You are on page 1of 34

7/29/23, 1:30 PM 782 Fun Questions to Ask a Guy Over Text to Keep Conversation Going - Twinfluence

HOME QUESTIONS TRIVIA BUSINESS  EDUCATION INDUSTRY TECH  ENTERTAINMENT  LIFESTYLE  RELATIONSHIP 

    

Home » 782 Fun Questions to Ask a Guy Over Text to Keep Conversation Going

report this ad

Search

SEARCH

Questions

782 Fun Questions to Ask a Guy Over Text to Keep Conversation Going

Direct messages or texting is the most common way to approach an attractive guy
these days and this is why questions to ask a guy over text is one of the most
searched things on the internet today.

report this ad

RECENT POSTS

Texting is a fun and easy method to get to know one another. You could be looking 4 Time Management
Techniques for Those Who
for questions to ask a guy over text during the start of a new relationship or when
Have Tried It All
you begin to like someone. But to your dismay, one wrong question can be a deal- July 28, 2023

breaker at that time, as it might cause the other person to lose interest.
A Tourist’s Guide to the 10
Most Beautiful Places in
Therefore, if you have met someone appealing and want to strike up a discussion,
Saudi Arabia
but are unsure what questions to text a guy to initiate a pleasant conversation, then July 28, 2023

https://twinfluence.com/questions-to-ask-a-guy-over-text/ 1/34
7/29/23, 1:30 PM 782 Fun Questions to Ask a Guy Over Text to Keep Conversation Going - Twinfluence

Understanding the Role of


we’ve
HOME
got you all covered.
QUESTIONS TRIVIA BUSINESS  EDUCATION INDUSTRY TECH  ENTERTAINMENT  LIFESTYLE  anRELATIONSHIP
Executor in Estate 
Planning
July 27, 2023

Pet Parent’s Dream: 6 Mind-


Blowing Benefits of CBD
Moreover, these questions to ask a guy over text do not only work for someone who Treats for Your Fur Baby
July 27, 2023
you like but could also be used for your long-lost friends, with whom you have just
reconnected on any social media site.
How Do Lawyers Help
Couples Who Are
Table of Contents Considering Getting
Divorced?
1. Best Questions to Ask a Guy Over Text July 27, 2023

2. Deep Questions to Ask a Guy Over Text


3. Flirty Questions to Ask a Guy Over Text
4. Funny Questions to Ask a Guy Over Text
5. Intimate Questions to Ask a Guy Over Text
6. Juicy Questions to Ask a Guy Over Text
7. Personal Questions to Ask a Guy Over Text
8. Dirty Questions to Ask a Guy Over Text
9. Good Questions to Ask a Guy Over Text
10. Interesting Questions to Ask a Guy Over Text
report this ad
11. Would You Rather Questions to Ask a Guy Over Text
12. Truth Questions to Ask a Guy Over Text
13. Dare Questions to Ask a Guy Over Text
14. Questions to Ask a Guy Over Text – Crush Level
15. Questions to Ask a Guy Over Text – Boyfriend Level
16. 5 Tips for Picking Questions to Ask a Guy Over Text
17. Final Thoughts on Questions to Ask a Guy Over Text

Best Questions to Ask a Guy Over Text


Are you seeking the best questions to ask a guy over text? If this is so, then we are
report this ad
glad that you have arrived at the right place exactly, because we have brought a
couple of them. Check it out!

1. What’s the most ridiculous thing you’ve seen online recently?

2. What do you hate / love most about your phone?

3. What’s the silliest thing you are passionate about?

4. What’s the best “hidden gem” that you’ve found?

5. What isn’t real but you desperately wish it was?

https://twinfluence.com/questions-to-ask-a-guy-over-text/ 2/34
7/29/23, 1:30 PM 782 Fun Questions to Ask a Guy Over Text to Keep Conversation Going - Twinfluence

HOME QUESTIONS TRIVIA BUSINESS  EDUCATION INDUSTRY TECH  ENTERTAINMENT  LIFESTYLE  RELATIONSHIP 

6. What happens in real life but rarely gets portrayed in movies?

7. What are some unwritten rules?

8. What dumb pickup lines do you know?

9. What’s the funniest picture you have on your phone?

10. What’s the funniest thing that someone could spend money on / buy on the
internet?

11. What thing do you really wish you could buy right now?

12. What’s the worst text that you accidentally sent?

13. What’s the best photo you’ve taken?

14. What app on your phone do you think I should get?


https://twinfluence.com/questions-to-ask-a-guy-over-text/ 3/34
7/29/23, 1:30 PM 782 Fun Questions to Ask a Guy Over Text to Keep Conversation Going - Twinfluence

15.
HOME
WhatQUESTIONS
is the mostTRIVIA
interesting thing you EDUCATION
BUSINESS 
have on you INDUSTRY
or near youTECH
right now?
ENTERTAINMENT  LIFESTYLE  RELATIONSHIP 

16. How many questions can you answer in just pictures?

17. What’s the (funniest / most disappointing / weirdest / etc.) text you’ve gotten?

18. What is the scariest non banned item you could take on to a plane?

19. What song has the best intro?

20. What’s your “go to” joke?

21. What’s your favorite quote from a movie?

22. What song do you play most often?

23. Where’s your favorite place to get take away or delivery from?

24. What’s your “go to” video or gif for a laugh?

25. What would you ask for if you could talk to someone who is no longer alive?

26. What crime would you commit if you could commit every crime in the world and
get away with it?

27. What happens in real life that is rarely shown in films?

28. What is a fact that you’re shocked more people aren’t aware of?

29. What’s the most ridiculous joke you’ve ever heard?

30. When was the last time you accidentally hurt someone’s feelings?

31. Who was the worst visitor you’ve ever had, and what did they do?

32. What’s the worst thing you’ve ever heard a person say to another?

33. What website or app has had the most significant impact on your life, for better
or for worse?

34. When was the last time you cried with laughter?

35. When was the last time you did something that took you out of your comfort
zone?

https://twinfluence.com/questions-to-ask-a-guy-over-text/ 4/34
7/29/23, 1:30 PM 782 Fun Questions to Ask a Guy Over Text to Keep Conversation Going - Twinfluence

HOME QUESTIONS TRIVIA BUSINESS  EDUCATION INDUSTRY TECH  ENTERTAINMENT  LIFESTYLE  RELATIONSHIP 

36. If you could be a superhero, who would you be?

37. Which animal would you like if you could be one?

38. What’s the worst text you’ve ever sent by accident?

39. What are some of the questions you wish people would stop asking you?

40. What qualities do you look for in a future partner?

41. Who haven’t you seen or spoken with in a long time who you hope is doing well?

42. Who do you consider to be the luckiest person in this world?

43. What movie did you watch over and over when you were a kid?

44. Where would you live if you could live anywhere in the world?

45. How do you deal with people who annoy you for no apparent reason?

46. What are some things you wish you had known when you were younger?

47. What weird smell do you find particularly appealing?

48. What was the most meaningful gift you’ve ever gotten?

49. What’s the weirdest thing that happened to you this week?

https://twinfluence.com/questions-to-ask-a-guy-over-text/ 5/34
7/29/23, 1:30 PM 782 Fun Questions to Ask a Guy Over Text to Keep Conversation Going - Twinfluence

50.
HOME
WhatQUESTIONS
is the mostTRIVIA
amusingBUSINESS
thing that anyone might INDUSTRY
EDUCATION
spend money on or purchase
TECH  ENTERTAINMENT  LIFESTYLE  RELATIONSHIP
 
on the internet?

You might also like: Dare Questions Over Text

Deep Questions to Ask a Guy Over Text


Deep conversations always lead to some amazing results. Here are some deep
questions to ask a guy over text so you may enjoy a thoughtful and intense
conversation with him.

