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

10.06.2025 08:38

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?

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

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

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

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?

*** Questions About Me ***

Why are European countries warning European travelers to be careful traveling to the United States?

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

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

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

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

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

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

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

*** Questions about Relationships/Past ***

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

RFK Jr. looks to fast track rare disease drug approvals (updated) - Seeking Alpha

47~ What would be your dream job and why?

What is your favorite position? Why?

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

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10- List 5 of your top pet peeves.

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?

Any that are a turn off?

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

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

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

How should I go about convincing my mother that my foreign online boyfriend isn't out to get my holes or scam me?

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

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

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

What makes you different?

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

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

8- What are your thoughts on politics?

Deportees are being held in a converted shipping container in Djibouti, ICE says - NPR

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

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

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

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

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

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?

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

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

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

Atheists, there is a god up there in heaven and he loves you so much that he sent his son to die the worst death imaginable and then to turn into a zombie all to save you from sin. Why do you reject him?

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

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

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

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Nothing too Serious

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

Escort/Client Job Applicant/Hiring Manager

Is it just me, or do we all hate Sasuke from Naruto?

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

29- How superstitious are you?

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

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

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

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

Does the thought excite you? Care to share?

38~ Share your most embarrassing sexual memory?

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

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

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?

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?

Family Relation Age Play

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

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

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

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

39~ What are your love languages?

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

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

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

89~ Do you like taking showers together?

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

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

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

Do you watch it? What is your favorite?

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

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

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

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

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

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

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

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

42~ What’s your biggest regret in life?

Repairman/Lonely Wife Virgin/Experienced

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

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

Model/Photographer Police/Criminal

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

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

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

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

62~ Have you used adult toys?

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

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

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

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

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

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

How old are you? Male or Female?

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

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

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

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

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

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

18~ Who/when was your first “crush”?

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

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

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

Please share Did you stop?

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,

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

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

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)

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?

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

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

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

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

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?

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

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

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?

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

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

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

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

Nurse/Patient Celebrity/Fan

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

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

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

The Ice Breaker Questions

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

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

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

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

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

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

What was the longest? What was the shortest?

If you win, what will you make them do?

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

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

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?

Prisoner/Prison Guard Landlord/Tenant

Master/Slave Boss/Maid

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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…

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

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

Would you read them together?

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

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

83~ How do you feel about Porn?

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

Have you ever? Care to Share?

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

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

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

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

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?

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

If yes, what?

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

(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…)

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

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

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

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

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

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

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

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

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

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

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

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

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

*** What’s Your Favorite…? ***

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

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

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

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

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

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

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

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

Doctor/Nurse Stripper/Client

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

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

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

*** Random Questions ***

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

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

52~ What are your hobbies?

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

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

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

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

Any that are a turn off?

Teacher/Student Stranger/One Night Stand

*** Deal Breaker Questions ***

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

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

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

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

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

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

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

Do you think this brought you closer together?

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

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

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

Over time has your thoughts on sex changed?