271+ Really Interesting Questions to Ask a Girl You Like


couple talking and drinking coffee

REMEMBER: Below Are 271+ VERY BEST Questions to Attract Her and Keep the Conversation Going! Never Run Out of Things to Say AGAIN! These Tips Helped Over 4,200,000 Readers of THE STALLION STYLE!
Last Update: November 2017

When you meet a girl you like, there is one thing you have to do – KEEP HER ATTENTION! Whether you are on a date or just talking on a phone with your girlfriend, silence will always be awkward.

If you suddenly run out of things to say to her, you need to have a list of great backup questions in your mind that will keep the conversation going for hours.

Some are really interesting and funny!

Luckily, I am going to share with you a selection of the best things to ask and what to talk about with a girl. You will love this resource – TRUST ME!

If you are looking for great things to ask your girlfriend, check out this ultimate post here: 90+ Really Good Questions to Ask Your Girlfriend


couple of coffee

1. “What is something you have tried, but will never do again?”

– This is an intriguing question that will get her thinking. This also allows you to know how wild or daring she really is. Perhaps the both of you have had the same experience and this will bring you closer together.

2. “What quirky habit do you have?”

– Quirky habits are something that we all have. This is something that will get her to open up to you and let down her guard. This is a great way to make her feel just a little more comfortable with you.

3. “Who is your best friend?”

– Best friends must like you if the relationship will ever have a chance of working out. By knowing who her best friend is, you will be able to make a good first impression and will be able to ask more questions about them. What are they like? How did they meet?

4. “What is the one thing you did in your past you wish you could undo?”

– Mistakes are very difficult to understand and admit. If she tells you one thing she could undo that she did in the past, this will bring the two of you closer together.

5. “What is your biggest fear?”

– Fears are horrible, but they allow you to really get to know a person. Knowing her biggest fear means you can further protect her and know her better emotionally.

6. “What is the one place in the world you wish you lived in?”

– A fun question to ask. Most people have places they wish they could live, but they never have the chance to actually live there. By discovering her one special place, you can use this as inspiration for a future vacation, or at least know a little bit more about her aspirations and dreams.

7. “Would you rather be loved or have a lot of money?”

– Love or money? As a man, you better hope she says love because if she says money, she may be a gold digger.

8. “What is the happiest memory from your childhood?”

– Memories of the past are always a great way to get to know a person. Everyone has a childhood memory that really makes them smile and happy. By getting to know her memory, you will be able to know exactly what part of her life was the most special.

9. “What is the most embarrassing moment of your life?”

– Embarrassing moments are something we can look back on and laugh. This is awesome question because it will make her laugh, smile or even cry.

10. “What would your dream date be like?”

– This has its obvious benefits. If you know her dream date, you can create it for her leading you to be Casanova.

11. “What would you change about your personality & look?”

– No one is fully content with themselves. Knowing her one insecurity allows you to be deeply connected with her.

12. “Who has influenced you the most in your life?”

– Life influences are great to know because they can tell you a lot about a person. If she has been influenced by Kim Kardashian, you will know that she wants to live the high life and be the center of attention. However, if her hard working mother was an influence, this can tell you a lot about her.

13. “What is something you used to do as a child that you wish you could still do?”

– There is always something that anyone misses about their childhood. For instance, I miss being able to eat pizza and stay up all night trying to catch Santa Clause coming down the chimney. You are never too old to do these things, and recognizing what she misses enable you to bring it to life for just one day.

14. “What is the worst thing about dating?”

– Some people have commitment issues and others are insecure. If you plan on dating her seriously, this can be used to ensure that you have a long lasting relationship.

15. “What is the one career you would love to enter?”

– Life dreams, aspirations and career choices are good things to know. This is a general question, but a good one to ask when she gets quiet.

16. “Are you close with your family?”

– Is she close with her family? This is a scary question because she may have the picture perfect family, or she may have one that is completely insane, on drugs or suffers from substance abuse. Knowing if she is close with her beloved ones gives you a better understanding of what to expect if you ever meet them.

