What are the interesting questions to ask a guy over text? Feeling nervous! There’s no need to stress, you are in the right place.
It’s important to ask all the right questions during the first chat. Unfortunately, you’re judged each step of the way. Don’t ask silly questions and try to move all the things out in a funny conversation.
Although there are countless questions to text a guy that make the chat a funny way. To spark a conversation, I created a list of questions to ask a guy over text, including my favorite text message to send when I get his number, an easy message to ask him out, and some witty lines. Let’s have a look!
Best Questions to Ask a Guy Over Text
I’ve got you covered if you’re stuck thinking of the best questions to ask a guy over text or if you just want some ideas to build on. Check it out and enjoy! Some of them might be quite helpful to you!
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?
10. Who are your family and friends?
11. What kind of music do you like and which places in the city do you like to go to?
12. What’s the one thing you can’t live without?
13. What is your funniest memory of high school?
14. How do you feel working for (company)?
15. What’s one item you’ve recently crossed off your bucket list?
16. If you could describe yourself with one word, which would it be?
17. What is your favourite food?
18. What is your favourite character from childhood?
19. What kind of animal do you love the most?
20. Would you rather choose fishing or hiking?
21. Do you believe in God?
22. What’s the number one thing that you don’t like about Women?
23. Do you think that dating is harder or easier with the internet?
24. Are you intimidated by Women that make more money than you?
25. Who was your celebrity crush when you were a young child?
26. Do I make you nervous?
27. How do you feel around me?
28. Do you ever lie to get what you want from girls?
29. What was the first thing that came to your mind the first time you saw me?
30. Would you rather win 1 million dollars or fall in love?
Deep Questions to Ask a Guy Over Text
A deep conversation begins with a deep question. If you love a guy and want to develop an intimate relationship with him, then you definitely need to have a list of deep questions to ask a guy over text.
1. What do you do when you are in a happy mood?
2. What do you do when you feel sad?
3. What happens when you are very mad at someone?
4. What do you feel you shouldn’t have done in your life?
5. What would you wish to do but haven’t found an opportunity?
6. What is your biggest regret in life?
7. What movie would you consider your best ever?
8. What TV show do you often want not to miss?
9. What is your take on big parties vs. small in-house parties?
10. What age do you consider the best in your life?
11. What age do you feel was the worst in your life?
12. What is the best year of your life?
13. What city in the world do you find irresistible?
14. What is your preference between countryside life vs. busy fast-paced city life?
15. What is your favourite song at the moment?
16. Who is your crush at the moment?
17. How much do you love news and current affairs updates?
18. Which section do you find yourself skipping to first in a newspaper?
19. Who would you like to be president (politician or non-politician) today?
20. What topics do you find most exciting in a discussion?
21. What is your most frightening experience in life?
22. Where would you love to have your dinner date in town?
23. What is your most common deal-breaker when it comes to dating?
24. Do you believe in fate controlling the outcomes in our lives?
25. What is your take on karma? (You get what you do to others in equal measure on earth)
26. What rules define your life and daily living?
27. What rules do you have about dating?
28. What is the best gift you have ever received for a birthday?
29. What is the funniest gift you have ever received in your life?
30. What words of kindness have someone ever told you when you needed them the most?
31. What do you do on a free weekend?
32. What is your greatest fear right now?
33. Do you feel you are living your dream like you wanted when you were a child?
34. What compliment do you receive most often?
35. What do you find yourself spending money on without caring?
36. What type of people do you enjoy hanging with the most?
37. What is your take on religion?
38. What is love to you?
39. What is beauty to you?
40. What does being a good person mean to you?
41. What do you feel most proud of in your life?
42. What does home mean to you?
43. Are you extroverted or more introverted?
44. What are your daily routines in life?
45. Which book would you suggest everyone read?
Flirty Questions to Ask a Guy Over Text
Not sure where to start the conversation? You can still remain playful and lighthearted while expressing some interest and intent in finding out more about your guy. Let’s find out some flirty questions to ask a guy over text!
