Getting to know someone takes time, but it also takes effort.
What you need is a great conversation starter.
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In a rush?
Heres how we structured our questions:
What should you be mindful of before asking questions?
Timingis crucial when it comes to asking someone a question.
There are three things to be mindful of before asking a guy questions about himself.
Thirdly,it isnt an interrogation.Dont suddenly change topics or bombard someone with question after question.
Conversations need a little back and forth between each person.
So, confirm your questions set the stage to keep theconversation moving forward.
Of course, after diving into this list youll certainly have enough fodder to keep talking all night.
What are the top questions to ask a guy?
What do you look for in a girl?
Find out if hes more into looks or personality.
Or perhaps something else entirely!
Do you have any family traditions?
Asking him about family traditions will open up an entire world of conversation topics.
Will he be the first one to say it or will you have to take the reins?
This is also a good question to ask so you know not to overthink your situation with him.
Whats the most trouble youve ever gotten in with your parents?
Is he a bad boy or are his parents just strict?
This is also another chance to find out more about his family without asking a more straightforward question.
Have you ever done anything illegal?
So, has he everbroken any laws?
Maybe he never got in trouble at home because hes never been caught.
Then again, maybe the answer to this question is his reason for getting in trouble at home.
What were you like in school?
Was he the class clown, jock, nerd, or just your average guy?
This is your chance to learn more about a side of him you never met.
Would the two of you hit it off if you met as classmates years ago?
Its definitely interesting to think about.
Whats your least favorite food?
give a shot to ask him early on about any food aversions he has.
Would you wait for me to watch the next episode of a TV show we started together?
Is it about watching the show or watching the show with you?
Whats the next goal, big or small, that you want to accomplish in life?
Setting goals for yourself is an important step towardsmastering self-controland persevering in life.
This way it’s possible for you to give him a heads up before you alter your image.
Whats a topic it’s possible for you to never shut up about?
Listening to someone go on and on about their passions can be quite endearing.
Its always nice to know what excites someone.
Would you ever change career paths or do you see yourself having your current job until retirement?
Being content with your career is nice but theres nothing wrong with wanting some change either.
Find out how willing he is to follow his heart.
Is the idea of a spontaneous date interesting to you?
Does the man need a plan?
Is he put off by the idea of going wherever the wind takes you?
Spontaneity is exciting for some people but for others, its another word for anxiety.
Related Reading:25 Fun Things to Do with Your Boyfriend
14.
Have you ever bullied someone or has someone bullied you before?
The playground can be ruthless.
Was he the one leading the charge against the nerds, or was he the kid getting ridiculed?
If you could see any artist or band, alive or dead, in concert who would it be?
Want to find out more about his taste in music?
This is a much better question to ask than, what pop in of music do you like?
Sweet, salty, or both at once?
Youre going to want to know what his favorite foods are for sure.
But what about introducing him to new foods or surprising him?
If you want to go the creative route you should first learn what entices his palate.
His answer to this question is good to know before making a reservation at a brewery or wine bar.
Find out what helikes to drink, or if he even drinks at all.
If you could turn your hobby into a job, would you?
Or would you keep it as your hobby?
A lot of people have side hustles.
Its a great way to earn a little extra cash while doing something you love.
But sometimes that hobby or pastime loses its luster when it becomes your job.
Whats something you despise that is loved by everyone else around you?
Conversely what is something you love that everyone else seems to hate?
How much does he stick out in his social circle?
This is a spin on asking about his pet peeves.
Asking this question will give you a better idea about his quirks.
Are you a cat person or a dog person?
Ismans best friendhis worst enemy?
Pets are a big part of some peoples lives.
What are flirty questions to ask a guy?
Here are 10 flirty questions to ask a guy that will keep him blushing.
What did you first notice about me?
Was it your eyes?
What made him want to reach out to you?
So, have you told your friends about us?
Of course, if he hasnt, just give it time.
Maybe hes taking things slow.
How do you flirt?
We all flirt differently.
What is his go to strategy?
Does it work for him?
Are you a show-off when you like a girl or do you play it cool?
Is he a quiet mysterious bang out or does he go all out toget a girls attention?
Asking him how he acts when he likes someone will help you know if youre the one hes after.
Do you think about me when youre alone?
Put him on the spot and find out if he stays distracted by you even when you arent around.
Have you been working out?
He just looks so strong.
He must beworking out, right?
Do you like it when a girl makes the first move?