1. What has been your most memorable life experience to date?

2. What word would you use to describe yourself if you had to choose only one?

3. What’s the most embarrassing thing you’ve ever said or done in front of someone
you liked?

4. What is the most important thing you’ve learned in life?

5. Would you rather choose fishing or hiking?

6. What kind of animal do you love the most?

7. What is your favorite character from childhood?

8. If you could describe yourself with one word, which would it be?

9. What’s one item you’ve recently crossed off your bucket list?

10. What is your funniest memory of high school?

11. What’s the one thing you can’t live without?

12. What kind of music do you like and which places in the city do you like to go to?

13. What was your most memorable birthday?

14. What’s the one thing you can’t tolerate?

15. What do you expect from a love relationship?

16. What kind of childhood did you have?

17. What is your romance spirit animal?


https://twinfluence.com/questions-to-ask-a-guy-over-text/ 6/34
7/29/23, 1:30 PM 782 Fun Questions to Ask a Guy Over Text to Keep Conversation Going - Twinfluence

18.
HOME
Would you ratherTRIVIA
QUESTIONS
win 1 million dollars or
BUSINESS 
fall in love?
EDUCATION INDUSTRY TECH  ENTERTAINMENT  LIFESTYLE  RELATIONSHIP 

19. What was the first thing that came to your mind the first time you saw me?

20. Who was your celebrity crush when you were a young child?

21. Do you think that dating is harder or easier with the internet?

22. What’s the number one thing that you don’t like about Women?

23. What’s your favorite place to be over the weekend?

24. What do you think is my favorite piece of clothing?

25. If you could come to my dream tonight, what would you do?

26. If I looked under your bed/ nightstand, what would I find?

27. What is something that is absolutely off-limits in the bedroom?

28. If you could undo anything from the past, what would it be?

29. Do you sleep with a stuffed animal or something else for comfort?

30. Have you ever lied to your partner to avoid an intimate moment?

31. What is the one temptation you can never resist?

32. What do you think reveals a lot about a person you’re dating?

33. Have you ever kissed more than one woman in one day?

https://twinfluence.com/questions-to-ask-a-guy-over-text/ 7/34
7/29/23, 1:30 PM 782 Fun Questions to Ask a Guy Over Text to Keep Conversation Going - Twinfluence

HOME QUESTIONS TRIVIA BUSINESS  EDUCATION INDUSTRY TECH  ENTERTAINMENT  LIFESTYLE  RELATIONSHIP 

34. What type of scent do you like on a woman?

35. Have you ever laid in bed all day and just relaxed with someone?

36. When do I look the most beautiful to you?

37. Have you ever used food during intimacy?

38. What are a few double standards you’ve experienced in your past relationships?

39. Do you prefer asking flirty personal questions via texts or face to face?

40. Do you like it when the girl makes the first move?

41. How would you describe your perfect kiss?

42. When’s the last time you felt butterflies in your stomach?

43. What are the qualities in a woman that you can’t resist?

44. Who would you want to be tied to for 24 hours?

45. Have you ever been in love with two people at the same time?

46. Have you ever walked away from someone you still loved?

47. Would you describe yourself as more dominant or submissive?

48. Have you ever bought lingerie for someone?

49. What is the most sensitive part of your body?

50. What was the first thing that you noticed in me?

You might also like: Flirty Truth or Dare Questions Over Text

Flirty Questions to Ask a Guy Over Text


Flirting in person is a little different than flirting in text. Thus, if you have an eye on
someone and you are interested in making the first move then try out these flirty
questions to ask a guy over text and you surely will not be disappointed at all.

1. Would you rather end a date with a kiss or with a little bit of mystery?

https://twinfluence.com/questions-to-ask-a-guy-over-text/ 8/34
7/29/23, 1:30 PM 782 Fun Questions to Ask a Guy Over Text to Keep Conversation Going - Twinfluence

HOME QUESTIONS TRIVIA BUSINESS  EDUCATION INDUSTRY TECH  ENTERTAINMENT  LIFESTYLE  RELATIONSHIP 

2. What wins you over more… brains or beauty?

3. What is a favorite movie of yours that I would be surprised that you like?

4. What’s a gift you’ve always dreamed of receiving?

5. If you could be famous for anything what would it be?

6. If yes, what do you most like about being in a relationship?

7. Do you enjoy being in a long term relationship?

8. What do you think about before you fall asleep?

9. Do you think that being friends first is important in a relationship?

10. What is the bravest thing you’ve ever done?

11. What would you never do for a million dollars?

12. If you could star in a movie what movie would it be?

13. Do you believe in monogamy or open relationships?

14. What are your top five things to do on weekends?

15. What was it like the first time you fell in love?

16. Do you prefer to talk over text or do you prefer to talk in person?

17. Do you think guys should always make the first move?

18. What’s the first thing you notice about someone when you meet them?

19. What sounds like more fun to you, a picnic under the stars or dinner at a
romantic restaurant?

20. How do you know when you’ve fallen for someone?

21. What’s the nicest thing someone could do for you?

https://twinfluence.com/questions-to-ask-a-guy-over-text/ 9/34
7/29/23, 1:30 PM 782 Fun Questions to Ask a Guy Over Text to Keep Conversation Going - Twinfluence

HOME QUESTIONS TRIVIA BUSINESS  EDUCATION INDUSTRY TECH  ENTERTAINMENT  LIFESTYLE  RELATIONSHIP 

22. What’s the most important thing in your life right now?

23. What makes you feel comfortable around someone?

24. Would you rather watch a movie or watch the sunset?

25. What famous person do you find yourself crushing on the most?

26. What’s the craziest thing you’ve ever done for someone while you were dating
them?

27. What habit do you have that you’re most proud of?

28. Do you believe in love or lust at first sight?

29. What’s the best advice you’ve ever received?

30. What makes you fall in love with someone?

31. What’s the most romantic thing someone has ever done for you?

32. Do you prefer casual dating or being in a long-term relationship?

33. What’s the worst pick-up line you’ve ever used?

34. Are you more likely to fall in love with your head or your heart?

35. Who is the person in your life that you can always count on? 

https://twinfluence.com/questions-to-ask-a-guy-over-text/ 10/34
7/29/23, 1:30 PM 782 Fun Questions to Ask a Guy Over Text to Keep Conversation Going - Twinfluence

36.
HOME
HowQUESTIONS
important toTRIVIA
you is being very successful?
BUSINESS  EDUCATION INDUSTRY TECH  ENTERTAINMENT  LIFESTYLE  RELATIONSHIP 

37. What is the most important thing in your life right now?

38. What do you remember most about your first love?

39. What was the longest relationship you’ve ever had?

40. What do you think about open relationships?

41. Would you ever sleep with your ex’s best friend?

42. What is the quickest way to get you in the mood?

43. What is the most romantic thing that you have ever done?

44. Other than the obvious where do you like to be touched the most?

45. Where’s the craziest place you have hooked up with someone?

46. What have you learned from some of your past relationships?

47. Where was the most unusual place that you have ever had s#x?

48. What does the ideal relationship look like to you?

49. Could you ever forgive someone that cheated on you?


https://twinfluence.com/questions-to-ask-a-guy-over-text/ 11/34
7/29/23, 1:30 PM 782 Fun Questions to Ask a Guy Over Text to Keep Conversation Going - Twinfluence

50.
HOME
WhatQUESTIONS
is the best and worst
TRIVIA
pick up lineEDUCATION
BUSINESS 
that you have ever heard
INDUSTRY
or used?
TECH  ENTERTAINMENT  LIFESTYLE  RELATIONSHIP 

You might also like: Questions to Ask Your Crush While Texting

Funny Questions to Ask a Guy Over Text


It’s hard to come up with fun questions especially when you are talking to a guy. For
this reason, we’ve created this list of funny questions to ask a guy over text so that
you both enjoy a good laugh and maybe, he would be impressed with your humor,
you never know!

