Getting to know someone takes time. But it also takes effort. If there’s a guy in your life you want to get to know better, then you’ll have to employ tactics other than small talk and politeness. You need a great conversation starter.

To help you along the way, we’ve come up with a list of questions to ask a guy ranging from flirtatious, deep, personal, and then some.

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What to be Mindful of When Asking Questions

Timing is crucial when it comes to asking someone a question. Sure, a question might be random no matter the time and place. But there’s a difference between a random question, and an inappropriately timed question.

Similarly, you want to read the room. Don’t suddenly change topics or bombard someone with question after question. This isn’t an interrogation, it’s a conversation. And conversations need a little back and forth between each person.

So, make sure your questions set the stage to keep the conversation moving forward, what questions to ask a guy before dating him. Of course, after diving into this list you’ll certainly have enough fodder to keep talking all night.

Top 20 Questions to Ask a Guy

Do you need a few questions to ask a guy to ensure you have a fulfilling conversation? Use this list of 20 good questions to ask a guy to keep your conversation fresh.

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1. What do you look for in a girl?

Find out if he’s more into looks or personality. Or perhaps something else entirely!

2. Do you have any family traditions?

Asking him about family traditions will open up an entire world of conversation topics. You can learn more about his family, beliefs, and what to expect from him at certain times of the year.

3. If you fall for someone do you wait to say so until it feels socially appropriate, or do you just spill your guts?

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.

4. What’s the most trouble you’ve 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.

5. Have you ever done anything illegal?

So, has he ever broken any laws? Maybe he never got in trouble at home because he’s never been caught.

Then again, maybe the answer to this question is his reason for getting in trouble at home.

6. 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? It’s definitely interesting to think about.

7. What’s your least favorite food?

You seriously don’t want him to suffer through a dinner full of food he hates or that he is allergic to. Try to ask him early on about any food aversions he has.

8. Would ts dating site 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? This is a fun question to ask because although you want his answer to be, “of course I’ll wait for you,” it also isn’t a big deal if he skips ahead.

9. What’s the next goal, big or small, that you want to accomplish in life?

Setting goals for yourself is an important step towards mastering self-control and persevering in life.

Whether big or small, the goals he sets for himself show he is staying motivated and is open to improving himself throughout life.

10. Is it unattractive to you if the girl you’re seeing makes a drastic physical change, such as hair color or cut?

If you’re prone to spontaneous, drastic, changes in appearance, then you should find out where he stands on the topic. This what questions to ask a guy before dating him you can give him a heads up before you alter your image.

11. What’s a topic you can never shut up about?

Listening to someone go on and on about their passions can be quite endearing. It’s always nice to know what excites someone.

12. 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 there’s nothing wrong with wanting some change either. Find out how willing he is to follow his heart.

13. Is the idea of what questions to ask a guy before dating him 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, it’s another word for anxiety.

14. Have you ever bullied someone or has someone bullied you before?

The playground can what questions to ask a guy before dating him ruthless. Was he the one leading the charge against the “nerds,” or was he the kid getting ridiculed?

15. 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 type of music do you like?”

16. Sweet, salty, or both at once?

You’re going to want to know what his favorite foods are for sure. Us match dating site 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.

17. When it comes to libations, are you more of a beer, wine, or liquor kind of guy?

His answer to this question is good to know before making a reservation at a brewery or wine bar. Find out what he likes to drink, or if he even drinks at all.

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18. 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. It’s 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.

Asking him about his hobbies as a career path is a good way to know if you should motivate him to do more or just let him enjoy himself.

19. What’s 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.

20. Are you a cat person or a dog person?

Is man’s best friend his worst enemy? Pets are a big part of some people’s lives. If either of you dating sim games for android for men a pet now or ever want one, it’s a good idea to find out how the other feels.

10 Flirty Questions to Ask a Guy

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Some people are natural flirts. Others can overthink it to the point they just tap out. If you’re wanting to flirt but are unsure how to make your intentions obvious, ask your guy questions that will keep him blushing.

1. What did you first notice about me?

Was it your eyes? Your confidence? What made him want to reach out to you?

2. So, have you told your what questions to ask a guy before dating him about us?

You can gauge how serious he’s getting by whether or not he’s told his friends about you yet. Of course, if he hasn’t, just give it time. Maybe he’s taking things slow. 

3. How do you flirt?

We all flirt differently. What is his go to strategy? Does it work for him?

4. Are you a show-off when you like a girl or do you play it cool?

Is he a quiet mysterious type or does he go all out to get a girl’s attention? Asking him how he acts when he likes someone will help you know if you’re the what questions to ask a guy before dating him he’s after.

5. Do you think about me when you’re alone?

Put him on the spot and find out if he stays distracted by you even when you aren’t around.

6. Have you been working out?

He just looks so strong. He must be working out, right?

7. Do you like it when a girl makes the first move?

Is he old fashioned or does he like a confident girl with drive?

8. 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.

9. What’s your favorite kind of date?

Does he like romantic dinners, casual movie dates, or something more exciting? If he hasn’t asked you out yet this question makes for a great segue.

10. When can I see you again?

Don’t wait by the phone for a text from him. If you want to see him again ask him when he’s available.

20 Dirty Questions to Ask a Guy

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Want to spice up the conversation? Ask questions that will leave the guy you’re interested in wanting more.

Related Reading: 150 Never Have I Ever Questions

1. What’s your most vanilla turn-on?

Sometimes what gets us in the mood is part of the set standard. Think risqué 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 car’s engine? Find out what unexpectedly gets him going.