1. Would you rather be considered s#xy or smart?
2. What is something about you that would surprise me?
3. What did you first notice about me?
4. What was your first kiss like?
5. What’s one question you’re dying to ask me?
6. How many times have you been in love?
7. What do you think about before you fall asleep?
8. So what do you think we should do this weekend?
9. Do you enjoy being in a long term relationship?
10. If yes, what do you most like about being in a relationship?
11. If you could be famous for anything what would it be?
12. What’s a gift you’ve always dreamed of receiving?
13. When are we going on our next date?
14. What puts you in a good mood?
15. would you rather that I was naughty or nice?
16. Have I made it into any of your dreams yet?
17. What is a favourite movie of yours that I would be surprised that you like?
18. What wins you over more… brains or beauty?
19. Would you rather end a date with a kiss or with a little bit of mystery?
20. What have you always imagined doing with a girlfriend that you’ve never done?
21. If you had to use one movie title to describe your kissing style what would it be?
22. Little spoon or big spoon?
23. What is one temptation you can never resist?
24. How would someone usually let you know that she likes you?
25. Do you like a woman that is soft and sweet or more assertive?
26. How would you describe yourself in 3 words?
27. How would you describe me in 3 words?
28. Do you prefer staying in or going out?
29. What do you think your best feature is?
30. Have you ever made a really romantic gesture?
31. Would you rather date someone smart or hot?
32. How many people are you crushing on right now?
33. What’s the farthest you’ve gone on a first date?
34. What did you think when you first saw me?
35. What’s your biggest turn off?
36. What’s your biggest turn on?
37. Do you like when a woman flirts with you?
38. Did you do anything interesting today, well besides talking to me?
39. Who would you want to play your love interest in a movie about your life?
40. If we went on a date, what would it look like?
41. What’s the craziest thing you’ve ever done for someone while you were dating them?
42. What famous person do you find yourself crushing on the most?
43. Who do you go out of your way to be nice to?
44. What is your idea of a great date night?
45. Would you rather watch a movie or watch the sunset?
Funny Questions to Ask a Guy Over Text
Your opening funny questions to ask a guy over text can determine the outcome. Taking the initiative and asking a few questions can make you appear confident to the person you are speaking with. Let’s start!
1. What is the worst-reviewed movie you seem to enjoy?
2. What is the best thing about being a male?
3. If you could dedicate your life to a certain cause what would it be?
4. What do you do for fun?
5. If you can level up in your life like a game, is there any skill you would like to add to the next level?
6. What was the random compliment someone gave you that you remember?
7. If you got to go back in time and change a few things, what would it be?
8. What is your phone’s wallpaper?
9. Is there anything special that makes you different from others?
10. Who is the funniest celebrity according to you?
11. What is your favorite movie genre?
12. What qualities in a person will be the exact opposite of you?
13. What would you suggest your friend do on his day off?
14. When was the last time you got drunk and did something crazy?
15. Have you ever cheated on someone and regret it?
16. What do you like the most, mountains or beaches?
17. Are you an introvert or extrovert kind of person?
18. If you get a chance to travel through time, where will you choose to go?
19. If you could get a chance to sneak into someone’s life who would it be?
20. What is your favorite animation movie?
21. How do you like to spend your weekends?
22. If you could be the last human left on the earth what would you do?
23. If you could get three wishes from a djinn what would they be?
24. What would your dream work be?
25. What would you prefer: love or money?
26. What would be the three objects you could not live without?
27. What do you prefer more in a woman: brain or looks?
28. Who is the closest person to you?
29. What is your favorite music genre?
30. What philosophy do you follow in life?
31. If you get the last five days of your lifespan what would you do?
32. Who else is there in your family?
33. Have you ever been attracted to something even if they are wrong?
34. What was the most unusual but funny experience you had?
35. What is the weirdest habit from your childhood?
36. What was the worst slip of the tongue you have experienced?
37. Do you have any funny nicknames?
38. What is the funniest experience of your life?
39. Do you believe in magic?
40. What is the worst pickup line someone ever said to you?
41. When was the last time someone made you laugh?
42. Are you a good bathroom singer?
43. What is the funniest joke you have ever heard?
44. What is the craziest thing on your bucket list?
45. Where do you want to travel the most?
Intimate Questions to Ask a Guy Over Text
Many people assume that intimate questions apply only to bedroom conversations, but they can cover a wide range of topics. From your childhood dreams to how you envision your future together, they can touch on anything. Examineintimate questions to ask a guy over text.
