Let’s just say it…

Guys are not like girls…not usually.

They think different. They act differently. They do things that make no sense.

Everyone knows that effective communication is the key to a healthy relationship.

It would be nice if you could just ask a question and get a simple answer.

It’s not that simple….

Men think differently than Women, good dating questions to ask a guy, you need to be insightful about your questions and clever about how you ask them.

I’m here to assist.

50 questions to ask a guy. I broke things down into 5 different stages of a relationship. We’ll cover:

&#; General Questions
&#; The First Date
&#; The Trial Period
&#; The Honey Moon Phase
&#; Seriously Dating
&#; Together for Years.

Let’s get to it!

General Questions

&#; Questions to ask a guy

1. What are your personal goals?
2. What kind of childhood did you have?
3. What makes you insecure?
4. What do you expect from a love relationship?
5. What&#;s the one thing you can’t tolerate?
6. What do you find attractive in a woman?
7. What expectations do you have of yourself?
8. What was your most memorable birthday?
9. Have you ever worn girls clothing?
Who are your family and friends?
What kind of music do you like and which places in the city do you like to go to?
What&#;s the one thing you can&#;t live without?
What is your funniest memory of high school?
How do you feel working for (company)?
What&#;s one item you&#;ve recently crossed off your bucket list?
If you could describe yourself with one word, which would it be?
What is your favorite food?
What is your favorite character from childhood?
What kind of animal do you love the most?
Would you rather choose fishing or hiking?
Do you believe in God?

Next: 82 Dark Humor Jokes

First date

&#; Questions to ask a guy

Around the World, Men and Women alike bubble with excited nervousness at the thought of the 1st date.

You’re intelligent and compassionate with a wicked sense of humor…  

He just needs to get to know you….

Expecting someone to fully get to know you after just 1 date is an unrealistic expectation.

All hope is not lost.

You can show your great qualities without coming off as try hard

Leaving him intrigued and curious about you…

By randomly tossing these questions into the conversation…

1. What’s the number one thing that you don’t like about Women?
2. Do you think that dating is harder or easier with the internet?
3. Are you intimidated by Women that make more money than you?
4. Who was your celebrity crush when you were a young child?
5. Do I make you nervous?
6. How do you feel around me?
7. Do you ever lie to get what you want from girls?
8. What was the first thing that came to your mind the first time you saw me?
9. Would you rather win 1 million dollars or fall in love?
10. Do you have any questions for me?
11. What is your romance spirit animal?

Next: 70 Questions to Ask Your Crush

The Trial Period

&#; Questions to ask a guy

Things are looking good. It’s obvious he likes you, and you like him.

BUT…

The lack of certainty is causing anxiety&#;

You’ve found your perfect dance partner and…

The music can stop at any moment.

You don’t want it to stop….

Now is the time to move things forward.

Time to start asking the right questions to get some clarity on your relationship status.

Ask these questions and he’ll get the idea.

1. Do your friends know about me?
2. Do you want to date other girl’s or do you want to have me?
3. I’m a lot to handle, good dating questions to ask a guy, are you sure you want to date me?
4. Would you be jealous if you saw me flirting with another guy?
5. Do you want to come to hang out with my friends?
6. Do you mind if I post this picture of us on Instagram?
7. Can you give me a massage?
8. If I never talked to you again, how much would you miss me?
9. What did you think about me on our first date?
10. Are you surprised that we are still dating?

Bring in some laughter with these dad jokes.

The Honeymoon Phase:

&#; Questions to ask a guy

You’re falling in love.

This is different. He might be the ‘One’. You think he might love you.

You’d like to know.  

Your friends are saying that you&#;re crazy in love. You don’t care what they think.

Time to figure out exactly how real this love it is.

Is this too good to be true? Or is this the real thing?

Ask these questions to get the answer.

Pay close attention to his responses and reactions…

1. Do you like being with me?
2. Does your Family know about me?
3. If you could fly anywhere in the World with me, where would we go?
4. Why did your last relationship not work out?
5. Are you afraid that I will break your heart?
6. Do you ever want to have kids? If so, how many?
7. Would you rather live in a fancy condo in a major city, good dating questions to ask a guy, or at a ranch on a farm?
8. Would you still want me if I get old and ugly?
9. Have I ever done or said anything to upset you?
10. Do you ever remember your dreams? What are they about?

