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251 Interesting questions to ask your boyfriend (flirty,Random,Deep)

Sometimes you meet a guy who has all the qualities you were looking for in a man. From the slight conversation you have, you notice he is intelligent, charismatic and focused. With time, all goes well and you start dating. This is the time to know him better.(More on the same->100 More Interesting questions to ask your boyfriend)

The next issue is how would you know him better? Sometimes first impression can be deceiving. You may need to go a step further for you to know your boyfriend better. As such, this article provides some good, cute and interesting questions that can help you in knowing the Mr. Right guy even better. These questions can be random questions, flirty questions, cute questions, deep questions or good romantic questions depending on how comfortable you become as you keep on talking. Check out our list of the most interesting questions you may ever ask your boyfriend.

 

Random questions to ask your boyfriend

 

  1. Where would you live in case you had enough money or you get a dream job?
  2. Are you dating another girl apart from me?
  3. What book did you get obsessed with that you could not get enough of it?
  4. How many times did you read your favorite novel?
  5. What do you think are your top five weaknesses?
  6. Where do you think the feeling of lust comes from? Brain or heart?
  7. From which place do you think we get the best advice between the heart and the brain?
  8. What activities do you normally engages in when not at work?
  9. If you can recall, when did you ask for forgiveness from someone close to you and what had you done?
  10. You seem sad, are you stressed or something?
  11. What would you do if you were told that your biological father was actually Billy gates?
  12. What is the best place you went for pick nick while in college?
  13. Do you smoke bang?
  14. What is the name of the most expensive whisky that you ever took?
  15. Do you prefer vodka, whiskey, beer or Brandy?
  16. What are you normally superstitious about?
  17. Did you ever participate in any riots in school? (if yes) what was the pressing issue?
  18. Which is your favorite English premium team?
  19. Which team are you a fun of in German’s Bundasliga?
  20. Which team do you like in the Italian Serie A?
  21. Which country are you a greatest fanatic of during the world cup tournament?
  22. Which country’s football team do you hate and why?
  23. Have you ever thought of being a military guy?
  24. Have you ever got in trouble with law enforcers?
  25. Which do you prefer between watching a movie or reading an interesting book during your free time?
  26. Do you always watch the news update or you don’t give a damn of what’s happening around the globe?
  27. What do you always wish someone to tell you about yourself?
  28. In case you don’t get a kid, would you adopt one?
  29. What is the most embarrassing critique that you ever got from a friend?
  30. What do you wish to achieve in life 10 years from now?
  31. How often do you cook at your house and how often do you take fast food over a decent meal?
  32. Are you a person who always learn from his mistakes or you prefer to learn from other peoples mistakes?
  33. Do you believe in ” life is too short to learn from the mistakes you do but rather to take note from other people’s failure and hence improve on yours so as not to fall in the same situation again”?
  34. Which is your favorite movies production company?
  35. How often do you buy movies online? Do you prefer to visit online sites with the free pirated copies of the same movies?
  36. What is the name of the person you shared your first kiss?
  37. What is the name of the woman who broke your virginity?
  38. Picture this. You are a waiter in a famous hotel then an arrogant customer comes, harasses you with insults. Would you spit in their food?
  39. Would you adopt a boy or a girls in case you do?
  40. Are you on diet?
  41. Do you have any inherited diseases in your family?
  42. Do you have any funniest moment in life?
  43. What do you prefer for breakfast?
  44. Which course did you take in college?
  45. Which was your worst unit in college?
  46. What do you hate about college girls?
  47. What do you love about college girls?
  48. What is the longest distance that you ever walked naked? Where was it?
  49. How do you react to people in your life who insults you?
  50. Do you prefer sleeping early then waking up late or sleeping late and waking up late?
  51. What is the definition of an enemy according to you?
  52. Which actor do you think would impersonate you perfectly in case a movie about your life was to be created?
  53. Guess what, I dreamt about us last night?
  54. What nickname do you think best describes my character?
  55. Do you think I will go to heaven or hell when I die?
  56. Any advice you can give me?
  57. Do you believe in the existence of heaven or there is no any other life the moment you die?
  58. What is your ideal country to live in the moment you become old?
  59. What disease do you fear the most?
  60. In three words, how could you describe me to person we haven’t met?
  61. Which animal in the wild do you think is the sexiest?
  62. Which animal in the wild do you think is the ugliest?
  63. Which animal in the wild could you take as a pet?
  64. Name 5 animals you fear the most In life?
  65. How many times did you ever cheat in your college exams?
  66. Do you have any role model at the workplace whom you are looking upto?
  67. Are you afraid of how your future will be like?
  68. How many children do you want to have when you get married?
  69. Whom do you always regret why you even fell in love with in the first place?
  70. Do you believe in decompress and heal?
  71. What do you think is constant about ladies characters based on the various girls you have dated?
  72. What food do you normally have crave on every time you are bored?
  73. What do you normally do to kill the boredom?
  74. What gives you sleepless nights each time you think of it?
  75. What is it that you are always good at?
  76. What are your expectations when you go on a date?
  77. What do you always expect when you approach a lady for the first time?
  78. What character of your girlfriend makes you feel insecure?
  79. Do you have children/ a child?
  80. What is the name of your child?
  81. Why did you give your child that name?
  82. What ran in your mind the moment she told you she is pregnant?
  83. Were you ready to be a father when she told you she was pregnant?
  84. Are you ready to be a responsible father?
  85. Did you ever at one point advised your girlfriend to abort since you were not ready to be a father?
  86. What do you love most about your child?
  87. Does your child resembles you or the mum?
  88. Why do you seem miserable?
  89. Which word best describe who you are?
  90. Do you prefer hiking or fishing?
  91. Do you think you are brave enough to face any life challenges?
  92. What are the traits of a girl you think can make a good wife?
  93. What name could you call yourself if you had to rename yourself?
  94. Could you visit your future to see what it could be like or you would rather go back in time if you had a time machine?
  95. Have you ever thought how your wife to be would look like?
  96. What terrible lie that backfired had you told your parents?
  97. Which one movie and one song could you have chose from if you had to choose one song and movie that you could listen for the rest of your life?
  98. Can you give a waiter at a restaurant a tip after a worst service?
  99. Which is your dream university or college that you wish to get an admission?
  100. Which is your favorite whatsapp emoji?

