20 Deep Questions to Ask a Girl


When you find that special girl, set up a connection is key. A great connection is only established by making the most out of the times spent together. The best way to find more about each other is by the use of questions. However, try to use a different approach when asking questions as girls tend to keep information to themselves.

One way of being unique is to void asking factual kind of questions. This is why I am providing a list of 20 deep questions to ask a girl to help you meet your goal. The reason asking factual information is discouraged is because it portrays one an interrogator and not a partner. Secondly, answers to factual questions are often very short. The questions are therefore exhausted rapidly, creating an awkward situation where you have to think about what to talk about next.

20 Deep Questions to Ask a Girl

For this techniques of getting to know each other to work, there are few things to observe. One, be very open and respect answers that you receive to create a situation for the lady to open up more. Make the experience fun by also giving your own experiences. There is a high chance that they might ask you right back, but it is wise not to wait to always be asked. It might get very exciting when you get a girl to open up. This gives one the urge to ask more. Take note that the deep questions discussed here should not be asked all at once to avoid looking like an interrogator. This can create an awkward situation. Choose your top best to start with and leave the rest for the next meeting.

The 20 deep questions to ask a girl are:

1. What are you passionate about?

I believe that this is one of the best questions to begin with. The question is pretty easy for a girl how knows what to go for. Knowing what your partner’s passion is tells a lot about their aim a goal in life. An advantage of this question is its potential for many answers as the girl may have more than one passion. Starting off with this question also shows that you are really interested in knowing her. This interest makes the girl more comfortable sharing with you.

2. Who do you think knows you the best?

The simple question provides information on her friends and family. Her answer will enable you decide whether your partner has a good relationship with other people. Again, the girl may have more than one person who knows her best. In most cases, a person with two or more relations that know them well shows that they easily create good relationships and thus great to be around.

3. Which do you like more, going out or staying at home?

This questions enables you to decide the personality of the partner. An outgoing person is usually very adventurous while an indoor person is reserved. Having this information is crucial as it enables you to properly plan for future meet ups. If your personalities are different, it is easier to strike a balance by interchanging activities done. For example, going for a hike followed by an indoor activity such as watching a movie.

4. What music do you listen to the most?

Music is a form on entertainment for most people all over the world. It is therefore crucial to know what type of music they like. There are different genres available and it is common for many to like more than one type. To make the question more involving, one ca further ask why a person likes a certain genre. This will enable you to know which music to play to bring out a given emotion.

5. What’s your favorite childhood memory?

The reason for asking this is pretty obvious. One is able to open up about their childhood. A lot of other questions might be answered by this single question. For example, where they grew up, what their childhood involved or even the best childhood vacation. However, precaution should be exercised as not everyone might have had a great childhood. Upon asking the question, it is prudent to gauge the reaction of the girl to the question.

6. If you could live anywhere in the world, where would it be?

This is another question that gives more information on her goals. To some extent, it may also reveal her character as either an outgoing or reserved person. Other questions related to this are if she is knowledgeable about other areas of the world. Also, information on relations in other areas away from their current residence. The question may also leave room for planning for adventurous visits in the future if you wish to travel together.

Deep 20 Deep Questions to Ask a Girl

7. What in life are you the most grateful for?

This question is mostly related to character. A person grateful for family and friends shows they have a great relationship with people. On the other hand, a person grateful for life and all resources available to them has a deeper understanding of the world. It shows that they are aware of the suffering experienced by other people. Also it shows that they do not take things for granted. Either way, a deep understanding of the other person is created.

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8. What are you afraid of the most?

The above question can end up creating a very funny moment. The reason I say this is because many girls instantly respond with their fear of insects or other animals. It is advisable to push a little further to get a deeper answer to the question. This is achieved by being more specific about the fear. For example, one may ask, “What are you afraid most about relationships?” This is more specific and will enable her give answer related to your relationship.

9. What would you change about yourself?

Many girls tend to be very reserved about answering this question. The question relates to the weakness of a person and it is human nature to hide our weaknesses. More specifically, girls always want to change something about their appearance and this might be very hard to admit. A good way to break the ice may be by answering the question first in a joking way. For example joke about your nose, lips or even hands. This makes your partner more relaxed thus easy to honestly answer. It is crucial to show support by giving them a compliment or by saying you hadn’t noticed at all. A sweet comment goes a long way.