1. If we went on a date, what would it look like?

2. Who would you want to play your love interest in a movie about your life?

3. Did you do anything interesting today, well besides talking to me?

4. Do you like when a woman flirts with you?

5. What’s the farthest you’ve gone on a first date?

6. How many people are you crushing on right now?

7. Would you rather date someone smart or hot?

8. Have you ever made a really romantic gesture?

9. How would you describe yourself in 3 words?

10. Do you like a woman that is soft and sweet or more assertive?

11. What is one temptation you can never resist?

12. If you had to use one movie title to describe your kissing style what would it be?

13. If you get the last five days of your lifespan what would you do?

14. What philosophy do you follow in life?

15. What do you prefer more in a woman: brain or looks?

16. If you could get three wishes from a djinn what would they be?

17. If you could be the last human left on the earth what would you do?

18. How do you like to spend your weekends?


https://twinfluence.com/questions-to-ask-a-guy-over-text/ 12/34
7/29/23, 1:30 PM 782 Fun Questions to Ask a Guy Over Text to Keep Conversation Going - Twinfluence

19.
HOME
WhatQUESTIONS
is your favorite animation
TRIVIA
movie?EDUCATION
BUSINESS  INDUSTRY TECH  ENTERTAINMENT  LIFESTYLE  RELATIONSHIP 

20. If you could get a chance to sneak into someone’s life who would it be?

21. If you get a chance to travel through time, where will you choose to go?

22. Are you an introvert or extrovert kind of person?

23. What do you like the most, mountains or beaches?

24. Have you ever cheated on someone and regret it?

25. When was the last time you got drunk and did something crazy?

26. What would you suggest your friend do on his day off?

27. What qualities in a person will be the exact opposite of you?

28. Who is the funniest celebrity according to you?

29.  Is there anything special that makes you different from others?

30. If you got to go back in time and change a few things, what would it be?

31. What was the random compliment someone gave you that you remember?

32. If you can level up in your life like a game, is there any skill you would like to add
to the next level?

You might also like: Questions to Ask Girlfriend Over Text

Intimate Questions to Ask a Guy Over Text


We agree that it’s a lot easier to get intimated by someone, whom you have met
face-to-face but with text, it’s a little harder. This is why we’ve covered the best
intimate questions to ask a guy over text, which will turn him on, certainly.

1. If you could do anything you want to me, what would it be?

2. Have you ever licked food off someone’s body?

3. When did you lose your virginity?

4. Would you rather missionary or doggystyle?

5. How old were you when you lost your virginity?

6. What’s the most you’ve done it in a night?

7. How long has it been since you had s#x?

8. Have you ever had s#x in a public place?

9. How many people have you slept with?

10. What celebrity would you like to have s#x with?

11. What’s the craziest thing you’ve done in bed?

12. What is your favourite body part to be kissed?

13. Have you ever been caught masturbating?

14. If I sent you a dirty photo, would you send one back?

15. What’s your most embarrassing s#x story? 

https://twinfluence.com/questions-to-ask-a-guy-over-text/ 13/34
7/29/23, 1:30 PM 782 Fun Questions to Ask a Guy Over Text to Keep Conversation Going - Twinfluence

16.
HOME
HaveQUESTIONS
you ever slept with someone
TRIVIA BUSINESS 
youEDUCATION
shouldn’t? INDUSTRY TECH  ENTERTAINMENT  LIFESTYLE  RELATIONSHIP 

17. What’s your favourite type of foreplay?

18. Do you want to be friends with benefits?

19. Would you rather go down on me or for me to go down on you?

20. What do you think about when you touch yourself?

21. Do you think foreplay should happen before s#x?

22. What is your most sensitive body part?

23. How much do you want to see me naked?

24. What do you like to be called during s#x?

25. What is the kinkiest thing you’ve done?

26. Have you ever been caught having s#x?

27. What’s your favourite song to have s#x to?

28. Do you like listening to music during s#x?

29. How many times a day do you think about s#x?

30. What’s the perfect amount of s#x a week?

31. What’s one public place where you would want to do it?

32. What naughty fantasies do you have about me?

33. Does the thought of recording a video turn you on?

34. What do you look for in a partner for the bedroom?

35. What’s the most number of times you’ve done it in a row?

36. What’s the longest you’ve gone without doing it?

37. Is laughing in the bedroom okay with you, or do you prefer keeping things
serious?

38. Have you ever been caught going solo?

39. How would you describe your package?

40. If you had a pair of X-ray glasses, which part of my body would you look at first?

41. Did your parents ever give you the “birds and the bees” talk?

42. What do you do when you’re watching a movie with your parents and a certain
type of scene comes on?

43. Would you say you’ve been on Santa’s naughty or nice list most?

44. How often do guys really think about doing it?

45. Is there anything you’re afraid of in the bedroom?

46. Have you ever been attracted to someone of the same s#x?

47. What do you think about dirty talk over the phone or Facetime?

https://twinfluence.com/questions-to-ask-a-guy-over-text/ 14/34
7/29/23, 1:30 PM 782 Fun Questions to Ask a Guy Over Text to Keep Conversation Going - Twinfluence

48.
HOME
What’s the best bedroom
QUESTIONS TRIVIA
experience that
BUSINESS 
you’ve ever
EDUCATION
had?
INDUSTRY TECH  ENTERTAINMENT  LIFESTYLE  RELATIONSHIP 

49. What was your first “adult” experience?

50. What’s something new you’d like to try in bed?

You might also like: Dirty Dares Over Text

Juicy Questions to Ask a Guy Over Text


If you want to dig in deep and throw some juicy questions at him then the given
juicy questions to ask a guy over text will never go wrong. Get a load of these
questions and choose the most suitable ones that will push him to reveal more and
more.

1. How do you feel when wear a suit and dress sharply?

2. Have you ever gone skinny dipping?

3. What was the most reckless thing that you have ever done?

4. How would you like to be surprised?

5. What do you think are your best features?

6. Do you like light massages or deep muscle massages?

7. What could you do to seduce me?

8. What is your favorite way to relax after a long day at work?

9. What type of workouts do you enjoy?

10. If you ever wanted to disappear, where would you think about going?

11. What would you do and where would you go on your ideal vacation?

12. What is something that makes you nervous or anxious?

13. What is something that you experienced that took your breath away?

14. What is your favorite place to be massaged?

15. What’s the best thing about your life right now?

16. What is one memory you have from childhood?

17. Can you think of a movie title that best explains your life currently?

18. What’s one thing you could never live without?

19. What are your thoughts on foreplay?

20. What do you imagine your future family will be like?

21. What is your current goal at the moment?

22. Who would you have lunch with if you could choose anyone whether living or
not?

23. What would you say to your President if you ran into him randomly?

24. Have you ever been caught in your birthday suit accidentally?

25. What makes you blissfully, completely, smile-from-ear-to-ear happy? 

https://twinfluence.com/questions-to-ask-a-guy-over-text/ 15/34
7/29/23, 1:30 PM 782 Fun Questions to Ask a Guy Over Text to Keep Conversation Going - Twinfluence

26.
HOME
What’s your favorite
QUESTIONS
thing BUSINESS
TRIVIA
to do after work?
EDUCATION INDUSTRY TECH  ENTERTAINMENT  LIFESTYLE  RELATIONSHIP
 

27. What’s one thing, silly or serious, that you’re guilty of?

38. What would your parents be surprised to learn about you?

39. What’s one thing you want to achieve before you die?

40. Who is someone that’s impacted your life or helped you become who you are?

41. How do you treat people who annoy you for no reason?

42. Can you remember the funniest thing you ever did or said?

43. What was the weirdest gift you’ve ever received from a partner?

44. If you were writing a book about your life, what would the title be?

45. Where do you see yourself in five years?

46. Where’s the coolest place you’ve ever been/traveled to?

47. What do you believe in, generally or faith-wise?

48. If tomorrow was your last day on earth, what would you do in your last 24
hours?

49. What is the best book you’ve ever read?

50. What’s one thing that defines who you are?

Personal Questions to Ask a Guy Over Text


Sometimes, it’s important to know about a person’s past, moral values, and
priorities. Personal questions to ask a guy over text is the perfect way to learn about
someone without making it obvious in a conversation. So, without further ado, have
a look at these questions.

