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

11.06.2025 11:14

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

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

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

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

Are MAGA the "useful idiots" for the radical-right billionaires like Charles Koch and Elon Musk?

If you win, what will you make them do?

8- What are your thoughts on politics?

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

Bitcoin in ‘make or break’ zone – Trump Media hints at what’s next - AMBCrypto

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

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

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

Packers waive receiver, open up roster spot - Acme Packing Company

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

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

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

If you were president, how would you make America "great again?"

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

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

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

Are judges being lenient on hard criminals?

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

Model/Photographer Police/Criminal

What do most wives fantasize about?

Nurse/Patient Celebrity/Fan

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

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

A common herb shows promise for boosting brain health and fighting Alzheimer’s - PsyPost

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

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

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

What would you change in the "Game of Thrones" storyline if you were one of the writers of the TV series?

How old are you? Male or Female?

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

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

Want to lower your cholesterol? Try a daily cup of this common bean - The Independent

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

38~ Share your most embarrassing sexual memory?

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

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

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

Zelenskyy says Russian drivers 'didn't know anything' about role in audacious drone attack - ABC News

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

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

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

Midea is recalling its U-shaped air conditioners because of potential mold growth - The Verge

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

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

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

Do you find Anushka Sen attractive?

*** Deal Breaker Questions ***

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

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

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

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

(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…)

Circle IPO soars, giving hope to more startups waiting to go public - TechCrunch

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

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

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

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

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

*** What’s Your Favorite…? ***

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

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

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

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

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

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

83~ How do you feel about Porn?

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

*** Questions About Me ***

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

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

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

Do you think this brought you closer together?

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

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,

Master/Slave Boss/Maid

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

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?

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

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

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

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

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

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

The Ice Breaker Questions

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

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

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

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

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

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

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

Any that are a turn off?

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…

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

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

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

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

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

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

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

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

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

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

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

Teacher/Student Stranger/One Night Stand

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?

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

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

52~ What are your hobbies?

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)

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

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

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

Repairman/Lonely Wife Virgin/Experienced

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

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

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

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?

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

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

Doctor/Nurse Stripper/Client

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

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

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

10- List 5 of your top pet peeves.

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

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

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

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?

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

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

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

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

*** Random Questions ***

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

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

Escort/Client Job Applicant/Hiring Manager

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

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?

62~ Have you used adult toys?

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

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

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

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

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

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

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

Nothing too Serious

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

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

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

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?

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

Prisoner/Prison Guard Landlord/Tenant

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

Please share Did you stop?

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

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

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

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

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

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

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

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

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

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

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

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

47~ What would be your dream job and why?

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

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

18~ Who/when was your first “crush”?

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

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

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

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

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?

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

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

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

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

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

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

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

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

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?

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

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

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

Do you watch it? What is your favorite?

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

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

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

Would you read them together?

29- How superstitious are you?

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

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

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

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

89~ Do you like taking showers together?

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

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

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

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

Does the thought excite you? Care to share?

42~ What’s your biggest regret in life?

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

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

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

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…

Any that are a turn off?

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

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

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

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

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

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

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

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

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

39~ What are your love languages?

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

*** Questions about Relationships/Past ***

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

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

If yes, what?

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

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

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

What is your favorite position? Why?

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

Have you ever? Care to Share?

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

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

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

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

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

Family Relation Age Play

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

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

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

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

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

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

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

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

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

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

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

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

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

What was the longest? What was the shortest?

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

Over time has your thoughts on sex changed?

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

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

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

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

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

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

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

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?

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