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

11.06.2025 02:39

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

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

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

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

Magnetic fields appear to be as old as the universe itself. What created them? - Space

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

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

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

Self-learning neural network cracks iconic black holes - Phys.org

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

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

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

What’s going on with measles, bird flu, and COVID? Here’s a guide to the latest. - The Boston Globe

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

Prisoner/Prison Guard Landlord/Tenant

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

NASA's Parker Solar Probe spots powerful magnetic explosion aimed at the sun's surface - Live Science

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

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

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

Who believes that Speaker Mike Johnson will certify ‘a free and fair and legal election'? Who believes that Speaker Mike Johnson will NOT certify ‘a free and fair and legal election'? Why?

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

Nurse/Patient Celebrity/Fan

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

Why is every human messed up in some way?

42~ What’s your biggest regret in life?

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

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

Accidental discovery at New York planetarium unlocks secret into universe’s inner workings - PBS

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

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

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

So THAT'S Why Mosquitoes Bite Some People More Than Others - BuzzFeed

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

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

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

Early AI investor Elad Gil finds his next big bet: AI-powered rollups - TechCrunch

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

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

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

"Sixth sense" found in animals, changing science's view of sound - Earth.com

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

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

18~ Who/when was your first “crush”?

James Webb telescope spots 'groundbreaking' molecule in scorching clouds of giant 'hell planet' - Live Science

Please share Did you stop?

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

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

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

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

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

*** Questions about Relationships/Past ***

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

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

14- What's your favorite dessert? 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…

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

62~ Have you used adult toys?

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

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

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

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 Superhero or Superpower would you want to be/have?

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

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

83~ How do you feel about Porn?

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

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

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

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

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

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

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

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

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

Any that are a turn off?

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

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

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

Teacher/Student Stranger/One Night Stand

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

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?

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

Do you think this brought you closer together?

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

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

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

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

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

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

Have you ever? Care to Share?

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

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

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

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

Nothing too Serious

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

If yes, what?

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

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

29- How superstitious are you?

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

How old are you? Male or Female?

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

Would you read them together?

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

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

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

47~ What would be your dream job and why?

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?

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

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

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

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

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

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

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

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?

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

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

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

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

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

Model/Photographer Police/Criminal

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

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

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

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

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

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

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

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

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

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

10- List 5 of your top pet peeves.

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

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

What is your favorite position? Why?

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

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

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

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

Family Relation Age Play

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

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

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

What was the longest? What was the shortest?

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

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

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

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

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

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

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

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

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)

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

Over time has your thoughts on sex changed?

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

(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…)

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

If you win, what will you make them do?

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

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

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

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

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…

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

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

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?

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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?

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

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

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

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

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

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

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?

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

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

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

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

*** Deal Breaker Questions ***

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

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

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

Master/Slave Boss/Maid

*** Random Questions ***

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

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

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?

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

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

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

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,

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

Escort/Client Job Applicant/Hiring Manager

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

*** Questions About Me ***

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

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

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

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

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

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

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

8- What are your thoughts on politics?

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

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

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

*** What’s Your Favorite…? ***

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

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

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

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

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

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

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?

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

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

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

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

Do you watch it? What is your favorite?

Does the thought excite you? Care to share?

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

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

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

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

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

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

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

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

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?

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

Any that are a turn off?

Doctor/Nurse Stripper/Client

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

52~ What are your hobbies?

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

38~ Share your most embarrassing sexual memory?

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

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

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?

The Ice Breaker Questions

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

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

89~ Do you like taking showers together?

Repairman/Lonely Wife Virgin/Experienced

39~ What are your love languages?

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

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

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