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

10.06.2025 15:28

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

Please share Did you stop?

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

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

What are you wearing under your clothes today?

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

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

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

How is it not psychopathic to use someone for sex, even if they agree?

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

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

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

Does a person with schizophrenia hear voices?

*** Questions About Me ***

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?

Is it wrong that I picked to be a Christian (as a teenager/14-year-old) even with knowing all of the information about other religions/atheism?

52~ What are your hobbies?

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

*** Deal Breaker Questions ***

What is the best time for conception?

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

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

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

From an axiology/value theory point of view, how can one say that a diverse society is better than a uniform one, especially given the negative effects of diversity (racism, sectarian conflict, problems arising from extreme cultural relativism)?

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

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

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

‘Stick’: Apple’s Golf Comedy Scores on the Charms of Owen Wilson - Rolling Stone

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

If you win, what will you make them do?

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

Hello,hope y'all doin good, i came to Quora to share my strange story , a very weird one , a story when luck smiled at me ,maybe u will enjoy it , let's begin,have fun... A year ago ,I was a real porn addicted(btw I was 18) ,but never had sex before, I don't have a gf I didn't try to find one even ,always thinking to go to find a sex worker but then I just don't , everyday watching different bodies getting fucked and everyday enjoying. One day, I was watching porn, a big ass lady with big boobs ,just after seeing her the image of my female cousin poped in my mind, (let's introduce her : she's 35 years old , very big ass , nice boobs ,not very big but nice,always wearing tight clothes , she's divorced ) and I thought of me fucking her ,I never had sexual desires for her but now I do days went by and when I met her I was so horny ,I couldn't stay with the family cz my penis was clearly erected , I realized this is my first time I get horny for one of my family ,it not illegal in my country.well to make a long story short( if u want details just text me I will tell u 😊),I decided to give her signs that I want to fuck her,finally I decided to have sex and with my cousin , I thought it is the best beggining for me, i started touching her when I came across her in a narrow place , make her feel my hard cock when we hug , I thought it will hard and I will be ashamed but no , I felt nothing and she said nothing , probably she thought it was by mistake,anyways, I decided then to talk with her about sex, waited for her to be alone in a room and talk with her, I confessed everything about me watching porn and addicted..etc,she said it's normal and u are growing up and u must have sex,well at that time I was like whaaat????? Well I didn't control myself and asked her for sex ( horny like I Ve never been before) she said that she will think Abt it ,2 weeka went by then she called me ,telling that she reserved a room in a hotel and we meet tonight ,we met,and bruuhh, sex is great , I mean, I had to find a pirstitue ,what I was waiting for to have such a feeling ????, I will never forget that night, I started kissing her she was kissing hard ,she misses sex so bad , she sucked my dick and swallowed my semen ,I felt I'm in a dream , then when fucked ,her ass was very big and the anus was open ,didn't struggle to get my hard cock inside it , she was obviously missing sex , she was shouting ,fuck me yh fuck me , I go fast after every word until I cum , we did that 3 times , then we went to her pussy , using condoms I fucked her so hard the moans were higher , everything was perfect ,in the end I asked her to lick her body , licked pussy ,ass, boobs,then she sucked my cock until we sleeped ,all I know that she was dirty ,well before even having sex with her I knew she is an open minded woman , and a woman that looks that she donesnt know anything , but she knows everything, but never expected having sex with her ,well she was horny and that helped...but no one of us regretted that sex ever.. We still have sex from time to time ,and I started having sex with sex workers , joining threesomes..etc If u want pics of her text me.

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?

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

First Day of Roots Picnic Was an "Absolute Disaster," Fans Say - Philadelphia Magazine

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

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

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

Is TikTok a creation of the porn industry? To make porn more normalized and accepted? So the porn industry doesn’t lose customers?

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

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

Does the thought excite you? Care to share?

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

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

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

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

What is your favorite position? Why?

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)

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

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

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

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

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

Would you read them together?

42~ What’s your biggest regret in life?

The Ice Breaker Questions

47~ What would be your dream job and why?

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

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

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

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

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

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

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

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

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?

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

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

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?

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

89~ Do you like taking showers together?

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

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

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

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

Doctor/Nurse Stripper/Client

83~ How do you feel about Porn?

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

How old are you? Male or Female?

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

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

*** What’s Your Favorite…? ***

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

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

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

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

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

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

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?

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?

*** Questions about Relationships/Past ***

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

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

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

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

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

12- What’s your favorite food? 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?

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

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

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

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

Master/Slave Boss/Maid

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

29- How superstitious are you?

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

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

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

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

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

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

Any that are a turn off?

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

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

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

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

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

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

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

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?

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

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

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

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

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

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

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

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

Escort/Client Job Applicant/Hiring Manager

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

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

What was the longest? What was the shortest?

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?

38~ Share your most embarrassing sexual memory?

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

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

Do you watch it? What is your favorite?

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

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

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

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

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

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

62~ Have you used adult toys?

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

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

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

Nothing too Serious

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

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

Any that are a turn off?

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

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

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

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

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

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

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

39~ What are your love languages?

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

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

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

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

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

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

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

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

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

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

Model/Photographer Police/Criminal

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

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

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

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

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

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

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

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

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

Teacher/Student Stranger/One Night Stand

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…

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

Over time has your thoughts on sex changed?

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?

If yes, what?

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

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

Nurse/Patient Celebrity/Fan

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

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

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

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

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

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

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

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

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

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

*** Random Questions ***

10- List 5 of your top pet peeves.

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…

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

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

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

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

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

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

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

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

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…

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

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

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

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

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

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

Have you ever? Care to Share?

Do you think this brought you closer together?

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

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?

18~ Who/when was your first “crush”?

8- What are your thoughts on politics?

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

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

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

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

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

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

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

(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…)

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

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

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

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

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

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

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

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

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

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?

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

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

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?

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

Family Relation Age Play

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

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

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

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

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

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

Repairman/Lonely Wife Virgin/Experienced

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

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

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?

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

Prisoner/Prison Guard Landlord/Tenant

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