17. “What is the one movie that influenced your life the most?”

– Movies always have a way of influencing our lives. If her favorite movie is The Notebook, you will know she is a romantic. However, if she says something like Mean Girls, you know that it takes very little to influence her and that she may not be as deep of a person as you had hoped.

18. “Where is the one place in the world you feel safe?”

– Feeling safe is something every girl wants. Her safe place is sacred and can be anything from the ocean to the house that she grew up in.

19. “What is the one thing you want to experience before you die?”

– A bucket list is something that every individual has. Knowing what she wants to do just once in her life is a great way to really get to know her. You can also use this to your advantage if you want to plan a surprise for her and make her dreams come true.

20. “What is your ultimate goal in life?”

– The end all question. This is something that allows you to know her aspirations but also enables you to understand the person you are with. If her ultimate goal is to own a Bentley or meet a famous girl or dude, you might want to get out of dodge. Long-term relationships require the both of you to share a common life goal and if you don’t, your relationship will probably fail.

21. “What do you think is your best feature?”

– This question is really great. You can show her that you value something different, something special like a special character trait or perhaps bad habit that can be turned as your special skill.

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woman flirting

1. “Which is the first region your eyes would wander to if you were to ever see me naked?”
2. “Have you ever decided to kiss or make out with a guy just because you were horny?”
3. “What is the naughtiest moment in your school days that you can remember?”
4. “If I ask you to ask me to do something naughty what would you prefer the most from me?”
5. “Have you ever had a dream about being a lesbian?”
6. “What do you prefer; thongs or panties?”
7. “While you are kissing, what types of other things you prefer to be done simultaneously?”
8. “Where you do like being touched the most?”
9. “What is your wildest sexual secret that you want to indulge in at least once in your lifetime?”
10. “Have you ever had an unexpected orgasm?”
11. “What’s your favorite thing to do with a guy?”
12. “What kind of wears are you wearing right now?”
13. “If we only had twenty-four hours together, what do you think we’d do?”
14. “Are you a trouble maker?”
15. “What tricks do you use to turn a guy on?”
16. “Where’s your favorite place to get a butterfly kiss?”
17. “What do you find attractive in a man?”
18. “What’s more romantic, or sexy: cooking for someone or dancing with someone?”
19. “What do you think is the number one blunder men make when flirting with or hitting on women?”
20. “What do you think is one thing all men should do when dating?”
21. “Do you believe in love at first sight?”
22. “Have you ever been on a date that totally blew your mind? Like one of those movie moments?”
23. “What’s your weakness/soft-spot in a guy?”
24. “If we only had twenty-four hours together, what do you think we’d do?”
25. “If you had X-Ray vision glasses, would you use them to see under the clothes?”
26. “What do you wear to bed- if anything?”
27. “Do you find yourself more drawn to brains or looks?”
28. “How far can you go on our 3rd date?”
29. “Do you prefer cuddling or making out?”
30. “What would be your perfect romantic getaway?”
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couple on a date

1. “Have you ever sat by the phone all night waiting for someone to call?”
2. “Do you believe that he will always have a special place in your heart?”
3. “Do you believe that everything happens for a reason?”
4. “Have you ever had a crush on a friend’s parent?”
5. “Do you rather follow your heart or your head? State your reasons for your answer?”
6. “Do you prefer to share finances with your partner, or keep them separate?”
7. “Do you sleep with a stuffed toy? What is it?”
8. “Describe the appearance of the person you would like to date?”
9. “Have you ever hated loving someone?”
10. “Do you snore or steal the covers or roll around in your sleep?”
11. “Have you ever had a near-death experience?”
12. “Do you consider it more important to be liked or respected? Why?”
13. “What “most likely to” superlative would you be most honored to receive?”
14. “What is your weirdest dealbreaker?”
15. “Everyone has a mission in life. What do you think your mission is?”
16. “If you could instantly transport just one building to anywhere on earth, what building would you move and where, to create the most interesting outcome?”
17. “When was the last time you literally stopped to smell flowers?”
18. “What was the most uncomfortable thing you’ve had to do out of politeness?”
19. “What view would you most like to have out of your window?”
20. “Would you rather be beautiful and dumb or ugly and clever?”
21. “Where’s the weirdest place you’ve found something that you lost?”
22. “Which famous person would you love to be? Why?”
23. “What is something about life that people don’t appreciate as much as they should?”
24. “What’s the worst thing a person can do that isn’t illegal?”
25. “Have you ever been jealous of your closest friends?”
26. “Who’s your favorite protagonist from an animated movie?”
27. “If you could instantly know how to speak another language, what language would you choose to know?”
28. “What’s the habit you hate most in a boyfriend?”
29. “What’s the best “less is more” example you can come up with?”
30. “What product has greatly exceeded your expectations?”
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man and woman smiling