2. What’s 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 isn’t for everyone and that is perfectly fine. But it is always good to know what works for a potential sexual partner.

3. What’s the dirtiest thing you’ve tried during sex?

Find out how adventurous he is during sex. Did he enjoy his sexual experimentation or was it a one time experience?

4. 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?

5. How do you feel about PDA?

Is this guy really handsy? Do you mind? It’s important to find out if he’s as into public displays of affections as you are, or aren’t.

6. Are you more into giving or receiving?

Ask about how generous he is in bed. Does he enjoy giving pleasure or receiving more?

7. 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? Ask him if he has any set time frames for sleeping with someone so you know what to expect from him as a potential partner.

8. Do you watch porn?

Although people will try to deny it and some say it’s a terrible act, there is a lot of porn consumed each and every day. Find out if he takes a few minutes out of his day to look at or watch porn. If you’re feeling adventurous you could even ask him to watch it with you.

9. 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.

10. What’s the farthest you’ve traveled for a hook-up?

Asking him this question is a good way to know if distance is a deterrent for him.

11. Have you ever sent a “you up” text?

The infamous booty call. We’ve all been there, at one end or another. Ask away and find out if he’s sent any hopeful late night texts.

12. Do you ever send nudes to girls?

How does he feel about sexting? Will he send a dirty picture over text if asked?

13. 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 420 dating sites free face.

14. 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.

15. Lights on or off?

Mood lighting can really set the stage for a romantic evening. But when it boils down to the big event, does he keep the lights on or turn them off?

16. Have you ever been in a friends with benefits situation?

Sex is just sex to some people. It’s simply an exciting activity to pass the time. Having a friend with benefits isn’t a negative thing. Think of it as a next level of maturity. He’s able to put aside emotional attachment and jealousy.

17. Has anyone ever walked in on you “in the moment?”

Want to see him blush? Ask if anyone has ever walked in on him.

18. Is it more fun in the what questions to ask a guy before dating him, 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.

19. What number of past sexual partners do you consider too many?

Numbers matter to some people, so do past relationships. Ask him what he considers to be too many sexual partners so you can learn more about what he would think of you and your history.

20. Are you going to ask me inside/upstairs?

As Elaine Benes from Seinfeld found out in an episode titled “The Label Maker,” asking to go upstairs implies you’re looking to have some adult fun.

If the night is ending too soon for your liking, be bold and ask him if he’s going to ask you inside his place. Or if you’re looking for even bolder questions to ask a guy, be straightforward and ask him to come back to your what questions to ask a guy before dating him Deep Questions to Ask a What questions to ask a guy before dating him in gallery

If you want to really get to know a guy, ask deep questions, what questions to ask a guy before dating him. You’ll learn more about why he is the way he is.

1. Who do you admire most in life?

It’s 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? What’s his reason for admiring them?

2. Are you receptive to new ideas and viewpoints?

A person that can listen to other peoples ideas and opinions without becoming angry shows a high level of emotional maturity. Find out if he is open to new viewpoints and changing old opinions in light of new information.

3. What made you choose your career path?

Did he stumble upon his current job or is it his dream career path?

4. Are you passionate about politics or do you prefer to avoid political discussions?

Before you dive into a conversation about a sensitive topic such as politics you might want to ask how he feels about the topic. Unless you’re ready for a debate, tread lightly when discussing political matters until you know if it’s his cup of tea.

5. 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 he’s been hurt before.

6. Have you ever broken someone else’s heart?

Has he ever had to break things off with someone and consequently left them feeling heart broken? How did he end things?

7. 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 knowing the world is going to end?

8. What do you want to be remembered for after you die?

Does he want to leave a big legacy or does he simply want to be known as a good man?

9. If you could choose to have anyone else’s 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?

10. What is something you try 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 can plan a date to give back to society together.

11. 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.

12. Do you believe in a higher power? 

Religion, like politics, is a sensitive topic for some. It’s what questions to ask a guy before dating him to know where people stand to avoid offending their beliefs.

13. 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?

14, what questions to ask a guy before dating him. 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?

15. What’s something that always makes you angry?

Asking about what makes him angry is a smart move if you want to avoid seeing him express his rage.

16. 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?

17. Should men and women have different roles in a relationship or should it be based on individual strengths and weaknesses?

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?

18. 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?

19. 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 try to be the best man he can be?

10 More Good Questions to Ask a Guy

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Keep him on his toes with random questions that can pertain to any guy.

1. What’s 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?

2. What’s the most dangerous experience you’ve ever had?

Find out if you’re dating a daredevil. Or maybe he’s just accident prone without the thrill seeking.

3. Planes, trains, or automobiles? How do you prefer to travel?

If you ever plan to travel together you’ll want to ask him his favorite mode of transportation.

4. How much time do you spend getting ready in the morning?

For women, rolling out of bed and hitting the road isn’t an option. However, men are often able to avoid spending too much time putting themselves together each morning.

Ask about his morning routine. You’ll get a better read on how much pride he takes in himself and how motivated he is.

5. What’s something kids today have you wish you had growing up?

We’re living through a technological boom and the advancements just keep on coming, what questions to ask a guy before dating him. Today, kids have access to wonders only seen in sci-fi movies 30 years ago.

Does he wish he could experience life as a child with an iPad or is he perfectly content with his childhood sans Wi-Fi.

6, what questions to ask a guy before dating him. Android or Apple?

