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USERNAME: AnggaAdi123
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I’m not usually into hunting, but I’d love to catch you and mount you all over my house.
Hey girl, I’m a fully-fledged meteorologist and something’s telling me you’re in for a few inches tonight.
I might not be going down town later, but hopefully I’ll be going down on you.
People are talking about you behind your back. Wanna know what they’re saying? “Great tits”.
Why don’t you let me be your personal sealant and fill your crack in?
If you were Kim Jung Un you’d have no problem making me stand to attention.
Shakira was wrong, I’m definitely confusing your breasts with mountains.
Everyone prefers a sprint to a marathon, so do you feel like coming to mine for a quick one?
Can you start printing out some missing person posters? I’m gonna have you tied up for a long
Let me guess your favorite position: anything that involves my balls bouncing against your ass.
Are you an eco-friendly kind of girl? The condom in my pocket goes out of date tomorrow, so why don’t you help me use it?
Hey cutie, you’re looking a little short on accessories. I’ve got one that’d look great in your mouth.
I can tell you’re into yoga, why don’t you spend a little time showing me just how flexible you are?
Usually my favorite planet is Pluto, but I reckon it could be Uranus if you let me explore it.
Wanna know the difference between a unicorn horn and an erection? I don’t have a unicorn horn right now.
I’ve heard the population is on the slide, why don’t we do something about that tonight?
I don’t think I want your babies, but I wouldn’t mind refining my baby making technique with you.
One of my friends told me girls hate oral, do you wanna help me prove him wrong?
I’m pretty bad at swimming, can I use your assets as a buoyancy aid?
Do you need a personal boobs holder? I’m out of a job at the minute, but I’ll happily volunteer for you.
It’s kind of slutty when girls give blowjobs to strangers, so let’s get acquainted first shall we?
I ran out of tooth floss this morning and dental hygiene is important to me. Mind if I use your pubic hair?
Do you need a running partner? I can give you a shot of protein when we’re finished.
All beautiful ladies deserve a pearl necklace and I’m just the man to give you one.
Are you into food play? You can be the pasta and I’ll let you mix yourself up with my balls.
I’d love to see you wearing your birthday suit
Can you put your hair into pigtails for me? It’ll make it easier for me to ride you.
Does your job blow? You might as well blow me instead, at least one of us will be happy.
My nutritionist told me you are what you eat and I want to be a beautiful woman.
Want to take part in my exchange program? It involves bodily fluids.
Did you send the invitation to the party between your legs in the post or do you wanna give it to me in person?
Your ass is so tight I want to crack my nuts on it.
Your bra doesn’t look like it fits, do you want to try the free fitting service back at my place?
Can you do telekinesis? Because you’ve made a part of me move without even touching it.
Let’s play a game; I’ll be the trampoline and you can bounce on me.
Have you heard about the latest nuclear dramas? Well I’ve got something you can blow.
Want to save a life unzip pants I’m in need of some mouth-to-dick
Mind if I try and guess which part of your body you like having kissed the most?
My biology teacher told me that the lips are the most sensitive part of the body, wanna find out if she was right?
There are ten-thousand neurons in the end of my member and I want you to get every one of them firing.
Are you into alternative therapies? I’ve heard a good orgasm is good for any kind of pain.
Just to be clear, we’re both heading for the same bed tonight, right?
If we get to work now, we could have a fourth of July baby by next year.
You don’t need to go to Sephora for primer with the juices I’ll produce.
Have you ever been to Europe? Well, I’m European and I’ll let you come with me for free.
You know, there’s a space on my apartment floor that’s perfect for your clothes.
Would you like to add a new bone to your anatomy?
If you place your tits on my face I bet I can guess how much they weight.
If I correctly guess your bra size, do I get a prize? How about a BJ?
My fridge is full of your favorite breakfast food for when you wake up underneath me.
Why don’t you panic your parents and stay over at mine tonight without telling them?
Wanna see if you can add “has an awesome gag reflex” to your resume?
You’ll be the most popular girl in the office with the moves I’ll teach you.
I’ve heard there’s some treasure lost in your chest, wanna see if X marks the spot?
How would you like to be the next notch on my bed post?
I’ve recently qualified as a gynecologist and I’d like to offer you my pro-boner services.
I’ve got some oral skills I can teach. Don’t worry, you can pay in kind.
So do you take contactless payment or is it cash only?
Let’s see how many four-letter nicknames I can come up with for you while you bounce up and down on me.
