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

Last Updated: 28.06.2025 03:14

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

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

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

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

☆ | Pinterest trend!

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

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?

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,

Is there a way to remove tar from my lungs?

Nothing too Serious

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

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

China-US Deal Didn’t Address Some Rare Earths Controls: Reuters - Bloomberg.com

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

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

Master/Slave Boss/Maid

David Jolly, a Trump critic and former GOP congressman, to run for Florida governor as a Democrat - AP News

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

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

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

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

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

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

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

Would you read them together?

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

Why is the US going after Canada after all? What is the reason for all this hostility?

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

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?

This Philosophy Quiz Will Prove Whether You're Actually Smart Or Just Pretending - BuzzFeed

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

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

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

What are some things you would change about Avatar: The Last Airbender if you were to redo the series?

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

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

Does the thought excite you? Care to share?

Is helping Ukraine worth risking WW3?

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

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

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

Billy Joel cracking jokes about ‘getting old,’ ‘cremated’ after brain disorder diagnosis, Tribeca doc director shares - New York Post

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

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

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

Why is China the first in the world to counter the "reciprocal tariff"?

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

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

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

What pleasure do guys get by sucking female breasts?

Take the short quiz here @ Discover Your Love LanguageÂź - The 5 Love LanguagesÂź

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

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

Any that are a turn off?

8- What are your thoughts on politics?

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

What was the longest? What was the shortest?

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

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

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

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

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

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

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

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

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

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

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

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

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

52~ What are your hobbies?

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

Do you watch it? What is your favorite?

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?

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

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

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

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

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

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

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

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

Doctor/Nurse Stripper/Client

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

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

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

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

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?

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

29- How superstitious are you?

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

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

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

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?

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


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

If you win, what will you make them do?

*** Random Questions ***

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

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

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

Family Relation Age Play

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

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

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

*** Questions About Me ***

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

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

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

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

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


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?

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

Any that are a turn off?

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

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

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

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

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

What is your favorite position? Why?

42~ What’s your biggest regret in life?

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

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


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

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

47~ What would be your dream job and why?

Please share Did you stop?

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


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

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

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

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

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

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

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

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

Teacher/Student Stranger/One Night Stand

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

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

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?

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

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

83~ How do you feel about Porn?

Escort/Client Job Applicant/Hiring Manager

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

(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
)

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

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

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

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

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

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)

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

Prisoner/Prison Guard Landlord/Tenant

If yes, what?

*** Questions about Relationships/Past ***

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

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

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

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

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

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

Repairman/Lonely Wife Virgin/Experienced

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

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?

The Ice Breaker Questions

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

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

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

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

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

Have you ever? Care to Share?

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

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

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

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

*** Deal Breaker Questions ***

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

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

38~ Share your most embarrassing sexual memory?

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

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

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

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

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

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

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

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

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

Model/Photographer Police/Criminal

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

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

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

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

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

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

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

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


How old are you? Male or Female?

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

Nurse/Patient Celebrity/Fan

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

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

10- List 5 of your top pet peeves.

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

18~ Who/when was your first “crush”?

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

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

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

89~ Do you like taking showers together?

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

39~ What are your love languages?

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

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

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

62~ Have you used adult toys?

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


Do you think this brought you closer together?

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?

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

Over time has your thoughts on sex changed?

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

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

*** What’s Your Favorite
? ***

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

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

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

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

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?