How compatible are your phone’s operating systems? It isn’t a travesty if he has a different phone aesthetic than you do. There’s really just a difference in code.

7. What’s 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.

8. What about a dream vacation, where would it be?

Do you two share some bucket list travel destinations? Get a good idea of his adventurous side by asking him what parts of the world he desperately wants to see.

9. Where is a place you never want to visit?

There are places in the world that are just off limits to some people, what questions to ask a guy before dating him. Find out where he draws the line with travel.

10. 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.

20 Funny Questions to Ask a Guy

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Whether you’re just starting to get to know someone or have been hanging out for awhile you’ll want things to be fun. Stick with more lighthearted questions to ask a guy to keep the conversation on a positive note.

1. What’s the cheesiest line you’ve ever used that actually worked on a girl?

When it comes to pick-up lines, the what questions to ask a guy before dating him they are the better. Has he ever successfully used any cheesy lines to score a date?

2. Have you ever been asked to leave a public place?

If the answer to this question is yes, then there must be a pretty good story to go along with it.

3. 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 you’ll know if he has a sense of humor.

4. If you could be transported into any film franchise which one would you choose?

This is a great way to find out what types of movies he enjoys. It’s a creative break from the typical, “what’s your favorite movie” question.

5. Which direction do you hang toilet paper?

A long standing debate that genuinely matters to some people. Does he hang it up or down?

6. 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.

7. Do you sing in the shower?

If he does sing in the shower his facial expression will probably give him away before he answers your question.

8. What’s the worst thing you’ve done on a dare?

What horrors has he been subjected to during a game of truth or dare?

9. If someone asked to see your most recent Google search what questions to ask a guy before dating him would you be able to show them without embarrassment?

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?

10. Have you ever had 15 minutes of fame?

Find out if you’re talking to a celebrity or not. Find out what propelled him to stardom and what happened to end his success.

11. What’s your least favorite cliché job interview question?

Job interviews often seem to read from the same list of questions. What are the questions that leave him stumped or wishing he never had to answer.

12. 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?

13. What movie do you think is better than the book it’s based on?

It’s often said that the book is better than the movie version, what questions to ask a guy before dating him. However, that’s not always the case. Find out if there is a movie he prefers over it’s book counterpart.

14. If we went on a crime spree together, what crimes would we commit?

Would you two be a modern day version of Bonnie and Clyde? Brainstorm your rebellious love affair as soulmates together.

15. 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? His answer will help you know if you need to be on the lookout for any of his practical jokes.

16. Do you ever find yourself yelling at your GPS?

It’s an inanimate object but it’s easy to get what questions to ask a guy before dating him at your mobile GPS. If there’s ever a robot takeover, will he be punished for his treatment of his maps app?

17, what questions to ask a guy before dating him. What’s the riskiest style choice you’ve made in the past?

Does he have a blundersome past wardrobe? What’s the most ridiculous risk he’s taken with his fashion choices?

18. What’s your favorite curse word?

Is his favorite curse word something tame or unusual? How liberally does he use his favorite offensive words?

19. What do you think we’d be doing right now if the internet was never invented?

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How would your lives be different? Would you even be talking or did you meet because of the internet? It’s entertaining to imagine our world without the technology we’re so accustomed to.

20. What’s something classy if you’re rich but trashy if you’re poor?

When you have money you can get away with a lot in life, what questions to ask a guy before dating him. Sometimes what people consider a social faux pas is perfectly acceptable if you have wealth attached to your name.

20 Personal Questions to Ask a Guy

Get to know the guy you like on a more intimate level by asking him personal questions.

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1. Are you still close to an ex-girlfriend?

There’s nothing what questions to ask a guy before dating him with remaining friends with an ex. But it’s always good to know if someone you’re dating is or isn’t friendly with their ex partner. It could simply mean he’s a decent person who sees his ex as a person, not just a person he dated.

2. 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.

3. How often what questions to ask a guy before dating him 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?

4. Do you ever want to get married?

Does the topic of marriage make him squirm or does he know what he wants from a healthy relationship?

5. Which of your physical features are you most proud of?

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Don’t forget to tell him you also love his favorite physical feature.

6, what questions to ask a guy before dating him. Who was your first kiss?

Was it a playground friend or his first crush?

7. What’s 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?

8. What questions to ask a guy before dating him you ever had a girlfriend come between you and your friend group?

Find out if he’s ever had a girl Yoko Ono his friend group.

9. If you were going to let a girl down easy, what would you say to her?

How compassionate can he be when he knows he’s going to hurt someone?

10. Have you ever ghosted a girl and why?

Ghosting, left on read, whatever you refer to it as, this 21st century response to disinterest is on the rise. Has he ever just stopped responding to a girl he dated? How did that go over for him?

11. 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.

12. Do you have any difficulties expressing your emotions?

He might be able to admit to getting emotional over a sad song or movie but what about other times? Can he easily talk about his feelings?

13. What’s your favorite way to relax after a hard day?

How does he like to decompress? A stiff drink, massage, or does he need time alone to be with his thoughts and think of tomorrow?

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14. What’s something you’ve never told your family about?

Secrets can be necessary sometimes. Especially with family. Having boundaries with family members is a good thing. But you aren’t family. So, what has he kept from them?

15. Have you ever dated a friend’s ex?

Do him and his friends have a “bro code,” or are they free to date amongst the groups ex girlfriends?