I’ll make like the repot man and smash your back doors in.
I can think of an activity for us to do that rhymes with “muck”
Would you like to stroke my pet? He’ll grow for you if he likes you.
I’m a great circus master. Don’t believe me? Well then let me put my head in your mouth.
I’ve got a mouthwash you can use any time of the day.
Fucking unscrewing the wine, just screw me instead.
Want to find out what the best thing you can do with your lips is.
I’m into Australian culture. I love going down under.
I have tourette’s and only a good fuck will cure me.
I must have missed the slippery when we sign when I was walking towards you.
If I were your captain, I’d soon make your nipples stand to attention.
I’ve got something in my pants that’ll shut you up.
Shall we see how well you gargle with my cock in your mouth?
You remind me of a leaf blower. Do you need something to practice on?
Do you want to commit a sin for your next confessional?
I’ll cut to the chase – let’s just fuck.
I’ve been banned from playing Tapped Out. Can I just tap you instead?
My Sims just had babies and now I’m jealous. How about we make sure we’re even with them?
How many drinks will it take for you to sit on my face?
Shall we see if I’m allergic to your juices?
Cancel all your plans for this evening, you’re doing me until the sun goes down.
I’m not into watching sunsets, but I’d love to see you go down.
Are you missing a chromosome, because you seem very special to me.
Let’s play a little TSA roleplay. Now, bend over and cough.
Sometimes I like to pretend I’m the Titanic. Why don’t you let me go down on you?
Girl are you an iceberg? Because you’re making me want to go down.
I wouldn’t risk arrest for public indecency for just anyone. You, however…
You’re so hot I’d suck the farts out of your ass.
My little friend spits when he’s happy. Want to see?
Put your icing away. I’ve got something you can frost with.
I can see into the future, and yeah, we’re gonna fuck at least once.
Rumor has it you like bouncing. I’ve got something you can bounce on.
I’d love to explore the box your virginity came in.
I know, you be the coffee and I’ll give you some creamer for free.
My right hand is tired. Would you like to help it rest?
Hey, you just cured my erectile dysfunction. Go you.
Shall we see how well our genes mix?
Your tits are so beautiful I won’t even pretend to know where your face is.
Don’t worry about drinking your calories, I’ll help you burn them off.
Can you tell me what time your legs open, please?
What’s the entry fee for your grand leg opening event?
A part of me is tense and I think you’re perfect for easing it.
Want to make a cocktail? How about my bodily fluids and yours?
What is your personal idea of what a perfect kiss should look like? Just tell me; you don't have to show me practically.
What do you think a perfect date should comprise of?
Besides me, who is your dream girl?
Where would you go to if you have to take your girlfriend to just one romantic spot in the world?
What event will you define as the most embarrassing moment of your life so far?
What do you wear to bed when you are in the mood for sex?
What part of the body would you want me to get a tattoo on?
How old were you during your first kiss, and who was the girl you kissed?
What outfit turns you on the most in a girl?
Have you ever felt like having sex while texting to someone on the phone?
Have you ever had a one night stand, and who was the girl you had it with?
If I were to be in your room right now, what are the things you would have loved to do to me?
What do you enjoy most about me during sex?
What color of lingerie and panties turns you on the most?
Have you ever been naughty enough to have sex in a public place, and were you caught in the act?
What is your definition of a perfectly sexy woman?
What part of your body do you enjoy being touched the most during foreplay?
Have you ever given in to the sexual advances of a much older woman, and how old were you at that time?
Apart from your mother, who was the first woman to touch your penis, and what did it feel like?
When you had sex for the first time, how old were you, and if you had a choice, would you change it to be later in your life or much earlier?
What would you consider the most shameful act you have ever been involved in?
Do you get intimidated when girls take the first steps towards sex?
How many girls have you been with before we met?
Which names would you prefer to be called, brainy or sexy, cool or cute?
If you have the chance to date a female celebrity, who would you choose?
Do you like checking out a girl's features when she walks away after talking with you?
Have you ever been in a situation where someone you were not in a relationship with walked in on you while you were naked, and what was your immediate reaction?
What are the physical features you are most attracted to in a girl?
What is your idea of a perfect foreplay?
Have you ever exchanged naked pictures with any girl?
Have you ever had cyber sex with a total stranger?
What would be your immediate reaction be if you lose your trunk while swimming?
Tell me what your parents look like, are they as good looking as you are?
