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

Last Updated: 17.06.2025 05:47

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

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

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

Please share Did you stop?

How does someone start doing urban exploration?

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

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

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

đŸ”„Why has Prime Narendra Modi become Extremely FRUSTRATED and Highly DEPRESSED because he has NOT been invited by Donald Trump to witness his Oath Ceremony for his INAUGURATION on 20th January as the next PRESIDENT of USA? Does the DESPERATE Narendra Modi FEAR that Donald Trump's actions may even LEAD to the FALL of the BJP-led MINORITY Government in India, as such actions have already caused GREAT PANIC in the NDA Coalition?

Nothing too Serious

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

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

Why do I (45, male) feel like I'm crushing on a girl (19, female)?

62~ Have you used adult toys?

Family Relation Age Play

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

Which is better, a naked picture of some one you know or porn videos?

What was the longest? What was the shortest?

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

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

Why do most atheists in debates with theists take Bible verses out of context much of the time? Are they lying maliciously or do they not understand theology enough to understand the meaning?

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

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

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

Are INFJs essentially the most introverted type?

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

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

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

Bitcoin becoming 'more central’ to portfolios as its volatility cools, Coatue's Philippe Laffont says - CNBC

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

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

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

Which scene is considered the most difficult to watch in each of Quentin Tarantino's movies?

29- How superstitious are you?

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

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


What are some lesser-known facts about Bollywood and the Indian film industry? Are there any insider secrets that only those in the industry would know? How reliable are these claims?

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

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

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

How effective will the Senate-passed bill, S. 4569, the Take It Down Act, which would criminalize the publication of non-consensual intimate imagery (NCII) be?

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

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

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

China Blasts Laser 80,000 Miles to the Moon in Broad Daylight – A First in Space History! - Indian Defence Review

Over time has your thoughts on sex changed?

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

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?

What was your wildest experience as a lesbian?

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

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

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

What are some signs that someone may be being stalked by an organization or secret society? How can they find out for sure?

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

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

How old are you? Male or Female?

Dont you think we should put Project 2025 into full force to completely decimate the evil and corrupt Democratic party? The answer is yes.

Repairman/Lonely Wife Virgin/Experienced

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


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

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

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

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

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

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

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

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

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

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

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

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

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

47~ What would be your dream job and why?

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

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

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

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

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

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

Doctor/Nurse Stripper/Client

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

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

8- What are your thoughts on politics?

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

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

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

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

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

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

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

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

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

39~ What are your love languages?

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

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

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

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

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

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

Teacher/Student Stranger/One Night Stand

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

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

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

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

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

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

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

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

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

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

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

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

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

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

Do you think this brought you closer together?

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


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

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

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

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

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

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

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

*** Questions About Me ***

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

If you win, what will you make them do?

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

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

10- List 5 of your top pet peeves.

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

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

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

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?

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

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

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

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

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

Do you watch it? What is your favorite?

*** Random Questions ***

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

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,

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

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

Escort/Client Job Applicant/Hiring Manager

89~ Do you like taking showers together?

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

Any that are a turn off?

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

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

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

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

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

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

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

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

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

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

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

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

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

Master/Slave Boss/Maid

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

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

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?

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

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

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

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)

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

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

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

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

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

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

52~ What are your hobbies?

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

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

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

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

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

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

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?

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

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

83~ How do you feel about Porn?

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

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

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

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

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

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

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

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

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

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

(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
)

Any that are a turn off?

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

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

*** Questions about Relationships/Past ***

Would you read them together?

38~ Share your most embarrassing sexual memory?

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

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

If yes, what?

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

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

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

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

*** What’s Your Favorite
? ***

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

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

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

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

Prisoner/Prison Guard Landlord/Tenant

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

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

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

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

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

*** Deal Breaker Questions ***

Model/Photographer Police/Criminal

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

42~ What’s your biggest regret in life?

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

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

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

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

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

What is your favorite position? Why?

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

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

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

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

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

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

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

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

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

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

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

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

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?

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

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?

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

18~ Who/when was your first “crush”?

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

The Ice Breaker Questions

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

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

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


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

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

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

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

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

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?

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

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

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?

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

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

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

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

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

Have you ever? Care to Share?

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

Does the thought excite you? Care to share?

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

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


Nurse/Patient Celebrity/Fan

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

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

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


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

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

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

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

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

43~ Ever had your hair pulled 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?

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

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

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