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

12.06.2025 02:41

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

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

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

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

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

42~ What’s your biggest regret in life?

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

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?

Astronomers finally figured out how Pluto cools itself - Boy Genius Report

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

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?

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

What is your wildest experience in Bangalore that you haven’t told anyone?

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

Teacher/Student Stranger/One Night Stand

Family Relation Age Play

Nintendo Warns Switch 2 Owners Not to Remove Protective Screen Film - CNET

52~ What are your hobbies?

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

*** What’s Your Favorite…? ***

'Orthorexia' Is More And More Common. Here's What You Should Know About It. - HuffPost

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?

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

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

What makes someone feel "rich enough" in different societies?

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

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

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

UBS faces demand for $26bn more in capital as Swiss government outlines new rules - Financial News London

Over time has your thoughts on sex changed?

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

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

ISS Research & Development Conference Cancellation - NASA Watch

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

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

Why are liberals so bad at grasping alternative facts? For example, if something doesn’t happen the exact same way Trump described it, liberals dismiss it as false; while conservatives are able to fully understand the underlying principle.

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

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

Master/Slave Boss/Maid

What caused the Democratic Party's 2024 presidential campaign to implode so horrifically?

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

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

8- What are your thoughts on politics?

Wild card Boisson stuns Pegula - Roland Garros

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

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

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

What is the one thing you don't understand that others do?

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

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

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

Drinking this amount of water per day helps control blood sugar levels in people with diabetes - Earth.com

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

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

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

Trump proclamation seeks to restrict international students from Harvard - The Washington Post

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

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

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

Why would my ex block me after I blocked him?

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

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

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

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

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

Escort/Client Job Applicant/Hiring Manager

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

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

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

83~ How do you feel about Porn?

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?

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

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

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

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

39~ What are your love languages?

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

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

Model/Photographer Police/Criminal

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

38~ Share your most embarrassing sexual memory?

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

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

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

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

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

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

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

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

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

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

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

*** Questions About 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?

Nothing too Serious

How old are you? Male or Female?

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,

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

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

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

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

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

*** Random Questions ***

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

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

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

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

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

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

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

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

Any that are a turn off?

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

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

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

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

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

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

62~ Have you used adult toys?

18~ Who/when was your first “crush”?

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

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

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

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

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

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?

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

Have you ever? Care to Share?

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

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

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

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

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

Do you think this brought you closer together?

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

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

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

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

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

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

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

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

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?

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

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

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

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

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

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

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

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

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

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

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…

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

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

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

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

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

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

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

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

Nurse/Patient Celebrity/Fan

(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…)

89~ Do you like taking showers together?

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

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

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

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

What was the longest? What was the shortest?

10- List 5 of your top pet peeves.

If you win, what will you make them do?

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

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

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

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

*** Deal Breaker Questions ***

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

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

If yes, what?

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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…

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

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

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

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

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

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

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

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

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

Does the thought excite you? Care to share?

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

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

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

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

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

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

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

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

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

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

The Ice Breaker Questions

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?

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

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?

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

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

Do you watch it? What is your favorite?

Please share Did you stop?

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)

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

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

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

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

Doctor/Nurse Stripper/Client

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

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

29- How superstitious are you?

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

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

Prisoner/Prison Guard Landlord/Tenant

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

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

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

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

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

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

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

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

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

*** Questions about Relationships/Past ***

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

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

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

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

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

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

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

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

Any that are a turn off?

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

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

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?

47~ What would be your dream job and why?

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

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

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

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

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

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

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

Repairman/Lonely Wife Virgin/Experienced

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

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

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

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

Would you read them together?

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

What is your favorite position? Why?

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

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

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

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

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

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?

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

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

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