1. What is it that you love about me the most?
2. If you could change anything about me what would it be?
3. What colour do you think suits me best?
4. How’s my hair looking today?
5. Do you prefer me with makeup or looking natural?
6. Do you remember how we first met?
7. How did you get me to fall for you?
8. Did you imagine then… we would be where we are today?
9. When did you realize I was the one for you?
10. Was is it love at first sight for you?
11. What is it that makes us work the most do you think?
12. Do you think we could improve on our love? If so what do you think it would be?
13. If there’s one thing you could do for me, or I could do for you what would it be?
14. On a scale of 1 to 10, how much do you love me?
5. What makes our love different to all the rest?
16. What’s your ideal date?
17. What’s my favourite romantic spot for us?
18. If could go anywhere… where would it be?
19. Have you loved another more than me before?
20. Do I like milk in my tea/coffee?
21. Where do you want to take me for dinner this weekend?
22. Shall we try doing something new?
23. Shall we start a hobby together?
24. Let’s meet for a drink after work?
25. Shall we watch a movie?
26. What’s your ultimate bedroom fantasy?
27. What’s your favourite form of s#xual pleasure?
28. Is there a feature about me that turns you on straight away?
29. Do you like it when I kiss you there?
30. Am I wearing any underwear?
31. Where shall we go on our next holiday together?
32. Do you see yourself spending the rest of your life with me?
33. What’s one thing we could change about each other that could help us move forward and understand each other better?
34. Do you want to start a family together one day?
35. What would you like to accomplish from life?
36. How are you feeling?
37. How was work today?
38. What shall we have for dinner?
39. Do you want me to put some music on?
40. Do you want to read the newspaper headlines out to me?
41. Would you prefer to read or watch a movie?
42. If you could start a hobby what would it be?
43. What are you most afraid of happening to us?
44. What have your other relationships taught you before now?
Juicy Questions to Ask a Guy Over Text
When having your first conversation with a loved one, it can be difficult to know what to say. To avoid the conversation getting awkward, here are a few juicy questions to ask a guy over text!
1. If our friendship were a playlist, what would you name it and why?
2. What’s one memory of the two of us that you look back on and cringe?
3. who’s someone you had a crush on but never told me about?
4. What part of your childhood do you miss most?
5. What’s one piece of love advice you’d tell your younger self?
6. What’s something you’ve always been curious to ask me?
7. What did you really think of me when we first met?
8. What’s the longest you’ve ever been mad at me and what did I do?
9. Why do you think you and I are such good friends?
10. If there’s one thing you could change about me, what would it be?
11. How would your therapist describe you?
12. What is something you dislike about yourself?
13. Who would you say is the one person who’s hurt you the most in your life?
14. What was your biggest insecurity growing up? How do you feel about it now?
15. Where do you hope to be 10 years from now?
16. What’s your most embarrassing moment as an adult?
17. What’s the most ridiculous thing you’ve ever gotten away with?
18. What’s the weirdest date you’ve ever been on?
19. What do you think we’ll look like when we’re 60?
20. What’s the best birthday party you’ve ever had?
21. Where is your favourite place you’ve ever visited?
22. How do you like to spend your free time?
23. What’s one of your favourite bands?
24. What is the cutest animal you’ve ever seen in person?
25. How would you describe your style?
26. If your wardrobe could only be one color, what would it be?
27. What was the first concert you ever went to?
28. What is the best book you’ve ever read?
28. What’s your favourite movie of all time?
29. What’s the stupidest movie or TV show you’ve ever seen?
30. If you could only have one food for the rest of your life, what would you choose?
31. What are your biggest pet peeves?
32. Are you more into brains or looks?
33. Do you celebrate any holidays? What’s your favourite?
34. What’s your guilty pleasure?
35. Which meal is your favourite: breakfast, lunch, or dinner?
36. What do you do when you want to chill out after a long day?
37. How would you spend your ideal weekend?
38. Do you listen to podcasts, or mostly just music? What’s your favourite podcast?
39. Do you prefer to go to the movies or watch movies at home?
40. What was your favourite TV show growing up?
Personal Questions to Ask a Guy Over Text
It is crucial to know which type of personal questions to ask a guy over text. Every question isn’t appropriate for every mood or circumstance. I’ve put together an amazing list of personal questions!
