

“What do you think I am thinking about right now?”

“What is your type in girls?”

‘When was the last time you experienced butterflies?’

“Would you say I am your usual type?”

“Do you like hugs?”

“Do you think guys should always make the first move?”

“How would you imagine our first date?”

“Do you prefer to talk over text or do you prefer to talk in person?”

“First-date kisses: Yay or nay?”

Related: Clear Signs Your Male Friend Has Feelings For You

“Who was your first crush?”

“Do you believe in love at first sight?”

“What was it like the first time you fell in love?”

“Do you consider yourself a romantic?”

“What’s your biggest turn on?”

“Do you like when a woman flirts with you?”

“Do you prefer staying in or going out?”

“What do you think your best feature is?”

“Have you ever made a really romantic gesture?”

“Would you rather date someone smart or hot?”

“How many people are you crushing on right now?”

“What’s the farthest you’ve gone on a first date?”

“What did you think when you first saw me?”

Related: How To Know If A Guy Is Flirting With You?

Funny Questions To Ask A Guy To Get To Know Him Deeper 2024

Funny Questions To Ask A Guy To Get To Know Him Deeper

“What was the funniest way that you have been injured?”

“What terrible movie do you love?”

“What reality TV show would you most like to see made?”

“What is the most unprofessional thing you’ve seen someone do?”

“The last thing you ate is now the only thing you can eat. How soon do you die?”

“If you have a logo instead of a name, what would it look like?”

“When was the last time you laughed so hard that you cried?”

“Have you ever peed your pants (be honest!)”

“Would you rather still be friends with an ex or never talk to them again?”

“Would you rather jump into a pool of custard or apple pudding?”

“Are you a fan of public displays of affection?”

“If we were stranded on a desert island, what are the 4 things we should bring?”

“If you died, would you rather your spouse marry your best friend or someone you hated?”

Related: 16 Effortless Ways How To Flirt Over Text With A Guy

“Would you rather dance in a club or under the moonlight?”

Truth or dare?”

“How many days have you gone without changing your underwear?” (Be Honest)

“Would you ever do a nudie run?”

“Would you ever visit a n*de beach?”

“Little spoon or big spoon?”

“What is one temptation you can never resist?”

“How would you describe me in 3 words?”

Best Questions To Ask A Guy To Get To Know Him Deeper Over Text 2024

Questions To Ask A Guy To Get To Know Him Deeper Over Text

“Do you consider yourself an introvert or an extrovert?”

“What are you most thankful for?”

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

“What’s on your bucket list this year?”

“How would you describe your best friend?”

“What do you think of best friends of the opposite gender?”

“What makes you feel accomplished?”

“How do you feel about sharing your password with your partner?”

“What was the best phase in your life?”

“What was the worst phase in your life?”

Related: Am I In Love With Him Or Obsessed Signs

“What is the craziest thing you’ve ever done and would you do it again?”

“What’s the one thing you would like to change about yourself?”

“What is a relationship deal breaker for you?”

“When do you think a person is ready for marriage?”

“What is your idea of a perfect vacation?”

“Would you relocate for love?”

“What did your past relationship teach you?”

“What would you do if your parents didn’t like your partner?”

“When have you felt your biggest adrenaline rush?”

“Why did your last relationship end?”

“Are you confrontational?”

“Do you usually stay friends with your exes?”

Personal Questions To Ask A Guy For Deeper View 2024

Personal Questions To Ask A Guy

“Why are you passionate about what you do?”

“Where do you see yourself in 5 years’ time?”

“Do you think money is important?”

“What makes you the happiest?”

“What is the most surprising fact you’ve learned about yourself?”

“What are you afraid of?”

“What is your personal philosophy in life?”

“What do you think your role is in this world?”

“What do you believe is true about human nature?”

“Who is your hero?”

“How do you spend your time?”

Related: Clear Signs You And Your Crush Are Compatible

“What do you wish you had asked your parents before they passed away?”

“What is the best and worst advice you have received?”

“Do you think that education is important?”

“What do you do when life gets hard?”

“What do you do to combat negative thoughts in your life?”

“How does it feel to be your age?”

“How would you define success?”

“What is your favorite book?”

“What is the biggest regret you have in your life?”

“Where is your favorite place to relax?”

“What inspires you?”

“Is money important to you?”

“What do you do to de-stress?”

“How do you feel about your relationships with your family?”

“Where are you currently in your life?”

“Do you think that technology is improving lives?”

“How do you react to your own mistakes?”

“What are your ambitions in life?”

“What is your favorite quote and why?”

“Who has influenced you the most?”

“What is the hardest thing you’ve ever done?”

“Who inspires you?”

Related: Best Ways To Make Your Boyfriend Know You Love Him

“How do you react to change in your life?”

“What do you think of your generation?”

“Do you judge a book by its cover?”

“When was the last time you broke someone’s heart?”

“What’s your favorite hobby to do alone?”

“Which parent are you closer to and why?”

“What is the greatest struggle you’ve overcome?”

“Are you more into looks or brains?”

“What would you do if you found out you were adopted?”

Intimate Questions To Get To Know Someone (Guy) 2024

Intimate Questions To Get To Know Someone

“What did you notice about me first?”

‘Have you been in love in the past?”

“When did you realize you were in love with me?”

“Do you prefer thoughtful gifts or something more practical?”

“Is there anything s*xual we have not tried that you would like to try?”

“Are you satisfied with the physical aspects of our relationship?”

“What would make our s*xual relationship better for you?”

“In a perfect world, how often would you like to have s*x?”

“Do you have any s*xual fantasies you think about often?”

“How can I keep the physical intimacy between us strong throughout the day, outside of the bedroom?”

Related: Best Dirty Would You Rather Questions

“What is something you have always wanted to tell me but couldn’t?”

“What is the biggest thing you miss about me now?”

“Where do you like me to kiss you?”

“When was the time you’ve felt the closest to me?”

“The next time we are together, what is one thing you’d like me to do to you?”

“What is one thing I can do to be a better girlfriend to you?”

“Is our relationship physical enough for you? What would make it better in your eyes?”

“How and where do you like to be touched?”

“Do you have any fantasies you would like fulfilled?”

“What are your thoughts on t0ys?”

“Is there anything we haven’t tried that you’d like to?”

“What one word would you like to be the theme of our relationship?”

“How can I be a better partner to you?”

“Have you ever kissed someone of the same gender?”

“What is the strangest thing you have searched on Google in the past week?”

“What would we be doing if we were together right now?”

Related: Spicy Never Have I Ever Questions For Guys

“This is me asking you out. Want to get coffee on Saturday?”

“Our first kiss is going to be epic, don’t you think?”

“What would you say if I asked you to come over?”

“What is the best and worst pick up line that you have ever heard of or used?”

“I like you. What are you going to do about it?”

“Want to have this conversation in person?”

“Miss me yet?”

“Curious about what I dreamt about you last night?”

“Have you ever dreamt about me(you know what I meant)?”

“Wanna know a secret?”

I hope these questions to ask a guy to get to know him deeper helped you know some really good things about him.

Moreover, you check out these icebreaker questions and conversation starters.

However, to keep your conversation fun enough try some flirty, dirty pickup lines so it doesn’t feel like an interview.

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