Personal Growth

99 questions to get to know my boyfriend better

Time for the quiz!


It is essential that you understand the person who is accompanying your life and if you can do it in a fun and informal way, much better! that way you will learn from the other and, that’s right, they come out of the routine that, at times, overwhelms both sentimental relationships.

I will recommend 99 questions to start the game with knowledge99 questions to better meet my boyfriend ?, Yes, you read right !; you will have 99 questions so that you can interact with your loved one, updated, divided into categories and strategically designed, so that you can enter the confines of the masculine mind.




It is natural that you are questioning the questions that are or not convenient to ask your boy, do not worry !; in this interrogation everything is valid, from the most innocent and romantic questions, going through those that are interesting, to the most daring, hot, sexy, perverted or whatever you want to call them.

It’s a matter of being ingenious and invite him to participate in the game with some additional incentive (a good wine, food, a war of shots, etc.) so that both leave aside the tension, have fun and do not lose sight of the objective. Without further ado, here are the 99 questions, at your total disposal:


Perhaps you will die of curiosity to know how your boyfriend perceives the relationship they have built together or what their true interest in love is. Do not waste more time! Venture and find the answers you need. These are my suggestions:

  1. What do you think are the 3 main characteristics that make this relationship a unique relationship?
  2. Do I offer you everything, or most things, that you expect from a couple?
  3. What aspects would you like to improve in our relationship?
  4. Do you feel some kind of emotional dependence?
  5. Do you love me or love me?
  6. What do you expect from me as a couple?
  7. What do you think about infidelity? Is it the same as loyalty? What is the difference?
  8. How do you imagine this relationship in a couple of years?
  9. Describe me in two words.
  10. What are the details that I have with you and make you feel loved or in love?


And why not spend a nice time with your partner and chat for a while about trivia? Fun and leisure time, even if you do not believe it, are essential for the integrity of a relationship, they are the complement and the balance of all the other aspects that need more sobriety.

There are many options for fun questions to ask your boyfriend, but I made the best selection for you ! in order that you know their tastes, beliefs, and inclinations.

  1. What is your favorite smell and why? Do you like perfumes or the natural aroma of people?
  2. If you had the power of teleportation, where would you be at this moment?
  3. Do you believe in reincarnation and karma?
  4. What has been the worst gift you have received in your life?
  5. What situation causes your crying?
  6. Do you prefer cats or dogs?
  7. Do you believe in the existence of extraterrestrials and in abduction?
  8. What is your favorite writer and literary work?
  9. If you had the opportunity to be one day in a woman’s body, what would you do?
  10. Would you dare to launch yourself from a parachute?
  11. With what animal do you identify yourself and why?
  12. What do you think of polygamous relationships? Would you be able to have one?
  13. What wishes would you ask if you find a magic lamp?
  14. Make me a list of the five most important and influential people in your life.
  15. What do you think makes you unique?
  16. What do you prefer, sleep, eat, watch movies, go for a walk or read?
  17. What is your biggest fear? Do you have a phobia about something?
  18. Do you like the beach, the forest or the city?
  19. What is the part of your body that you like the most and the part you like the least?
  20. What makes you fall in love with a woman both physically and intellectually?


The following uncomfortable questions to ask your boyfriend will intimidate you a little, but I have the best solution for you: dissipate the discomfort with a glass of wine, so it will not be so embarrassing for you to ask and he will respond spontaneously. Sure you are thinking: “Of the 99 questions to get to know my boyfriend better, 69 are daring, intimate and playful !! Yes! You will have all the power over your mind!

  1. What bothers you most about me?
  2. Have you been unfaithful or have you seriously thought about it?
  3. At what age did you give your first kiss and with whom?
  4. Have you been in love with one of your friends?
  5. How many sexual partners have you had?
  6. Did you fantasize with me before being your girlfriend?
  7. Have you thought about other women when we are in privacy?
  8. What awakens your sexual desire?
  9. What kind of feminine lingerie drives you crazy?
  10. What is the most sensitive part of your body?


Increase the temperature of the game !, After a round of uncomfortable questions, blushes and even silences, take advantage of the situation to advance level and enter a more sexual and intimate plane.

Do not fear! your boyfriend will be happy to solve and clarify all your doubts and questions, so be prepared because you will surely have more than just answers. Are you ready to start with the most daring questions for your man? Take a look at my proposals:

  1. What do you think of casual sex?
  2. Have you done or thought about doing a trio?
  3. What excites you the most?
  4. What is your greatest sexual fantasy?
  5. What is your favorite sexual position?
  6. What sexual practice is unpleasant to you?
  7. Do you like to be talked to while you have sex?
  8. Would you have sex in a public place?
  9. Would you do it with a person of your same sex?
  10. Are you a voyeurist?
  11. Have you done it in the water?
  12. Have you gone or would you like to go to a nude beach?
  13. What is the part of my body that excites you most and why?
  14. Why would you reject a woman you like?
  15. With what famous woman would you like to be in privacy?
  16. Do you like to do or what do you do? Do you consider yourself dominant or submissive?
  17. Do you like sex toys?
  18. What do you think of pornography?
  19. Have you taken nude photos?
  20. What is the weirdest thing you have done or been asked to do in privacy?


This round of questions of truth or challenge for my boyfriend will definitely take them out of the routine and allow them to experience sexuality from another point of view. You will make your imagination fly!

Truth or …

  1. What pranks would you do if you were invisible?
  2. Have you ever surpassed yourself with someone?
  3. Do you consider yourself attractive, sensual or unattractive?
  4. What was the first thing you liked when you saw me for the first time?
  5. What do you want to do at this precise moment?
  6. Cold or hot?
  7. Standing, lying or sitting?
  8. Do you sleep in your pajamas, in your underwear or naked?
  9. What has been your best sexual experience?
  10. Have you ever lied to avoid an intimate moment?
  11. What was the craziest thing you did with your ex?
  12. When was the last time you dreamed of me?
  13. Dry, wet or wet?
  14. Fast or slow?
  15. Caress, kiss, bite or lick?
  16. Have you ever spied on someone?
  17. What is your biggest insecurity when intimate with someone?
  18. Do you like to be seduced or seduced?
  19. One, two or more than three times a week?
  20. Are you open to possibilities in your intimate relationships or are you traditional?
  21. On a scale of 1 to 10, how important do you give a woman’s physique?
  22. Do you have a fetish?
  23. According to your list of preferences, what is it that cannot be lacking in privacy?
  24. Light, darkness or dim light?
  25. Sweet, sour or bitter?
  26. Have you done it outdoors?
  27. Have you had sex with strangers?


  1. Choose a part of your body to pass an ice cube
  2. Dance erotically for 1 minute
  3. Massage a part of my body while you sing your favorite song
  4. Kiss my lips without touching the rest of my body
  5. Take a sexy photo and send it to WhatsApp
  6. Describe a perfect sexual situation for you
  7. Use my lingerie for one hour
  8. I cover your eyes and guess what I’m doing
  9. Go out to the street door in your underwear for a few seconds
  10. Tell me in a few words what you feel when you have an orgasm
  11. Whisper something in my ear that makes me shudder

Mission accomplished! 99 ideas that will surely surprise you and act as points in your favor to get to know you better, seduce you and ignite your desire. Never forget that you have the power!

Truth Question Staff

TruthQuestion Staff has highly talented authors and editors who were educated from the top universities on variety of subjects like, Psychology, Fashion, Beauty and Health, Relationship, Time management, Ice breaker ideas, curiosities. We always try to provide readers the best from us. So stay tuned and support us.

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