1. Have you ever told a small lie that spiraled out of control?

2. How important is autonomy in your relationships?

3. What accomplishment are you most proud of?

4. What are some non negotiable boundaries you have?

5. Have you ever dated a friend’s ex?

6. What’s something you’ve never told your family about?

7. What’s your favorite way to relax after a hard day?

8. Do you have any difficulties expressing your emotions?

9. What was the last song or movie that made you emotional?

10. Which of your physical features are you most proud of?

11. Do you ever want to get married?

12. Have you ever had a falling out with a friend?

13. What’s something classy if you’re rich but trashy if you’re poor?

14. What do you think we’d be doing right now if the internet was never invented? 

https://twinfluence.com/questions-to-ask-a-guy-over-text/ 16/34
7/29/23, 1:30 PM 782 Fun Questions to Ask a Guy Over Text to Keep Conversation Going - Twinfluence

15.
HOME
What’s your favorite
QUESTIONS
curseBUSINESS
TRIVIA
word?  EDUCATION INDUSTRY TECH  ENTERTAINMENT  LIFESTYLE  RELATIONSHIP 

16. Do you ever find yourself yelling at your GPS?

17. What movie do you think is better than the book it’s based on?

18. Would you be willing to babysit your younger self?

19. What’s your least favorite cliché job interview question?

20. Have you ever had 15 minutes of fame?

21. What’s the worst thing you’ve done on a dare?

22. If you could choose a superpower, what power would you want?

23. Which direction do you hang toilet paper?

24. If you could be transported into any film franchise which one would you choose?

25. What is your best corny joke?

26. Have you ever been asked to leave a public place?

27. When was the last time you got genuinely frightened?

28. Where is a place you never want to visit?

29. What’s your favorite travel destination?

30. What’s something kids today have you wish you had growing up?

31. How much time do you spend getting ready in the morning?

32. What’s the most dangerous experience you’ve ever had?

33. What’s your idea of the best day ever?

34. What does being a good man mean to you?

35. What do you expect from a relationship?

36. What’s something that always makes you angry?

37. Are you more of a free spirit or do you appreciate a strict schedule?

38. Would you alter your own past if you had the ability to do so?

39. What does emotional maturity mean to you?

40. What is something you try to do to make the world a better place?

41. If you could choose to have anyone else’s life, would you?

42. What do you want to be remembered for after you die?

43. If you knew the world was going to end in a week, what would you do?

44. Have you ever broken someone else’s heart?

45. Has anyone ever broken your heart?

46. Are you passionate about politics or do you prefer to avoid political
discussions?

47. What made you choose your career path? 

https://twinfluence.com/questions-to-ask-a-guy-over-text/ 17/34
7/29/23, 1:30 PM 782 Fun Questions to Ask a Guy Over Text to Keep Conversation Going - Twinfluence

48.
HOME
Are you receptiveTRIVIA
QUESTIONS
to new ideas and viewpoints?
BUSINESS  EDUCATION INDUSTRY TECH  ENTERTAINMENT  LIFESTYLE  RELATIONSHIP 

49. Who do you admire most in life?

50. What number of past sexual partners do you consider too many?

Dirty Questions to Ask a Guy Over Text


Want some dirty questions to ask a guy over text? Then, what are you waiting for?
Grab these dirty, flirty, and sexy questions now that he would love to answer them. 

1. Does it turn you on if your partner is in wet clothes?

2. Have you ever made your partner horny in a public place?

3. Have you ever tried to use lubricants while having s#x?

4. Does putting a thumb inside the lips excite you?

5. Have you ever been in a tub with your opposite gender?

6. Do you like to be seduced by dirty dancing?

7. What is your opinion on a threesome?

8. Are you experimental with different s#x positions?

9. Do you like to go rough with your partner?

10. Do you like to tear my clothes off while making love?

11. Do you like to look at your partner while you are doing it?

12. Have you ever had a dirty dream of someone close to you?

13. Have you ever tried making out in a classroom?

14. Do you feel good if a woman touches you down there?

15. Have you ever grabbed your partner’s private parts in a public place?

16. Do you like to stay on top or keep the opposite gender on top?

17. Do you like to choke your partner while doing it?

18. Would you sleep with someone 10 years younger than you?

19. Have you ever had love at first sight?

20. Would you love to see your partner in edible underwear?

21. Would you drink alcohol from your partner’s mouth?

22. What is the best color of lingerie one can wear to immediately turn you on?

23. Have you ever taken a shower together with your partner?

24. Have you ever secretly watched someone while they were doing it?

25. Does taking your name during s#x turns you on?

26. Do you ever fantasize about doing it with a celebrity?

27. When was the first time you saw a naked woman?

https://twinfluence.com/questions-to-ask-a-guy-over-text/ 18/34
7/29/23, 1:30 PM 782 Fun Questions to Ask a Guy Over Text to Keep Conversation Going - Twinfluence

28.
HOME
HaveQUESTIONS
you ever secretly
TRIVIA
watched someone
BUSINESS 
taking a shower
EDUCATION INDUSTRY
or changing
TECH 
her
ENTERTAINMENT  LIFESTYLE  RELATIONSHIP 
clothes?

29. Have you ever been friends with benefits with anyone?

30. Do you like it when you are held by your neck while making out?

31. Have you ever asked someone to send you a nude picture of hers?

32. Did you ever jerk off seeing somebody’s picture online?

33. Have you ever done it in an elevator?

34. What part of my body attracts you the most?

35. Have you ever made out when you were extremely drunk?

36. Have you ever been physically attracted to any of your cousins?

37. When was the first time you watched a blue film?

38. Did you ever receive a dirty text from an unexpected person?

39. Have you ever made out with anyone in public?

40. Have you ever gotten horny in a public place?

41. What was your age when you first masturbated?

42. What is the perfect way to end a love-making session?

43. What was your age when you started dating?

44. Will you approve of a one-night stand?

45. Do you like to explore things in the bedroom?

46. What color of lingerie do you generally like?

47. Have you ever physically flirted with someone else in order to make your partner
feel jealous?

48. Do you like to make love under the blanket?

49. Does it get more exciting if you don’t know the person before having s#x with
them?

50. Have you rubbed ice cubes on your partner’s body?

Good Questions to Ask a Guy Over Text


Oh, so a cute guy just texted you but you are having a hard time keeping the flow of
conversation. Well, then don’t you worry because we have jotted down a few good
questions to ask a guy over text that will not make you sound boring. Have a look!

https://twinfluence.com/questions-to-ask-a-guy-over-text/ 19/34
7/29/23, 1:30 PM 782 Fun Questions to Ask a Guy Over Text to Keep Conversation Going - Twinfluence

1. What’sQUESTIONS
HOME
the scariestTRIVIA
thing that ever happened
BUSINESS 
to you as
EDUCATION
a kid?
INDUSTRY TECH  ENTERTAINMENT  LIFESTYLE  RELATIONSHIP 