Next: 55 Cute Names to Call Your Boyfriend

Seriously Dating:

&#; Questions to ask a guy

You and your Man are official.

You know it. He knows it. Everyone knows it.

Things are serious. You don’t know exactly how serious.

Will he be the love of your life? Forever?

How can you know for sure?

He’s probably thinking the exact same thing…or is he?

Time to start asking questions that will reveal the truth…

Without scaring him away.

Casually toss these questions at him while you guys are sharing an intimate moment….

1. Would you like to come over to my parents house for dinner?
2. Do you have any deeply hidden secrets that you want to tell me?
3. If we have children, and I love them more than you, can you handle that?
4. Do you want to take a break from our relationship?
5. If I moved to a different state for work or school, would you come with me?
6. If we had to have a long-term relationship for 1 year, would you remain faithful?
7. Do you understand that If you marry me, you are also marrying my Family?
8. Would you rather travel the World with me, or with your guy friends?
9. Are you okay with me having guy friends?
10. If I were to marry you, what would you expect of me?

Next: 70 Cute Things To Say To Your Boyfriend

Together for Years:

&#; Questions to ask a guy

You guys have done it all. Been thru it all.

Here you are, still together.

Safe to say that neither one of you are going anywhere.

At this point, it just seems natural to assume things.

However, good dating questions to ask a guy, people do change as they grow.

This may be the most good dating questions to ask a guy stage to be asking important questions.

Asking him these questions will tell you what has changed, what has stayed the same…

And where the two of you are headed…Ask with care.

1. Are you still satisfied with our relationship?
2. Over the years, have you ever wanted to give up on our relationship?
3. 10 years ago, what did you imagine that our lives would be like?
4. Are you willing to make a change in career, even if it means a change in lifestyle?
5. Have you ever thought about moving to another state or country?
6. What is something that is still on your good dating questions to ask a guy list’? Why haven’t you done it?
7. If I get very sick, will you take care of free usa online dating sites Or send me away?
8. Do you find me as attractive as I was when you first met me?
9. Do you love me now for the same, or for different reasons as before?
10. If my parents get very sick, will you help me take care of them?

Bonus / Random Questions to Ask a Guy:

What’s on your bucket list?
Which social media do you use the most often?
What kind of music do you like and which places in the city you like to go out?
If you could only eat one food for the rest of your life, good dating questions to ask a guy, what would you choose?
Which fictional character scares you the most and why?
What is your favorite movie of all-time?
What’s your dream job, where he would like to work, and do you have any ambitions for the future?
Do you believe in God? Do you have role models and idols, and who are they?
Is physical appearance the most important?
If you could live anywhere in the world, where would it be?
What is the happiest event of your life?

Remember. Everyone has questions.

Your questions matter, and you deserve to ask them.

As important as it is to ask YOUR questions, it is just as important to ask the RIGHT questions.

He has just as many questions as you. Keep an open communication line, and you’ll find that your relationships with Men will be much simple and better.

Happy asking.

Dating for Girls:

How To Tell If A Guy Likes You
50 Questions To Ask A Guy Over Text
How To Tell If A Guy Likes You Over Text
21 Questions for a New Relationship
50 Questions to Ask Your Boyfriend
75 Questions To Ask Before You Get Married
20 Things to Talk About with Your Partner
20 Questions Girls Are Afraid To Ask Guys

If you want to get to know 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, good dating questions to ask a guy.

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, good dating questions to ask a guy.

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, good dating questions to ask a guy, 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, good dating questions to ask a guy, 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, good dating questions to ask a guy.

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.

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.

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.

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.

Do You Believe in Love at Good dating questions to ask a guy Sight?

If you're wondering if your guy has a romantic side, 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.

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.

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.

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.

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.

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!

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.

If You Could Change One Thing About Yourself, What Would It Be?

Being self-aware is a great trait in a man, and this question can help let you see how he actually sees himself.

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.

Going on a hot date night? Fabulous! Here are + Flirty Questions to ask a guy that just might come in handy!

