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

Last Updated: 18.06.2025 02:08

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

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

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

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

What do you think of the Black history lessons in the PBS documentary about jazz pianist-singer Hazel Scott?

How old are you? Male or Female?

*** What’s Your Favorite…? ***

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

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

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

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

What are the withdrawal symptoms of Klonopin 1mg?

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

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?

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

‘Peacekeeper’ under investigation for role in Salt Lake City protest shooting - The Salt Lake Tribune

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

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

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

This hidden Android feature was a lifesaver when my home internet died — here's how it works - Tom's Guide

42~ What’s your biggest regret in life?

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

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

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.

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

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

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

Why do I keep dreaming of my mom, who recently passed away from cancer, still being sick and in pain?

*** Questions About Me ***

What is your favorite position? Why?

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

What is the degree of influence of Saudi Wahhabism on the modern Muslim world?

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

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

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

What should I do to get over a relationship?

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

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

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

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

The Ice Breaker Questions

Teacher/Student Stranger/One Night Stand

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?

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

Any that are a turn off?

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

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

10- List 5 of your top pet peeves.

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

Would you read them together?

38~ Share your most embarrassing sexual memory?

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

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

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?

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

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?

If you win, what will you make them do?

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

62~ Have you used adult toys?

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

What was the longest? What was the shortest?

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

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

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?

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

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

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

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

Any that are a turn off?

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

18~ Who/when was your first “crush”?

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

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

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

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

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

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

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

Family Relation Age Play

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

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

(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…)

Do you think this brought you closer together?

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

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

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

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

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

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

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

If yes, what?

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

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

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

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?

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

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

Does the thought excite you? Care to share?

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?

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

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?

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

Master/Slave Boss/Maid

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

Have you ever? Care to Share?

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

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

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

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

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

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

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

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

*** Deal Breaker Questions ***

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

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

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

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

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

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

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

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

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

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

Prisoner/Prison Guard Landlord/Tenant

Do you watch it? What is your 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?

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

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…

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

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

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

*** Random Questions ***

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

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

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

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

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

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

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?

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?

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

Model/Photographer Police/Criminal

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

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

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

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

39~ What are your love languages?

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

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)

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

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

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

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

52~ What are your hobbies?

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

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

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

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

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

Please share Did you stop?

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

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

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

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

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

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

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

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

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

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

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

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

89~ Do you like taking showers together?

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

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

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

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

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

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

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

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

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

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

Nurse/Patient Celebrity/Fan

*** Questions about Relationships/Past ***

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

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

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

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

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

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

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

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?

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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?

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

47~ What would be your dream job and why?

29- How superstitious are you?

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

Nothing too Serious

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

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,

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

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

8- What are your thoughts on politics?

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

Escort/Client Job Applicant/Hiring Manager

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

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

83~ How do you feel about Porn?

Repairman/Lonely Wife Virgin/Experienced

2- What’s your favorite color? 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…

Doctor/Nurse Stripper/Client

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

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

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

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

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

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

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

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

Over time has your thoughts on sex changed?

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

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