2. What’s your go-to drink/food/activity when you’re sick and in bed?

3. What’s one thing you’ve learned about yourself from a past relationship?

4. What’s one thing that helps you decide you can trust someone?

5. What’s your favorite quote, line of poetry, or sentence?

6. Would you rather go out or stay in on a Saturday night?

7. Who is one person you could never live without?

8. Have you ever done or accomplished something you never thought you could?

9. When was the last time you cried, and why did you?

10. What’s a random hobby you’ve always wanted to try but never have?

11. If you had the option to hit restart and begin life all over again, would you?

12. What’s one thing you wish you could change about yourself?

13. If you were forced to eat fast food for your every meal, what would be your top
two places?

14. What’s your guilty pleasure snack, drink, or junk food?

15. What’s your favorite thing to do on the weekends?

16. What’s one thing you want to do before you die?

17. If you could live anywhere in the world, where would you live?

18. What is the best compliment you’ve ever received?

19. If you could have three wishes, what would they be?

20. What are three qualities you look for in a potential date?

21. What’s one thing people would never know about you just by looking at you?

22. If you had to describe yourself in three words, what would they be?

23. What’s the hardest thing, mentally, you’ve ever done or been through?

24. What’s the hardest thing, physically, you’ve ever done?

25. If you had to lose one of your five senses, which would you give up and why?

26. What’s one thing you’re super passionate about?

27. If you could only eat one food for the rest of your life, what would it be?

28. When you’re feeling down, who or what is your biggest go-to person or activity?

29. What’s one thing about yourself, personality-wise, that you like?

30. What do you think your best physical feature is?

31. If you could rewrite your past, what’s one thing you’d change?

32. Can you tell me one thing, big or small, that you’ve never told anyone else?

33. If you could only watch one movie for the rest of your life, what would it be? 

https://twinfluence.com/questions-to-ask-a-guy-over-text/ 20/34
7/29/23, 1:30 PM 782 Fun Questions to Ask a Guy Over Text to Keep Conversation Going - Twinfluence

34.
HOME
WhatQUESTIONS
is one thingTRIVIA
that brings a smile toEDUCATION
BUSINESS 
your face, no matter the
INDUSTRY
time ofENTERTAINMENT
TECH 
day? LIFESTYLE  RELATIONSHIP
 

35. Would you take my hand to dance, even if nobody was on the dance floor?

36. If I was a dessert, what would I be and why?

37. Do you get butterflies when you read my notes?

38. Would you ever take me out on a picnic under the stars?

39. If I was really sad, what would you do to cheer me up?

40. Do you think someone can be too much in love?

41. How often do you get into arguments with people on the internet?

42. What word describes you better than any other word?

43. In what situations do you act least like yourself?

44. Would you ever quit your job to travel the world?

45. If your life were a movie, what would it be called?

46. Who is someone you looked up to as a kid?

47. What would you do if money and work were not factors?

48. Do you prefer to listen to your heart or brain when making important decisions?

49. Where would you live if money and work were not a factor?

50. If you had to eat the same food for a month, what would it be?

Interesting Questions to Ask a Guy Over Text


Silence or small phrases can kill the mood in any conversation. Therefore, if you
want your discussion to keep floating include these interesting questions to ask a
guy over text. These questions are the go-to questions for sure!

1. What would it look like if you fully lived up to your potential?

2. What music do you like that you wish you listened to more?

3. What’s the hardest truth you’ve come to grips with?

4. If you had to leave your house, what is the one thing you would take with you?

5. Who of your friends do you like to spend time with the most?

6. What is your favorite thing to do in your spare time?

7. What’s your best memory from growing up?

8. What’s the best way to earn somebody’s respect?

9. What’s something you believe that most people don’t?

10. Would you move to a different part of the world and be away from your family?

11. Is it easy for you to express your emotions?

12. Do you have any exciting childhood memories?

13. How do you keep up your motivation when things get tough?

https://twinfluence.com/questions-to-ask-a-guy-over-text/ 21/34
7/29/23, 1:30 PM 782 Fun Questions to Ask a Guy Over Text to Keep Conversation Going - Twinfluence

14.
HOME
Would you say public
QUESTIONS TRIVIA
opinion influences
BUSINESS 
yours a lot?
EDUCATION INDUSTRY TECH  ENTERTAINMENT  LIFESTYLE  RELATIONSHIP 

15. Have you ever successfully gotten over an addiction?

16. Is there an area of life in which you’re jaded?

17. Have you ever been emotionally affected by a band splitting up?

18. Did you ever talk back to your parents when you were a kid?

19. Have you ever doubted your own sanity?

20. Would you say you’re good at managing money?

21. Do you ever feel like there’s nothing left to do in life?

22. Is it important to you that people remember your birthday?

23. Have you ever argued with your significant other in public?

24. Do you ever feel like your family is trying to pull you down?

25. Do you think any job/profession is beneath you? If so, what is it?

26. Have you ever participated in a ritual or a ceremony of any kind?

27. Have you ever had a sequence of things going wrong for you?

28. How would you describe the relationship you have with your parents?

29. Has anyone in your family been directly affected by war?

30. Have you ever thought of starting a new life somewhere?

31. Do you think tertiary education is necessary?

32. Have you ever written a published piece of work?

33. What is one thing you can never compromise on when it comes to
relationships?

34. Have you ever experienced some sort of abuse?

35. What are your thoughts on open marriages/relationships?

36. Do you think our destiny is predefined by fate?

37. Which historical fact fascinates you the most?

38. What do you think about universal basic income?

39. Would you rather be super rich or super bright?

40. Do you think the internet has more positives or negatives?

41. Would it be all bad if we went back to the Stone Age, technology-wise?

42. What do you think about humans moving to other planets?

43. Do you think society is moving in the right direction?

44. What do you think is the best way to get to know someone?

45. How tempted do you think you would be by bribes if you were in a position of
power?

https://twinfluence.com/questions-to-ask-a-guy-over-text/ 22/34
7/29/23, 1:30 PM 782 Fun Questions to Ask a Guy Over Text to Keep Conversation Going - Twinfluence

46.
HOME
If you could change
QUESTIONS
one thing
TRIVIA
about yourself,
BUSINESS 
what INDUSTRY
EDUCATION
would it be?TECH  ENTERTAINMENT  LIFESTYLE  RELATIONSHIP 

47. What is your best quality as a boyfriend?

48. When you see or plan your future, do you see me there?

49. If I were to invite you over for a movie, would you come over?

50. Would you consider being in a long-distance relationship?

51. Which Disney princess would you marry?

52. What is the fashion trend you would never follow?

53. Would you agree to give up internet access for a million dollars?

54. Do you ever make faces at yourself in the mirror?

55. What’s the best thing that originated from your home country?

56. If you time-traveled to the time before you were born, what would you say to
your parents?

57. If you could resurrect one person as a zombie, who would it be?

58. What’s the worst case of Catch-22 you’ve ever experienced?

59. What’s the most embarrassing event you’ve participated in?

60. What are the worst two diseases to have at the same time?

Would You Rather Questions to Ask a Guy Over Text


‘Would you rather’ and ‘Never have I ever questions’ are one of the easiest ways to
get to know someone. Get your hands on the given would you rather questions to
ask a guy over text if you are into a guy and want to learn more about him.