10. What’s the best present or gift you’ve ever received from someone?

This is a very important question for a guy with the intention of pleasing your girl. One is able to determine what the girl likes and appreciates. The answers can range from a physical gift or a vacation to a given destination. It is important not to make any assumptions. Of course the immediate conclusion is that the gift was from an ex. You being open minded is key. A gift can come from a best friend or family member. If the information on the special someone is not voluntarily given, refrain from asking too many questions which might be a turn-off.

11. If you could pick one, would you rather have infinite money or love?

The above is another powerful character question. It enables you to decide whether in the future a girl will value you more or flee in the time of financial difficulty. It might not be easy to get an honest answer to this question. Rarely does a girl come out bravely to say they value money. Most of the answers have a tendency to be a bit reserved. It is human nature to live money. It is the extent that differs from one person to the other. The only sure way to know the correct answer is in due time with more times spent together.

12. If you could be anywhere now, where would you be?

This is a simple question that enables one to determine the wants of your partner. The question might be made deeper by asking why she chose the specific place she has mentioned.

13. What is the hardest lesson you had to learn in life?

This can be a very easy or hard question. It is easy for a person who appreciates that life has both easy and difficult situations. Also, the person is willing to learn from the different lessons learnt from the experiences. On the other hand, it is difficult for someone who is ashamed of past mistakes and experiences. An honest answer will help decide her character and approach to life.

14. Who influenced you the most in life and why?

This is a very open question that enables the both of you learn and get different life perspectives. The ‘who’ in this case ranges from a family member to a celebrity, preacher or even a famous writer. The answers may give a hint to her principles or beliefs. To some extent, you might also be able to establish her goal as most people aim to be like the person that inspires them.

15. If you could undue anything from the past, what is it?

The question goes back to past mistakes and lessons learnt. Try to refer to issues related to school, career or business to move away from emotional memories. Having this information will make it easy for you to create an environment for her to get other lessons. For example, in a business situation, giving a lesson via your perspective will enable her improve in the future.

Funny 20 Deep Questions to Ask a Girl

16. If your house caught on fire, what would be one thing you would have to save first?

This can be a tricky question for her. There are a lot of things that a girl values from her clothes, gifts and not forgetting the shoes. You might get a lot of answers for this but I would urge you to insist on just one thing. This will make the conversation more interesting as she will put more thought into it. You might also go deeper by asking why she chose the item first from all her belongings.

17. What would you do today, if you would know that you are going to die tomorrow?

Nobody likes to talk about death but I think this question is special. The question not only provides insight to her desires, it also acts as a wake up call for the both of you. It reminds you to appreciate each other and be able to say or do what you desire. This is because nobody knows about the next day. It also creates an appreciation for the time you are spending. To make it more interesting, you may try to be more specific for example, what would you eat now if you knew you are going to die tomorrow? Where would you go? Etc…

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18. What’s the nicest thing someone could genuinely say about you?

This is a very deep question. It enables you to know something new about your partner. You can make the question more open by asking for two or more responses. You should really reconsider being with the person if they have no answer to this question. No one would like to be with someone with nothing nice about them.

19. If you were able to see in the future, what would you want to know?

The question reveals more about her hopes for the future. The answer may relate to her career, relationship, business or family.

20. What do you like about me?

This is a pretty awesome question to end with. It will obviously let you know whether she enjoys the time with you. Also you will be able to know whether she genuinely likes you. Knowing this will help you know if the future with the girl is bright or is near its end. You better hope to God that the responses are many and positive. Otherwise brace yourself for an awkward finish.

In conclusion, I would like to emphasize on the importance of preparing for the date or hangout with the special someone in advance. Adequate preparation minimizes the chances of having awkward or prolonged periods of silence. Also, make the meet up interactive by contributing with answers to the questions. I hope that the 20 deep questions to ask a girl listed will be helpful to make the interaction with her memorable.