You might even like to use some of these flirty questions as flirty texts for him later! Possibly even as some fun Tinder Pick up Lines! 

+ Flirty Questions to Ask a Guy

It can be so hard to know what to say when going on a date. Here are some flirty questions we thought of to avoid the conversation getting awkward at all!

Oh, by the way, Good dating questions to ask a guy you are looking for a sweet date idea to ask these questions, here are some of our best ideas:

Questions About You

Let&#;s face it, good dating questions to ask a guy, you are dying to know what he thinks of you, AmIRight? With these flirty questions, you will get to know exactly what he thinks of you

What would you say are the aspects that draw you good dating questions to ask a guy me?

Name 3 of my body parts that you like the most?

What color do you think would look best on me?

If I was a flower, what kind of flower would I be?

What is something that you think sets me apart from other people?

What famous actress do you think I&#;m most like?

Do you like my outfit?

What do you think is my favorite food?

If we were to go on another date, where would you take me?

What is refreshing about me?

If you prefer a &#;Question Game&#; that does the hard work for you, here some of our favorites you could pick up:

Questions About Him

A good date always comes with a mixture of questions about yourself and him, so here ares some flirty questions to ask about him!

1. What is your favourite body part?
2. What do you like most about yourself?
3. What is the kindest thing you have ever done?
4. What is the proudest moment of your life?
5. Would you consider yourself a romantic?
6. Do you consider yourself a feminist?
7. What is your favorite childhood memory?
8. So, do you work out or what?!
9. Do you prefer bars or clubs?
10. What are you most afraid of?
11. If you could ever be really smart or really good looking &#; which would you pick?

If you are looking for a few more like this, here are 21 fun questions to ask a guy!

Love Questions

Love! Well that&#;s the whole reason why we are here, on this date! So might as well get some good answers out of it!

1. Do you believe in love at first sight? (Or should I walk by you again &#; no just kidding on the last part lol)
2. What do you see in your future?
3. Do you believe in fate or destiny?
4. What does love mean to you?
5. What is your favourite romantic movie? (And don&#;t pretend you don&#;t have one. Oh, and don;&#;t say the Notebook because I&#;ll know that is a lie!)
6. Do you see me falling for you?
7. What do you think is the best pick up line?
8. What do you think is the worst pick up line?
9. Have you ever used a pick up line to get a girl?
10. Love or money? (If he picks money &#; RUN!)
11. Describe your ideal relationship?

You might also like would you ever questions for couples.

Past Relationships

This can be a very awkward topic but it&#;s just something that you gotta know so let&#;s ask the questions as a total flirt! Is there really any other way!?

1. What qualities do you look for in a girl?
2. What was the shortest relationship you have had?
3. What is the longest relationship you have ever had?
4. What is the most romantic thing you have ever done?
5. Did she think you were a romantic?
6. Do you think you would make a good boyfriend?
7. Why did your last relationship end?
8. What is a deal breaker in a past relationship?
9. What did your last relationship like most about you?
10. What did your last relationship dislike most about you?

You might also like flirty questions to ask your crush

Questions About Sleep

1. Do you like sleeping in or are you an early bird?
2. Do you like cuddling?
3. Are you a blanket hog?
4. What kind of pillow is your favourite?
5. How well do you sleep in hotel rooms?
6. you prefer being the big spoon or the little spoon?
7. Are you a light sleeper?
8. What was your worst nightmare?
9. Do you often have dreams?
10. Do you snore? If yes RUN GIRL RUN!

You might also like love messages for him

Cheeky Flirty Questions to Ask a Guy

These ones are a little cheeky but hey good dating questions to ask a guy you are game, go right ahead! Go girl go!