1. “What kind of things really makes you laugh?”
2. “What is the most silly pick-up line or a phrase guys used on you to win your attention?”
3. “If you could jump into a pool full of something, what would it be?”
4. “If you had to make out with a friend of the same sex to save the world from aliens, whom would you pick?”
5. “What was the funniest moment in your life?”
6. “Have you ever had a crush on an animated character?”
7. “If the world froze for an afternoon and only you could move and no one could see you or remember what you did, what would you do?”
8. “Which habit are you proudest of breaking?”
9. “If you had to pick an animal, which animal do you find the sexiest of all?”
10. “What word starts with a letter “f” and ends with letters “u-c-k”? (The answer is “firetruck” so maybe you should save this questions until you know each other better)”
11. “What’s your favorite joke?”
12. “If I caught you masturbating would you carry on, or stop and pretend you weren’t?”
13. “Would you describe yourself as naughty or nice? Why you say so?”
14. “What’s the weirdest nickname you’ve ever had?”
15. “What is your most embarrassing sexual moment?”
16. “Which sexual kink would you be least likely to try?”
17. “What was the strangest punishment your parents ever gave you?”
18. “If people could read your mind, what would they usually hear?”
19. “Did you ever have a crush on your best friend´s boyfriends?”
20. “What would be much better if you could just change the color of it?”
21. “If you could be any fictional character who would it be?”
22. “Do you think you’d know if I was feeling horny?”
23. “What would you do if you could be invisible for one day?”
24. “What food would be the best to make a house out of?”
25. “What’s the weirdest crush you’ve ever had?”
26. “What is the ugliest thing you own?”
27. “What are the best and worst things about being a woman?”
28. “What do you dislike but have no good reason for disliking?”
29. “What’s the first thing you’d look at if you saw me naked?”
30. “What’s the worst thing someone has walked in on you doing?”
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woman talking to a man

1. “What are the things that stand between you and complete happiness?”
2. “When someone sees your name on caller ID, what thoughts and feelings do you want them to have?”
3. “If you were going to die at midnight, what would you be doing at 11:45 pm?”
4. “Standing at the gates of heaven, and God asks you “Why should I let you in?” What do you reply?”
5. “If you woke up tomorrow as an animal, what animal would you choose to be?”
6. “If you could go back in time, once, and change a single thing – what would it be?”
7. “Would your life be better or worse, if you knew the time and place where you would die?”
8. “If you could start over, what would you do differently?”
9. “What habits are holding you back from success?”
10. “What have you done to pursue your dreams lately? How about today?”
11. “What is one dream you think you’ll pursue relentlessly for the rest of your life?”
12. “Do you think human morality is learned or innate?”
13. “Do you think the present is better than 50 years ago? Why?”
14. “If science makes it possible to predict which people will be more likely to commit crimes, should the highest risk individuals be jailed or killed before they can commit crimes?”
15. “What are the most common road blocks that stop people from achieving their dreams?”
16. “What would you change about your life if you knew you would never die?”
17. “What would you have to see to cry tears of joy?”
18. “What makes a person truly evil? Are they born that way or did their environment make them that way?”
19. “How regularly do you see your best friends?”
20. “What will people say at your funeral?”
21. “What would you do differently if you could turn back time?”
22. “If you could watch everything that happened in your life until now, would you enjoy it?”
23. “What is the hardest lesson you had to learn in life?”
24. “What would you do differently if you knew that no one was judging you?”
25. “Do you believe everything happens for a reason, or do we just find reasons after things happen?”
26. “How do you celebrate the things you do have in your life?”
27. “In your life, what has been the biggest blessing in disguise?”
28. “When you’re 90 years old, what will matter most to you in the world?”
29. “If you could write a note to your younger self, what would you say in only three words?”
30. “How much is a human life worth and are some lives worth more than others?”
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girl riding a bike

