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What is the most interesting question you can ask to get to know someone?

14.06.2025 03:23

What is the most interesting question you can ask to get to know someone?

* Give a rating for each one (0-100)

2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.

What have you learned about yourself that you did not before this?

Is it recommended to leave a note in a lost wallet asking for it to be returned?

13- What’s your favorite drink? What’s your least favorite?

84~ How do you feel about reading/listening to adult stories?

Family Relation Age Play

Summer here, the one who debunks atheism. Isn’t it funny how atheists always say they prefer a “no-nonsense, evidence-based approach” to understanding the world, but when I bring up logical arguments for theism, they suddenly clam up?

42~ Ever been spanked during sex? Did you like it? Would you like me to do it?

9- Is there something you’ve always wanted to ask me but you’re afraid?

Does the thought excite you? Care to share?

While on the surface of the moon, why isn’t the Apollo 11 spacesuit inflated like a balloon from the 3.7 psi internal pressure?

11- List at least 5 things on your bucket list. Have you done any of them already?

35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?

22~ What is the best pickup line anyone has ever used on you? What was the worst?

What are some of the best relationship advice for men?

71~ Would you give your partner a hand or foot job? Would you receive one?

Will you kiss after your partner has gone down on you? Swallow or spit semen?

*** Questions about Relationships/Past ***

How do you get people to follow your Quora Space?

9- What’s your favorite season and why? What’s your least favorite?

45~ How do you feel about me blindfolding you? How about blindfolding me?

How many times do you think you have “made love”?

What do you do when you are struggling to fall asleep?

42~ What’s your biggest regret in life?

Would you ever want to be woken up with oral and/or intercourse?

36- Do you play video games? What is your favorite? Do you a least favorite?

What is the difference between heaven and heavens?

29- How superstitious are you?

28~ What are some things that turn on? What is your biggest turn on?

85~ If you gave me a “free Pass” to have me do anything for one hour, what would you want me to do to you?

What are the possible reasons for people feeling depressed after the holiday season? Why does being alone exacerbate these feelings?

11- How about if they like a certain sports team? 12-How about drinking too much?

50~ How many children do you have? What are their ages?

20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?

If a guy is attracting a bunch of what he believes to be "ugly" women, is he crushing the dating game?

5~ When you first started having sex, was it what you thought it would be?

Prisoner/Prison Guard Landlord/Tenant

8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.

Is it wise to SECRETLY expose a narcissist by telling others that he/she is a covert narcissist?

What is your view on sex? Meaning, When/Where/ How often/

Will you cheat again? How can, you be sure? Define what cheating is to you.

25~ How do you feel about PDA? (Public Display of Affection)

Should Pete Rose's record as the all-time hits leader be recognized and celebrated?

73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?

7~ How many times in one day have you had sex? Who/When/Where? Care to Share?

88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?

Why do so many people like life?

85~ If I gave you a “Free Pass” for you to do anything to me for one hour, knowing that no matter what you did,

18- How often do you drink alcohol? What is your favorite drink?

4- For a pet, Cat, dog or other?

What is the difference between the Bible and the Qur'an?

If YES, was it with 2 men or 2 women? Did you enjoy it?

5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?

87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?

39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?

21~ What was the best date you ever went on? What has been the worst?

65~ Describe the best orgasm you’ve ever had? Care to share?

Escort/Client Job Applicant/Hiring Manager

51~ Are you willing to play adult games with your partner?

2~ How old were you when you got to 2nd base? (Tongue kissing, breast feeling, or outside the clothes genital contact) Who? Care to Share?

Would you mind if your partner watched it? How about together vs alone?

52~ Are you willing to make “those types” of bets with your partner?

33- If you could visit any time period, when would you pick? Please explain why?

35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?

A comprehensive questionnaire, this should be a fun exercise to get to know each other. Try to give as much detail as possible when answering questions. You can go through this together and talk about each question or fill out the questionnaire as completely as you can and once you are done, go through each question together. If you have been together for a while, it is also fun to try to answer the questions for your partner. Remember this should be fun, so if you do not wish to answer a question you can “PASS” and not answer. Both should answer honestly and without judgement. (This is important, without judgement) I hope this helps you get closer and strengthens your relationship… You can learn a lot about the other person… and yourself…

37- Do you like your name? If you could change it, what would you change it too?

*** What’s Your Favorite…? ***

Do you shave/trim your pubic hair? For you guys do you shave your balls?

22- Do you have any birth marks? How about scars? Care to share how you got them?

16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?

60~ How important is oral sex? Do you like receiving? Do you like giving?

3- What’s your favorite smell? Do you a least favorite?

Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts

10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?

32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?

25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?

Please share Did you stop?

83~ How do you feel about Porn?