16. What are some non negotiable boundaries you have?

It’s extremely important you find out where he draws the line in relationships. Ask him what his boundaries are so you never cross them.

17. What accomplishment are you most proud of?

Has he ever won any awards or accolades? What has he done in life that he’s most proud of?

18. What’s your biggest fear?

Clowns? Spiders? Failure? There’s a lot to be afraid of in the world. What is sure to frighten him?

19. 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, it’s easy to lose sight of yourself. Having a sense of autonomy is healthy.

20. Have you ever told a small lie that spiraled out of control?

What’s 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?

How to start a conversation with a guy (PDF VERSION)

Don’t go into your date unprepared. Instead of fumbling through random questions about first sight love, destiny or his biggest regret, give yourself a leg up with the printable version of our list of 120 Questions to Ask a Guy. Grab the .pdf file here.

How to Know That You’re Asking the Right Questions

As you have a conversation, if the flow feels natural you’re on the right path. The questions you ask a guy should allow for more than a simple yes or no. At the very least you should be able to ask him to expand on his response, what questions to ask a guy before dating him. Plus you’ll always be able to answer the question yourself.

Remember that getting to know someone takes time. So, utilize a few of these questions at a time and try to let a natural conversation occur. You can always come back and look over the list as you move forward to get more online dating is pointless to Ask a Boy, Conclusion

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Do you have another great question to ask a guy?

Let us know in the comments below! We’d love to hear your ideas.

If you want to get to what questions to ask a guy before dating him a guy a bit better, it can be hard to figure out exactly what to say to him in order to strengthen your bond. The good news is that there are 21 key questions to ask a guy in order to get to know him better while also laying the foundation for a meaningful and long-lasting connection with one another.

1. What’s Your Family Like?

Knowing more about his family can help clue you in not only about how he grew up, but how his relationship is with his family today. If you want to learn more about him that goes past the superficial, this is a key question to ask.

2. What’s Your Favorite Childhood Memory?

Childhood experiences often shape the person that you are today, and in order to know more about your guy and what's important to him, this question can let you know more about what he truly values. Whether it's time with his grandmother or going on a trip to France, this question can enable you to know about what he treasures.

3. What’s Your Favorite Song?

A guy's taste in music can give you more insights into his likes and dislikes, and by asking about his favorite music, you're creating an opportunity to not only bond over shared favorite bands but also discover new types of music.

4. Where Do You See Yourself in Five Years?

A question about his future goals, hopes, and dreams is something that can not only make you closer but can also let you know if you want the same things.

5. Do You Want Children?

Inquiring about his desire to have children in the future is a must if you want to have children one day. If this is a must-have for you, it's better to know now.

6. If You Could Have One Superpower, What Would It Be?

If you want to unlock a guy's playful side, this question is a great way to break the ice and see where he falls on the superhero spectrum. Whether he chooses the ability to fly, super strength, or super speed, this is a super question that will likely guarantee you some laughs and playful banter.

7. What Do You Enjoy Most About Your Job?

Asking this question about work can not only bring you closer together by revealing more about his day-to-day life, but it can also let you know more about his priorities. No matter what part of the job he enjoys the most, this can help you to learn what he's most passionate about in his career.

8. If You Could Travel Anywhere, Where Would You Go?

Travel questions are not only great in terms of generating a fun conversation, but it's possible that discussions about travel and vacations could lead to a couple's trip down the road.

9. What Are You Looking for in a Relationship?

This is an imperative question to ask a guy in order to figure out if you're both on the same page. If you're looking for a serious relationship while he's mostly interested in friends with benefits, it's best to discuss that openly and honestly so that you're not wasting your time.

10. What’s Your Favorite Movie?

Is he an action fan? Horror? Drama? If you want to get to know him better, knowing the types of movies he's into can not only tell you more about his interests and passions, but it can also help you for planning potential movie dates in the future.

11. What’s the Best Gift You’ve Ever Received?

If you want to know what your guy truly values, this question is a great way to learn more about what he finds meaningful and noteworthy.

12. What’s on Your Bucket List?

Does he want to go skydiving, visit Greece, or win a Pulitzer? A question about his bucket list is a fun way to learn more about what he wants to accomplish one day and if the two of you have shared goals.

13. Do You Believe in Love at First Sight?

If you're wondering if your guy has a romantic side, what questions to ask a guy before dating him, this question can be a terrific way to see what he thinks of falling in love. Does he have a more cynical outlook on love or is he an optimist? It's time to find out.

14. What’s Your Favorite Book?

Learning more about what a guy reads is also a great way to learn more about his interests and hobbies and see what you have in common.

15, what questions to ask a guy before dating him. What’s Your Favorite Food?

Discussing food preferences with a guy can be a fun way to help you pick out restaurants for future dates while also letting you know more about him and his taste.

16. How Would Your Best Friend Describe You?

This question can be a great way to learn more about a man's personality and the traits of which he's most proud.

17. What’s Something That Not Many People Know About You?

This question can be a great way for you to know something about your guy that he only reveals to people who are important to him.

18. What’s Your Definition of a Perfect Date?

This is a terrific way to know what he enjoys doing while also giving you inspiration for a date in the future!

19. What Are You Most Afraid Of?

If you want to learn more about him that goes past the superficial, inquiring about his fears can be an interesting way to get to know him better.

20. If You Could Change One Thing About Yourself, what questions to ask a guy before dating him, What Would It Be?

Being self-aware is a great trait in a man, what questions to ask a guy before dating him this question can help let you see how he actually sees himself.