1. What would you do If I kissed you right now?
2. What is your biggest turn on?
3. What is your biggest turn off?
4. Do you prefer cuddling or kissing?
5. What are your favourite pet names for girlfriends? Babe, Cutie etc. Which don&#;t you like?
6. Want to know a secret?
7. Who was your teacher crush?
8. There is just something about you, I can put my finger on. Do you know what it is?
9. What do you wear to go to sleep?
10. I just want to know how on earth are you still single?
11. Do you have a secret fantasy?
12. Do you have a foot fetish? (Sorry I just had to find out if you had been on Jerry Springer)

Random Flirty Questions to Ask a Guy

Okay some random questions for you girl:

1. What are you thinking about now?
2. So&#; do you have plans this weekend or?
3. What do you think I am thinking about right now?
4. How you doin&#;? (Our friend Fabio would use this one)
5. What is your type in girls?
6. When was the last time you experienced butterflys?
7. You really don&#;t know how cute you are, do you?
8. Do you know you have the most amazing eyes? What color are they?
9. Would you say I am your usual type?
10. Do you like hugs?
11. If you have 3 wishes, what would they be?
12. Do you believe in having a soul mate?

Fun Questions

Okay just some random, fun flirty questions to ask him:

1. When was the last time you laughed so hard you cried?
2. Have you ever peed your pants (be honest!)
3. Would you rather still be friends with an ex or never talk to them again?
4. Would you rather jump into a pool of custard or apple pudding?
5. Are you a fan of public displays of affection?
6. If we were stranded on a desert island, what are 4 things we should bring?
7. If you died, good dating questions to ask a guy, would you rather your spouse marry your best friend or someone you hated?
8. Would you rather dance in a club or under the moonlight?
9. Truth or dare?
10. How many days have you gone without changing your underwear? (BE honest)
11. Would you ever do a nudie run?
12. Would you ever visit a nude beach?

Cute Questions

Too cute to be true! Here are my fav cute questions to ask a guy:

1. Do you think you are a reliable person? What is the most reliable thing you have done?
2. Are you funny? Tell me a joke and i&#;ll be the judge!
3. So, good dating questions to ask a guy, why is it worth taking a chance on you?
4. Are you a heartbreaker?
5. Stater, main or desert?
6. Would you cook for a girl?
7. If you could have one superpower what would it be?
8. If you had to pick either coffee or tea to drink forever, which would it be?
9. What is the cutest thing you have ever done?
10. What is the kindest thing you have ever done?

Flirty Would you Rather Questions

1. Would you rather a day at the beach with me or a day skiing?
2. Would you rather 1 million dollars or finding the love of your life?
3. Career or love?
4. All girls as kids or all boys?
5. Orange or Purple?
6. 24 hours of sunlight or 24 hours of moonlight?
7. Would you rather chocolate or lollies?
8. Would you rather your dream girl or good dating questions to ask a guy you rather starbucks or a little coffee shop?
9. Would you rather fall or spring?

Questions About Life

Here are some very important flirty questions to ask a guy about life:

1. Do you ever think you&#;d be a baby daddy?
2. How many kids do you see yourself having?
3. What do you think your family and friends would say about me?
4. Do you prefer dogs or cats?
5. Tell me something that I don&#;t know about your life?
6. What are 3 most important things on your bucket list?
7. What is your first memory?
8. Have you ever thought of an age you would like to be married by?
9. What does marriage mean to you?
10. Could you marry someone outside your faith?
11. What is your favourite memory?
12. Where do you see your life in 5 years time?
13. What is the worst thing that ever happened to you?
14. Would you rather be rich or famous?
15. If you won 1 million dollars, how would you spend it?

Questions About Entertainment

Entertainment is very important. If your entertainment preferences don&#;t align, dare I say it, this might just be over before it has even begun!

1. What is your favourite way to relax?
2. Are you a Netflix Guy?
3. Do you prefer bars or clubs?
4. Do you prefer to work out in a gym or outside?
5. Do you like to watch tv alone or with a partner?
6. What type of music do you like?
7. What song would you dance to at your wedding?
8. Who is your female celebrity crush?
9. Who do you think is the hottest male celebrity? (You have to pick ;))
10. Would you ditch your girlfriend if you celebrity crush wanted a date?

Flirty Questions About Food

As a self-described foodie, here are some very important questions about food to ask your potential new soul mate:

1. What is one food you can&#;t live without?
2. Is there any food you would give up a relationship for?
3. What food do you dislike the most?
4. Do you like whipped cream?
5. Would you be into body paint?
6. Would you consider yourself a foodie?
7. How would you feel if a girl was a bigger eater than you?
8. If you had to eat one food for the rest of your life what would it be?
9. Do you believe in aphrodisiacs?
10. What would be your green mile meal? 

