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

08.06.2025 00:03

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

Please share Did you stop?

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

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

What is the irony of life according to you?

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

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

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

Six Types Of Dinosaur Eggs Found In One Place - The Daily Galaxy

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

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

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

What is your first experience having sex with older men?

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

52~ What are your hobbies?

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

In what ways Indian parents are destroying their children's life?

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

38~ Share your most embarrassing sexual memory?

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

Private Japanese spacecraft aims to land in the moon's 'Sea of Cold' this week - Space

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

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

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

Why did Cartman love Heidi purely with heart, her being the first one he ever did, but then one day Butters tells him that all women are manipulative and then he began to believe that she was a bad person and pretended to be a victim?

Teacher/Student Stranger/One Night Stand

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

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

Pokémon Cafes To Serve Incredible-Looking Plate Of Food That Can Mega Evolve Before Your Eyes - Kotaku

Prisoner/Prison Guard Landlord/Tenant

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

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

Gun owners, imagine if an attacker comes to your home and takes your gun to use against you before you had the chance to pick it up. Would you regret owning a gun?

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

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

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

Japan Is Ready to Fight a $385 Billion Annual Polluting Beast by Offering a Greener Alternative to Traditional Cement - The Daily Galaxy

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

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

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

My Tried and True Trick to Combine Multiple PDFs Free on Windows and Mac - CNET

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

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

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

Teens like me, what are your expectations when entering adulthood?

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

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

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

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

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

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

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?

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

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

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

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

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

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

Any that are a turn off?

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

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

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)

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

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

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?

Doctor/Nurse Stripper/Client

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

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

*** Deal Breaker Questions ***

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

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

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

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

How many partners have you had oral sex with? Who? 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…)

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

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?

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?

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

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

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

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

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

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

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

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

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

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

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

Over time has your thoughts on sex changed?

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

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

Master/Slave Boss/Maid

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

What was the longest? What was the shortest?

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

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

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

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

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

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

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

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

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

39~ What are your love languages?

*** Random Questions ***

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,

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

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

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

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)

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

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

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

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

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?

Escort/Client Job Applicant/Hiring Manager

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

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

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

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

Nothing too Serious

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

Do you think this brought you closer together?

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

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

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

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

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

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

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

Nurse/Patient Celebrity/Fan

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

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

89~ Do you like taking showers together?

Repairman/Lonely Wife Virgin/Experienced

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

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

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

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

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?

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…

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

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

42~ What’s your biggest regret in life?

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

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

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?

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

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

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

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

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

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

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

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

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

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

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

Do you watch it? What is your favorite?

*** Questions about Relationships/Past ***

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

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

If yes, what?

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

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

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

How old are you? Male or Female?

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

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

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

The Ice Breaker Questions

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

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

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

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

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

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?

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

Model/Photographer Police/Criminal

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

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

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

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

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

Does the thought excite you? Care to share?

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

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

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

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

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

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

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

Would you read them together?

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

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?

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

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…

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

83~ How do you feel about Porn?

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

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

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

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

What is your favorite position? Why?

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

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

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

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

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

8- What are your thoughts on politics?

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

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

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

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

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

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

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

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

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

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

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

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?

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

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

*** What’s Your Favorite…? ***

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

47~ What would be your dream job and why?

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

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

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

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

Have you ever? Care to Share?

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

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

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

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

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

If you win, what will you make them do?

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

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?

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

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

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

29- How superstitious are you?

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

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

18~ Who/when was your first “crush”?

62~ Have you used adult toys?

10- List 5 of your top pet peeves.

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

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

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

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

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

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

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

*** Questions About Me ***

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

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

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

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

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

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

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…

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

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

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

Any that are a turn off?

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

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

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

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

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

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

Family Relation Age Play

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

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