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

12.06.2025 00:37

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

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

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

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

How can I remove decimals in math?

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

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

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

French Open: No. 1 Aryna Sabalenka ends Swiatek's reign and meets No. 2 Coco Gauff for the trophy - AP News

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

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

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

Uber taps AI firm Wayve to pilot fully driverless rides in the UK - CNBC

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

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

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

Google says its updated Gemini 2.5 Pro AI model is better at coding - TechCrunch

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

52~ What are your hobbies?

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

36 Wildly Entitled People From This Month Who Might As Well Have Just Screamed "It's All About ME!" - BuzzFeed

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

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

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

Reddit sues Anthropic, alleging its bots accessed Reddit more than 100,000 times since last July - The Verge

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

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

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

Is LGBTQ destroying the world?

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

47~ What would be your dream job and why?

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

People’s Pharmacy: Did this OTC allergy medicine cause my excruciating knee pain? - OregonLive.com

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

Family Relation Age Play

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

I am still studying engineering. I feel worried being an average student. Can I get a good job in placement, buy a house, and a car? I don't know why I feel this.

If you win, what will you make them do?

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

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

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

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

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?

A Manson Family member was recommended for parole again. But she's not free just yet - NPR

*** Questions About Me ***

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

What is your favorite position? Why?

Scoop: Treasury officials defend "revenge tax" from wary GOP senators - Axios

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

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

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

How do people develop stage 4 cancer without noticing until it’s too late?

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

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

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

Did you know God exists? 900+ answers later and no atheist has yet to be successful. Day 8 of asking Atheists to provide a SINGLE argument that demonstrates a cause for the beginning of the universe while avoiding the problem of infinite regression.

If yes, what?

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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?

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

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

62~ Have you used adult toys?

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

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

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?

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?

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

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

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

14- What's your favorite dessert? 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.

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

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

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

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

How old are you? Male or Female?

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

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,

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

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

Doctor/Nurse Stripper/Client

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

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

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

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

Does the thought excite you? 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?

Have you ever? Care to Share?

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

8- What are your thoughts on politics?

83~ How do you feel about Porn?

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

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

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…

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

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

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

10- List 5 of your top pet peeves.

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

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

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

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?

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

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

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

The Ice Breaker Questions

Nothing too Serious

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

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

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

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

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

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

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

Over time has your thoughts on sex changed?

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

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

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

(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…)

Any that are a turn off?

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

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

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

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

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

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

29- How superstitious are you?

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

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

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

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

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

Teacher/Student Stranger/One Night Stand

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

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

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

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…

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

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

Do you think this brought you closer together?

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

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

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

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

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

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

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

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?

Nurse/Patient Celebrity/Fan

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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/

39~ What are your love languages?

42~ What’s your biggest regret in life?

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

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

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

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

Any that are a turn off?

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

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

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

Do you watch it? What is your favorite?

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?

Escort/Client Job Applicant/Hiring Manager

Would you read them together?

Repairman/Lonely Wife Virgin/Experienced

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

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

*** Random Questions ***

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

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)

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

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

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

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

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

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

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

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

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

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

*** Deal Breaker Questions ***

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

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

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

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

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

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

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

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

18~ Who/when was your first “crush”?

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

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

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

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

*** Questions about Relationships/Past ***

Please share Did you stop?

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

*** What’s Your Favorite…? ***

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

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

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?

89~ Do you like taking showers together?

Prisoner/Prison Guard Landlord/Tenant

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

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

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

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?

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

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

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

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

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

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

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

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

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

38~ Share your most embarrassing sexual memory?

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

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

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

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

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

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

What was the longest? What was the shortest?

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?

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

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

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

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

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

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

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

Model/Photographer Police/Criminal

Master/Slave Boss/Maid