1. What are three things you’re grateful for?
2. Is there a fictional character that you really relate to?
3. What’s something that you’ve been wanting to ask me, but haven’t yet? Be brave.
4. Is there a type of music that you absolutely hate? If so, why?
5. What was it about me that first captured your attention?
6. If you could do anything with me this weekend, what would it be?
7. What’s something that makes you happy every time it happens?
8. Are you afraid of anything? If so, what?
9. What’s one of the scariest things you’ve ever experienced?
10. If you could talk to anyone from history, who would it be?
11. What would you ask them?
12. Similarly, if you could sleep with anyone from history, who would it be?
13. What’s your favourite type of food?
14. Do you know how to cook well?
15. Do you have any pets? If so, which ones?
16. What are your favourite animals (other than pets)?
17. What’s the weirdest animal experience you ever had?
18. Do you have any food allergies or food restrictions?
19. What was the most amazing dream you ever had?
20. Have you ever shared a dream with anyone?
21. What’s the best date you’ve ever been on? What made it so awesome?
22. Conversely, what’s the worst date you’ve ever had?
23. Tell me the most embarrassing thing that ever happened to you.
24. Do you like to read? If so, what are some of your favorite books?
25. If you were to write a book, what would it be about?
26. Do you read erotica? If so, what kind?
27. What’s the weirdest place you ever had s#x?
28. How do you like to be touched?
29. Do you prefer to be gentle or rough in bed? (Or a bit of both?)
30. What’s a skill of yours that you’re particularly proud of?
31. Do you have any talents that aren’t common to most people?
32. What about hidden talents? Are you able to do some cool stuff, but don’t tell anyone about it?
33. Tell me about one of the best meals you ever had: What type of cuisine was it? Where did you eat it, and who were you with?
34. Is there any type of food you absolutely hate or refuse to eat?
35. What was the best concert/live music experience you ever attended?
36. If we could go anywhere together right now, where would you want to be?
37. What would you want to do when we got there?
38. Tell me about one of the most memorable trips you ever took?
39. What’s a weird food combination you really like?
40. If you could change the ending to a movie or book, which would it be? What would you change?
41. If you could live in a world that only exists in TV or film so far, which would it be?
42. What was one of your favorite films or TV shows when you were a kid?
43. Do you get along well with your family?
44. What’s something wonderful you learned from a family member, even if you don’t get along with them?
45. Do you have any role models? If so, who and why?
Dirty Questions to Ask a Guy Over Text
Want to spice up your hangouts with a guy? Show him you’re confident and s#xy. Below are some dirty questions to ask a guy over text to make him pay attention to you.
1. What is your favourite body part to be kissed?
2. How many rounds can you go?
3. What’s your biggest fantasy?
4. Do you want to make out?
5. What’s the craziest thing you’ve done in bed?
6. Have you ever done it in the behind?
7. What’s the best s#x you’ve ever had?
8. What’s your favourite type of porn?
9. What celebrity would you like to have s#x with?
10. How many people have you slept with?
11. Have you ever had s#x in a public place?
12. Would you rather be on top or bottom?
13. Do you have a secret fetish?
14. Do you like dirty talk?
15. How long has it been since you had s#x?
16. What’s the most you’ve done it in a night?
17. What would you like to do to me?
18. What is your favourite position?
19. Do you like s#x toys?
20. How old were you when you lost your v#r#nity?
21. What was your first time like?
22. Would you rather missionary or doggy style?
23. Have you ever been caught having s#x?
24. Have you ever licked food off someone’s body?
25. Do you want to take off my clothes?
26. What’s your weirdest wet dream?
27. Do you want to recreate a porn video?
28. If you could do anything you want to me, what would it be?
29. Do you prefer lingerie?
30. Am I making you hot?
31. Have you ever had shower s#x?
32. Do you like the way I taste?
33. Have you ever sent a dirty photo?
34. What’s your favourite body part on a woman?
35. Do you think foreplay should happen before s#x?
36. What colour are your underwear?
37. Do you want to find out what noises I make?
38. Do you like rough or gentle?
39. Are you a v#r#n?
40. Do you want to see me naked?
41. What do you think about when you touch yourself?
42. How often do you masturbate?
43. Have you ever fantasised about me?
44. Are you a b##b or butt guy?
45. Would you rather go down on me or for me to go down on you?
Good Questions to Ask a Guy Over Text
Getting to know each other through texting is an easier and more exciting way. Let’s kick off the conversation with some good questions to ask a guy over text and keep the conversation flowing!