BONUS: 1,000+ More Question to Ask a Girl

What 20 Deep Questions to Ask a Girl

Do You Currently Play Any Sports? If So, What?
Do You Have A Secret No One But You Knows?
Any Tattoos?
Describe The Character Of The Person You Would Like To Date?
Do You Like Playing Any Sports?
Do You Read The Bible?
Favorite All Time Movie?
Have You Ever Had A Spending Problem?
Have You Ever Swam In The Ocean?
Have You Ever Won A Prize In A Contest?
Favorite Celebrity?
Do You Regret Anything?
Do You Consider It More Important To Be Liked Or Respected? Why?
Have You Ever Stood Up For Someone You Hardly Knew?
Have You Ever Loaned Money To Your Friends And Family?
Do You Want To Have Children? Why?
Best Vacation?
How Are You Feeling Right Now?
Describe Your Country?
Had Plans And Broke Them?
How Big Is Your Bed?
Do People Tell You That You Act Older, Younger, Or Your Age?
Have You Ever Cheated On Someone Sexually?
Do You Ever Feel Like Your Partners Are Too Clingy?
All Of Your Life, Your Parents Have Taught You. What Have You Taught Your Parents?
Do You Have Any Special Talents?
Do You Like MTV?
Do You Eat Meat?
Do You Like Music? If So What Kind?
Are You Mostly A Clean Or Messy Person?
Did You Know I Knew We Were Meant To Be Together?
Have You Ever Been So Drunk That You Blacked Out?
Bath Or Shower?
Have You Ever Cried Over A Girl/Boy?
For You, What Is The Most Important Thing In Life?
Do You Like All Your Friends?
Are You Named After A Grandparent?
Do You Have Posters Up On Your Room Walls?
Did Anyone Help You Figure Out How To Ask Me Out On A First Date?
Have You Ever Loved Someone So Much That It Hurt?
Do You Have Any Scars I Don’t Know About?
Do You Get Jealous Easy?
Ever Been Cheated On?
Did You Ever Wear Braces?
Do You Believe In Destiny?
Do You Think The Family Of A Murder Victim Should Have Any Say In What Punishment Is Given To The Murderer?
Do You Like To Go Dancing?
Do You Own A House?
Describe A Typical Day In Your Life?
Have You Ever Been On A Diet?
Did You Ever Arrange A Blind Date?
Are You The Same Person You Were As A Child, Or Much Different?
Do You Like My Friends?
Are You A Touchy & Feely Person?
Have You Ever Had A Crush On An Animated Character?
Do You Love Me More Than Your Mom?
Do You Play A Musical Instrument?
Have You Ever Set A Living Organism On Fire?
Do You Have Any Relatives In Jail?
Have You Ever Made A Prank Phone Call?
Have You Ever Cheated On A Test?
Describe Beauty In Less Than 10 Words?
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Describe To Me The Perfect Date?
Give The Names Of 3 Things You Dislike Most And Why?
How Do You Know You Are In A Relationship?
Can You Decribe Your Dream House For Me?
Have You Ever Participated In Any Alternative Lifestyles?
Ever Broken Any Bones?
Give Me The Names Of 3 People You Dislike Most And Why?
Are You A Bad Person?
Do You Have Any Allergies?
Do You Like To Go Camping?
Do You Believe In The Devil?
Favourite Cheese?
Can You Think Of Something You Craved For When You Were Young And Were Denied?
Have You Ever Walked Out On A Movie At The Theater?
Do You Dream Often?
Do You Think Fairy Tales Influence Our Choice Of A Partner?
Do You Believe In Love At First Sight?
Have You Ever Felt Like You Hit Rock Bottom?
Do You Make Friends Easy?
1000 Random Questions To Ask A Girl
Are You Good At Cooking?
Give Me The Names Of People You Love Most And Why?
Can You…Uh…Change The Way You Look?
How About The Great Outdoors?
Do You Have A Personal Website You Would Like People To Visit?
Have You Ever Hated Someone?
Describe Yourself In A Single Sentence?
Do You Remember Who Taught You To Ride A Bike?
Have You Thrown Up In A Car?
Favorite Soda?
Do You Prefer Boxers Or Briefs?
Do You Know What A ‘Blind Date’ Is?
How Did You Rebel As A Child?
Have You Ever Had A Long Lasting Disease?
Do You Believe That The Cup Is Half Empty Or Half Full? Give Reasons For Your Answer?
