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

Last Updated: 30.06.2025 02:18

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

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

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

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

7 ways to get a feel-good fix of hormone oxytocin - The Washington Post

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

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)

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

Kamaru Usman dismisses Belal Muhammad callout, wants title shot next; Muhammad responds - MMA Fighting

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

10- List 5 of your top pet peeves.

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

When does a man tell a woman he has feelings for her?

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

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

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

What are some ways to get sweaty before a concert?

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

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

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

I am so tired of ignorant people like you calling us far rights, why democrats is so educated, they take things from their own mouth, you guys are totalitarian party?

70~ Would/do you have/like anal 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?

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

Why do some people tell the girl I like that I don’t like her when I do like her?

*** What’s Your Favorite…? ***

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

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

Those Ice Baths May Not Be 'a Great Idea' - Newser

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

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

8- What are your thoughts on politics?

Scientists say a tiny brown moth navigates 600 miles using stars — just like humans and birds - CNN

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

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

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

How is ChatGPT different from Claude AI or Bard?

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

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

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

Thousands of Netflix fans gather for Tudum - TechCrunch

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,

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?

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

What is a narcissist grandmother like, with her grandchild?

Would you read them together?

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

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

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?

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

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

89~ Do you like taking showers together?

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

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

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

Does the thought excite you? Care to share?

Repairman/Lonely Wife Virgin/Experienced

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

Any that are a turn off?

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

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

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

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?

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

Doctor/Nurse Stripper/Client

Any that are a turn off?

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

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

Escort/Client Job Applicant/Hiring Manager

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

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

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

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

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

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

29- How superstitious are you?

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

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

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

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

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

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

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

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

Nurse/Patient Celebrity/Fan

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

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

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

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

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

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

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

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

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?

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

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

The Ice Breaker Questions

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

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

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

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

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

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

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

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

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

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

If you win, what will you make them do?

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

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…

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

Please share Did you stop?

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

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

How old are you? Male or Female?

*** Deal Breaker Questions ***

Family Relation Age Play

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

39~ What are your love languages?

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

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

Nothing too Serious

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

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

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

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

What was the longest? What was the shortest?

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

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

Over time has your thoughts on sex changed?

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

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

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

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

52~ What are your hobbies?

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

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

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

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

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?

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

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

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

42~ What’s your biggest regret in life?

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

83~ How do you feel about Porn?

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

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

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

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

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

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

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

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

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

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

62~ Have you used adult toys?

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

(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…)

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

Model/Photographer Police/Criminal

Have you ever? Care to Share?

*** Random Questions ***

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

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

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?

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

Prisoner/Prison Guard Landlord/Tenant

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

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

38~ Share your most embarrassing sexual memory?

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

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

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

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

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

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?

What is your favorite position? Why?

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

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

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

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…

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

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

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?

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

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

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

18~ Who/when was your first “crush”?

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

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

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

*** Questions about Relationships/Past ***

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

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

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

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

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?

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

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

If yes, what?

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

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

47~ What would be your dream job and why?

Do you watch it? What is your favorite?

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

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

Master/Slave Boss/Maid

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

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

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

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

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

Take the short quiz here @ Discover Your Love LanguageÂŽ - The 5 Love LanguagesÂŽ

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

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

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

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

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

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

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

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

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

Do you think this brought you closer together?

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

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

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

Teacher/Student Stranger/One Night Stand

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

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

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?

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

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

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

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

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

*** Questions About Me ***

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

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

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

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

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

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

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

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

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

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