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

09.06.2025 00:38

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

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

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

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

Jack Daniel's maker Brown-Forman sees sales fall as Trump trade conflicts weigh on spirits producers - AP News

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

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

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

MIT Breakthrough: Star-Shaped Brain Cells Could Be the Secret Behind Human Memory - SciTechDaily

83~ How do you feel about Porn?

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

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

Michaels acquires Joann’s intellectual property, private label brands - WSB-TV

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

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?

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

Journalism A Go For Belmont Stakes After Saratoga Work - Thoroughbred Daily News

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

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

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

California schools are very liberal. Do you think California schools are teaching students to hate Republican views (views on: God, guns, prayer, secure borders, etc.)?

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

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

What is your favorite position? Why?

Artists get better with age, e.g., painting. Yet when it comes to pop music, the famous work tends to be written when musicians are in their twenties. So, why aren't Bob Dylan or the Stones banging out amazing tunes now?

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

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

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

Ford Stock Rises After Strong May Sales. The Pain Is Coming. - Barron's

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

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

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

What's the difference between “ce”, “ça”, and “cela”, and when do I use each (French)?

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

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

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

Prediction: 2 Artificial Intelligence (AI) Stocks That Will Be Worth More Than Palantir Within 1 Year - The Motley Fool

38~ Share your most embarrassing sexual memory?

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

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

Dozens of Israeli children develop malignant tumors from sperm donor - The Jerusalem Post

42~ What’s your biggest regret in life?

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

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

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

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

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

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

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

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?

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

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

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

The Ice Breaker Questions

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

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

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

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

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

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

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

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…

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

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

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

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

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

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

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

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

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?

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

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

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

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

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?

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

Over time has your thoughts on sex changed?

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

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

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

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

Please share Did you stop?

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

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

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

10- List 5 of your top pet peeves.

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

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

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

52~ What are your hobbies?

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

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

Do you watch it? What is your favorite?

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

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

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

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

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

Nothing too Serious

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

If you win, what will you make them do?

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

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

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

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

*** Deal Breaker Questions ***

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

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

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

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

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

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

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

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?

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

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?

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

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

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

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

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

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

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

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

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

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

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

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

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

Escort/Client Job Applicant/Hiring Manager

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

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

Teacher/Student Stranger/One Night Stand

*** Questions about Relationships/Past ***

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

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

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

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

What was the longest? What was the shortest?

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

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

Would you read them together?

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?

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

Repairman/Lonely Wife Virgin/Experienced

*** Random Questions ***

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

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

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

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

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

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

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

Master/Slave Boss/Maid

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

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

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?

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

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

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

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

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

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

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

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

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

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

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

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

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

Doctor/Nurse Stripper/Client

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

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

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

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

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

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

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

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

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

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

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

Family Relation Age Play

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)

29- How superstitious are you?

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

Model/Photographer Police/Criminal

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

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

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

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

Nurse/Patient Celebrity/Fan

*** Questions About Me ***

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

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

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?

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

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…

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

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

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

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

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

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

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

(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…)

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

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

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

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

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

If yes, what?

Any that are a turn off?

*** What’s Your Favorite…? ***

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

18~ Who/when was your first “crush”?

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

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

39~ What are your love languages?

89~ Do you like taking showers together?

Any that are a turn off?

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

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

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

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

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

Do you think this brought you closer together?

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

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

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

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

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

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

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

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

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

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

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

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

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

Prisoner/Prison Guard Landlord/Tenant

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

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

Does the thought excite you? Care to share?

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

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

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,

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

Have you ever? Care to Share?

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

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

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

8- What are your thoughts on politics?

47~ What would be your dream job and why?

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

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

How old are you? Male or Female?

62~ Have you used adult toys?

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

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

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

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