1. If you had to choose only two foods to eat for the rest of your life, what would they be?
2. What is your favourite YouTube video? Can you send it to me?
3. What song do you listen to the most?
4. What is your favourite meme?
5. You have a choice between going cage diving with Great White Sharks or skydiving – which would you do?
6. What is your favourite movie quote?
7. What is the funniest picture you have on your phone?
8. How many phones have you gone through in the past two years?
9. What gif always makes you laugh?
10. What is your favourite restaurant?
11. What is an unpopular opinion that you have?
12. What is the best joke that you know?
13. What is the weirdest text you’ve ever gotten?
14. What’s the best photo you have on your phone right now?
15. What is the most embarrassing text you accidentally sent someone?
16. If you could buy anything right now, what would you buy?
17. What is something that isn’t real that you wish was?
18. What is something that you hate that most people love?
19. What phone app do you waste the most time on?
20. What is the funniest accidental call or text you ever received?
21. What is the background on your phone?
22. Which of your five senses would you give up if you were forced to choose one?
23. What is the first thing you would buy if you won a million dollars?
24. What is one movie you could watch over and over again?
25. What is something you would not do for all the money in the world?
26. Trying to figure out if you like a guy? There are some important questions to ask a guy to help you decide!
27. What is the next major goal you hope to accomplish?
28. What is the best purchase you’ve ever made? Why?
29. What are two things you are passionate about?
30. Are you an introvert or an extravert?
31. What is the biggest deal-breaker in a relationship?
32. What is the most annoying thing you’ve seen couples do in public?
33. What makes you the angriest?
34. Do you think you would make a good parent someday?
35. How do you feel about traveling?
36. How open are you to talking about your feelings?
37. Are you a dog or a cat person?
38. Would you rather have a big house and be in debt, or have a small house and have money saved?
39. What do you hope to accomplish with your education?
40. How important is saving for the future (retirement, life insurance, investing, etc.) to you?
Interesting Questions to Ask a Guy Over Text
To spice up the situation, I have compiled a remarkable list of interesting questions to ask a guy over text. Check out these ideas and enjoy the discussion. I think it’s time to start an interesting conversation.
1. What type of an old man do you think you’ll become when you grow old?
2. If your childhood dreams would come true, what would you be doing right now?
3. What do you think is the rarest quality a person can have?
5. If you would be able to record 2 memories and keep them forever, which ones would you choose?
6. How would your friends describe you?
7. If people wouldn’t be able to see you, what’d you think would attract them most to you?
8. You’re only allowed to get 5 things from your house to go to an unknown place, what would you get?
9. What’s something you wish everyone knew/heard/saw?
10. If you had the chance to relive your life, would you do it?
11. Let’s say an alien decides to visit you and wants to know the most beautiful thing on Earth; what would you show the alien?
12. If you could choose to experience a day in the life of any animal, which one would you choose?
13. If an alien visited you and had no idea what music is, what piece would you show it/him/her?
14. If you could live in any movie, which one would you choose?
15. What impresses you the most about humans?
16. If you could spend an entire day on an island with anyone dead or alive, who would it be?
17. What would be your superpower in a sci-fi movie?
18. Do you love yourself? If so, how?
19. When was the last time you lied when someone asked you how you are?
20. What would your advice be to someone having a bad day?
21. If the entire world followed your advice, what would your advice be?
22. What do you think the world will be like 50 years from now?
23. What do you think the world would look like if all people were like you?
24. What would you do if right now you’d be the only human on the entire planet?
25. What’s the best compliment you’ve ever gotten, and why do you think it’s the best?
26. What do you enjoy most about your days?
27. How are you doing, honestly?
28. What’s something very interesting about you that I don’t know of?
29When was the last time your eyes shone out of joy?
30. who’s a person that had a huge impact on who you are today?