1. Would you rather never eat watermelon ever again or be forced to eat watermelon
with every meal?

2. Would you rather lose all your teeth or lose a day of your life every time you
kissed someone?

3. Would you rather always have a full phone battery or a full gas tank?

4. Would you rather have a pause or a rewind button in your life?

5. Would you rather always be 10 minutes late or always be 20 minutes early?

6. Would you rather find a rat in your kitchen or a roach in your bed?

7. Would you rather spend a week in the forest or a night in a real haunted house?

8. Would you rather always have B.O. and not know it or always smell B.O. on
everyone else?

9. Would you rather have a sing-off with Ariana Grande or a dance-off with Rihanna?

10. Would you rather cuddle a koala or pal around with a panda?

11. Would you rather work an overtime shift with your annoying boss or spend full
day with your mother-in-law?

https://twinfluence.com/questions-to-ask-a-guy-over-text/ 23/34
7/29/23, 1:30 PM 782 Fun Questions to Ask a Guy Over Text to Keep Conversation Going - Twinfluence

12.
HOME
Would you ratherTRIVIA
QUESTIONS
wear theBUSINESS
same socks for a monthINDUSTRY
EDUCATION
or the same underwear
TECH 
for a
ENTERTAINMENT  LIFESTYLE  RELATIONSHIP
 
week?

13. Would you rather lounge by the pool or on the beach?

14. Would you rather be royalty 1,000 years ago or an average person today?

15. Would you rather communicate only in emoji or never be able to text at all ever
again?

16. Would you rather vomit on your hero or have your hero vomit on you?

17. Would you rather be an extra in an Oscar-winning movie or the lead in a box
office bomb?

18. Would you rather have a personal maid or a personal chef?

19. Would you rather never be able to go out during the day or never be able to go
out at night?

20. Would you rather stay in during a snow day or build a fort?

21. Would you rather labor under a hot sun or extreme cold?

22. Would you rather swim in a pool full of Nutella or a pool full of maple syrup?

23. Would you rather have universal respect or unlimited power?

24. Would you rather be chronically under-dressed or overdressed?

25. Would you rather have a muscular body or a normal body?

26. Would you rather have another 10 years with your partner or a one-night stand
with your celebrity crush?

27. Would you rather be in jail for five years or be in a coma for a decade?

28. Would you rather find true love today or win the lottery next year?

29. Would you rather be forced to sing along or dance to every single song you
hear?

30. Would you rather team up with Wonder Woman or Captain Marvel?

31. Would you rather give up the Internet or showering for a month?

32. Would you rather pass gas every time you meet someone new or burp every
time you kiss someone?

33. Would you rather live on a desert island with your celebrity crush or in a mansion
with your ex?

34. Would you rather be a genius everyone thinks is an idiot or an idiot everyone
thinks is a genius?

35. Would you rather live through an episode of Orange Is The New Black or Black
Mirror?

36. Would you rather shoot hoops with LeBron James or toss a football with Tom
Brady?

37. Would you rather walk barefoot in a public bathroom or through poison ivy?

https://twinfluence.com/questions-to-ask-a-guy-over-text/ 24/34
7/29/23, 1:30 PM 782 Fun Questions to Ask a Guy Over Text to Keep Conversation Going - Twinfluence

38.
HOME
Would you ratherTRIVIA
QUESTIONS
have your style critiqued
BUSINESS 
by Anna INDUSTRY
EDUCATION
Wintour or TECH
Miranda Priestly?
ENTERTAINMENT  LIFESTYLE  RELATIONSHIP
 

39. Would you rather look strong and be weak or look weak and be strong?

40. Would you rather live in a home with no electricity or in a home with no running
water?

41. Would you rather watch nothing but The Office or Friends for the rest of your
life?

42. Would you rather know when you’re going to die or how you’re going to die?

43. Would you rather be the star player on a losing team or warm the bench on a
championship roster?

44. Would you rather have your own theme park or your own zoo?

45. Would you rather have X-ray vision of people you find unattractive or everyone
else have X-ray vision of you?

46. Would you rather eat chocolate on pizza or never eat chocolate ever again?

47. Would you rather have a slumber party with Anna Kendrick or go to a comedy
show with Rebel Wilson?

48. Would you rather never wear makeup ever again or wear a full face of the wrong
shades every day?

49. Would you rather date someone with bad breath or bad manners?

50. Would you rather never age physically or never age mentally?

51. Would you rather bathe in the dishwater or wash dishes in your bathwater?

52. Would you rather have Celine Dion or Eminem perform the soundtrack to your
life?

53. Would you rather always have wet socks or a small rock in your shoe?

54. Would you rather master every musical instrument or every type of sport?

55. Would you rather give up brushing your hair or give us brushing your teeth?

56. Would you rather wear heels to the gym or sneakers to a wedding?

57. Would you rather star in a Star Wars or a Marvel film?

58. Would you rather have your first child when you’re 18 or when you’re 50?

59. Would you rather have your boss or your parents look through your text
messages?

60. Would you rather eat an undercooked meal or a burnt meal?

61. Would you rather work alongside Dwight Schrute or Homer Simpson?

62. Would you rather donate your organs to those who need them or donate your
entire body to science?

63. Would you rather never eat cookies ever again or only ever drink water?

64. Would you rather be caught liking your ex’s Instagram pics or your partner’s ex’s
Instagram pics? 

https://twinfluence.com/questions-to-ask-a-guy-over-text/ 25/34
7/29/23, 1:30 PM 782 Fun Questions to Ask a Guy Over Text to Keep Conversation Going - Twinfluence

Truth
HOME
Questions
QUESTIONS
to Ask aBUSINESS
TRIVIA
Guy Over
Text
EDUCATION INDUSTRY TECH  ENTERTAINMENT  LIFESTYLE  RELATIONSHIP 

No matter how far you have come in your relationship, keeping each other’s trust is
one of the most important traits of any healthy relationship. Therefore, if you don’t
want anything to be kept hidden, this list of truth questions to ask a guy over text
can do wonders for you.

1. Have you ever gotten really drunk and done anything silly?

2. What are some things you think about when you are sitting on the toilet?

3. What is the weirdest thing you have done for a boyfriend or girlfriend?

4. What is the goofiest thing that you have an emotional attachment to?

5. What would you do if you were the opposite s#x for a month?

6. What was the strangest dream you have ever had?

7. What is the worst advice that you have ever received?

8. What do you find the least attractive in a person?

9. If you could have one superpower what would it be?

10. What is the meanest thing anyone has ever done to you?

11. What is the biggest mistake you’ve ever made?

12. What is a secret that you’ve never told anyone?

13. What do you really hope your parents never find out about?

14. Who have you loved, but they didn’t love you back?

15. What is the scariest dream that you’ve ever had?

16. What lie have you told that actually hurt someone?

17. What is the weirdest thing that you have ever eaten?

18.  When was the last time you have been scared?

19. Is there anything you have done that you do not want your parents to find out?

20. Do you regret not accepting someone’s proposal and whom?

21. Have you ever experienced one-sided love in your life?

22. What qualities do you search for in your partner?

23. Why did you break up with your last partner?

24. How many relationships have you had till now?

25. What makes you the most self-conscious? 

https://twinfluence.com/questions-to-ask-a-guy-over-text/ 26/34
7/29/23, 1:30 PM 782 Fun Questions to Ask a Guy Over Text to Keep Conversation Going - Twinfluence

26.
HOME
WhatQUESTIONS
is the weirdest foodBUSINESS
TRIVIA
combination you have tried
EDUCATION
till now?TECH 
INDUSTRY ENTERTAINMENT  LIFESTYLE  RELATIONSHIP
 

27. Which board game do you like the most?

28. If you get a chance will you pet a dog or a cat and why?

29. What do you think your mates expect from you?

30. What is the weirdest lie you told your parents?

31. What was the weirdest dream you had in your life?

32. What is the best thing in your life at this point?

33. What was the best advice someone has given to you?

34. What was the worst advice someone has given to you?

35. What do you like to do when you are free?

36. What do you think others’ thoughts about you?

37. What was your longest romantic relationship?

38. What are your thoughts about a soulmate?

39. What are your thoughts about karma?

40. What do you hate the most in a person?

41. What do you find the most attractive in an individual?

42. What would you like to be your partner’s personality?

43. What will you do if you can get a superpower for one day?

44. If you can be invisible for a day what will you do?

45. How much are you afraid of darkness?

46. Do you like to write journals every day?

47. What is your scariest memory from your childhood?

48. Have you ever cheated during a test?

49. What is your most favorite memory of childhood?

50. What was the most complicated situation you have experienced?

Dare Questions to Ask a Guy Over Text


Truth or dare game is always fun to play on spontaneous occasions. Now that you
have gone through truth questions, here is the amazing collection of dare questions
to ask a guy over text, if you want to spice things up.

