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150+ Personal Questions to Ask a Guy to Get Him to Open Up to You

When you’re nervous and he doesn’t open up easily, you need some personal questions to ask a guy. Use these tips to learn more about him!

Personal Questions to Ask a Guy

Getting to know a guy can be difficult without knowing the right type of personal questions to ask a guy. Many guys are hesitant to open up for all sorts of reasons. But, until they begin to open up and become vulnerable around you, you struggle to feel comfortable as well. This only makes your nerves and anxieties worse and prevents you from getting to know each other.

Now, if you want him to trust you enough to answer these personal questions, you can’t just roll these off in a long list and put a check next to the ones he’s answered. You really need to take your time and have a conversation with him. You should be open-minded and really listens to his responses and interact, instead of judging him or turning these questions into an argument.

Approach his answers being nonjudgmental and be willing to open up yourself. Vulnerability, trust, and openness in a relationship should come from both people. 

If you’re looking for the perfect personal questions to ask a guy, go right ahead and try these, you’ll know more about him than you can ever ask for. But if you’re looking for a few other questions too, we have a list for every kind!

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134 smart and very funny Would You Rather questions to leave you both ROFL

The best 150 personal questions to ask a guy

Whether you’re already a couple or hoping that is the path you’re headed towards, these personal questions to ask a guy will help you both to open up.

#1 What was your favorite thing about being a kid?

#2 What are you the proudest of yourself for?

#3 What is your relationship like with your mom?

[Read: Mommy issues in men: What it is and the signs to look for in a guy]

#4 Do you wish you could change something about your past?

#5 How do you handle stress? 

#6 Do you get angry easily?

#7 Do you think women and men should be treated equally? 

#8 What TV character do you relate to the most? 

#9 If you could change one thing about yourself, what would it be? 

#10 What embarrasses you the most?

#11 What was your first relationship like?  

[Read: 20 perfectly good questions to get to know his mind and how he thinks]

#12 What is your biggest fear?

#13 Do you want to have a family one day?

#14 Do you struggle with self-confidence? 

#15 Do you feel you aren’t masculine enough?

#16 Do you think you’ve been affected by toxic masculinity?

[Read: How to deal with a disrespectful boyfriend in the best way possible]

#17 If you saw another guy disrespecting or harassing a woman, how would you react?

#18 Are you afraid to show your emotions? 

#19 When was the last time you cried? 

#20 Who do you trust the most in your life?

#21 Do you have a good relationship with your dad?

#22 Do you think having a cat is feminine?

#23 Where do you see yourself in 20 years?

#24 What would your perfect day consist of?

#25 Do you live your life by a specific set of rules?

#26 What do you think the biggest problem with humanity is?

#27 Do you think you’ve ever been discriminated against?

#28 How important is your religion to you?

#29 What stresses you out?

#30 Have you ever seen a therapist? Or wanted to? Why haven’t you?

[Read: 30 facts about guys that can help you read any guy’s mind]

#31 What do you think women have to deal with that men don’t?

#32 Are you close with your father?

#33 What are your main priorities in life?

#34 What makes you smile?

#35 When was the last time you did something crazy? What was it?

#36 Did you enjoy school? Why or why not?

#37 Have you ever bullied anyone??

#38 Is it hard for you to admit you’re wrong?

#39 What about yourself do you dislike?

#40 What do you do when you’re having a bad day?

[Read: How to let a guy know you’re interested without appearing overeager]

#41 What are you most proud of yourself for?

#42 Where do you feel the safest?

#43 What do you believe happens when you die?

#44 Do you believe in God?

#45 Is it okay to break the law? When? Why?

#46 Do you believe there are aliens? Do you think we’ll ever meet them?

#47 Do you think you are reliable?

#48 What’s the first thing you notice in a girl?

#49 How do you feel about social media’s role in our daily lives?

#50 Do you think famous people deserve to be criticized by the public?

#51 Did you ever want to be a cop?

#52 Do you believe in ghosts?

#53 Is it hard for you to trust people?

[Read: 20 misogynist red flags that reveal a disrespectful man]

#54 Who is your closest friend and why?

#55 Do you think you drink too much?

#56 Do you live a healthy lifestyle?

#57 What do you hate?

#58 Have you ever been cheated on?

#59 How do you feel about divorce?

Do you trust the government?

#61 Do you consider yourself to be self-aware?

[Read: How to know if a guy likes you and 35 secrets to make him like you a lot, lot more!]

#62 Do you wish you could talk to your friends about deeper and more personal things than you do?

#63 Who do you go to when you need advice?

#64 Is there a movie or song that always makes you tear up?

#65 What’s a hobby you love but you’ve never given yourself a chance to really explore?

#66 Have you had a near-death experience? What was that like?

#67 Is the environment important to you?

#68 Are you guilty of being prejudiced?

#69 Do you think it is possible to be unbiased?

#70 Do you think it is possible to have too much power?

#71 Would you want to be famous? 

#72 Do you watch the news? Why or why not?

#73 Do you have a hero? Who is it?