What is the weirdest thing you have ever dreamt of doing with a girl?
When was the last time you dreamt of me?
If I were to choose between wearing a yoga pant and a short skirt all through my life, which would you prefer I wear?
Can you guess the color of the panties I'm wearing now?
What is the naughtiest thing you have ever done in your life, and how old were you when you did it?
Have you ever experienced the embarrassing situation where you say another girl's name while having sex with your girlfriend?
What part of your body would you say is the most sensitive?
Have you ever been involved in a game of double dating at any point in your life?
Have you ever been caught by anyone masturbating?
Have you ever practiced with sex toys?
When last did you masturbate?
If you were asked to choose one sex style for life, what would you choose: regular, anal or oral?
Do you love your woman with hairs on her private area or bare?
What is your favorite sex position?
If you could get a once in a lifetime chance to sleep with a single celebrity, who would you want to sleep with?
Do you feel jealous when you see me discussing with other guys?
If you catch me making out with another hot girl, will you join us or get angry?
Have you ever slept with someone, and then woke up wishing you hadn't slept with her?
If you were asked to choose between a slightly underweight and a slightly overweight me, which would you go for?
Would you love sex for breakfast and for dinner?
What is your take on public display of affections?
What is the difference between making love and sex?
If you get the chance to change the age you were when you lost your virginity, would you choose a younger or an older age, and why?
Have you ever had a threesome?
Have you ever found yourself in a friends-with-benefits situation?
What arouses you the most, and why?
Have you ever slept with a woman for money?
Looking to get to know a woman a little bit better or need some questions for a woman you’ve known a long time? Tired of the same old small talk questions? We’re here to help with a list of interesting and engaging questions to ask a girl. These aren’t your normal run of the mill questions and some can actually get quite deep.
These questions will definitely get an interesting conversation going. You can pick and choose the ones you like or you can just ask them all. I added a bit of commentary about how to use each question and some possible ways to take the conversation. You can read through the commentary or just skip it. Your choice.
These questions are great as stand alone questions to ask a girl, but for a really great conversation you’ll want to ask her plenty of follow up questions. Enjoy the great conversation, you can thank me later! If you’d prefer an image or PDF of our first 50 questions to ask a girl we’ve got that at the bottom of the page.
Questions to ask a girl list
This first list of questions to ask a girl is a great place to start. Each question has some commentary that might help with the questions but feel free to ignore the commentary if you want. There’s also many more excellent questions to ask a girl without commentary below the first set.
So without further ado, here are our best list of unique questions to ask a woman to get to know here better.
1. Where is the last place you would ever go?
No telling what she’ll come up with for this question. You can get pretty creative with it or you can answer it literally. Either way, it’ll probably require a bit of thought but could lead a really great answer.
2. What are you completely over and done with?
So with this question there really isn’t any way to predict what she’ll say, because there are so many different ways this question can go. She might talk about a current fad or fashion, she might talk about a friend, really it could be anything.
But whatever she chooses to talk about, we all love talking about things that annoy us and she will too!
3. What memory do you just keep going back to?
Perfect for getting to know a little bit more about her. Whether it’s a serious memory or just one of those passing things that sticks with us sometimes, either way it’s a great window into her world.
Just a heads up though, this one can get real serious in a hurry depending on what memory she decides to share.
4. What’s the most immature thing your parents do?
It doesn’t really matter how old someone is, they still do immature things. Sometimes those things are silly and fun, sometimes they are more selfish or hurtful.
Either way, this is a question that she’s probably never been asked before and can lead to some really interesting answers!
5. What is the most unusual fear you have?
A question that can get really funny or really weird. Either way it’s a fun question that people generally like answering. Who knows, you may share an unusual fear!
6. What is your favorite TV show?
Sure this one is a really common question, but it’s great because if you are into the show too you have a ton to talk about. And if you haven’t seen it, now you have a good show to watch. Plus, if you don’t know anything about it she’ll probably enjoy telling you about it.
7. What’s the most ridiculous argument you’ve had?
I can almost guarantee this one will lead to a funny story. One that she will enjoy telling and you’ll enjoy listening to. I’m sure you both have plenty of ridiculous argument stories, especially if you have siblings.
8. What do you wish people would stop asking you?
At every stage of life, you hear questions over and over again. Whether it’s questions about your future, questions about life circumstances, or questions about personal things. Everyone gets asked the same questions over and over again.