21. What Makes You Happy?

If you truly want to know more about your guy, finding out what truly makes him smile will help to strengthen your relationship and pave the way for even more smiles to come.

Shouldn’t you know if the person you’re dating is on the same page as you before you’re together for a year? Skip the outdated advice about playing it cool and go ahead and ask these important relationship questions before anything gets too serious. Otherwise, you’re going into a relationship completely blind.

Do you want kids? 

Yes, it needs to be asked early. Whether you want kids or not, this is a dealbreaker for many couples. Don’t waste your time on someone who doesn’t want what you want, because they’re not likely to change their mind. Find out now so you don’t have the kid argument later.

Do you want a future together? 

Nothing pisses me off more than wasting time dating someone, only to find out they never wanted anything more than a casual relationship. Being together for a year or two doesn’t mean the person you’re with wants a future together, so it’s worth clarifying.

What things won’t you compromise on? 

Some people have ridiculous standards and refuse to compromise. For instance, what if your partner would dump you if you gained 20 pounds? What questions to ask a guy before dating him they’re only willing to do five sex australian dating and marriage customs or hate oral. Whatever it is, learn their limits now and see if those are dealbreakers for you.

Will your parents and friends be a problem? 

Usually this isn’t a question you think about until a parent or friend starts causing problems. Shouldn’t you know whether the person you’re dating would stand up for you? If their mom or best friend hates you, would they stay with you or leave?

What are your top priorities? 

I shouldn’t have to spell it out, but if you’re not one of those priorities, don’t even waste your time. You, family, friends, what questions to ask a guy before dating him, a career, a dream — those are all great priorities. Most importantly, what questions to ask a guy before dating him, see if their priorities line up with yours.

What are your views on women? 

Dating you doesn’t mean a guy respects women. He could just want a regular booty call. If he doesn’t see you as equal or thinks barefoot and pregnant in the kitchen is your role, find out early so you can dump him if his views are more 1800s than 2000s.

How important is sex to you? 

Differences in sex drive or sexual preferences can tear a relationship apart. It’s not a comfortable question to ask, but it’s necessary. Ask them how important it is, how often they have to have it and what things they definitely would never do.

What are your religious and political views? 

Ask these relationship questions as early as the second date. If you can’t agree on religion and politics, the relationship is probably doomed anyway. Anyone who’s too passionate about either isn’t going to just agree to disagree.

Do independent women scare you? 

Sometimes it’s hard to see how independent you are until you’ve been together with someone for a few months. Find out now if your independent nature could scare your partner off. It kind of goes hand in hand with respecting women.

What do you want from your own life? 

Do you really want to date a man-child? No. You’re a what questions to ask a guy before dating him woman who has better things to do than raise the guy you’re dating. Ask about their goals and dreams and how they plan to achieve those goals. It’s a good way to see if the person is a hot mess or actually has their life together.

What are your dealbreakers? 

Something as simple as being a Democrat over Republican could be a dealbreaker. Ask this question right now, even on a first date. What if you love meat, but your date is a vegan? Ordering steak in front of them could be the ultimate deal breaker.

How do you handle fights? 

Would your partner throw things, yell or cool off and then talk about it? Everyone’s fighting style is different. Make sure their’s is something you can handle. You definitely don’t want someone who’ll run over the first major fight.

What are your prejudices? 

It’s another question you’d probably rather die than ask, especially early on. Still, wouldn’t you like to know if you’re dating an a-hole that hates specific genders, races or nationalities?

How is your financial situation? 

No one really wants to ask or be asked this question. It’s also the only question you can wait on, at least a little while. The moment things start to get serious, it’s time to ask. After all, if you’re looking at a future together, you need to know if you’re both financially able to support each other and buy things like a house.

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Crystal Crowder Crystal Crowder is a freelance writer and blogger. She's a tech geek at heart, but loves telling it like it is when it comes to love, beauty and style. She's enjoys writing music, poetry and fiction and hopes to have what questions to ask a guy before dating him first novel out soon.

Now, you might get some pushback from the guy you’re dating.

First dates are a learning experience: There's *a lot* you don't know about your potential partner, so you'll need to ask a few first date questions to bridge some top sex dating sites questions allow the other person to express their true, what questions to ask a guy before dating him, authentic self," says Courtney Tracy, LCSW, PsyD, a therapist and relationship expert. "It’s a good way to get a sense of who the person really is." Basically, if you're trying to truly connect with your date, asking questions without making it seem like an interrogation is the way to go, Tracy says.

Keep reading for 150 (yes, 150!) expert-approved questions you can ask on a first date. You can thank me later!

Ice Breakers

If you're nervous about how to start asking questions on your date, Tracy recommends starting with some softball qs. For example, hit them with some easy ice breakers that can relieve any anxiety. (See also: 200 Questions To Ask To Get To Know Someone Better)

1. What made you want to go on this date?
2. Who's your closest friend and why?
3. Would you rather spend a night in with your partner or go out in a large group?
4. What's one of your favorite childhood memories?
5. Why did you decide to move to this city or town?
6. Where is your favorite place in the world?
7. Where is your favorite place in the city we live?
8. What neighborhood do you live in?
9. If you could go out to dinner with anyone in the world, who would it *not* be and what questions to ask a guy before dating him are the greatest and worst books you've ever read?
10. Do you have a favorite author? If so, who?
11. What's your favorite movie or television show?
12. What's the best meal you've ever eaten?
13. What's the best free gay dating sites with no credit cards required or trip you've ever been on?
14. What's your favorite sports team and why?