[Read: 30 flirty, fun questions to ask your boyfriend and learn his secrets]

#74 What is something you always complain about?

#75 Do you resent your parents for anything?

#76 What do you worry other people think about you?

#77 Do you struggle with anxiety or depression?

#78 What offends you the most?

#79 If you were in an accident, would you want to be kept alive on life support?

#80 When you die, do you want to be cremated, buried, or something else?

[Read: How to get to know someone and get them to open up to you]

#81 What is something a lot of people like but you don’t?

#82 Do you think you are stubborn or open-minded?

#83 Do you want to be a parent?

#84 Do you trust your gut?

#85 Do you think the internet is ultimately good or bad?

#86 What have been the most impactful moments in your life so far?

#87 What is your biggest guilty pleasure? Why does it make you feel guilty?

#88 Do you think there is an ideal body type?

Are you insecure about your body?

#90 Is there anything you don’t do in fear of being seen as gay or feminine? Why? 

#91 Do you think you are a product of your environment or biology? Or both?

#92 Do you think women have more pressure on them about their appearance than men?

#93 Which of your parents do you have the most in common with?

#94 What characteristics do you admire in others?

[Read: How to keep a text conversation going with a guy and keep him hooked]

#95 Describe your ideal partner.

#96 Do you think you take enough pictures?

#97 Do you think you’re good at communicating?

#98 What is the hardest part of being in a relationship?

#99 Do you consider yourself to be adventurous?

#100 Do you pray?

#101 Are you ever worried you’re bad at sex?

#102 Are you a feminist?

[Read: 19 inspiring male feminist ideas from men around the world]

#103 How old do you think you’ll live to?

#104 Are you afraid of dying?

#105 Do you think doctors really have your best interest at heart?

#106 Have you ever been in love before?

#107 Would you let your parents live with you in the future if they couldn’t live alone?

#108 What are your goals for this year?

#109 Would you consider yourself a romantic?

#110 How do you feel about cancel culture?

#111 If you had the opportunity to see your future, would you take it?

[Read: How to show a guy you like him and still be a tease]

How have you changed in the last year?

#113 If you could fix any problem in the world, what would it be?

#114 How does someone lose your respect?

#115 What is the worst thing about being male?

#116 What do people assume about you that isn’t true?

#117 If you could design your home without money being an issue, what would be in it?

#118 Which celebrity would you trust as president?

#119 What would you like to know more about?

[Read: How to get guys to like you without compromising who you are]

#120 Do you wish you could apologize to someone that is no longer in your life?

#121 Do you think people respond better to positive or negative reinforcement?

#122 What is the first thing you notice about a new person?

#123 What have you spent a lot of money on that wasn’t worth it?

#124 Do you wish you were more open-minded?

#125 What makes someone successful?

#126 What irrational fears do you have?

[Read: How to get a guy’s attention on Instagram without using your body]

#127 Do you think there is such a thing as a truly selfless act?

#128 How would you define “gentleman”?

#129 What famous villain was misunderstood?

#130 What celebrity have you met that impressed you or disappointed you?

#131 Do you think we give too much praise to athletes?

#132 Are you competitive?

[Read: 20 would you rather questions for couples who want to go deeper]

#132 What do you love most about your hometown?

#133 What is something you did once or used to do that you’ll never do again?

#134 What should everyone try at least once?

#135 What makes you lose all patience?

#136 If someone says an inappropriate joke, do you ignore it or call them out?

#137 What compliment have you never forgotten? And who said it?

#138 What is the background on your phone?

#139 If you could haunt people after you die, would you?

#140 What movie is overhyped?

#141 If you knew it was your last day on earth, what would you do?

[Read: How to flirt with a shy guy and get him to open up to you]

#142 When you see a homeless person, what is the first thought that crosses your mind?

#143 Do you think psychics are legitimate?

#144 Do you think you can really be too old for something?

#145 What first-world problems do you find the most frustrating?

#146 Is emotional or physical pain worse?

[Read: 25 of the best relationship topics to cover if you want a happy relationship]

#147 If you could start your life over from scratch with all your current memories, would you?

#148 What is something people talk about too much?

#149 What about getting older are you looking forward to?

#150 What brings you peace?

Remember, these personal questions to ask a guy should all be asked with respect and patience. If he doesn’t want to answer, don’t pressure him. Getting a guy to open up to you can be difficult, but it shouldn’t be forceful. You want him to feel comfortable with you.

These personal questions to ask a guy should be used in a trusting environment with understanding and honesty at the forefront. If that is the case, you can dig deeper and really get to know him.

Check out these articles next to be the catch every girl dreams of!

How to know when to stop texting a guy – Did you text too much?

The classiest ways to get a guy to go crazy over you

Are we friends or is he actually into me? 16 clues a guy can’t hide

How to get a guy to chase you – 20 subtle ways to make him fall hard

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Samantha Ann
My name is Samantha Ann. I am 28 years old. It was always my dream to become an advice columnist, so after years of off and online dating and eventually finding...