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

11.06.2025 06:11

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

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

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

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

Are you afraid to get married and why?

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

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

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

Jac Caglianone and a modern history of left handed sluggers - Royals Review

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

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

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

David Beckham scores a winner with the royal circle - BBC

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

Do you think this brought you closer together?

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

Why do liberals think same-sex marriage is alright? The Bible makes it very clear that it's not alright to be gay, why can't liberals understand that?

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

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

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

U.S. growth forecast cut sharply by OECD as Trump tariffs sour global outlook - CNBC

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

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

*** Random Questions ***

Lutnick Says He Expects Tariff Analysis on Aircraft Parts Soon - Bloomberg

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

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

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

Whats the rule that makes "please" pronounced the same as "pleas"?

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

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

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

The Smallest Dinosaur Ever Discovered Was Just… - The Daily Galaxy

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

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

Please share Did you stop?

‘King of the Hill’ creators slammed for ‘pathetic’ Jonathan Joss tribute after his murder - New York Post

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

*** Deal Breaker Questions ***

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

How can one justify in Sweden that total subsidies for public green energy initiatives being approximately 8.2 billion SEK per year? Electric cars at market price typically cost an average of 500,000 SEK which is above household budgets.

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

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

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

Why are Trump's and Khan's experiences with authorities in the US and Pakistan similar?

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

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

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

Why do ugly men flirt with girls that are really hot?

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

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

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

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

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

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

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

Does the thought excite you? Care to share?

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

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

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

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

47~ What would be your dream job and why?

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

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

Master/Slave Boss/Maid

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

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

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

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

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

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

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

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

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

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

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

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

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

*** Questions About Me ***

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

10- List 5 of your top pet peeves.

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

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

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

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

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

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)

Nurse/Patient Celebrity/Fan

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

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

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

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

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…

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

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

Repairman/Lonely Wife Virgin/Experienced

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

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

Have you ever? Care to Share?

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

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

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

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

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

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

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

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

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

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?

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

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

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

Any that are a turn off?

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

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

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

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

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

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

38~ Share your most embarrassing sexual memory?

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?

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

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

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

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

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

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

How old are you? Male or Female?

18~ Who/when was your first “crush”?

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

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

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

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

89~ Do you like taking showers together?

What was the longest? What was the shortest?

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

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

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

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

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

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

62~ Have you used adult toys?

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

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

Would you read them together?

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

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

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

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

Escort/Client Job Applicant/Hiring Manager

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

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

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

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

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

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

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

Nothing too Serious

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

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?

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

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,

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

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

65~ Describe the best orgasm you’ve ever had? 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…)

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

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

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

Teacher/Student Stranger/One Night Stand

The Ice Breaker Questions

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?

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

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

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

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

8- What are your thoughts on politics?

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

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

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

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

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

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…

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

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

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 clean every part of your body with my soapy hands and fingers?

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

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

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?

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

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

Model/Photographer Police/Criminal

Any that are a turn off?

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

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?

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

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

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

Family Relation Age Play

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

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

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

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

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

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

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

Prisoner/Prison Guard Landlord/Tenant

42~ What’s your biggest regret in life?

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

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

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

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

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

*** Questions about Relationships/Past ***

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

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

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

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

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

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

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

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

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

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?

What is your favorite position? Why?

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

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

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

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

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

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

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

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?

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

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

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

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

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

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

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

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

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

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

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

52~ What are your hobbies?

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

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

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

Do you watch it? What is your favorite?

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

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

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

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?

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

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

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

If yes, what?

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

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

83~ How do you feel about Porn?

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

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

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

*** What’s Your Favorite…? ***

If you win, what will you make them do?

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

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

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

Over time has your thoughts on sex changed?

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?

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

29- How superstitious are you?

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

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

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

Doctor/Nurse Stripper/Client

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

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

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

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

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?