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

09.06.2025 00:45

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

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

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

How old are you? Male or Female?

Why does TikTok allow porn stars in its platform? Isn't it aimed at teenagers?

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

*** What’s Your Favorite…? ***

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

How did it feel when experiencing gay sex for the first?

Do you think this brought you closer together?

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

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

Why did Obito, a supposed "bad person," do good things for Kakashi?

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

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?

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

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76~ Have you had a threesome? 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…

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

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

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

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

How did Madri, mother of Nakula and Sahadeva die?

*** Deal Breaker Questions ***

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

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

Why do Trump supporters believe Trump should deport the immigrants? These people you call "illegal immigrants" have lived here for many years, they have houses, jobs, how can you think they will just go back to their country, where they have nothing?

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

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?

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

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

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

18~ Who/when was your first “crush”?

How can fashion design be used to make a political statement in popular culture, and society?

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

If you win, what will you make them do?

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

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

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

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

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

Over time has your thoughts on sex changed?

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

What are some things you would change about Avatar: The Last Airbender if you were to redo the series?

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

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

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

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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?

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?

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

At what stage in your life did you realize, "No, I can't do this any more" and walk out? Why?

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

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

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

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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?

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

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

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

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

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

If yes, what?

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

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,

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

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

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

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

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

Does the thought excite you? Care to share?

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

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

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

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

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)

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

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

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

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

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

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

Escort/Client Job Applicant/Hiring Manager

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

47~ What would be your dream job and why?

10- List 5 of your top pet peeves.

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

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

89~ Do you like taking showers together?

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

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

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

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

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

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

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?

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

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

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

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

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

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

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

Family Relation Age Play

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

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

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

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

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

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

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

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?

The Ice Breaker Questions

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

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

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

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

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

Would you read them together?

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

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

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?

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

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

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

Master/Slave Boss/Maid

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

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

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

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

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

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

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

42~ What’s your biggest regret in life?

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

Any that are a turn off?

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

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.

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

What is your favorite position? Why?

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

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

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

Do you watch it? What is your favorite?

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

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

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

Repairman/Lonely Wife Virgin/Experienced

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

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

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

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

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

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

38~ Share your most embarrassing sexual memory?

Teacher/Student Stranger/One Night Stand

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

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…

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

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

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

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

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

83~ How do you feel about Porn?

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

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

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

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

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

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

*** Random Questions ***

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

Doctor/Nurse Stripper/Client

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

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

Please share Did you stop?

Nothing too Serious

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

Prisoner/Prison Guard Landlord/Tenant

39~ What are your love languages?

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

*** Questions About Me ***

29- How superstitious are you?

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

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

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

(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…)

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

Any that are a turn off?

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

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

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

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

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

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

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

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

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

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

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

Have you ever? Care to Share?

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

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

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

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

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

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

62~ Have you used adult toys?

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

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

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

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

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

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

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

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

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

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

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

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

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

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?

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

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

52~ What are your hobbies?

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

Model/Photographer Police/Criminal

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

8- What are your thoughts on politics?

*** Questions about Relationships/Past ***

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

What was the longest? What was the shortest?

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

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

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

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

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

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

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

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

Nurse/Patient Celebrity/Fan

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

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

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

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

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

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

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

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

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

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