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

15.06.2025 02:02

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

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?

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

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

Which type of physical cable has fastest transmission speed?

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

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

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

My scammer is blackmailing me. If I don't pay 300 euros, he will send my intimate photos to my relatives. What should I do?

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

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

47~ What would be your dream job and why?

Healthy Returns: Ozempic, Wegovy linked to rare cases of serious eye condition - CNBC

Over time has your thoughts on sex changed?

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

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

Why is the band Nickelback unliked so much?

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

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?

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

Why do so many men on the internet try to compete with women, or try to "humble" and bash them? There's so many videos across my tiktok and YouTube of men claiming how they're wanting to get back at women and put them in thier place.

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

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

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

Chemists find a surprisingly simple way to remove microplastics from tap water - Earth.com

Would you read them together?

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

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

If people in the UK hate Trump so much, why does he own golf courses there?

39~ What are your love languages?

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

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

Why is my vagina swollen, it’s very itchy. I had sex we used protection, but day after it felt like my insides had a heartbeat as well as itching, the pulsing has went away but it is still itchy and my discharge is yellow, i'm 15, what could it be?

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?

*** Questions about Relationships/Past ***

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

Do older women know what they want?

If you win, what will you make them do?

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

*** Random Questions ***

What would have happened if Shin was a good movie instead of a bad one?

Have you ever? Care to Share?

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

If yes, what?

Do you enjoy cheating on your spouse? If so, why?

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

Any that are a turn off?

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

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

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

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

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

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

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

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

52~ What are your hobbies?

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

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

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

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

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

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

How old are you? Male or Female?

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

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

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

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…

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

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

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

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

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

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

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

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

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

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

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

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

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

*** What’s Your Favorite…? ***

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

62~ Have you used adult toys?

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

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

Please share Did you stop?

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

Doctor/Nurse Stripper/Client

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

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

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

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

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

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

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

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?

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

Nurse/Patient Celebrity/Fan

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

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

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

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,

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

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…

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

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

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

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

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

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

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

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?

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

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

Do you think this brought you closer together?

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

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?

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

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

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

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

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

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

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?

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

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

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

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

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

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

Master/Slave Boss/Maid

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

89~ Do you like taking showers together?

Any that are a turn off?

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

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

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?

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.

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

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

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

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

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

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

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

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

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

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

What was the longest? What was the shortest?

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

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

*** Questions About Me ***

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

38~ Share your most embarrassing sexual memory?

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

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

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

Model/Photographer Police/Criminal

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

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?

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

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?

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

Prisoner/Prison Guard Landlord/Tenant

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

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

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

(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 shave your legs? How about your pubic hair? How about shower sex?

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

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

Family Relation Age Play

8- What are your thoughts on politics?

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

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

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

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

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

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

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

*** Deal Breaker Questions ***

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

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

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

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

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

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

Do you watch it? What is your favorite?

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

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

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

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

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

Repairman/Lonely Wife Virgin/Experienced

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

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

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

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

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

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

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)

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

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

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

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

The Ice Breaker Questions

83~ How do you feel about Porn?

Nothing too Serious

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

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

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

Does the thought excite you? Care to share?

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

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

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

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

Teacher/Student Stranger/One Night Stand

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?

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

18~ Who/when was your first “crush”?

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

What is your favorite position? Why?

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

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

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

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

42~ What’s your biggest regret in life?

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

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

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

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

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

29- How superstitious are you?

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

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

Escort/Client Job Applicant/Hiring Manager

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

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

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

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

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

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

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

10- List 5 of your top pet peeves.

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