9. What’s the biggest lesson life has taught you?
More of a serious question but it can be a really good beginning to a conversation. Plus, you’ll learn more about what makes her who she is and why she is the way she is now.
10. What is increasingly becoming socially acceptable?
You might learn some about what movements she supports or doesn’t support. But really this question is more about starting an interesting conversation about society.
Just remember, it’s okay that people have different viewpoints than you. This isn’t a debate. You aren’t trying to convince her you are right.
11. What pictures or paintings have had a big impact on you?
This is also one she probably hasn’t been asked before and she might have never thought about it. But I can almost guarantee that examples will leap to her mind when you ask her the question. This is question is pretty cool because you can pull up the pictures / painting up on your phone. You’ll probably get to see some cool pictures you’ve never seen.
12. What movie or book character are you most similar to?
If nothing else, this question will tell you how she views herself or who she wants to be more like. Always good to know, and a lot fun think about as well. There is a reason those quizzes are so popular on social media.
You could split the question into two parts, which character do you wish you could be more like and which do you think you are actually like. Or move the conversation into what books and movies she is into. You could also talk about which characters are the most interesting or unique.
13. What part of your culture are you most and least proud of?
Our culture makes up a large part of who we are and she is no different. This one can get a bit deep but it’s definitely fertile ground for a good conversation. So dive in on cultural matters and see where you both have similar viewpoints and where you differ. There will be lots of chances for follow up questions. Just remember, listen and ask questions; don’t just think of the next thing you are going to say.
14. What’s the worst and best thing about being female?
A great question that she is sure to have plenty to say about. If you are severely grossed out by feminine body stuff you might be tempted to give it a pass. But who knows, you might actually learn some stuff you didn’t know. And plus they have to live with a bunch of pain in the ass stuff that goes on with their body, the least we can do is to learn a bit about it and be thankful we don’t have to deal with it (I’m assuming you are a guy reading this, but I could be wrong).
Lots of chances for follow up questions to learn more, but yeah if it’s about bodily stuff you might not want to pry too much. But the good stuff about being a woman is great to ask questions about. You can also talk about what’s good about being a guy.
15. What random stranger has had the biggest impact on your life?
This is one that she’ll probably have to take some time to think about, because it’s not a common question. But it can be a lot of fun to answer and can be quite thought provoking as well. Plus, she’ll get to tell a story about her past and how it affects who she is today; which is always good to know.
To keep the conversation going; remember to ask more details about her story, ask about other random strangers that had an impact on her life, or tell her about a random stranger that had a big impact on your life.
16. What achievement are you proud of but most people would consider silly or weird?
This question is a great way to find out more about who she really is and what she finds interesting / fun. If the girl you are talking to is a girlfriend you might be able to use that info to create a game / competition that only you and she plays or it might turn out to be great for future gift ideas. However she answers this question, you’ll probably learn something new and interesting about her. Don’t forget to ask a lot about the details.
17. What period in history had the best fashion?
Not all girls are into fashion, but a fair number of them are. Even if she isn’t way into fashion, she still might like this question. It’s probably something she has an opinion on, but I can almost guarantee no one has ever asked her. To expand the conversation, you might want to ask about if different time periods were better for different genders.
18. What silly or funny thing makes you afraid or creeps you out?
This is a fun question that doesn’t quite delve into deep fears, but can still get strong reaction. You can talk about why the thing creeps her out and if she has any funny stories about the thing she is afraid of. You could also move the topic into more serious fears if you wanted to get a bit deeper. But feel free to keep it light and talk about humorous fears.
19. How quickly do you jump to conclusions about people?
This one is a great question to find out more about how she views other people and what stereotypes she has. To further the conversation, you can ask her about what she thought of you the first time she saw or met you. Or you can ask her about what the telltale signs for a good and bad person are.
20. How would the world change if super heroes and super villains actually existed?
This is a question to get the creative juices flowing and I’m sure you both can come up with some funny and interesting situations that would arise if super heroes / villains existed. Sure, the girl you are talking to might not be too into this question if they don’t like comics or watching super hero movies. But with how popular super hero movies are, it’s probably a safe bet she’ll enjoy this question. If she doesn’t like those types of movies though, you might want to give this one a pass.
