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

16.06.2025 07:08

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

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

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

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

Why is Hinduism not polytheistic?

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

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

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

How does prayer impact those in need? Is there evidence that God intervenes and improves situations based on our prayers, or is it a psychological belief?

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

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

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?

Why are Boomers so vehemently opposed to student loan forgiveness?

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

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

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

Why do some people feel down in summer, specifically in July and August? What could be the reasons behind this feeling of sadness during those months only?

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

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

29- How superstitious are you?

What would happen if the Soviet Union had simply annexed Manchuria after World War 2 or kept it independent as a puppet state allied them and separate from China as China was too weak too oppose it anyway?

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

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

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

How do you say "I don't speak Italian yet, but I hope to speak it well one day. It would be a pleasure to learn Italian with you. Would you like to teach me Italian?" in Italian?

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

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

*** Random Questions ***

Is there anything you did that you regret? If so, what is it, and why?

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

Have you ever? Care to Share?

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

I have been married for 34 years, and I found out my wife lied, and cheated a lot back before we got married. Does she not change, or is it possible she is still a cheater?

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

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

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

Why are black people harassed more by police officers?

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

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

42~ What’s your biggest regret in life?

Why do unattractive men assume that a pretty woman like me want them?

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

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

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

Riddle: How do budget cuts, DEI hires, and empty reservoirs, turn the bluest, most Democrat city Red?

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

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

Nurse/Patient Celebrity/Fan

Hello, I have a question about astral projection. I started to get interested in this a little while after my mum passed in april. I thought I may be able to see her and speak with her if I managed to achieve astral projection. Since this interest, every time i sleep on my back I go into sleep paralysis. However, I cant progress into astral projection because it is very scary for me as I feel like I'm suffocating when this happens. I panic and force myself to wake up. This only ever happened about once a year before this. It sometimes lasts a long time. This has happened about 3 times per week since my mum died, as mentioned on a previous post. I no longer try to go into it anymore(due to the suffocating feeling), but it still happens. I read that sleep paralysis is the pathway to astral projection. Why has this started to happen so frequently since simply taking an interest in it? Is this connected to the afterlife? I am concerned about it as I now cannot seem to stop this happening. Could it be my mum trying to communicate? Im asking due to more knowledge around this in this group.

52~ What are your hobbies?

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

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

Hantavirus, the disease that killed Gene Hackman's wife, is spreading - HOLA

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

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

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

I’ve often wondered why fans aren’t deployed on GBBO during warm weather? I’ve seen too many desserts melt (and bakers too…). (I live in Pompano Beach and we try to use fans in lieu of AC as much as possible).

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

*** What’s Your Favorite…? ***

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

Why should the US public listen to Lauren Boebert, the queen of hypocrisy tell us, "We need morals back in our nation" when her real-time video is the heartbeat of immoral? Why does her audio not match her video?

8- What are your thoughts on politics?

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

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

What was the longest? What was the shortest?

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

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

Would you read them together?

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?

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

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

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

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

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

How old are you? Male or Female?

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

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

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

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

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?

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

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?

Any that are a turn off?

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

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

Model/Photographer Police/Criminal

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

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

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

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

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

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

*** Deal Breaker Questions ***

What is your favorite position? Why?

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

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

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

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

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?

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

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

*** Questions About Me ***

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

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

Nothing too Serious

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

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?

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

(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…)

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,

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

Do you watch it? What is your favorite?

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

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

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

47~ What would be your dream job and why?

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

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

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

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

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

Teacher/Student Stranger/One Night Stand

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

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

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

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

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

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

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

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

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

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

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)

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

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

Repairman/Lonely Wife Virgin/Experienced

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

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

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

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

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

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

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

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

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

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

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

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

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

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

If yes, what?

89~ Do you like taking showers together?

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

Family Relation Age Play

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

Doctor/Nurse Stripper/Client

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

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

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

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

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

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

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

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

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

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

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

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

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

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

If you win, what will you make them do?

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

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

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

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

Does the thought excite you? Care to share?

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

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

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

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

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

Escort/Client Job Applicant/Hiring Manager

Over time has your thoughts on sex changed?

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?

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

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

62~ Have you used adult toys?

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

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

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?

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

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

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

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

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

Do you think this brought you closer together?

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

Prisoner/Prison Guard Landlord/Tenant

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

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)

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

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

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

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

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

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

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

Please share Did you stop?

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

10- List 5 of your top pet peeves.

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

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

38~ Share your most embarrassing sexual 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?

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

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

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

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

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

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

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

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

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

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

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

39~ What are your love languages?

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

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

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

The Ice Breaker Questions

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

83~ How do you feel about Porn?

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

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

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

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?

*** Questions about Relationships/Past ***

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

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

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

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

Master/Slave Boss/Maid

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

Any that are a turn off?

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

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

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

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

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

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

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

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

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

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

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

18~ Who/when was your first “crush”?

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

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

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

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

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

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

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

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

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