Is he old fashioned or does he like a confident girl with drive?
Were you nervous when you first talked to me?
Harmless teasing is a great way to flirt.
So, ask him if you make him nervous and put the pressure on him a little more.
Whats your favorite kind of date?
Does he like romantic dinners, casual movie dates, orsomething more exciting?
If he hasnt asked you out yet this question makes for a great segue.
When can I see you again?
Dont wait by the phone for a text from him.
If you want to see him again ask him when hes available.
What are dirty questions to ask a guy?
Here are 20 different dirty questions to ask a guy.
Related Reading:150 Never Have I Ever Questions
1.
Whats your most vanilla turn-on?
Sometimes what gets us in the mood is part of the set standard.
Think risque clothing, sensual touching, the typical stuff.
However, some vanilla sexual interests go beyond the standard simple turn on.
Do glasses make him go crazy over a girl?
Does he have a soft spot for a woman who knows her way around a cars engine?
Find out what unexpectedly gets him going.
Whats your kinkiest turn-on?
On one end of the spectrum you have vanilla sex, on the other is kinky.
Getting down and dirty in kink isnt for everyone and that is perfectly fine.
But it is always good to know what works for a potential sexual partner.
Whats the dirtiest thing youve tried during sex?
Find out how adventurous he is during sex.
Did he enjoy his sexual experimentation or was it a one time experience?
When did you lose your virginity?
Did he wait until he met that perfect person or did he lose his v-card as fast as possible?
How do you feel about PDA?
Is this guy really handsy?
Its important to find out if hes as into public displays of affections as you are, or arent.
Are you more into giving or receiving?
Ask about how generous he is in bed.
Does he enjoy giving pleasure or receiving more?
How long do you usually wait before you sleep with a girl?
Does he wait until the third date or is he okay with a casual hook up?
Do you watch porn?
Find out if he takes a few minutes out of his day to look at or watch porn.
If youre feeling adventurous you could even ask him to watch it with you.
Do you have any fantasies we can play out together?
Wanna find out if he has a sexual bucket list?
Ask him about his fantasies and see if he wants to try anything out with you.
Whats the farthest youve traveled for a hook-up?
Asking him this question is a good way to know if distance is a deterrent for him.
Have you ever sent a you up text?
The infamous booty call.
Weve all been there, at one end or another.
Ask away and find out if hes sent any hopeful late night texts.
Do you ever send nudes to girls?
How does he feel about sexting?
Will he send a dirty picture over text if asked?
How do you feel about dirty talk?
Some people have no problem getting into character and dirty talking.
Others find it too embarrassing to do with a straight face.
Is that a pistol in your pocket or are you just glad to see me?
Mae West made this line famous in the 1930s and it still holds up today.
Repeating this suggestive quote will certainly get an interesting response from any guy you ask.
Lights on or off?
Mood lightingcan really set the stage for a romantic evening.
Have you ever been in a friends with benefits situation?
Sex is just sex to some people.
Its simply an exciting activity to pass the time.
Having a friend with benefits isnt a negative thing.
Think of it as a next level of maturity.
Hes able to put aside emotional attachment and jealousy.
Has anyone ever walked in on you in the moment?
Want to see him blush?
Ask if anyone has ever walked in on him.
Is it more fun in the morning, afternoon, or night?
Does he enjoy a little afternoon delight, or does he wait until bedtime to get frisky?
Maybe he breaks up his morning routine with some excitement every now and then.
What number of past sexual partners do you consider too many?
Numbers matter to some people, so do past relationships.
Are you going to ask me inside/upstairs?
What are deep questions to ask a guy?
Here are 20 deep questions to ask a guy.
1. Who do you admire most in life?
Its important to know who he looks up to in life.
His answer can reveal a lot about who he aspires to be.
Is it a family member or someone famous?
Whats his reason for admiring them?
Are you receptive to new ideas and viewpoints?
Find out if he is open to new viewpoints and changing old opinions in light of new information.
What made you choose your career path?
Did he stumble upon his current job or is it his dream career path?
Are you passionate about politics or do you prefer to avoid political discussions?
Has anyone ever broken your heart?
Breakups can be difficult.
Having your heart broken can forever change you.
Ask him more about his past love interests to know if hes been hurt before.
Have you ever broken someone elses heart?
Has he ever had to break things off with someone and consequently left them feeling heart broken?
How did he end things?
If you knew the world was going to end in a week, what would you do?