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Work Questions

It can be boring to *only* talk about work on a date. That said, a person's job does take up a large part of their life, so it's no surprise that you're going to have to ask them about their occupation to learn more about them. Wanna make sure this part of the convo doesn't become a snooze fest? Tracy suggests getting creative. "Instead of only asking 'where do you work,' try asking 'who do you hang out with most at work?' or 'what’s next for you in your career?'" This keeps things light so the date doesn't seem like a job interview.

1. Where do you work?
2. How long have you been in this profession?
3. Who do you hang out with most at work?
4. What do you love most about your job?
5. What do you like the least about your job?
6. What's next for you in your career?
7. Do you want to grow within your company or do you see yourself elsewhere?
8. How did you decide to follow this career path?
9. What did you study in school?
10. What's your greatest professional accomplishment?
11. What's the most embarrassing thing that's happened to you at work?
12. Who is your least favorite colleague and why?
13. Who is your professional role model or inspiration?
14. What does a typical workday look like for you?
15. How do you get along with your bosses?

Personality Questions

When it comes to personality-based qs, Tracy says the key is to ask them about *situations*. This way, you get a chance to see how they might react in certain positive, negative, or neutral scenarios, what questions to ask a guy before dating him may reveal more about who they are than asking them point-blank.

1. Are you an introvert or an extrovert?
2. Are you an early riser or a night owl?
3. What does an ideal dating app for nerds look like for you?
4. What's your favorite way to relax?
5. How often do you like to exercise?
6. How would you describe your personality?
7. Do you like to relax or explore while on vacation?
8. What is your biggest pet peeve?
9. What kinds of things make you the most upset?
10. What do you act like when you're sad or mad?
11. What makes you happy?
12. How do you communicate your feelings to others?
13. Who do you go to when you need to vent?
14. Do you consider yourself a calm or anxious person?
15. What do you like most about yourself?

Family Questions

Okay, so family can be a sore subject depending on the person's relationships. Still, if family is super important to you, you'll want to get some background on how they interact with theirs, what questions to ask a guy before dating him, how close they are, what questions to ask a guy before dating him, and so on. If you're worried about bringing it up, before you ask, you might want to confirm that it's okay to talk about their family circle, Tracy says. (When you're ready for the next level, ask these 100 Relationship Questions To Get To Know Your S.O. Better.)

1. Do you have any siblings?
2. How close are you to your siblings?
3. Who were you raised by?
4. Are you close to your parents?
5. What's it like being around your parents?
6. How close are you to your immediate family?
7. How often do you visit your hometown?
8. How close are you to your extended family?
9. What was it like growing up in your family?
10. What was the best part of your childhood?
11. What were you like indian dating apps dil mil high school?
12. What's your most embarrassing childhood memory?
13. Who was the most important part of your youth?
14. Are you still friends with people you knew growing up?
15. How would you describe your family to someone new?

Questions About Values

"It’s hard to avoid topics like religion and politics right now," Tracy says. "It’s more acceptable to talk about those things on a first date." Dating single mom reddit about bringing up a touchy subject? Ask them if it's cool to talk values before you dive right in, what questions to ask a guy before dating him, Tracy notes.

1. What's your political affiliation?
2. Who do you plan to vote for in the next election?
3. Has your political affiliation changed?
4. What's the social issue you're most passionate about?
5. What was your life like during the COVID-19 quarantine?
6. How religious are you?
7. Were you raised practicing a specific religion?
8. How important are holidays to you?
9. What would you consider to be your personal values?
10. Who are the most important people in your life?
11. What brings you the most fulfillment in life?
12. Do you live to work or work to live?
13. How important is alone time?
14. How important are other people's values to which dating app has the most users role do your friends play in your life?

Questions About Passions and Hobbies

"Hobbies show their personality, extracurriculars, and values in life," asian for dating Tracy. And if your hobbies align (maybe you both like to read!), there's a chance you can do them together.

1. What do you do in your spare time?
2. What are your hobbies?
3. What is the hobby you've been doing for the longest period of time?
4. What's a recent hobby that you've picked up?
5. How often do you read?
6. How important are hobbies to your mental health?
7. What's a hobby you'd pick up if you had more time?
8. What do you consider to be your passion in life?
9. How passionate are you about your job?
10. When do you make time for your hobbies and passions?
11. Is it what questions to ask a guy before dating him that your friends share your passions?
12. What do you consider your biggest contribution to the world?
13. How do you want to feel at the end of your life?
14. What's something you're really proud of?
15. If you could do one thing for the rest of your life, what would it be?

Relationship Questions

If you know what hasn't worked in past relationships, then odds are you'll be able to spot those red flags in this relationship too. "You can mold the information that you gather from the first date to determine whether you want a second one," Tracy explains.

1. What are you looking for in a relationship?
2. What does your ideal partner look like?
3. What do you like most about relationships?
4. What's the best part of dating you?
5. How do you cope with loneliness?
6. Who do you what questions to ask a guy before dating him to for relationship advice?
7. What's the best love advice you've ever received?
8. Do you like dating apps?
9. What made you want to start dating?
10. What was your longest relationship?
11. What was your shortest relationship?
12. What's been your greatest heartbreak?
13. What's romantic to you?
14. How do you know that you like someone?
15. Have you ever lived with a significant other?