1. Do pushups until you can’t do any more, wait 5 seconds, and then do one more.

2. Make up a 30-second opera about a person or people in the group and perform it.

3. Imitate popular YouTube videos until someone can guess the video you are
imitating.

4. Let the person to your left draw on your face with a pen.

5. Drink a small cup of a concoction that the group makes. 

https://twinfluence.com/questions-to-ask-a-guy-over-text/ 27/34
7/29/23, 1:30 PM 782 Fun Questions to Ask a Guy Over Text to Keep Conversation Going - Twinfluence

6. Let the
HOME
group lookTRIVIA
QUESTIONS
through BUSINESS
your phone for one minute.
EDUCATION INDUSTRY TECH  ENTERTAINMENT  LIFESTYLE  RELATIONSHIP
 

7. Give someone your phone and let them send one text to anyone in your contacts.

8. Let the group pose you in an embarrassing position and take a picture.

9. Switch clothes with someone of the opposite s#x in the group for three rounds.

10. Stick your arm into the trash can past your elbow.

11. Beg and plead the person to your right not to leave you for that other boy or girl.

12. somewhere on your body (that can be hidden with clothing) with a permanent
marker.

13. Depict a human life through interpretive dance.

14. Sing a praise song about a person of the groups choosing.

15. Let two people give you a wet willy at the same time.

16. Jump up and down as high as you can go for a full minute.

17. Sit in a spinning chair and have the group spin you for 30 seconds.

18. Go to the pharmacy in a business suit and buy a lubricant.

19. Drop something in the toilet and then reach in to get it.

20. Call the 3rd contact on your phone and sing them 30 seconds of a song that the
group chooses.

21. Transfer an ice cube from your mouth to the person’s mouth on your right.

22. Eat one teaspoon of the spiciest thing you have in the kitchen.

23. Act like whatever animal someone yells out for the next 1 minute.

24. Open a bag of snacks or candy using only your mouth, no hands or feet.

25. Drag your butt on the carpet like a dog from one end of the room to the other.

26. After the group chooses one rude word, sing a song and insert that rude word
once into every line of the song.

27. Hold a funny face for the rest of the round.

28. Post an extremely unflattering picture of yourself to the social media outlet of
your choosing.

29. Choose someone from the group to give you a spanking.

30. Poll dance for 1 minute with an imaginary pole.

31. Compose a poem on the spot based on something the group comes up with.

32. Seduce a member of the same gender in the group.

33. Spin an imaginary hula hoop around your waist for the rest of the round.

34. Get slapped on the face by the person of your choosing.

35. Gargle something that shouldn’t be gargled, but won’t hurt you.

36. Try to juggle 2 or 3 items of the group’s choosing. 

https://twinfluence.com/questions-to-ask-a-guy-over-text/ 28/34
7/29/23, 1:30 PM 782 Fun Questions to Ask a Guy Over Text to Keep Conversation Going - Twinfluence

37.
HOME
Attempt to walk on
QUESTIONS
your hands
TRIVIA
for as far
BUSINESS 
as you can.
EDUCATION INDUSTRY TECH  ENTERTAINMENT  LIFESTYLE  RELATIONSHIP 

38. Sell a piece of trash to someone in the group using your best salesmanship.

39. Make every person in the group smile, keep going until everyone has cracked a
smile.

40. Let someone else tickle you and try not to laugh.

41. Post the oldest selfie on your phone on Instagram Stories.

42. Try and make the group laugh as quickly as possible.

43. Send a topless picture of you to a sibling or cousin.

44. Try to drink a glass of water while standing on your hands.

45. Pretend to be the person to your right for 10 minutes.

46. Do your best impression of a baby being born.

47. Show the last five people you texted and what the messages said.

48. Empty out your wallet/purse and show everyone what’s inside.

49. Give a lap dance to someone of your choice.

50. Keep three ice cubes in your mouth until they melt.

51. Send a sext to the last person in your phonebook.

52. Like the first 15 posts on your Facebook newsfeed.

53. Keep your eyes closed until it’s your go again.

54. Let the rest of the group DM someone from your Instagram account.

55. Say something dirty to the person on your left.

56. Give a foot massage to the person on your right.

57. Show the most embarrassing photo on your phone.

58. Reply to the first five Instagram Stories on your timeline.

59. Attempt to impersonate everyone in the room.

60. Give a celebrity lookalike for every person in the room.

61. Put as many snacks into your mouth at once as you can.

62. Belt out the chorus of a cheesy ballad at full volume.

Questions to Ask a Guy Over Text – Crush Level


That sudden rush in dopamine when your crush texts you is unmatchable. Who

would want to ruin their conversation with their foolish questions to ask your crush
https://twinfluence.com/questions-to-ask-a-guy-over-text/ 29/34
7/29/23, 1:30 PM 782 Fun Questions to Ask a Guy Over Text to Keep Conversation Going - Twinfluence

while
HOME
texting? So, if you
QUESTIONS
need BUSINESS
TRIVIA
some questions that leave
EDUCATION
your crush
INDUSTRY
thinkingENTERTAINMENT
TECH 
of you, LIFESTYLE  RELATIONSHIP
  
below is the perfect place to spend some time on.

1. Do you feel comfortable sleeping beside someone?

2. What was your favorite part of the day?

3. What is the cutest thing you have ever done?

4. What is the kindest thing you have ever done?

5. If suddenly start singing “Macarena” what could you do?

6.  Have you been ever on a tinder date?

7. What would you do if tonight is the last night of your life?

8. If a genie were to grant you one wish, what would you wish for?

9. When was the last time you dreamed about someone s*xually?

10. How about a life drawing class where you pose naked?

11. Would you be socked if saw the search history of your web browser?

12. Are you a fan of public displays of affection?

13. Did you do anything interesting today, besides talking to me?

14. Is there anything about me that initially drew your attention?

15. Would you sleep with someone of the same s#x?

16. Who in your office would you have a threesome with?

17. What is the freakiest thing you’d want your partner to do to you?

18. When are you the horniest, in the morning or evening?

19. Would you dump someone because they won’t perform certain sexual acts?

20. How many times a night do you like to have s#x?

21. Would you have s#x in a store fitting room?

22. Where would you like to have s#x outside the home?

23. Would you let someone give you a full body massage on a first date?

24. Would you have s#x on the first date?

25. How many positions do you like during s#x?

26. Do you enjoy playing rough in the bedroom?

27. What is your opinion on love bites, do you want to give me any?

28. Do you like experimenting with different positions, which is your favorite?

29. What would you say or do if I sent you a dirty picture of me?

30. What is the dirtiest thing you ever thought about me?

31. Is laughing in the bedroom okay, or it has to be serious?

32. What’s one thing you want me to do that I have not yet- In the bedroom? 

https://twinfluence.com/questions-to-ask-a-guy-over-text/ 30/34
7/29/23, 1:30 PM 782 Fun Questions to Ask a Guy Over Text to Keep Conversation Going - Twinfluence