Would you tell anyone else?
How would he react to a heavy burden like knowingthe world is going to end?
What do you want to be remembered for after you die?
If you could choose to have anyone elses life, would you?
Who would you want to become?
People say that the grass is always greener.
But how do you know unless you walk in their shoes?
What is something you give a shot to do to make the world a better place?
How does he help make a better world?
Does he pick up litter,recycle, or volunteer at a shelter?
Maybe you might plan a date to give back to society together.
What does emotional maturity mean to you?
Your definition of emotional maturity might differ from his.
Find out what he considers maturity by asking him directly.
Do you believe in a higher power?
Religion, like politics, is a sensitive topic for some.
Its good to know where people stand to avoid offending their beliefs.
Would you alter your own past if you had the ability to do so?
He can change his past but everything else would change too.
How would he handle the chaos effect on his own life?
Are you more of a free spirit or do you appreciate a strict schedule?
Does he need a plan?
Or does he just go with the flow?
Whats something that always makes you angry?
Is having a job a means to survive or something to be passionate about?
Is his job just a job or does he live to work?
Find out where his thoughts lie in regards to gender roles.
Does he think women belong in the kitchen or does he want to see some glass ceiling shatter?
What do you expect from a relationship?
Is he looking for a lifelong commitment or some fun?
What does a relationship mean to him and what does he expect from you if you start dating?
Have you ever been in love?
Loving someone and being in love is different.
Being in love is a unique feeling and when it happens you just know.
Has he ever fallen for someone?
Related Reading:Best Love Quotes for Him
20.
What does being a good man mean to you?
This question will be sure to get him thinking.
Does he have a go at be the best man he can be?
What are more good questions to ask a guy?
Here are 10 more good questions to ask a guy that will keep him on his toes.
Whats your idea of the best day ever?
Does his idea of the best day involve highly organized plans?
Or is he more interested in lounging around?
Whats the most dangerous experience youve ever had?
Find out if youre dating a daredevil.
Or maybe hes just accident prone without the thrill seeking.
Planes, trains, or automobiles?
How do you prefer to travel?
If you ever plan totravel togetheryoull want to ask him his favorite mode of transportation.
How much time do you spend getting ready in the morning?
For women, rolling out of bed and hitting the road isnt an option.
However, men are often able to avoid spending too much time putting themselves together each morning.
Ask about hismorning routine.
Youll get a better read on how much pride he takes in himself and how motivated he is.
Whats something kids today have you wish you had growing up?
Were living through a technological boom and the advancements just keep on coming.
Today, kids have access to wonders only seen insci-fi movies30 years ago.
How compatible are your phones operating systems?
It isnt a travesty if he has a different phone aesthetic than you do.
Theres really just a difference in code.
Whats your favorite travel destination?
Where has he been that he could go back time and time again?
Maybe he can take you one day and show you around.
What about a dream vacation, where would it be?
Do you two share somebucket list travel destinations?
Where is a place you never want to visit?
There are places in the world that are just off limits to some people.
Find out where he draws the line with travel.
When was the last time you got genuinely frightened?
Encourage him to let his guard down with you and own up to a time he was recently scared.
What are funny questions to ask a guy?
Below are 20 funny questions to ask a guy.
Whats the cheesiest line youve ever used that actually worked on a girl?
When it comes to pick-up lines, the worse they are the better.
Has he ever successfully used any cheesy lines to score a date?
Have you ever been asked to leave a public place?
What is your best corny joke?
Just like with pick-up lines, the best jokes are sometimes terrible.
Does he have a go-to dad joke that makes you roll your eyes and hate yourself for laughing?
At least youll know if he has a sense of humor.
If you could be transported into any film franchise which one would you choose?
This is a great way to find out what types ofmovies he enjoys.
Its a creative break from the typical, whats your favorite movie question.
Which direction do you hang toilet paper?
A long standing debate that genuinely matters to some people.
Does he hang it up or down?
If you could choose a superpower, what power would you want?
Would he choose the ability to fly or something a little more specific to him.
See how creative and imaginative he can be.
Do you sing in the shower?
Whats the worst thing youve done on a dare?
What horrors has he been subjected to during a game of truth or dare?
The thought of anyone looking through your internet search history is the stuff of modern day nightmares for many.
Could he show his search history off without cringing?
Have you ever had 15 minutes of fame?
Find out if youre talking to a celebrity or not.