Questions About Travel

In my opinion, a guy who likes to travel is a keeper. Or, you might think the opposite. But it is great to know if your thought on travel align:

1. Would you say that you are an adventurer?
2. Are you a homebody or an explorer?
3. Do you prefer to explore locally or go on an overseas trip?
4. Could you be with a girl who didn&#;t want to travel?
5. If we could time travel, to what age or era should we go?
6. Would you rather go to space or to another country?
7. What country is at the top of your bucket list?
8. Would you travel to another country and live there for love?
9. If you could have your dream job, but it was in another country, would you go for it?
10. China or India?
11. What is your worst trait when traveling?

***

So what did you think of our ultimate list of Flirty Questions to ask a guy? Did you find something juicy to ask?

If you are already married, you may find some better questions in our questions for married couples. You also might enjoy our Never Have I Ever Questions for Couples or Who is more likely to questions for Couples.

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Try 21 questions to ask a guy if you want to get to know someone better or alternatively if you are already in a committed relationship and want to dive further into the deep and meaningfuls together. This is such a fun game as you really can know your date partner on a deeper, more intimate level. These questions are equally quite fun in a group of friends.

If you think gee I would really like to know X but don&#;t know the right way to go about asking &#; put your question as one of 21 questions, make it a fun game and he will be none the wiser &#; trust me!

How to play 21 questions with a guy?

What I love most about this game is how simple and easy it is. Simply, make a list of the 21 questions you would like to know about your SO and they will do the same about you.

It might be questions to get to know them better on an intimate level or just really PG rated questions to see if the two of you are a good match! You might like to ask questions about his family, his previous relationships or just random fun questions about life &#; the choice is entirely yours.

Plus after you ask these questions you might get a really good sign if he&#;s interested (or not).

Thinking of questions can be pretty hard. So we have done the hard work for you (there really is no excuses for date night!) and made a list of 21 fun questions to ask a guy (by category!)

21 questions to ask a guy

When scrolling through this list and copying the 21 questions you like the best, the biggest tip I can give you is select the questions in accordance with the stage of your relationship. You don&#;t want to weird the other person out if it is just your second date and you want a full list and details of past relationships &#; Eeekk.

Questions for your Crush

Here are some great questions that you might want to ask to get to know your crush better:

1. Who is your celebrity crush?
2. What&#;s the best gift you&#;ve ever received and who was it from?
3. What is your favorite thing about your career?
4. Have you been into any serious relationship before?
5. When in life have you been most nervous?
6. What is your idea of a perfect date?
7. Where is your favorite place in the world?
8. What’s your zodiac sign?
9. What is your favorite word?
10. Tell me your three biggest pet peeves?
11. What was your first impression of me when we met?
12. If you were to start a family somewhere in the world, where would it be?
13. When did you have your first kiss?
14. What breaks your heart?
15. What motivates you to work hard? 
16. What are you passionate about?
17. What is your best hobby?
18. Who is your hero?
19. Where have you traveled to before?
20. What&#;s the most spontaneous thing you&#;ve ever done?
21. What really makes you angry?

Flirty Questions to ask a guy

Here are some flirty questions to ask a guy during the game of 21 questions. If you want more inspiration, you can check out our dedicated post on flirty questions to ask a guy &#; there are questions on that list!

1. What would you say are the aspects good dating questions to ask a guy draw you to me?
2. Name 3 of my body parts that you like the most?
3. What color do you think would look best on me?
4. Do you believe in love at first sight?
5. Do you see me falling for you?
6. Who was your teacher crush?
7. Describe your ideal relationship?
8. What do you think is the best pick up line?
9. If I was a flower, what kind of flower would I be?
10. What is something that you think sets me apart from other people?
11. What famous actress do you think I’m most like?
12. Do you like my outfit?
13. What is your biggest turn off?
14. Do you have a secret fantasy?
15. Do you believe in having a soul mate?
16. What is your favourite romantic movie?
17. Do you believe in fate or destiny?
18. What do you think is my favorite food?
19. If we were to go on another date, where would you take me?
20. What is refreshing about me?
21. Do you often have dreams?