21. What would be your strategy for surviving an apocalyptic epidemic?
Another one that is a bit off the wall, but I’m sure we’ve all thought about it. Especially with how popular post apocalyptic shows, movies, and books are. This one is an easy one to expand into a long conversation, because you can discuss the merits of each strategy compared with each scenario. I mean, there have literally been books written about this. So yeah, lots to talk about. Especially if you two are into the post apocalyptic genre.
22. What is the most important change that should be made to your country’s education system?
This one is a bit more serious. But you can see how much she is into social change and probably get a good idea of her political leanings. Or you might find that she doesn’t really care about it. Either way it’s good intel. You can easily expand this question by bouncing different ideas off of each other and talking about the merits of each idea.
23. What is something you think you will regret in the future not starting now and what is something you already regret not starting sooner?
Oh procrastination. Yep, we all do it. This will let you know how much she procrastinates as well as letting you know about what some of her goals are and what she finds important. Try not to nag her about her answers, because one, she probably already feels bad about it and two, you probably have stuff that you should’ve already started. If your goals line up, it’s a great way to get a conversation going about what you both would like to accomplish in the future. Also, it’s great opportunity to complain about how busy the present is.
24. If you could put your brain in a robot and live indefinitely, would you?
A couple of large philosophical questions wrapped up in a fun hypothetical question. You could talk about what makes a human a human. Or you could chat about the merits and drawbacks of living indefinitely. Or you could just talk about how cool it would be to have robot body decked out with lasers *pew* *pew*!
25. If you could replace the handshake as a greeting, what interesting new greeting would you replace it with?
This is a rather silly question, but it can be a lot of fun. Plus it’s doubly hilarious when you both try out different greetings. Try out secret hand shakes or high fives with elbows, you are only limited by your creativity.
26. Who’s the worst guest you’ve had in your house and what did they do?
This is usually good for a funny story. And she’ll enjoy it because it gives her the chance to break out one of her good stories. Encourage lots of details and ask lots of questions.
27. When does time pass fastest for you and when does it pass the slowest?
What does she enjoy and what bores her? If you don’t know, well now you’ll know! For follow up questions you can ask about more examples or you can prompt her with activities to see which ones she finds tedious and which ones make time fly by.
28. What always sounds like a good idea at the time but rarely is?
This is just a fun mental exercise in coming up with humorous / true examples. And I can almost guarantee there are some good stories about bad decisions to be had from both of you. See what you can come up with and see who has the craziest stories.
29. Are humans fundamentally different than animals? If so, what makes us different?
Whoa, what is this serious question doing here? Yep, be prepared for a conversation filled with landmines like religion and other strongly held beliefs. This question is not one to be busted out lightly, so pick the right time or just skip it. Nothing wrong with keeping a conversation light but I’ve always enjoyed a good deep conversation as well. So dive in or give it a pass, it’s up to you.
30. You can broadcast one sentence to every TV
A little different spin on the normal “what’s your favorite / most used app” question. We’ve all got apps on our phones (usually self-improvement / education apps) that we mean to start using but never get around to.
Also this question is a great gateway question for a discussion about apps.
42. Who was the most power mad person you’ve met?
Kind of an odd question, I debated whether to include it on this list. But it might lead to an interesting story, so I decided to leave it in.
Feel free to skip this one if you aren’t into it or don’t think she’ll find it interesting.
43. What world famous monument do you have no interest in visiting?
A pretty random question, but great for seeing what she isn’t into. It can definitely lead to some interesting answers and you’ll learn a lot more about how much she likes / dislikes travel.
44. What is something that you think people are only pretending to like or are deluding themselves into liking?
A perfect question for finding out what trends or fads she just doesn’t see the point in. Definitely not a normally asked question but it can get some really interesting answers.
45. What joke went way too far?
This one can get dark quick depending on what story she decides to tell. Just a heads up. Still a great question though and can lead to an interesting story.
46. What are some of the telltale signs that a guy is creepy?
So we all know people that seem a bit creepy. So, what mannerisms makes them seem creepy? Are they really creepy or just a little socially awkward? This can really lead to a great conversation about how humans view each other.
47. What is your very first memory?
A little question that probably won’t tell you much about her, but it’s still a fun question to answer. We all like talking about ourselves after all.
48. What’s the most embarrassing thing you’ve said or done around someone you had a crush on?
Get ready for some cringing. She might not want to let you know, but if she does it can be a really good question for bringing out a good story. You might want to skip this one if you just met her but it’s great if you’ve known her for a while.
49. Who is your favorite actor or actress?
Another question that is a little generic but perfect for learning what types of movies she is into. Also a great intro into a conversation if you also like one of the actors or actresses she mentions.