1. “What’s your favorite book and why?”
2. “What would you grab if your house was on fire?”
3. “What was your favorite childhood toy?”
4. “What was your worst job?”
5. “What does your name mean?”
6. “How do you spend your free time, and where do you like to go?”
7. “What role models do you respect the most?”
8. “Where were you born?”
9. “What’s one thing on your bucket list?”
10. “Are you a troublemaker?”
11. “Who is your best friend and what do you love about him/her?”
12. “Do you have any nicknames?”
13. “What’s one place you really want to travel to?”
14. “What makes you really irritated? Especially something other people do that irritates you!”
15. “Is death your biggest fear, or is it something else?”
16. “If you were a man for a day, what would be the first thing you do?”
17. “What’s one thing that’s happened to you that has made you a stronger person?”
18. “What’s one thing you’d love to learn more about?”
19. “Where is one place you feel most like yourself?”
20. “What is something you’ve never done that you’ve always wanted to do?”
21. “Where is your favorite place to escape to?”
22. “What is something you’ve never done that you’ve always wanted to do?”
23. “If you could change one thing about yourself what would it be?”
24. “What is your biggest fear?”
25. “When you were younger what did you think you were going to be when you grew up?”
26. “What is the craziest thing you’ve ever done?”
27. “Do you easily accept compliments? Or do you hate compliments?”
28. “If you could be any animal, what animal would you be?”
29. “How seriously do you take horoscopes?”
30. “Do you have any regrets? What’s your biggest one?”
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couple on first date

1. “How is your relationship with your mom?”
2. “Do you have any brothers or sisters?”
3. “What do you value the most when it comes to friendship?”
4. “How is your relationship with your father?”
5. “How often do you talk with your parents?”
6. “What’s your best memory with your father/mother/sibling in it?”
7. “What jobs did your grandparents do?”
8. “Who do you think knows you the best?”
9. “Where is your bloodline originally from?”
10. “How regularly do you see your best friends?”
11. “How is your relationship with your father?”
12. “Tell me about a funny family story.”
13. “Which relative are you emotionally closest to?”
14. “Where did your parents meet?”
15. “Who is the wisest person in the family?”
16. “If you had to choose, what family member would you kill off and why?”
17. “Tell me about a family member you are really proud of.”
18. “Who’s your best friend?”
19. “Where is your bloodline originally from?”
20. “How did you and your best friend meet?”
21. “Who is the kindest person in your family?”
22. “What’s the most immature thing your parents do?”
23. “Who is the wisest member of your family?”
24. “What’s the weirdest tradition your family has?”
25. “What bad thing did you do as a kid that your parents never found about”
26. “What’s your “and then it got worse” family story?”
27. “Do you have any relative in jail?”
28. “Do you have any famous relatives?”
29. “How close are you with your family?”
30. “What jobs do your parents do?”
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the best sex story

