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

12.06.2025 08:14

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

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

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

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

California schools are very liberal. Do you think California schools are teaching students to hate Republican views (views on: God, guns, prayer, secure borders, etc.)?

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

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

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

2025 NCAA baseball bracket: Men's College World Series scores, schedule - NCAA.com

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

Teacher/Student Stranger/One Night Stand

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

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

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

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

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

83~ How do you feel about Porn?

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

Credit cards could blow up a carefully crafted crypto compromise - Politico

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

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

Would you read them together?

What made you stop being an addict?

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

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

Model/Photographer Police/Criminal

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.

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

If you win, what will you make them do?

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

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

38~ Share your most embarrassing sexual memory?

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

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

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

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

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

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

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

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

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

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

Why do I like to eat my own cum?

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

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

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

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

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

What is your favorite position? Why?

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

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?

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

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

18~ Who/when was your first “crush”?

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

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

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

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

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

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

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

The Ice Breaker Questions

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

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

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

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

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

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

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

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…

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

39~ What are your love languages?

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

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

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

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

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

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

Prisoner/Prison Guard Landlord/Tenant

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

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

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

89~ Do you like taking showers together?

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

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…

What was the longest? What was the shortest?

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

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,

Nothing too Serious

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

Over time has your thoughts on sex changed?

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

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?

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

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

*** Deal Breaker Questions ***

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

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

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

If yes, what?

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

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

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

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

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

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

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?

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

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

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

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

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

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

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

8- What are your thoughts on politics?

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

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

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

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

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

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

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

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

Do you think this brought you closer together?

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

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

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

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

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

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

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

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

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

Nurse/Patient Celebrity/Fan

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

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

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

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

Repairman/Lonely Wife Virgin/Experienced

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”?

*** What’s Your Favorite…? ***

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

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

Escort/Client Job Applicant/Hiring Manager

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

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

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

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

29- How superstitious are you?

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

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

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

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

42~ What’s your biggest regret in life?

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

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

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

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

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

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

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

Do you watch it? What is your favorite?

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

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

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

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

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

Does the thought excite you? Care to share?

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

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

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

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

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

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

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

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

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

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

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

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

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?

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

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

Any that are a turn off?

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

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

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

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

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

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

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

Doctor/Nurse Stripper/Client

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

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?

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)

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

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

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

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

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

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

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

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

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

10- List 5 of your top pet peeves.

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

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

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

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

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

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

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

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

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

*** Questions About Me ***

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

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

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

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

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

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

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

62~ Have you used adult toys?

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

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

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?

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

Any that are a turn off?

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

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

47~ What would be your dream job and why?

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

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

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

41~ What are you best at in bed? What do you think you are not so good at? Anything you want to get good at?

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

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

Family Relation Age Play

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

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

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

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

*** Random Questions ***

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

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

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

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

Master/Slave Boss/Maid

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

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

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?

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

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

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

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

(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…)

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

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

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

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

Please share Did you stop?

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

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

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

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

*** Questions about Relationships/Past ***

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?

52~ What are your hobbies?

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

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

Have you ever? Care to Share?

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

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?

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

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

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

How old are you? Male or Female?