Questions About Future Plans

A lot of the tougher questions with hard-to-crack answers come when you ask about future plans. If you aren't on the same page, it could signal some issues in the long-term.

1. What are you looking for in a serious relationship?
2. How worried are you about the future?
3. Where do you want to be in five years?
4. What about the future excites you most?
5. What about the future concerns you most?
6. Where do you want to live eventually?
7. Do you ever think about having kids?
8. What kind of a parent do you think you would be?
9. How important is it that you live close to your family?
10. What's your opinion on marriage?
11. How often do you want to travel for pleasure?
12. Is there anywhere in the world you haven't seen yet that you'd like to?
13. What's your ideal style for a home?
14. Is there anything you hope to do more of in the future?
15. What's something you'd like to get better at in the future?

Sexuality Questions

Sex! There's no doubt that this can be an awkward subject. But if the date has been going well, you can consider bringing up a more ~sensual~ topic. Before asking something potentially uncomf, Tracy says to read the room and ask yourself if you're in the right headspace to give answers too.

1. How would you describe your sexual orientation?
2. How would you describe your tastes in the bedroom?
3. What do you look for in a sexual partner?
4. How do you define the word 'sex'?
5. When was the first time you had sex?
6. What was your first kiss like?
7. What's your greatest sexual fantasy?
8. Who's your celebrity crush?
9. Do you believe in casual sex?
10. Do you enjoy talking about sex?
11. How old were you when you had your first crush?
12. What does sex typically mean to you?
13. What's your biggest turn on?
14. What's your favorite movie sex scene?
15. Is there anything you wouldn't do in bed?

Now It's Your Turn

So you've asked your date a bunch of questions. One way to take the heat off of them is to turn your qs inward. Start posing inquiries that have to do with what they think of *you*. It will give them a chance to flirt with you (hi, compliments!) while also making sure the convo isn't all about them.

1. What was your first impression of me?
2. What stood out about my dating profile?
3. What kind of friends do you think I have?
4. What do you think my parents are like?
5. Why did you decide to go on a date with me?
6. If I were an animal, what kind would I be?
7. What's your favorite thing you've learned about me so far?
8. What's your least favorite thing you've learned about me so far?
9. What's been your favorite part of this date?
10. Do you think we have things in common?
11. If we went on another date, where would we go?
12. What celebrity do I remind you of most?
13. What stood out to you most during this conversation?
14. When did you know you were going to enjoy this date?
15. Anything you want to ask me?

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Questions to ask a guy before dating him

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Whether you're contemplating going "facebook official" with your new boo or you two are beginning to look at rings together - there are a few questions to ask yourself and your partner before taking any relationship to the next level. Relationships tend to have a natural progression, so even though we have social media to worry about nowadays in a way that our parent’s generation did not, it can be comforting to know that there are relationship milestones out there to help you navigate your relationship, no matter what stage it is in. Though all relationships are different, these questions should help you and your partner DTR (aka, define the relationship), figure out where you stand, and help you move in the right direction, either as a couple or in your separate ways. No matter how compatible you are with someone, the relationship is not going to work out if you don’t agree on a few basic things about your future and your goals. Below we will highlight some of the questions you should be asking your partner and yourself before you take your relationship to the next level.

What are your love languages?

Love languages are emerging as an important way to test your compatibility with another person. If you’ve never heard of this concept, there are five love languages: words of affirmation, acts of service, receiving gifts, quality time, and physical touch and everyone has a preferred way to give love and a preferred way to receive love. The languages are fairly self explanatory, but a quick Google can help explain them and help you figure out what your plangaes are. It is important for you and your partner to understand what your love languages are so that you can articulate your needs to one another and make sure that you are being loved in the way that you want, and loving your partner in the way that they want. Most people do not identify with a love language 100% (it’s normally a mix of a few of what questions to ask a guy before dating him and love languages are not static and can change based on your relationship. So this is not at all to say that your love language will determine your compatibility or make or break your relationship, just that it is australian dating sites for over 50s important thing to know about your partner so that you can connect and support one another as things progress in your relationship.

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What are your conflict styles?

This is kind of in the same vein as the question about love languages. Having different conflict styles will not make or break your relationship, but it is important to understand how you and your partner manage conflict so that you can navigate disagreements and move forward together. Different conflict management styles include accommodating, avoiding, compromising, collaborating and competing and each one has different strengths and drawbacks that can be navigated if you understand them. There are tons of resources online for you to find out your conflict style and learn how to effectively manage disagreements, arguments and fights in a compassionate and supportive way. Conflicts are a natural part of any relationship, but they also have the potential to destroy a relationship. Learning about your conflict styles and learning how to manage conflict can be an important step towards becoming more serious and long term with your partner.

What are the expectations for your relationship?

In the age of hook-up culture and as polygamy and polyamory are becoming more mainstream in the world of relationships, what questions to ask a guy before dating him, it is important that you and your partner are on the same page about your expectation for the relationship. It’s important to discuss this type of thing early on, so that you are both respecting each other and each other’s wishes in the relationship. Are you exclusive? Or are you comfortable if your partner dates or sleeps with other people? Do you hope to become exclusive at some point? If you are not exclusive, what are the expectations for your relationship to one another? Are you interested in pursuing other relationships as a couple? Or is that something that you do separately, outside of your time as a couple? All these questions are worth discussing in a candid way so that you understand each other’s expectation for your relationship. In addition to these relationship parameters, it’s also important to talk about other expectations you have. Do you expect to live in what questions to ask a guy before dating him same city? Would you be comfortable being long distance if your partner had to move? It’s important to discuss these expectations with each other, and to know your personal limits before taking what questions to ask a guy before dating him next step in your relationship.