Deep questions to ask your boyfriend

Image of Deep questions to ask your boyfriend
Deep questions to ask your boyfriend
  1. Which outfit do you wish I wear for dinner tonight?
  2. What color of the night dress do you want I wear tonight?
  3. Do you mind if I become a little rough tonight?
  4. What would be your first thought when you find me on your bed with a healthy erection?
  5. What could be your reaction if by accident I dumb into you while you are naked?
  6. What could be your reaction if I insert my hand under your pants?
  7. What would you do if I touch your boobs?
  8. What could be your reaction if I spank you?
  9. Would you mind if I become your masseur tonight?
  10. Are you afraid of becoming old?
  11. What place have you made love the most? Kitchen, bedroom, sitting room or bathroom?
  12. Where do you wish to touch me now?
  13. What do you wish I tell you now?
  14. Do you love it when I am calm or naughty?
  15. Do you prefer using lubricants?
  16. Have you ever tried an edible underpants?
  17. Have you ever tried to undress a lady with your teeth?
  18. Do you like it when I talk dirty?
  19. Can you kiss my butts please?
  20. Are you a type of person who easily let the relationship or friendship go?
  21. How often do you have dirty dreams?
  22. When did you last fantasize about me?
  23. Have you ever “done” it in a car?
  24. When are you planning to “do” it again?
  25. Which position do you enjoy “doing” it the most?
  26. How did the interview go my love?
  27. Which is your favorite position of all the styles we have done it?
  28. Have you done it with your Ex in this house?
  29. Do you like it on the floor?
  30. How long do you think an ideal foreplay should last?
  31. Do you think I have soft lips?
  32. Have you ever done it on the football pitch?
  33. Beb, are you really happy?
  34. Have you ever been “drilled” behind?
  35. What do you think is the coolest thing a girl can tell you while making love?
  36. How long can you last in bed?
  37. How often do you wink?
  38. Are you a receiver or a giver?
  39. Where do you wish I capitalize on more?
  40. What comes in your mind each time you touch your private parts?