Do You Have Any Pet Names? If Yes, Then How Did You Get Them?
Did You Ever Get Lost?
Do You Believe That Dreams Can Be Messages From A “Higher Level”?
Are You Artistic And Creative?
Do You Have A “Type” That You Normally Date?
Do You Like Going Window Shopping?
Ever Seen A Therapist?
Are You Good At Making New Friends?
Are You An Introvert Or An Extrovert?
Do You Have Strong Feelings About Animals?
Do You Like Italian Food?
Do You Think Blind Dates Are A Good Way To Meet Someone Special?
Do You Think Our President Is A Good President?
Ever Toilet Papered Someone’s House?
Do You Have A Tattoo?
Do People Underestimate Or Overestimate You?
Enlighten Us About Carbon Footprints?
Reality Show Fan?
Did You Ever See Your Parents Making Love?
Do You Still Have Pictures Of You & Your Ex?
Favorite Midnight Snack?
Do You Have A Lot Of Friends Of The Opposite Gender?
Are Looks Important In A Relationship?
Do You Live In A House Or An Apartment?
Have You Ever Eated Crocodile Or Snake Meat?
Do You Think Your Family Will Like Me?
Did You Have Pets Growing Up?
Date Someone Older Or Younger?
Do You Own Or Use A Desktop Computer Or A Laptop?
Do You Prefer Facebook, Twitter, Snapchat, Or Neither?
Ever Been Kissed Under Fireworks?
Have You Heard Of Any Successful “Love Potions?
3 Physical Features You Get Complimented On A Lot?
Do You Really Know All The Words To Your National Anthem?
Are There Any People You Think Are Just Better Than Others?
Everyone Has A Mission In Life. What Do You Think Your Mission Is?
Have You Ever Lost Someone You Really Loved?
Do I Ever Embarrass You In Public?
Do You Have Brothers And Sisters?
Do You Believe In Extraterrestrials Or Life On Other Planets?
Can’t Stand Being Around People Who_________?
Have You Ever Regretted One Of Your “Romantic Encounters”?
Do You Like Soda Or Pop?
Are There Any Causes You Strongly Believe In?
Have You Ever Taken Any Anti-Depressants Or Anxiety Medication?
Hey, Do You Want To Have A Kid?
Do You Have Anything That You Especially Like In Another Person?
Does Your Partner Need To Go With You?
Ever Been Addicted To A Game? Which One(S)?
Do You Ever Want To Get Married?
Are You A Member Of Any Societies Or Or Associations?
According To You, How Do We Fight Global Warming?
Do You Tell Your Friends What We Are Doing Together?
Do You Like Eating Out At Restaurants?
Do You Believe In Hell?
Did You Like Me Instantly?
Can You Narrate To Me Your Proudest Moment?
Have You Ever Sang In Front Of The Mirror Like Your Favorite Singer?
Have You Ever Had Surgery On Your Nose?
Are You An Emotional Person?
Do You Read? Has Any Particular Book Influenced You Or Left A Life-Changing Impact?
Dumbest Purchase You Ever Made?
Describe The Last Good Vacation You Went On?
Have You Learned Something Important From Life?
Do You Believe In The Afterlife?
Describe Your Dream Vacation?
How Do You Generally Spend Your Weekends?
Have You Ever Been Stood Up?
Do You Like Where You Live?
Have You Ever Regretted Something?
At What Point Does A Girl Become A Woman?
How Do You Feel About Gender Roles In The Workplace?
How Do You Make Decisions?
Do You Think It Is Right To Continue Seeing A Person If He Has Not Introduced You To His Family Yet?
Do You Have Any Undiscovered Or Hidden Talents? If So, What?
Do You Have Debts? What Kind? How Much?
Do You Follow Trends?
Do You Take Showers In The Morning Or At Night More?
Do You Think That Age Difference Is Important When Dating?
Are You More Like Your Mom Or Your Dad?
Do You Have Any Weird Habits?
Do You Believe In Ghosts?
Friend You’ve Had The Longest?
Do You Daydream Sometimes? What Do You Often Daydream About?
Can You Tell If Someone Is Lying To You?
Do You Drive Or Take The Train When Dating?
Have You Ever Had A Crush On A Friend’s Gf?
Do You Want To Dance?
Do You Like Winter Time?
Current Friend That You Have Known The Longest?
Do You Like Chinese Food?

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