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

10.06.2025 01:05

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

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

*** What’s Your Favorite…? ***

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

Why is Roblox so laggy it’s unplayable? My computer is fine and the internet is great.

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

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

62~ Have you used adult toys?

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Have you ever? Care to Share?

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

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

What are some downsides to living in Newfoundland and Labrador (besides the weather)?

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

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

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

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

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

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

I Tried 11 Popular Fast Food Crispy Chicken Sandwiches—This Is the One I’ll Order From Now On - Allrecipes

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

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

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

How come Taiwan is LGBT friendly, yet Japan and South Korea are not?

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

Master/Slave Boss/Maid

What is your favorite position? Why?

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83~ How do you feel about Porn?

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

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

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Nothing too Serious

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

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

What is the best reply if your boyfriend asks you,"why do you love me?"

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

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?

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

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

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…

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

Why do Muslims invade Western society?

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

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

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

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

52~ What are your hobbies?

47~ What would be your dream job and why?

What is the most gay experience with your dad?

How many partners have you had oral sex with? 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?

What was the longest? What was the shortest?

What can I do when I'm ugly on both outside and inside? What do I do? Cut myself off from the world to make everyones lives better? I'm a monster. I hurt feelings, and I say what was said to me. I feel like I'm nothing but a burden. What do I do?

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

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

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

How was your JEE Advanced 2024 result?

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

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

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

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

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

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

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

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

10- List 5 of your top pet peeves.

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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?

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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?

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

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

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

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

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

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

Any that are a turn off?

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?

18~ Who/when was your first “crush”?

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

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

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

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

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

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

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

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

Model/Photographer Police/Criminal

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

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

Prisoner/Prison Guard Landlord/Tenant

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

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

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

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

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?

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

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?

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

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

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

8- What are your thoughts on politics?

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

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

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

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

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

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

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

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

Any that are a turn off?

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

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

Do you think this brought you closer together?

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

38~ Share your most embarrassing sexual memory?

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

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

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

*** Random Questions ***

Escort/Client Job Applicant/Hiring Manager

*** Questions about Relationships/Past ***

Nurse/Patient Celebrity/Fan

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

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

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

(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…)

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

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

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

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

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

39~ What are your love languages?

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

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

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

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

Does the thought excite you? Care to share?

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

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

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?

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?

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

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

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,

Over time has your thoughts on sex changed?

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

How old are you? Male or Female?

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?

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

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

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

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

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

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

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

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

Would you read them together?

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

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

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

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

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?

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

Repairman/Lonely Wife Virgin/Experienced

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

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?

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

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

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

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

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

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

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

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

*** Deal Breaker Questions ***

29- How superstitious are you?

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

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

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

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

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

Family Relation Age Play

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

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

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

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

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

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

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

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

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

Please share Did you stop?

*** Questions About Me ***

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…

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

42~ What’s your biggest regret in life?

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

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

Teacher/Student Stranger/One Night Stand

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?

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

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

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

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

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

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

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

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

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

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

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

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

89~ Do you like taking showers together?

The Ice Breaker Questions

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

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

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

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

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?

Do you watch it? What is your favorite?

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

Doctor/Nurse Stripper/Client

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?

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

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

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

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

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

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

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

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

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

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

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

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

If yes, what?