Flirty questions to ask your boyfriend

Image of Flirty questions to ask your boyfriend
Flirty questions to ask a boyfriend
  1. Whom always come in your mind each time you place your hand between your legs?
  2. Which part in a woman body do you think is the most important?
  3. Do you prefer “morning glory” or you prefer doing it at night?
  4. Which of your fantasies do you think is the riskiest?
  5. Whom among your ex do you think she thinks you are poor in bed?
  6. Whom among your ex do you think thinks you are the best in making love based on your performance while you were dating?
  7. Do you always stop when she tells you she is tired?
  8. Can you sleep with a beautiful woman in the same bed but do nothing?
  9. Do you love it rough or slowly?
  10. Do you think you normally make loud noises that your neighbors usually knows when you are doing it?
  11. Whom do you wish should have broken your virginity?
  12. Do you prefer sexting or talking dirty on call?
  13. What do you see fascinating about me compared to the other girls you have dated?
  14. Do you enjoy doing it from behind?
  15. How many friends with benefit have you ever had?
  16. How many “shots” can you do?
  17. What is the greatest deal breaker for you in case of friendship?
  18. Have any of your nudes ever leaked?
  19. Have you ever took nudes of your girlfriend?
  20. What is the actual number of the people you have had s*x with?
  21. What do you hate about oral?
  22. Why do you love orals than the actual “play”?
  23. Who is your favorite porn star that you do not mind doing it with?
  24. What is the maximum number of women you have slept with in a day?
  25. Have you ever experienced triple orgasm?
  26. Have you ever slept with a sugar mummy before?
  27. How long have you ever stayed without “doing” it?
  28. During s*x, do you like kissing?
  29. Why do you like kissing during s*x?
  30. Which category in x-videos must you click each time you visit the website?
  31. Have you ever upload your homemade s*x tape online?
  32. When was your first time to make a s*x tape?
  33. How many s*x tapes have you made this far?
  34. Do you prefer online dating or meeting a potential girlfriend in person?
  35. How many dating sites are you a member in?
  36. Have you ever exchanged s*x with promotion at the workplace?
  37. Have you ever seduced your teacher?
  38. Which one do you prefer during foreplay, hand or tongue?
  39. Do you prefer all natural or shaved women down there?
  40. How often do you shave down there?
  41. When did you shave last?
  42. What do you normally use to shave yourself down there?
  43. Have you ever shaved your partner down there?
  44. Have you ever done it while driving?
  45. Do you like orals while on the steering wheel?
  46. Have you ever had “happy ending” on the first date?
  47. How you been in a relationship where you are the number 2 guy and very okay with it?
  48. How many open relationships have you had in your life?
  49. Which one do you prefer, sleeping with underwear or G string?
  50. Which one aroused you more when I wear? Thong or normal pants?
  51. Have you been to a strip club?
  52. What do you love about strip clubs?
  53. Have you ever slept with a hooker?
  54. Which is your favorite strip club in town?
  55. Can you be a stripper in a club given 10000$ to perform for 30mins?
  56. How was the experience the first time you visited a strip club?
  57. Do you prefer dating black or white ladies?
  58. What is the size of the “guy” between your legs?
  59. Have you ever slept with an HIV infected individual?
  60. Have you ever used PEP (post Exposure Prophylaxis)?
  61. Can you marry a HIV/ Aids infected girl yet you are HIV negative?
  62. What could you do if you visit a VCT center to know your status then it emerges you are HIV positive?
  63. Have you ever “done” it when she is on periods?
  64. Which music have you saved as your ringtone?
  65. Have you ever consider about acting a blue movie?
  66. How many girls have you ever gone down on them in your life?
  67. Where were you 2hours ago yet I was very [email protected]?
  68. Are you proud being a man or you would have preferred to be a lady if you had a choice?
  69. Where do you prefer to get s*x styles? Through watching movies, [email protected] or advice from friends?
  70. Do you always have s*x with clothes on or while naked?
  71. Have you ever had s*x in a church?
  72. Have you ever had s*x in your parents’ bedroom?
  73. Do prefer sleeping with a pajama or without clothes?
  74. How do my lips taste?
  75. Do you mind moving closer to give me warmth? I am feeling cold
  76. Why are you staring me in a lustful manner? Do you wanna eat me row?
  77. Can you spank me please?
  78. Does it make me a bad girl when we talk dirty?
  79. Have you ever fainted during s*X?
  80. At what age will you stop having [email protected]?
  81. Do you know you are so hot?
  82. Have you ever done it in the forest?
  83. What is it that you did while a teen are you proud of?
  84. Have you ever “done it” with your buddy girlfriend?
  85. Do you prefer sounds or silence while doing it?
  86. What do you normally do immediately after doing it, sleep, shower or cuddle?
  87. Have you ever done it with a person you do not like?
  88. Have you ever ejaculation in your boxer?
  89. Which sexual position do you think is weird?
  90. Can we go and do it in the pool?
  91. Which drugs do you normally use to boost your libido?

 

Interesting questions to ask your boyfriend

Image of Interesting questions to ask your boyfriend
Beautiful couple
  1. What are you allergic to?
  2. Do you play rugby? (if he has a huge body)
  3. Do you know how to play football?
  4. Do you know how to play basketball?
  5. Do you know how to play American football?
  6. Do you know how to swim?
  7. When was the last time you went for swimming?
  8. How often do you visit the town’s museum?
  9. Which is your favorite eating joint?
  10. Do you know how to repair a car?
  11. Can you date a boxer?
  12. How often do you go for carnivals?
  13. What attracts you more to the carnivals?
  14. What do you like about Carnivals?
  15. Which one do you prefer between hip-hop and soul music?
  16. Who is your favorite soul music artist?
  17. How many tattoos do you have on your body?
  18. Can you tattoo your eyes?
  19. What is your opinion about horoscopes? Do you believe in it?
  20. When did you last smoke?
  21. CONTINUATION–> 100 More Interesting questions to ask your boyfriend

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