Plus, it’s easy to spin this question off into a discussion about movies. Because who doesn’t like movies?
50. What doesn’t exist but you desperately want / need it?
Perfect for some creative answers and blue sky brainstorming. It’s always fun imagining what form solutions to problems will take. Plus, you’ll both get to commiserate about problems currently without a solution.
151 Extra questions to ask a girl
51. What are you most grateful for?
52. What do you wish you could re-live?
53. How decisive or indecisive are you?
54. What snack can you just not get enough of?
55. What’s this time period the golden age of?
56. What was the worst phase you went through?
57. What weird smell do you really enjoy?
58. What’s the best gag gift you’ve ever seen or gotten?
59. Who do you make happy?
60. What animal are you surprised isn’t extinct yet?
61. What’s in your pockets right now?
62. What options would come up if you could “right-click” people?
63. What’s the best piece of advice someone has given you?
64. What do you like to do that is traditionally considered masculine?
65. What was something you ate regularly as a child but now cringe at the thought of eating?
66. What’s something you learned recently that you really should have already known?
67. If you were an action figure, what accessories would you be sold with?
68. Which car is so ugly you’re shocked it got made?
69. Do you prefer being warmed when you’re too cold or being cooled when you’re too hot?
70. What sentence can you say that makes total sense now but would seem insane 20 years ago?
71. What’s the best practical joke you’ve pulled or seen pulled?
72. If you inherited a private jet from a stranger, what would you do with it?
73. What’s something from your childhood that used to be common but now is pretty rare?
74. What’s something weird that you recommend everyone trying at least once?
75. What country can you name but besides the name you know almost nothing else about it?
76. If you were given $5,000 to give the most amount of happiness to the most amount of people, what would you do?
77. What piece of culture or trend has died out, but you would like to see it make a comeback?
78. What’s an innocent mistake you made that had dramatic consequences?
79. What kinds of things are normal now but will be highly valued antiques a century later?
80. What’s something horrible that we as humans have accepted, because that’s just how things are; but actually things don’t have to be that way at all?
81. If you could hear every time someone said something good about you or something negative about you, which would you choose?
82. What do you think people automatically assume about you when they look at you?
83. Looking back on your life, what have you done that has given you the most satisfaction?
84. If you were forced to create a new dance move, what would it be and what would you call it?
85. If everything was quantified, what life stats would like to see for yourself?
86. What do you really wish you knew when you were younger?
87. What songs can you sing that I’ll know after hearing two words from the song?
88. If you were given $100,000, but it could only be used to upgrade your shower or bathtub what upgrades would you make?
89. When was the last time you laughed so hard you cried?
90. What’s your story?
91. What do you wish you had more time for?
92. When was the last time you had a gut feeling about something that turned out to be correct? How about a time your gut feeling was wrong?
93. What would you do if one day you woke up and every person was just gone without a trace?
94. What’s your “and then it got worse” story?
95. What’s your curiosity killed the cat story?
96. What’s the biggest lie that someone told you?
97. What would be the worst thing to put into a piñata?
98. What’s the most unpleasant sounding word?
99. What was a huge deal when it happened but now everyone seems to have forgotten about it?
100. If you could dedicate your life to solving one problem, what problem would you choose?
101. What jobs exist because people are selfish?
102. If many people consider red to represent anger / passion, blue sadness, green envy, what feelings would some of the other colors like purple, turquoise, silver, or brown represent?