1. “Does a massage make you wet?”
2. “Would you use sex toys?”
3. “Do you like watching porn?”
4. “Which celebrity would you sleep with in a blink of an eye?”
5. “Doggy style or a cowgirl?”
6. “Will you cheat on your boyfriend with an ex whom you still have strong sexual chemistry with?”
7. “Does size matter to you?”
8. “Would you be open to a threesome?”
9. “If a guy wants to come over to your place and make out with you right now, would you like that?”
10. “Where was the craziest place you ever had sex?”
11. “Have you ever kissed a girl before?”
12. “Spit or swallow?”
13. “If I asked nicely, would you show me your boobs?”
14. “Have you ever been caught having sex?”
15. “How often do you masturbate?”
16. “What makes you wet without fail?”
17. “What’s the dirtiest thing you’ve ever sexted someone?”
18. “What’s your favorite part of a man’s body?”
19. “What’s the most daring place you’ve done it in public?”
20. “Who’s the one person in this world you wish you could fuck?”
21. “In what position to you orgasm most reliably?”
22. “What does it feel like when you orgasm?”
23. “Have you ever made an erotic fantasy come true?”
24. “Are you a screamer? A moaner?”
25. “How do you like your pussy to be licked?”
26. “What’s your favorite kind of foreplay?”
27. “Do you like it rough or gentle?”
28. “If you had to choose, would you be a dominatrix or a submissive?”
29. “What does your ideal penis look like?”
30. “What’s your favorite blowjob technique?”
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couple talking and laughing

1. “What’s your favorite place in the entire world?”
2. “Where did you go to school?”
3. “What do you do, and how long have you been doing it?”
4. “What were you like as a kid?”
5. “What’s on your bucket list?”
6. “What type of music are you into?”
7. “Do you have any nicknames? What’s the story behind them?”
8. “Are you a cat person or a dog person?”
9. “Did you like this place?”
10. “Want to get coffee/dessert after this somewhere else?”
11. “What kinds of things really make you laugh?”
12. “Have you figured out your calling in life? What is it?”
13. “What’s your favorite place in the entire world?”
14. “Favorite movie of all time? Why so?”
15. “What is your favorite way to spend a Saturday?”
16. “What do you hate most about the dating process?” (Tell me so I can avoid it!)
17. “What type of music are you into?”
18. “Do you have any pet peeves?”
19. “Do you ever cook?”
20. “What’s your biggest goal in life right now?”
21. “Coffee or tea?”
22. “Who was your favorite schoolteacher or college professor? Why?”
23. “Are you a morning person or a night person?”
24. “Who is your best friend? What do you like about him/her?”
25. “What are you most passionate about?”
26. “What was your major?”
27. “What should I know about you that I’d never think to ask about?”
28. “If you won the lottery tomorrow, what’s the first thing you’d buy?”
29. “Who has been the biggest influence in your life?”
30. “What was your family like growing up?”
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the crazy psycho woman

1. “How old are you?”
2. “How much do you weigh?”
3. “Are they really yours?”
4. “Why do you have to be a b*tch sometimes?”
5. “Do you think I’m handsome?”
6. “Are you on your period?”
7. “Do you want to know what my ex did this one time?”
8. “Want to pay for dinner?”
9. “Can I read your messages?”
10. “How many guys have you slept with?”
11. “Babe, I bet if you were a guy, you’d f*ck her brains out too, right?”
12. “What do you think of my uh, size?”
13. “Is your sister hot?”
14. “Can I borrow some money?”
15. “Are you really going to eat all that?”
16. “How long does it take to put on all that make-up?”
17. “If I got you pregnant, would you have an abortion?”
18. “How much do you earn?”
19. “Can you chill?”
20. “Why can´t you lose weight?”
21. “How did you screw-up your last relationship?”
22. “Is it that time of the month?”
23. “Can you calm down?”
24. “Do you like to be conquered?”
25. “Why do you like wearing that skirt?”
26. “Are you drunk yet?”
27. “If you could have dinner with any famous person, living or dead, would you order the most expensive entrée on the menu like you did tonight?”
28. “I’m going to get some food, do you want a salad?”
29. “If you could change 3 things about yourself, would you start with that nose?”
30. “Why are you even friends with them?”
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Hey folks! My pen name is James Buzinko (a.k.a. Stallion) and I want to make this THE GREATEST place for every guy to master the arts of love, dating and attraction! I am young, free and my motto is "Carpe Diem".