Have you ever? Care to Share?

1- What was your first impression of me? Has it changed?

1~ How old were you when you had your first kiss? Who? Care to Share?

9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?

Do you like it when they show and tell you what they want?

6- Do you have dreams? Can you remember them? What do you usually dream about?

78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?

What do you dislike about me? I asked you to be 100% honest.

45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)

Get this wrong and this could mean the end… :-) some funny, some not…

16- Can we talk about your health history? Have you had any surgeries? Any broken bones?

Would you allow me to shave your legs? How about your pubic hair? How about shower sex?

14- Do you have a “Deal Breaker”, anything that your partner has done or will do, a boundary that once crossed you are done with the relationships?

How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)

Any that are a turn off?

75~ If your partner wants an orgasm/have sex when you don't desire to have sex, how do you plan to deal with their needs?

26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?

56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?

93~ Now that this really long questionnaire is over, one last question, ok maybe 3…

Would you read them together?

12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?

48~ Do you have any siblings? Are you close to your family?

46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?

Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®

24~ What are your expectations in a relationship? (I know a very big question, take your time)

19- What’s your favorite fairytale? What’s your least favorite?

Do you like the “69” position? Do you prefer to be on top or bottom?

How about if they talk dirty and/or call you names?

70~ Would/do you have/like anal sex?

Nothing too Serious

29~ What are some things that turn you off? What is your biggest turn off?

53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?

23~ What do you believe is required to have a successful and healthy relationship? (This is important, take your time, and really think about this)

12- What is the weirdest thing you've ever eaten?

* Which of the following turns you on the most? Do you have any not on this list? Care to share?

7- What are your thoughts on religion? Is there an afterlife?

46~ Have you ever used furniture, or other types of things to aid you while having sex?

Do you watch it? What is your favorite?

32- What's your greatest talent? Can I see it right now?

11- Is there something you would like me to do, in any area of our relationship that I have not done, or you want more of?

20- What’s your favorite candy? What’s your least favorite?

What’s the longest time you gone without having sex, after, having it? How much time between the others?

Over time has your thoughts on sex changed?

17- What’s your favorite holiday? What’s your least favorite?

6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?

27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.

How well do you know me? And some of your thoughts about me

41~ Are there moments in your past that you would want to change? Please share 3 of them.

8- What are your thoughts on politics?

39~ What are your love languages?

Do you think this brought you closer together?

5- What do I do outside the bedroom that turns you on? How about, what turns you off?

26~ What side of the bed do you sleep on?

5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?

68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?

Teacher/Student Stranger/One Night Stand

How many partners have you had oral sex with? Who? Care to Share?

28- What are some things that people do that irritate you?

If NO, would you ever have one? Would it be with 2 men or 2 women?

Meaning if you ever say it no matter how long we have been together or where we are in the moment…

Would /have you ever given your partner a lap dance and Striptease?

76~ Have you had a threesome? Care to Share?

Any that are a turn off?

34- Ever been to a concert? What was your favorite? Who would you like to see?

*** Random Questions ***

(Dildo, vibrator, nipple clamp, cock ring, butt plug and tail, couples’ toys, pocket pussy/sleeves, Ben-wa balls, pumps, gags, strap-on, remote controlled, vibrating panties, ETC…)

10- List 5 of your top pet peeves.

91~ Would you ever go into an adult book/toys store with me? Would you buy something?

44~ Have you ever been tied up during sex? What are your thoughts on bondage?

6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?

59~ Have/do you masturbate? How often? What do you use? (Toys, Phone sex, Erotica, Hard Core, shower/water, etc) Would you, while your partner watches?

14- What's your favorite dessert? Do you a least favorite?

22- What is your favorite childhood memory? What is your least favorite?

92~ Everyone needs a “safe” word. What is yours?

10~ How many dates are necessary before you to have sex with someone?

9~ How many times over your lifetime do you think you have had sex so far?

Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?

Are you willing to help and encourage your partner to fulfill their fantasies and desires?

53~ How much can you tell me about the one thing you are most passionate about?

13~ Is there a difference between, making love, having sex, and fucking?

How old are you? Male or Female?

1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)

If you lose, are you willing to be their sex slave for a day, (anything goes)?

What was the longest? What was the shortest?

You know that I will be 100% truthful, so ask.

48~ Have you ever paid or been paid for sex?

Can you Deep Throat? Do you like the taste of yourself?

Repairman/Lonely Wife Virgin/Experienced

What would you say to prove to yourself that it was really you?

77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?

If you win, what will you make them do?

37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?

31- If given a chance to be immortal, would you take it? Why?

1- What’s your favorite animal? Do you a least favorite?

5- Have you ever been hypnotized? Would you allow yourself to be?

If yes, what?