103. What’s the weirdest thing you have seen on someone’s phone?
104. What’s your favorite way to meet new people?
105. What areas in your life do you have high hopes for and what are those high hopes?
106. Who was the most spoiled person you personally have met?
107. What’s the most pleasing accent to hear your language spoken with?
108. What website or app has completely changed your life for better or for worse?
109. What makes you feel old?
110. Who is or was your greatest rival?
111. What’s your favorite non-drug / non-alcohol high?
112. What’s the worst thing you’ve heard one person say to another person?
113. How do you feel about books?
114. What do you really want to know?
115. How different is the social environment for kids in school now versus 10 or 20 years ago?
116. What was your most memorable dream or nightmare?
117. What do you love about yourself?
118. What job won’t be replaced by machines or computers any time soon?
119. What gets progressively weirder the more you think about it?
120. What have you gotten too old to put up with?
121. What cheesy song do you love?
122. What’s the most ridiculous thing you have convinced someone is true?
123. What event would you like to know the whole and complete truth about?
124. What have you recently become obsessed with?
125. What’s the biggest waste of money you’ve seen?
126. What’s surprising about you?
127. If you could only wear one outfit for the rest of your life, what would it be?
128. What are some outdated customs that don’t make sense anymore, but people still follow them simply out of tradition?
129. What would be the cutest infestation to have in your home?
130. What was the last disaster you prevented?
131. What shouldn’t have happened but happened anyway?
132. When you were a kid what silly thing were you deathly afraid of?
133. Besides a raise or more vacation time, what’s the best perk a company can offer employees?
134. Where do you like going for walks?
135. If you found out you would inexplicably fall down dead in one year, what would you change about your life?
136. What’s the most rage inducing thing you’ve had to make or put together?
137. What movie have you seen more than seven times?
138. What’s happening in popular culture now that is taken very seriously, but in 20 years people will find it extrem
139. What’s the worst example of curiosity killing the cat you’ve seen?
140. What skill do you wish more people took the time to learn?
141. What would be the scariest text message to wake up to?
142. What’s something that actually happened but seems absurd and unrealistic?
143. What complex fictional character really intrigues you?
144. What personality traits are people proud of but shouldn’t be?
145. Most people want to be wealthy for one reason or another. Why do you want to be wealthy? What would be the biggest benefit of being wealthy?
146. What type of design style do you like most? From architecture, interior design, art, cars, phones or whatever.
147. What kind of personality traits do you associate with certain names?
149. What’s the worst book you’ve been forced to read in school?
150. What always lets you down and what never lets you down?
151. What’s the best thing you could tell someone to cheer them up when they are feeling down?
152. When you were a kid, what movie did you watch over and over again?
153. If you could look through one person’s email without them knowing, whose email would you spy on?
154. When was the last / best time that someone said something they thought you couldn’t hear or understand but you could?
155. What’s something you completely changed your mind about and went from believing one thing to believing the exact opposite?
156. What’s the worst trait a person can have?
157. What movie was great when it came out but hasn’t aged well?
158. What movie did you start watching expecting it to be horrible but it was actually pretty good?
159. What’s going to be the next retro thing that comes back into popularity?
160. What would you do if you knew for a fact that world war three was going to start in three months?
161. If you could know one truth about yourself, history, the world, or even the universe, what truth would you want to know?
162. What would you do if you fell deeply in love with someone online, but you discovered they are actually a government created AI that escaped and now lives online?
163. What’s something that no one wants to hear, but everyone should?
164. What can you talk all day about?
165. What’s weird about you?
166. What are you hyped about?
167. What was the most disappointing ending to a great book / movie / game?
168. Who is the luckiest person you know?
169. What’s the biggest thing your textbooks got wrong or omitted?
170. What’s your favorite souvenir that you have?
171. What piece of clothing have you seen that you desperately wanted?
172. What’s your best ethically gray life hack?
173. What’s your reason for getting out of the bed in the morning?
174. What would you do if someone left a duffle bag filled with $2,000,000 on your back porch?
175. If everything in your house had to be one color what color would you choose?
177. What question have you always wanted to ask, but were too afraid of looking stupid?
178. What would your warning label say if every person was required to have one?
179. What weird childhood fear do you still kind of hold on to?
180. If you went into a coma and woke up in the year 2120, what would be the first thing you would want to know?
181. What’s the best decision you’ve ever made?
182. What’s the most embarrassing thing that has fallen out of your bag?
183. What’s the funniest thing you’ve seen a relative do?
184. What’s something that only someone from where you grew up would understand?
185. What would make the world more interesting if it was a different color?
186. What do you think about in the shower?
187. What’s the best ice cream topping?
188. What makes someone a “good” person?
189. What’s the dumbest thing you’ve done in the last 24 hours?
190. When were some occasions you did a double take?
191. Have you ever worked retail?
192. What would the trailer to a movie about your life be like?
193. What kind of old person would you like to become?
194. What’s the closest thing to magic that actually exists?
195. What do couples do that seriously annoys you?
196. If you could custom design an organ for yourself, what would it do and where would it go?
197. If you had to choose your spouse based on just one question, what question would you ask?
198. If money wasn’t an issue, what company do you think would be fun to work at?
199. What’s the most polarizing question you could ask a group of your friends?
200. Who out of everyone still alive would you most want to share a meal with?