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

Last Updated: 25.06.2025 01:45

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

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

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

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

US Senate votes to move forward with GENIUS Act as stablecoin legislation picks up speed - The Block

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

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

10- List 5 of your top pet peeves.

What do you say after "Hi" when chatting?

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

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

39~ What are your love languages?

James Webb Detects Never-Before-Seen Molecule on Scorching Exoplanet - The Daily Galaxy

Would you read them together?

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

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

Scientists Spot Mysterious Object in Our Galaxy Pulsing Every 44 Minutes - futurism.com

77~ What are your thoughts on swapping or swinging or group sex? 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?

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

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

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

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

ChatGPT managed to take control of this 42-year-old man's life, and it's not surprising, according to this scientist. - Stewartville Star

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

Please share Did you stop?

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

Salary you need to live comfortably in Virginia in 2025, according to new study - 13newsnow.com

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

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

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

Risk Of Dengue Fever Is Just Another Reason Cruises Suck - Jalopnik

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

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?

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

Why did Paul McCartney use AI to help recreate the voice of John Lennon from an old cassette recording?

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?

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

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

Florence gallery says portrait damaged by visitor taking a selfie - BBC

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

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

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

Marines in LA as ICE protests spread to more U.S. cities: In photos - Axios

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

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

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

Why should we share our wife with others?

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

Do you watch it? What is your favorite?

47~ What would be your dream job and why?

Why is digital marketing important?

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

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

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

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.

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

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

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

ADHD link to severe premenstrual disorder uncovered in women - Medical Xpress

Family Relation Age Play

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

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

If yes, what?

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

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

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

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

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…

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

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

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

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

Repairman/Lonely Wife Virgin/Experienced

*** Questions About Me ***

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

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

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

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

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

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

Model/Photographer Police/Criminal

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

55~ Would you ever go to a nude beach/resort 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?

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

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

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

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

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

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

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

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

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

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

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

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

18~ Who/when was your first “crush”?

89~ Do you like taking showers together?

Do you think this brought you closer together?

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

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

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

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

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

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

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

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

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

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

Nothing too Serious

(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…)

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?

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

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

Does the thought excite you? Care to share?

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

The Ice Breaker Questions

Prisoner/Prison Guard Landlord/Tenant

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

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

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

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

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

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

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

Any that are a turn off?

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

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

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

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

How old are you? Male or Female?

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

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

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?

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

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

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

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

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

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?

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

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

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

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

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

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

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

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

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?

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

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

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

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

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

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

Doctor/Nurse Stripper/Client

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

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

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

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

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

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

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

26~ What side of the bed do you sleep 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?

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

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

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

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

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

What is your favorite position? Why?

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

If you win, what will you make them do?

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

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

17- What’s your favorite holiday? 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,

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

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

Have you ever? Care to Share?

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

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

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

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

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

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

Any that are a turn off?

Escort/Client Job Applicant/Hiring Manager

8- What are your thoughts on politics?

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

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

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

*** Questions about Relationships/Past ***

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

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

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

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

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…

83~ How do you feel about Porn?

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

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

Teacher/Student Stranger/One Night Stand

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

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

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

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

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

62~ Have you used adult toys?

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

Master/Slave Boss/Maid

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

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

29- How superstitious are you?

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

52~ What are your hobbies?

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

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

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

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

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

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?

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

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

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

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

*** Random Questions ***

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

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

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

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

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

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?

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

*** Deal Breaker Questions ***

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

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

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

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

What was the longest? What was the shortest?

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

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

Nurse/Patient Celebrity/Fan

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

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?

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

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

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

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

*** What’s Your Favorite…? ***

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

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

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

Over time has your thoughts on sex changed?

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

I would allow you to do it… What would you do to 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)

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

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

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

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

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

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

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....)

42~ What’s your biggest regret in life?

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

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