3- What Superhero or Superpower would you want to be/have?

52~ What are your hobbies?

18~ Who/when was your first “crush”?

3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)

13- What is the craziest/scariest thing you've ever done?

21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?

That one or two things that made you go hmmmm, OMG or wow!

11- What's your favorite restaurant? What’s your least favorite?

15- What bad habit do you wish you could quit? Do you have any addictions?

17~ What is the average length of your relationship(s)? What was the longest? Why did they end?

I would allow you to do it… What would you do to me?

(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?

61~ How willing would you be to try new sexual positions?

82~ Do you have any fantasies involving Role-Playing?

Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?

21- What's your favorite way to spend a weekend or time off?

These go from easy to answer, to OMG, you really want to know that?! to some serious thought. Take your time and have fun with this. The past is the past… it got you two here together…

81~ Do you have any kinks and/or fetishes?

64~ When was your very first orgasm? When was your first from having sex? Care to share?

36~ What is your favorite time of day to have sex/make love?

80~ Share your top three fantasies/desires. (Be detailed) 😊

7- What if a person smells a certain way? 8- How about smoking?

31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)

58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?

66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?

14- What is an embarrassing moment in your life? How about your most embarrassing?

30- Do you prefer living in the countryside, in a town, or in a big city? Why?

*** Questions About Me ***

38- If you won the Lottery and got 200 million dollars, what would you do with all that money?

49~ If you could, would you want to be the opposite sex for a day, week, or year?

15- What's your favorite saying? What word or phrase is your least favorite?

15~ Have you ever been “in love”? Who? Care to Share?

The Ice Breaker Questions

Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?

Would you allow me to clean every part of your body with my soapy hands and fingers?

8- What's your favorite flavor of ice cream? Do you a least favorite?

47~ What would be your dream job and why?

10- What is your favorite family tradition? What’s your least favorite?

1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?

55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?

92~ Have you ever had or have an STD? How many? What was it?

4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?

41~ What are you best at in bed? What do you think you are not so good at? Anything you want to get good at?

67~ Do you like it when your partner moans and/or is vocal during sex?

9- If you could have three wishes, what would they be? Why?

18- What’s your favorite way to relax after a long day? What’s your least favorite?

63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?

What have you learned about me that was new and/or surprising?

72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?

4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)

57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?

7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?

74~ Have you ever had sex while others watched? Have you ever watched others have sex?

Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…

89~ Do you like taking showers together?

Do you have a favorite? Is it ok if your partner does?

40~ If you could go back in time, and relive your life, with the knowledge you have now, what age would you go back to and why?

Can you have multiple orgasms? Are you able to have different kinds of orgasms?

23- What is your dream job? What was it as a child?

54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?

What is your favorite toy? Ever wanted to try a specific toy?

34~ Do you like the lights on or off during sex?

Doctor/Nurse Stripper/Client

79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?

47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)

20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?

44~ Care to share something about yourself that no one else knows about you?

40~ What’s the weirdest place you’ve ever had sex?

12- What’s your favorite food? What’s your least favorite?

What is your favorite position? Why?

If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)

Model/Photographer Police/Criminal

19- Do/have you smoked? What do you prefer? How often?

6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?

16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?

19~ Who/when was your first “heartbreak”?

62~ Have you used adult toys?

69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?

43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?

Would you do it again, and would you rather 2 females or 2 males?

14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?

33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?

2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?

8~ How many times a week would you like to engage in sexual activities? What is the average for you now?

3- Should Pluto still be considered a planet? 4- How about smoking?

3- What was the most surprising thing you’ve learned about me throughout our relationship?

51~ What tends to bring a smile to your face?

13- How about having a certain hair cut/style?

If you say it, I will stop, and we can talk about it when you are ready.

24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?

Is it ok for a man to perform oral sex after he has ejaculated inside of you?

4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)

50~ Where would you like to be touched more? Do you have a place that you want to be touched, that no one has, or has only happened a couple times? How about less?

49~ How many times have you been married? Why did they end?

17- Have you ever done drugs? Which ones? How often?

27- What was/ is nickname? Does it have a meaning behind it?

7-What do I do in bed that drives you wild? How about, what turns you off?

30~ What's something unexpected that turns you on?

Master/Slave Boss/Maid

How long for foreplay? Do you need to have an orgasm? Is afterplay important?

43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?

33- Beach or Mountains? Or is there another place to like better?

2- What’s your favorite color? Do you a least favorite?

11~ Have you ever been caught by your parents or children or others while having sex?

14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?

Nurse/Patient Celebrity/Fan

Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?

*** Deal Breaker Questions ***

38~ Share your most embarrassing sexual memory?

90~ Have you ever had sex in a Pool or Hot Tub? Would you?