If you prefer a &#;Question Game&#; that does the hard work for you, here some of our favorites you could pick up:

Random Things you Might Wanna Know

We all love to know a random thing or two about the person we are dating. Here are some random things you might wanna know that you might like to add into your list of 21 questions.

1. If You Had Three Wishes, What Would You Wish For?
2. What&#;s The Most Beautiful Place You&#;ve Ever Seen?
3. Do you believe in ghosts?
4. Would you rather be covered in fur or covered in scales?
5. Would you rather live good dating questions to ask a guy a tree house or in a cave?
6. Have you ever worn makeup?
7. Would you describe yourself as a good cook?
8. What fictional character do you have a crush on?
9. Do you prefer boxers or briefs?
10. Would you rather be a rich person with no friends or a poor person with many friends?
11. What&#;s The Strangest Thing In Your Refrigerator?
12. If you could trade places with one person for a day, who would it be?
13. Would you rather be royalty 1, years ago or an average person today?
14. What Would You Rather Have: Love Or Money?
15. Would you rather fly a kite or hike a mountain?
16. What Was Your Best Memory Of High School?
17. Tell us about your best performed prank?
18. Do you think babies are cute?
19. Would you rather be rich or famous?
20. If you go to a restaurant and have terrible service, is it ever OK not to tip?
21. What&#;s Your Favorite TV Show? 

Deep Questions to ask a guy

Want to get to know the person on a much, much deeper level. Here are the best deep questions to ask a guy to get to know him better. We would recommend saying this questions for a little further on in the relationship say date 5 or 6?

1. Would you rather die before or after your partner?
2. Would you rather find love or be successful career wise?
3. If you see a homeless person asking for money, do you give them any?
4. What is one behavior you never tolerate?
5. What would the perfect you be like?
6. What was the most awkward conversation you ever had with someone?
7. Would you rather have good dating questions to ask a guy obsessed girlfriend or a hot, cheating one?
8. Would you prefer a huge mansion in a poor area or a small cosy apartment in a rich area?
9. What non-politician do you wish would run for office?
10. What stops people from understanding themselves?
11. What do you consider a wasted life?
12. What was your favorite age growing up?
13. What is a controversial opinion do you have?
14. Do you think we will ever have a definitive answer for what is the meaning of life?
15. Have you ever cheated on your S.O.?
16. Is poverty an inevitable byproduct of human society?
17. What song speaks to your soul?
18. What event would you rather die than live through?
19. After a bad day, would you rather hug your Mom or Dad?
20. Would you rather sacrifice having kids if it meant meeting your true love?
21. What do you consider your greatest success?

21 questions to ask a boy

If you are under say 16 and are on a teen date, you might need some PG questions. Here are the best questions to ask a boy you like:

1. What was your favourite movie ever?
2. What was the last book you read?
3. Do you believe in aliens?
4. What is your star sign?
5. What is the best gift you’ve ever given someone?
6. Would you rather spend the day inside or outside?
7. Do you shower at night or in the morning?
8. What&#;s the most cringeworthy outfit you&#;ve ever worn?
9. What was the last show you binge-watched?
10. What&#;s the best trip you&#;ve ever been on?
11. Do you believe in Karma?
12. What do you wish you were really good at?
13. What’s your favorite type of music and why?
14. If you were a dog, what kind of dog would you be?
15. Would you rather watch a comedy movie or a horror movie?
16. If you were an incredibly talented rapper, what would you want to rap about?
17. What is the weirdest thing about your family?
18. What&#;s the last concert you went to?
19. If you had to rename yourself, good dating questions to ask a guy, what name would you choose?
20. What are your hobbies?
21. What is your favorite animated movie and why?

More Conversation Starters?

