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

16.06.2025 02:18

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

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

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

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

Why do wives cheat with black guys?

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

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?

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

Why don't younger men like older women?

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

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

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

Have anyone had an relationship of any kind with a spirit or demon, such as a succubus? If so, how was it?

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

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

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

Who is Meghan Markle and why is she so controversial on the Internet?

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

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

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

Why is my older sister so mean to me as if I was her enemy?

10- List 5 of your top pet peeves.

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

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

How do I write a character’s physical description without it feeling unnatural and clunky? I’m able to describe their hair and body relatively easily because my writing puts emphasis on small movements and fidgeting, but I can’t describe faces.

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

*** Random Questions ***

*** What’s Your Favorite…? ***

How to draft a will to avoid becoming an AI ghost—it’s not easy - Ars Technica

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

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

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

Phil Mickelson’s U.S. Open career likely ends with final bit of heartbreak - NBC Sports

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

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

83~ How do you feel about Porn?

Does pressing a girls boobs hurt?

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

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

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

What would be the lowest score with 9 strikes and no gutter balls?

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

Any that are a turn off?

47~ What would be your dream job and why?

Why was Super Buu so afraid of having Fat Buu torn out and becoming Kid Buu if he was going to destroy the Earth even before his transformation?

Family Relation Age Play

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

The Ice Breaker Questions

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

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

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

62~ Have you used adult toys?

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

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

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

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

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

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

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

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

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

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?

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

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

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

18~ Who/when was your first “crush”?

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

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

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

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

8- What are your thoughts on politics?

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

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

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

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

Nurse/Patient Celebrity/Fan

Would you read them together?

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

Does the thought excite you? Care to share?

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

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

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

(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…)

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

Teacher/Student Stranger/One Night Stand

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

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

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

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

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

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

52~ What are your hobbies?

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

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

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

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

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

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?

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

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

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

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

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

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

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

*** Deal Breaker Questions ***

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

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

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

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

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

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

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

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

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

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

If yes, what?

What is your favorite position? Why?

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,

*** Questions about Relationships/Past ***

Over time has your thoughts on sex changed?

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

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

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

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

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

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

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

Repairman/Lonely Wife Virgin/Experienced

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

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

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

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

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?

Do you watch it? What is your favorite?

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

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

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

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

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

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

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

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?

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

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?

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

Prisoner/Prison Guard Landlord/Tenant

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

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

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

Doctor/Nurse Stripper/Client

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

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

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

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…

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

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

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

Escort/Client Job Applicant/Hiring Manager

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…

42~ What’s your biggest regret in life?

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

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

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?

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

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

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

Please share Did you stop?

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

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

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

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

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?

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

39~ What are your love languages?

If you win, what will you make them do?

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

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

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

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

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?

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

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

*** Questions About Me ***

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

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

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

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

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

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

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

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

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

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

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

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

What was the longest? What was the shortest?

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)

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

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

38~ Share your most embarrassing sexual memory?

89~ Do you like taking showers together?

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

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)

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

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

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

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

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

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

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

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

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

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

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

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

Do you think this brought you closer together?

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

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

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

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

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

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

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

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

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

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

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

29- How superstitious are you?

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

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

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

Model/Photographer Police/Criminal

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

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

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

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

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?

Nothing too Serious

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

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

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

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

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

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

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?

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

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

Any that are a turn off?

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

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

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

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

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

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

Master/Slave Boss/Maid

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

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

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

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

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

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

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

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

Have you ever? Care to Share?

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