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

Last Updated: 18.06.2025 00:36

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

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

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

*** What’s Your Favorite…? ***

What are the ten cars that make me no longer feel inferior?

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

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

8- What are your thoughts on politics?

Gen X, millennials are about three times more likely than their parents to be diagnosed with appendix cancer, study finds - CNN

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

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

47~ What would be your dream job and why?

What do you think of Hegseth calling The Atlantic journalist Jeffrey Goldberg, "a deceitful and highly discredited so-called journalist who has made a profession of peddling hoaxes” after team Trump texted him their top-secret war plans on Yemen?

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

If you win, what will you make them do?

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

What are some common lies that addicts may tell themselves?

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

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

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

What are some difficulties in a JEE aspirant's life?

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

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

Escort/Client Job Applicant/Hiring Manager

Why do older siblings always hate younger siblings?

Have you ever? Care to Share?

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

Teacher/Student Stranger/One Night Stand

What is world history that not many people know about?

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

Nothing too Serious

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

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.

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

29- How superstitious are you?

Does the thought excite you? Care to share?

Does meth make women super horny like it does men?

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

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

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

What would happen if the US government told the British government in no uncertain terms all RAF bases with USAF personnel now must follow the Constitution and us law, and if the UK tried to defy this, the US military would directly attack the UK?

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

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

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

How do I confess to my crush who had a traumatic past with his previous partner without losing the friendship?

52~ What are your hobbies?

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

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

My husband asked me why do I keep on complaining about him cheating. Why don't I just leave?

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

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.

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

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?

Master/Slave Boss/Maid

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…

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

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

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

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

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

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

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

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

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)

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

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

*** Deal Breaker Questions ***

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

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

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

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

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

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

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

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

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

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

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

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

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

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

Would you read them together?

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

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

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

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

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

Nurse/Patient Celebrity/Fan

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

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

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

42~ What’s your biggest regret in life?

The Ice Breaker Questions

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

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

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

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

83~ How do you feel about Porn?

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

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

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

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

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

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

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

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

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

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

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

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

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

89~ Do you like taking showers together?

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

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

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

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…

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

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

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

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

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

How old are you? Male or Female?

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

What is your favorite position? Why?

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

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

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

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

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

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

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?

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

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

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

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

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

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

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

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

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

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

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,

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?

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

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

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

*** Questions About Me ***

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

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?

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

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

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?

*** Questions about Relationships/Past ***

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

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

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

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

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

Do you think this brought you closer together?

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

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

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

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

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

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

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

Any that are a turn off?

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

Model/Photographer Police/Criminal

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

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

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

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

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

Do you watch it? What is your favorite?

Repairman/Lonely Wife Virgin/Experienced

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?

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

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

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

Family Relation Age Play

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

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

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

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

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?

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

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

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

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

Over time has your thoughts on sex changed?

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

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

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

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

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

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

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?

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?

Any that are a turn off?

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

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?

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

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

38~ Share your most embarrassing sexual memory?

Prisoner/Prison Guard Landlord/Tenant

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

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

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

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

Doctor/Nurse Stripper/Client

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

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

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

39~ What are your love languages?

10- List 5 of your top pet peeves.

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

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

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

If yes, what?

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

What was the longest? What was the shortest?

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

18~ Who/when was your first “crush”?

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

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

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

*** Random Questions ***

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

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

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

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

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

62~ Have you used adult toys?

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

Please share Did you stop?

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

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

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

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

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

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

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

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

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