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

11.06.2025 02:53

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

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

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

62~ Have you used adult toys?

Do liberals realise that God, who is much more powerful than them, is on the side of Trump?

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

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

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

US Steel workers see hope of job security in deal with Japan’s Nippon - Financial Times

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

*** Questions about Relationships/Past ***

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

‘Amazing Worlds of Science Fiction and Science Fact’ Review: An Education in Exoplanets - WSJ

42~ What’s your biggest regret in life?

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

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

They Were 8,000-Pound Sloths With Claws and Armor – Then Humans Showed Up - SciTechDaily

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

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

Any that are a turn off?

IO Interactive Reveals 007 First Light, Full Trailer Out This Week - Game Informer

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

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

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

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

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

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

How do people move on so quickly? I’m still sprung over someone I was dating and he found someone else so fast. I feel hurt because I’m still head over heels over him while he’s out enjoying his life with someone new

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

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

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

Dad Assumed Tingling in His Hands Was Just Pins and Needles. Days Later, He Was Paralyzed: ‘Had to Sleep with My Eyes Open’ - AOL.com

Model/Photographer Police/Criminal

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

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

Why do some people dislike rap and hip hop music despite there being poor quality music in every genre?

Family Relation Age Play

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?

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

Would you read them together?

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

Why are people so terrified or bothered that a person has original creative ideas, hobbies or unique interests?

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

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

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)

How old are you? Male or Female?

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

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

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

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

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

Nurse/Patient Celebrity/Fan

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

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

Please share Did you stop?

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…

89~ Do you like taking showers together?

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

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

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

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

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

*** Deal Breaker Questions ***

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

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

Doctor/Nurse Stripper/Client

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

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

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

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?

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

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

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

Repairman/Lonely Wife Virgin/Experienced

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

38~ Share your most embarrassing sexual memory?

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

Does the thought excite you? Care to share?

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

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

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

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

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

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

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

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

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

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

Prisoner/Prison Guard Landlord/Tenant

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

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

Nothing too Serious

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

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

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

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

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

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

47~ What would be your dream job and why?

If you win, what will you make them do?

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

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

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

Master/Slave Boss/Maid

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

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

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

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

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

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

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

29- How superstitious are you?

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

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

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

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

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

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

*** What’s Your Favorite…? ***

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

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

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

10- List 5 of your top pet peeves.

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

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?

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

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

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

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

Teacher/Student Stranger/One Night Stand

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

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

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

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

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

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

8- What are your thoughts on politics?

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

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

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

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

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

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

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

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

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

(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…)

*** Questions About Me ***

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

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

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

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

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

52~ What are your hobbies?

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

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

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

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

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?

1- What’s your favorite animal? 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?

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

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

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

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

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?

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

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

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

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

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

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

Over time has your thoughts on sex changed?

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

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

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?

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?

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

What was the longest? What was the shortest?

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

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?

83~ How do you feel about Porn?

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

If yes, what?

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

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

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,

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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?

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

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

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

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

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

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

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

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

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

Any that are a turn off?

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

Do you watch it? What is your favorite?

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

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

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

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

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

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…

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

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

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

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

*** Random Questions ***

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

18~ Who/when was your first “crush”?

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

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

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

Escort/Client Job Applicant/Hiring Manager

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

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

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

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

What is your favorite position? Why?

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

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

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

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

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

Do you think this brought you closer together?

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

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

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

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

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

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

39~ What are your love languages?

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

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

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?

Have you ever? Care to Share?

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

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

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?

The Ice Breaker Questions

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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?