31. What’s something small that you get overly happy about?
32. What do you value the most in a person?
33. What calms you down after a long tiring day?
34. What’s your opinion on social media?
35. What’s your saddest memory? Why is it the saddest?
36. Whose sadness has the power to make you sad too?
37. How would you describe your connection with your family?
38. When was the last time you cried?
39. Is there something/someone you wish you had more time for? (If yes, what is it?)
40. Is there a common reason your relationships ended?
Would You Rather Questions to Ask a Guy Over Text
Would you rather questions to ask a guy over text are important when you need to show how much you’re interested in a guy. Let’s have a look at the detailed questions!
1. Would you rather plan a holiday month in advance or get a flight last minute?
2. Would you rather star in a romantic comedy or a horror movie?
3. Would you rather date someone who fancied you more or who you fancied more?
4. Would you rather pay for a meal or have someone pay for you?
5. Would you rather be really similar to a partner or completely different?
6. Would you rather live in a city or in the countryside?
7. Would you rather book a table or find a restaurant depending on how you feel?
8. Would you rather spend all day at home or all day out of the house?
9. Would you rather date for a long time or get into a relationship as soon as possible?
10. Would you rather go to a bar or a restaurant?
11. Would you rather have a dessert, main or starter?
12. Would you rather share food or have separate meals?
13. Would you rather get drunk or be sober?
14. Would you rather never drink alcohol again or never smoke again?
15. Would you rather sleep under the stars or stay in a hotel?
16. Would you rather go to the beach or go to bungee jumping?
17. Would you rather receive flowers or send them?
18. would you rather hug or handhold?
19. Would you rather be told where you are going on a date or be surprised?
20. Would you rather receive presents or experiences for your birthday?
21. Would you rather have a chocolate fondue or strawberries and cream?
22. Would you rather get matching tattoos or piercings?
23. Would you rather go dancing or singing at a karaoke bar?
24. Would you rather read someone’s mind or change someone’s mind?
25. Would you rather let me shave your hair off or eyebrows?
26. Would you rather text or all night or talk on the phone?
27. Would you rather be with someone funny or attractive?
28. Would you rather sleep with your dad’s best friend or your arch enemy?
29. Would you rather go a year without television or a year without music?
30. Would you rather remember all your dreams or never remember your dreams?
31. Would you rather go on a date with a fictional tv show character or a book character, who?
32. Would you rather know how long you’ll be with a partner or never know?
33. Would you rather have your dream job or dream partner?
34. Would you rather live forever without a partner or live for less time with your partner?
35. Would you rather have good friends or the best partner?
36. Would you rather be with a loud partner or an overly shy partner?
37. Would you rather your parent’s approval of your partner or your friends’ approval?
38. Would you rather have lots of children or lots of pets?
39. Would you rather be told the truth at all times or sometimes be lied to?
40. Would you rather be in one committed relationship or have several partners?
Truth Questions to Ask a Guy Over Text
The truth is a great way to learn more about the other person. With these truth questions to ask a guy over text, he can divulge those secrets you’ve been hiding from friends for a long time!
