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

15.06.2025 06:53

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

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

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

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

Do all you people that took the "jab" feel lied to yet?

83~ How do you feel about Porn?

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

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

Are democrats eating crow?

If you win, what will you make them do?

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

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

Is Max Verstappen unstoppable this season?

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

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

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

Why do females hate MGTOW so much?

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

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

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

Why aren't U.S. prisons more like Marine Corps boot camp, were every second of the day there are mandatory activities so that at night everyone is so tired they go to sleep until wakeup at 5:30 am? Would this make prisons safer for all?

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

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

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

How long will it take Christian president-elect Donald J. Trump to restore our nation's moral values?

If yes, what?

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?

Is fellatio addictive?

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

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

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

What is world history that not many people know about?

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

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

Does the thought excite you? Care to share?

What are the consequences of being addicted to something? Is it considered wrong to have an addiction?

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

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

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

Why am I so tired of seeing homeless people all over the place?

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

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?

Is anal sex allowed in Islam? It's not written anywhere in the Quran whether it's forbidden or not.

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

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

What was the longest? What was the shortest?

I am skinny, I have been doing 100 pushups a day for more than a month and am seeing very few results, everything is so unfair, I workout more than anyone I know and am still skinny, why cant I build muscle?

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

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

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

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

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

Doctor/Nurse Stripper/Client

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

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

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

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

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

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

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

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

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

Please share Did you stop?

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

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

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

Nurse/Patient Celebrity/Fan

Any that are a turn off?

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

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

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

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?

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

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

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

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

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

52~ What are your hobbies?

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?

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

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

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

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

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

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

47~ What would be your dream job and why?

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

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

How old are you? Male or Female?

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

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

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

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

Any that are a turn off?

*** Questions about Relationships/Past ***

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

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?

10- List 5 of your top pet peeves.

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

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

29- How superstitious are you?

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

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

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

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

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

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

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

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?

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…

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

8- What are your thoughts on politics?

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

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

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

62~ Have you used adult toys?

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

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

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

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

Escort/Client Job Applicant/Hiring Manager

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

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

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

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

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

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

The Ice Breaker Questions

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

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

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

38~ Share your most embarrassing sexual memory?

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…

18~ Who/when was your first “crush”?

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

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

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

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

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

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

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

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

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

Model/Photographer Police/Criminal

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

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

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

39~ What are your love languages?

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

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

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

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

*** Questions About Me ***

(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…)

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

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

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

*** What’s Your Favorite…? ***

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

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)?

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

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

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

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

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

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

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?

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

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

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

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

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

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

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

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

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

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

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

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

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

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

Over time has your thoughts on sex changed?

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

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

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

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

Nothing too Serious

Have you ever? Care to Share?

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

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

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

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

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

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

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?

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

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

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

Master/Slave Boss/Maid

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

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

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

Family Relation Age Play

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

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

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

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

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

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

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

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?

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

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

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

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

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?

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

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

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

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

Do you watch it? What is your favorite?

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

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

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

Do you think this brought you closer together?

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

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

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

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

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

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

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

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

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

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

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?

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

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

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

Would you read them together?

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

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

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

Prisoner/Prison Guard Landlord/Tenant

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

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

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)

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

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

*** Deal Breaker Questions ***

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

*** Random Questions ***

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

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?

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

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

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

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

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

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

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

What is your favorite position? Why?

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?

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

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

Repairman/Lonely Wife Virgin/Experienced

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

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

42~ What’s your biggest regret in life?

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

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

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

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

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

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

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

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

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