If you liked these questions you might also like to check out:

 Written by Writer’s Corps member Rebecca Martin 

When you think of the words “first date,” do you cringe or smile? First dates can be awkward, good dating questions to ask a guy, nerve-wracking, exciting, disastrous, wonderful &#; any number of things. A big part of this distinction is the first impression you each give and how well you and the other person connect. We all know by now that topics like religion, politics, and the like are best to avoid if you want a first encounter to stay positive and light-hearted. So while you’re staring at each other from across a candle-lit table, perched together on a bench outside a coffee shop or waiting for your film to start at the movie theater, what kinds good dating questions to ask a guy things should you be asking the other person to make sure conversation flows well?

Here is a list of 10 questions to ask on the first date:

1. &#;What Makes You Unique?&#;

It might be obvious, but the easiest way to connect with someone is to get them talking about themselves, good dating questions to ask a guy. Ask about their hobbies, their interests… do they enjoy activities like sports, painting, spending time outside, reading, or dancing? Maybe you will find something that you both enjoy doing and, if the date goes well, could potentially be an idea for another date later on down the road.

2. &#; What are some random fun facts about you?&#;

Finding out about something interesting about another person that may not otherwise come up in regular conversation is a fun way to get to know them. You’ve just heard about their hobbies, now ask if they’ve ever gotten to do something crazy or out of the ordinary, like be on TV.

3. &#;What’s Something You Want good dating questions to ask a guy Learn or Wish You Were Better At?&#;

This is a variation of the very broad question, “What are your hopes and dreams?” Asking them if there is something specific they’ve been wanting to learn or practice takes this topic to a new level.

4. &#;Would You Rather&#;?&#;

“Would you rather…?” questions are a good go-to, good dating questions to ask a guy, especially on a first date. They make for great icebreaker questions, can be answered by the both of you, and can be as surface level, deep, or silly as you want them to be. Would you rather… go to the beach or the mountains? Drink nothing but coffee or soda for the rest of your life? Get stuck on a roller coaster or get horribly lost in a huge theme park?

5. &#;Know Any Good Jokes?&#;

You will quickly get a glimpse of someone’s sense of humor if they can share good dating questions to ask a guy that made them laugh. Plus, giggling together at a stupid “dad-joke” is another way to break the ice and help you feel more comfortable with the other person.

6.&#;What’s Something That Bugs You?&#;

Everyone has pet peeves. Talk about things that get on your nerves. Ask your date what bothers them, good dating questions to ask a guy. Are they generally laid back and easy going, or do they tend to be tense and easily stressed? Finding out pet peeves can give you a better understanding of some of the things that make a person tick, and is a good way to be open and honest with each other from the get-go.

7.&#;What’s the Most Embarrassing Thing You Can Remember That’s Happened to You?&#;

See if they’re comfortable sharing some of their most memorable embarrassing moments. Talking about our awkward moments shows humility, good dating questions to ask a guy, vulnerability, and a sense of humor &#; is it important to you that your date can laugh at themselves once in a while?

8. &#;What’s Your Favorite Place on Earth?&#;

Do good dating questions to ask a guy have a favorite vacation destination? Do they know of a cool hiking trail hiding away behind the river? Do they have a secret place where they can go to relax, unwind, and escape the world? These questions give others a glimpse into our “happy place” and allows them to see what kinds of settings make us feel we can be most like ourselves.

9. &#;Who Are the Special People in Your Life?&#;

Ask your date to talk about their siblings, best friends, grandparents, or even their pets. A good way to see someone’s character is to pay attention to how they talk about other people. This question also shows you which people have had the biggest impact on your date’s life and who has helped shape them into the person they are today. It’s so beautiful to listen to someone describe someone they love; one of my favorite things in this world is watching that little light catch in someone’s eyes when they tell me a story about a friend or loved one.

&#;What’s Something You’re Proud of?&#;

All humility aside &#; are they proud of their accomplishments? Do they call up their mom as soon as they find out about a new promotion? Ask them which decisions they have made that they are truly happy about. Ask them when the last time they won an award was. This will help you determine some of the things they truly value and some of the things they’ve worked hard for, good dating questions to ask a guy.  

So, whether you’re completely freaking out about that first date with your crush or just need some ideas for ways to break the ice with a Tinder match that you’re meeting for the first time, these questions should definitely help get you started. These are some positive ways to get comfortable with someone and reveal what kind of connection you have with them. You never know until you ask!