1. What is the most embarrassing thing you’ve ever done?
2. What is the most childish thing you’ve done over the age of 13?
3. Who are you crushing on right now?
4. How many people have you kissed or slept with?
5. Tell me a time you were rejected, and describe it in detail for at least five minutes!
6. What is the meanest thing you’ve ever done to somebody?
7. Have you ever peed yourself as an adult or teenager?
8. What is something illegal you’ve done?
9. What is the grossest thing you’ve overheard someone do?
10. Tell me something you don’t like about me.
11. Who is a person you don’t like but pretend to?
12. Who is one person you wish was still in your life?
13. Do you think you’re uglier or better looking than most people you know?
14. When was a time you felt really embarrassed for somebody else?
15. Have you ever stolen something from your parents or another person?
16. At what age did you stop sleeping with a light on?
17. What is the silliest thing you’re genuinely scared of?
18. Do you believe in ghosts?
19. Have you ever been pulled over by the cops?
20. Have you ever catfished anybody? If so, what happened? If not, have you wanted to?
21. Have you ever been catfished before? What happened and how did you find out?
22. What is something you did a long time ago that you still regret today?
23. Have you ever heard your parents sleeping together?
24. What is the naughtiest thing you’ve ever done?
25. What is a really gross habit you have and never wanted anybody to find out?
26. Have you ever been in a police car, and if so, why?
27. What is something your best friend or significant other does that you really hate?
28. Have you ever hacked into someone’s social media to read their messages?
29. Have you ever creeped on or stalked somebody on social media?
30. Describe your grossest kiss and why it was so nasty!
31. If you had to go out on a date with one person of the same s*x, who would it be?
32. Tell me about a time you fake-cried, or only pretended to be regretful in order to get out of trouble.
33. What is the biggest lie you’ve ever told, and who did you tell it to?
34. Who do you think is the most unattractive of all your friends?
35. If you had to hook up with one family member, who would it be?
Dare Questions to Ask a Guy Over Text
When people are afraid of telling the truth, they DARE. Once you’ve read these dare questions to ask a guy over text, you’ll be well prepared to start the conversation:
1. I dare you to order me $10 worth of food for delivery.
2. Shave your arms and send me a pic.
3. Record yourself singing a song and post it on YouTube.
4. Mix a drop of every condiment in your house and drink/eat it.
5. Message someone you haven’t talked to in at least 1 year on Facebook or Instagram and take a screenshot.
6. Try to lick your own foot!
7. Do a three-way prank call to somebody so I can listen.
8. Text your crush and ask them out on a date.
9. Fill up the bath and get in with your current outfit still on.
10. Pick the third number on your contacts list and message them a silly poem.
11. Open up all your windows and sing an entire song as loud as you can.
12. cut a piece of your hair.
13. Put ice cubes down your pants and try to shake them out and send me a video.
14. Take a video of yourself doing a crazy dance and post it to social media.
15. Ask a neighbour if they have fifty cents.
16. Walk around the block and talk to yourself the entire time, even when people are around.
17. Drink or eat a teaspoon of soap.
18. Close your eyes and reach into your fridge or food pantry – the first thing you touch, you have to eat.
19. Send me a screenshot of your messages with the last person besides me you texted.
20. Brush your teeth with peanut butter or another condiment and send me a pic.
21. Take a really unflattering picture and make it your profile picture for one full day.
22. Send me a screenshot of your selfies gallery.
23. Watch five minutes of an adult movie I’ll send you.
24. Go up to your biggest window and dance really badly until someone walks past.
25. Text a random number and write I see dead people.
26. Text a random number a selfie.
27. Shave a part of your body you wouldn’t usually shave.
28. Pretend to be a cat for five minutes and send me a video.
29. Find the spiciest thing in your house and eat an entire spoonful of it.
30. Make a video of yourself doing your weirdest habit!
31. Put on clothes of the opposite s#x and take a video of yourself trying to act like a guy/girl.
32. Create a really bad, five-minute make-up tutorial and post it to YouTube.
33. Walk to the nearest store and ask for the smallest available change for five dollars.
34. Wait until a dog walks past your house and bark at it!
35. Knock on someone’s door and try to run away before they answer!
Questions to Ask a Guy Over Text – Crush Level
Is it common for you to spend countless hours reading cute and slightly silly questions to ask your crush while texting? You’re not alone. I’ve compiled a list for you!
1. What are you most proud of?
2. What does barely anyone know about you, that you wish more people would?
3. What’s the worst date you’ve ever been on?
4. What was the last time you cried and why?
5. What’s your biggest turn on and why?
6. Would you prefer to end a good second date with a passionate make out or a trip to the bedroom?
7. What should I know about you that I would never think to ask?
8. What’s on your bucket list?
9. If you knew that in one year you would suddenly die, would you change anything about the way you are now living? Why?
10. Your house catches fire. Your loved ones and pets are all safe, but you can only run inside to rescue one item. What would that be? Why?
11. How was your day?
12. What are your plans for the weekend?
13. What can I do to turn you on right now?
14. Do you know why I’m so into you?
15. Going to see friends. You?
16. If your phone was broken and it could only play one song, what would you choose?
17. If you’re mad at someone, do you tell them, or hold a grudge and take it to the grave?
18. If you could teach every guy on the planet a lesson about women, what would it be?
19. If you were a man for a day, what would you do?
20. If I had a booger hanging out of my nose, would you tell me? If so, how?
21. If Beyoncé walked up to you and asked you out, what would you do?
22. If you could date any fictional character, who would it be?
23. If a man could give you the most mind-blowing s#x of your life, but constantly moaned Yep instead of Yeah would you sleep with him?