Find out what propelled him to stardom and what happened to end his success.
Whats your least favorite cliche job interview question?
Job interviewsoften seem to read from the same list of questions.
What are the questions that leave him stumped or wishing he never had to answer.
Would you be willing to babysit your younger self?
So, was he a bad kid?
Could he handle taking care of a little version of himself?
What movie do you think is better than the book its based on?
Its often said that the book is better than the movie version.
However, thats not always the case.
Find out if there is a movie he prefers over its book counterpart.
If we went on a crime spree together, what crimes would we commit?
Would you two be a modern day version ofBonnie and Clyde?
Brainstorm your rebellious love affair as soulmates together.
Were you ever a prankster?
What kind of pranks have you pulled?
Does he enjoy pulling pranks on people?
When he was younger did he drive his parents or teachers crazy?
Do you ever find yourself yelling at your GPS?
Its an inanimate object but its easy to get frustrated at yourmobile GPS.
If theres ever a robot takeover, will he be punished for his treatment of his maps app?
Whats the riskiest style choice youve made in the past?
Does he have a blundersome past wardrobe?
Whats the most ridiculous risk hes taken with hisfashion choices?
Whats your favorite curse word?
Is his favorite curse word something tame or unusual?
How liberally does he use his favorite offensive words?
What do you think wed be doing right now if the internet was never invented?
How would your lives be different?
Would you even be talking or did you meet because of the internet?
Its entertaining to imagine our world without the technology were so accustomed to.
Whats something classy if youre rich but trashy if youre poor?
When you have money you’ve got the option to get away with a lot in life.
Sometimes what people consider a social faux pas is perfectly acceptable if you have wealth attached to your name.
What are personal questions to ask a guy?
Below are 20 personal questions to ask a guy.
Are you still close to an ex-girlfriend?
Theres nothing wrong with remaining friends with an ex.
But its always good to know if someone youre dating is or isnt friendly with their ex partner.
Have you ever had a falling out with a friend?
Can I ask what happened?
Losing a friend can be more difficult than a breakup.
We consider the possibility of a breakup but the same thoughts are uncommon for friendships until it happens.
How often do you see your family?
Is he really close to his family?
Does he make an effort to see them frequently or do they live in a different area?
Do you ever want to get married?
Does thetopic of marriagemake him squirm or does he know what he wants from a healthy relationship?
Which of your physical features are you most proud of?
Dont forget to tell him you also love his favorite physical feature.
6. Who was your first kiss?
Was it a playground friend or his first crush?
Whats your opinion on cheating?
Does it ruin everything or can people bounce back?
Cheating is a deal breaker for most people.
But is it something he can overlook if he cares enough about someone?
Have you ever had a girlfriend come between you and your friend group?
Find out if hes ever had a girl Yoko Ono his friend group.
If you were going to let a girl down easy, what would you say to her?
How compassionate can he be when he knows hes going to hurt someone?
Have you ever ghosted a girl and why?
Has he ever just stopped responding to a girl he dated?
How did that go over for him?
What was the last song or movie that made you emotional?
Learn more about his sensitive side.
It really helps to humanize a person when they admit to being emotional.
Do you have any difficulties expressing your emotions?
Can he easily talk about his feelings?
Whats your favorite way to relax after a hard day?
How does he like to decompress?
Whats something youve never told your family about?
Secrets can be necessary sometimes.
Having boundaries with family members is a good thing.
But you arent family.
So, what has he kept from them?
Have you ever dated a friends ex?
What are some non negotiable boundaries you have?
Its extremely important you find out where he draws the line in relationships.
Ask him what his boundaries are so you never cross them.
What accomplishment are you most proud of?
Has he ever won any awards or accolades?
What has he done in life that hes most proud of?
Whats your biggest fear?
Theres a lot to be afraid of in the world.
What is sure tofrighten him?
How important is autonomy in your relationships?
Does he value his own personal sense of identity and desire his partner to have her own as well?
When two people lose themselves in a relationship, its easy to lose sight of yourself.
Having a sense of autonomy is healthy.
Have you ever told a small lie that spiraled out of control?
Whats his experience with an out of control white lie?
Has his attempt to help a situation by not being completely honest backfired on him in the past?
Dont go into your date unprepared.
How to know if youre asking the right questions?
There are four ways you could know if youre asking the right questions.
Remember that getting to know someone takes time.
you could always come back and look over the list as you move forward to get more tips.