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What are your expectations of your social life?

This may seem a bit trivial, but it is important to consider that everyone has different preferences in regards to their alone time and how they spend their social time. Relationships between introverts and extroverts happen all the time and are super successful when partners understand each other’s expectations for socialization and time apart. It can be overwhelming for introverts to keep up with their extroverted partner and it can be frustrating for an extroverted partner if they are constantly doing social things by themselves. Talking about your preferences and your expectations for down time and social time early on can help you avoid these situations. Additionally, it’s important to discuss how you feel about your partner socializing without you. Some people find that it’s important to maintain their own friendships while in a relationship, while others don’t want to spend their social time apart. Figuring out how you feel about these things as a couple can help you take your relationship to the next level, while making sure you respect both of your needs and wishes. It’s also important to recognize if this kind of thing is a deal breaker, and make the mature decision to split if it is.

Why did your last relationship end?

Whether you’re at the beginning of a new relationship, or you are considering getting more serious with your partner, it is important for both of you to reflect on past relationships and why they did not work. After all there’s no point making the same mistake twice! With a little self-reflection and honesty you can better understand your past relationships and work towards making your current relationship more successful. It’s really easy to fall into behavioral patterns that lead us to make the same mistakes again and again. Being honest with yourself and your partner can help you navigate your relationship in a healthy and intentional direction. While it might seem weird to talk openly about an ex, you have to acknowledge that you had lives before meeting one another, especially if it helps you avoid making the same mistakes. It’s also worth discussing so that you can learn if there are certain deal breakers that will end your relationship.

What are your plans for the next 5 years? 10 years?

If things are getting serious between you gay latino dating apps your partner, it is worth discussing what your plans are for the future. I understand that not everyone is a planner, and that not everyone has a five year plan (much less a ten year what questions to ask a guy before dating him totally worked out in their heads. But for the sake of your partner and your relationship, it is worth it to know what your general ideas are about the future. Do you know where you want to live? Overseas? In your hometown? Somewhere new? Will you be applying to schools and expect flexibility on behalf of your partner? Will you be in residency on your way to your MD and have very limited time? Do you want pets? Is marriage important to you or are you fine living together as domestic partners? Do you want children? How many? disabled dating app about your future does not mean that you need to have everything planned out. Most people know what they want their futures to look like in a broad, general sense, and it’s very important to discuss these things with your partner so that you are on the same page. You and your partner can be the most compatible duo out there, but if your plans don’t match up, your relationship might not be ready for the next level. Understanding this sooner rather than later can save you both a lot of heartache, even if it means some honest, hard conversations. It’s also important for you to recognize things that you are willing to compromise about and things that are deal breakers. It’s unlikely that you and your partner share the EXACT same life plan, so figuring what things overlap and where you both are willing to compromise should be a part of this conversation.

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What is their relationship with their family? And yours?

Even though your relationship is ultimately about just you and your partner, it’s important to understand your respective family dynamics and expectations as the relationship gets more serious. Is your partner super close with their parents and plans to eventually end up living in the same city? Or is that something you want to do? Or is it that you want to live by your sibling? Or are you responsible for an ageing parent or grandparent? Are people financially dependent on you? Or are you totally cut off from your family?

Discussing and understanding these realities is an important step to take as your relationship gets more serious and your start to plan a future together. Understanding family dynamics can be especially important if you and your partner are of different religions. Families often have specific expectations for religion that you and your partner may not share. Discussing these things openly will help you navigate what can often be difficult inter-family discussions. As hard as it can be to come to terms with, the adage that ‘you don’t marry the person, you marry the family’ often holds very true. Taking into account your best new dating app reddit relationships with your families is a necessary step you should take before becoming more serious with your partner.

What are the expectations for finances?

Okay so this probably applies more to couples that are considering becoming very serious, but it is also useful to discuss in the early stages of a relationship. Is there an expectation that one person pays for the dates? Or are you splitting things equally? Are you both on the same page about that? While this may seem like a small thing, it can be important at the early stages. As your relationship progresses and you consider marriage or life partnership, how do you and your partner feel about financial self-sufficiency? Will you combine college and credit card debt after you tie the knot? Or are those personal responsibilities? In addition to discussions about debt, it’s important to consider your comfort with financial risk. Are you willing to invest in risky stock options? Do you care about having a flashy car? Do you prefer to play it safe? What about loaning money to family? What are you saving for?

We are all conditioned to think of money as a taboo subject, what questions to ask a guy before dating him, but if you and your partner are planning to share a life together it is important to make sure that you are on the same page about finance, especially when considering that money is often a leading cause of stress for married/long term couples. This conversation can also get into your expectations about work life balance and parenthood. Do you both plan to work in your adult life? Full-time? Or will one of you pursue other things? If you choose to have children, will one of you stay home to raise the child? Or do you both expect to be working parents? Will your roles depend on your income levels? This is another hard conversation, but definitely worthwhile to consider when talking about finances and your future as a couple.

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By Caitlin Killoren on Sep 24, 2020

With a degree in Psychology and over a what questions to ask a guy before dating him of experience, Caitlin has made improving people's relationships both her career and her passion. Her work has been featured in publications like Bustle, Well + Good, and Goalcast, and she currently resides in Austin, Texas with her husband and giant fluffy dog, Remy.