33.
HOME
HaveQUESTIONS
you ever slept with someone,
TRIVIA BUSINESS 
then woke up wishing
EDUCATION
you never
INDUSTRY TECH 
have?
ENTERTAINMENT  LIFESTYLE  RELATIONSHIP 

34. Have you ever been in a friend with benefits situation?

35. What part of your body do you enjoy the most on a woman?

36. What is your most embarrassing make-out memory?

37. If you had to choose your least attractive feature of mine what would it be?

38. Who is the best partner you have ever had in bed?

39. What part of my body would you want me to tattoo?

40. Do you prefer eye contact or none during s#x?

41. What kind of music do you like in the bedroom?

42. What games do you like to play in the bedroom?

43. Do you like a screamer or do you like it quiet?

44. Do you like the lights on or off during lovemaking?

45. What do you like to be called during nooky?

46. When you return home after a long day at work, how would you want to relax?

47. What do you want me to be wearing right now?

48. Have you ever been caught doing the deed?

49. Have you ever been to a nude beach?

50. Would you consider being friends with benefits?

Questions to Ask a Guy Over Text – Boyfriend Level


Tire of boring and cliché questions to ask a man? Well then do not look any further
because this page has got you covered with some unique and latest questions to
ask your boyfriend over text. Check it out!

1. What’s the most memorable vacation you’ve taken?

2. What’s the most uncomfortable thing you’ve had to tell someone?

3. When was the last time you were really, really wrong about something?

4. What story involving you has probably been told by the most people?

5. How much have you changed in 5 years?

6. What did you do when you were younger that you still cringe when you think
about it?

7. Where is the most interesting abandoned place you’ve been to?

8. What did you do in the past that people keep bringing up over and over and over
again?

9. What’s something that has changed you for the better and something that has
changed you for the worse?

10. Where are some places that you’ve been that you’ll never be able to go back to?

https://twinfluence.com/questions-to-ask-a-guy-over-text/ 31/34
7/29/23, 1:30 PM 782 Fun Questions to Ask a Guy Over Text to Keep Conversation Going - Twinfluence

11.
HOME
If you could go back
QUESTIONS
and change
TRIVIA
just one
BUSINESS 
decision you
EDUCATION
made, what
INDUSTRY
decision
TECH  ENTERTAINMENT  LIFESTYLE  RELATIONSHIP 
would you change?

12. What’s the strangest thing you’ve seen happen at a job you’ve had?

13. What unique games or activities did you play as a child?

14. What are some things you hid from your parents?

15. How much of the bad stuff that happens to you is your fault?

16. Have you ever imagined your parents doing it?

17. Do you like to call your partner with different names while doing it?

18. What is the one position you want to try out?

19. Have you ever tried to imitate scenes from fifty shades of grey?

20. What is the weirdest way you have asked for a naked picture of someone?

21. What is the weirdest place you have made out?

22. What is the weirdest thing a woman has done to you?

23. Have you ever taken off your partner’s underwear with your teeth?

24. Have you ever tricked your partner into licking you?

25. What is the weirdest thing you have licked from your partner’s body?

26. Do you ever want your partner to behave like a certain celebrity to seduce you?

27. What is the weirdest body part you have licked off your partner?

28. Which movie character would you like to have a one-night stand with?

29. Have you ever been sexually attracted to any of your relatives?

30. Did you ever have a s#x chat with someone you barely knew online?

31. Don’t you wanna know the naughty little secrets your partner has never told you?

32. Does it turn you on if you make love covered in sweats?

33. If you could use only one pleasurable toy for the rest of your life, what would it
be?

34. When you are horny where do you like to touch yourself?

35. Have you tried sensual massages on your partner?

36. Do you like to have s#x on an isolated beach?

37. Have you ever sent a dirty text to your partner in front of family members?

38. Have you ever tried to act like a fictional character inside the bedroom?

39. Have you ever created a page on social media to sext with anyone
anonymously?

40. Have you ever wanted to do it with your neighbor?

41. Have you ever tried to talk dirty but instead it turned out to be embarrassing?


42. Have you ever been sexually attracted to anime characters?
https://twinfluence.com/questions-to-ask-a-guy-over-text/ 32/34
7/29/23, 1:30 PM 782 Fun Questions to Ask a Guy Over Text to Keep Conversation Going - Twinfluence

43.
HOME
HaveQUESTIONS
you ever caught
TRIVIA
random strangers
BUSINESS 
making outINDUSTRY
EDUCATION
in public? TECH  ENTERTAINMENT  LIFESTYLE  RELATIONSHIP 

44. Did you ever have a partner with whom you had meaningless s#x?

45. What is the grossest place you’ve ever had s#x in?

5 Tips for Picking Questions to Ask a Guy Over Text


Once in all, we all have experienced those irritating, boring, and simply
blank messages from someone we’re attempting to get to know. This in return,
certainly, creates more awkwardness between the two people.

And regrettably, that is a sign of fear and confusion. So, to escape that situation,
we’ve penned down the 5 tips for picking questions to ask a guy over text.

1. Now, that you have initiated the conversation and you desperately want it to
continue for a longer time, then you must opt for open-ended questions to ask a
guy while texting. Alter your questions in such a way that he’ll be more
encouraged to write something detailed, rather than just acknowledging with a
‘Yes’ or ‘No.’

2. Throwing questions one after another would obviously, sound as if you are like
interviewing him and that would put him off, for sure! So, try some follow-up
questions to ask a guy over text- not that you jump into finer details but just to
maintain the momentum of the discussion with; ‘How so’ or ‘Then what,’
phrases that will push him to continue speaking.

3. Questions to text a guy should not always be either too funny or too serious.
Instead, it should be a balance of both categories, and you could attain that by
including those questions that talk about his interest. For example; his likes and
dislikes or favorite things to do in spare time etc.

4. If you have reached a certain level of relationship where both of you are quite
aware of each other then you could choose questions to ask a guy over text that
allows you guys to discuss your future plans, common interest, and other
ongoing topics to keep the conversation going.

5. A little randomness can never go wrong. We know, everybody is a bit concerned


with what questions to ask a guy over text, but don’t be scared to switch topics.
It may seem unusual to blurt out your thoughts, yet it’s a great way to build a
conversation.

Final Thoughts on Questions to Ask a Guy Over Text


We all have pretty much bumped into many cute guys and have approached them in
a variety of ways yet one method that has always hit right on spot is- Texting. But
for that, you need the right questions to ask a guy over text.

Always remember that every person is different from another and they must be
treated differently. Therefore, you better observe them a little bit before making a
move towards them. Hence, thinking of appropriate questions to ask a guy while
texting is the easiest way possible to avoid any kind of hindrances in your path.

Hence, select the questions to text a guy from the above list very cautiously, filter
them as per your requirement at the moment and you would be amazed to see
which questions the guy found interesting. 

https://twinfluence.com/questions-to-ask-a-guy-over-text/ 33/34
7/29/23, 1:30 PM 782 Fun Questions to Ask a Guy Over Text to Keep Conversation Going - Twinfluence

Also,
HOME
screenshot
QUESTIONS
these questions
TRIVIA
to ask a EDUCATION
BUSINESS 
guy over textINDUSTRY
for later purposes
TECH 
and do
ENTERTAINMENT  LIFESTYLE  RELATIONSHIP 
forward it to your friend circle as well so they may acquire a few of these too.

YOU MAY ALSO LIKE

207 Questions to Get to Know Your 157 Best Christmas Icebreaker 209 Questions for Couples to
Partner... Questions for Your Next... Strengthen the Bond
April 1, 2023 April 1, 2023 April 1, 2023

report this ad

Home Privacy Policy About Us Contact Us

Copyright © 2023 Twinfluence.com.

https://twinfluence.com/questions-to-ask-a-guy-over-text/ 34/34

You might also like