24. If your life had a soundtrack, what would it be?
25. If you could have a superpower, what would it be?
26. If you went out clubbing and saw your dream guy, how would you seduce him?
27. If a man was your type, how could he seduce you?
28. How could a cute guy sweep you off your feet with a kiss?
29. Have you ever had a one night stand?
30. What does it mean to you when a man is good in bed?
31. Have you ever sent someone a naughty photo?
32. What’s the dirtiest thought you’ve ever had about a stranger?
33. Are there any positions you’ve never tried, but always wanted to?
34. Name three places you’d want to do it outside of a home
35. What’s your go-to porn video?
36. Have you ever had s#x in public?
37. What’s the weirdest thing that turns you on?
38. Do you prefer to give or receive oral?
39. If I asked you to stay over, would you?
40. What’s your favorite thing about me?
Questions to Ask a Guy Over Text – Boyfriend Level
When your conversations with a guy run dry, below are some interesting questions to ask your boyfriend over text. Talking with him can be a great way to learn more about him and to love him even more!
1. Do you want to have children?
2. How long was your longest relationship? Why did it end?
3. Have you ever been engaged or married? Do you ever want to get married?
4. Have you ever lived with a partner?
5. How important is religion or spirituality to you?
6. How do you feel about gay rights?
7. Do you think money can buy happiness?
8. What is your dream job?
9. What one thing do you want to accomplish in your life?
10. What accomplishment are you most proud of?
11. What are you afraid of? When was the last time you voted?
12. How would you describe your relationship with your family?
13. Do you have a best friend?
14. What is your love language?
15. Are you an introvert (those who recharge by being alone) or an extrovert (those?
16. Who feel energized from being around other people)?
17. Do you hold grudges?
18. Have you ever struggled with addiction?
19. Have you ever been in an emotionally or physically abusive relationship?
20. Do you think a relationship can come back from cheating?
21. What is the weirdest reason you ever broke up with someone?
22. Do you pay attention to the news?
23. Are you an introvert (those who recharge by being alone) or an extrovert (those who feel energized from being around other people)?
24. Do you have a crush on anyone?
25. What is your idea of the perfect date?
5 Tips for Picking Questions to Ask a Guy Over Text
No matter if you’re just starting out with the guy or trying to turn this into a long-term relationship, below are the five tips for picking questions to ask a guy over text.
Determine Your Stage
Identify your stage by asking yourself whether you are looking for a friendship or a date. Then, make a list of questions you want to take the answer. Possibly, it’s your long-term boyfriend, and you’re just looking for some fun!
Set the Mood
It’s important to choose the right timing. No matter how many questions you ask or how many times you ask them if you don’t mind your timing, none of them will work. When the mood isn’t right, don’t blurt out some freaky questions to ask a guy while texting.
Pick Only a Few Questions
While there are a lot of great ideas on this list, I encourage you to take them slowly. Please don’t treat this as an interrogation!
Take a look through the questions and choose the ones that you think are fun or will build off previous discussions.Take this opportunity to get to know your guy even better.
Use Silence to Your Advantage
Conversations about questions aren’t supposed to be fast-paced. You will have more time to consider what has been said and ask better questions if you pause between the questions to text a guy.
Be a Good Listener
Be attentive when your guy answers your questions or explains something to you. You can avoid asking general questions by listening carefully. Make eye contact with the guy and nod as you understand his words so you remain engaged.
Final Thoughts on Questions to Ask a Guy Over Text
To improve the relationship status, you need questions to ask a guy over text. Furthermore, it keeps the conversation flowing, and these questions can be used as excellent icebreakers to get the conversation started.
It’s essential to choose the right way to begin the questions to ask a guy while texting. If you want to get a good response from a guy, you should ask more than a yes/no question. It would be a good idea to ask him to elaborate on his response. This way, you’ll always have something to say about his response.
Always keep in mind that getting to know someone takes time. Utilize the above-mentioned list of questions to text a guy, and try to let a natural conversation develop. Try to make your conversation funny with questions to ask a guy over text.
Feel free to tell us in the comments section! I would love to hear your interesting ideas.
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