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

10.06.2025 08:24

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

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

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

38~ Share your most embarrassing sexual memory?

What do most wives fantasize about?

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

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

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

Do you think that drug addiction is a symptom of larger societal ills? What is it about our culture that leaves so many feeling like they're inadequate, trying any ill to find a cure?

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

The Ice Breaker Questions

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

New study shows that milk consumption improves gut biodiversity and cheese reduces certain microbes - Earth.com

83~ How do you feel about Porn?

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

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

Watch 'superorganism' created by tiny worms — the first time it's ever been spotted in the wild - Live Science

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

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

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

Why does Filipino culture dictate that parents should be treated as gods?

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

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

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

Is it wrong of me to feel uncomfortable that my friend thinks my brother is hot?

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

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

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

Scientists Just Found the Oldest Barred Spiral Galaxy – And It’s a Monster - SciTechDaily

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

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

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

Upcoming temporary full closure of South Academy Boulevard for widening project - KKTV

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

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…

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

Bill Oram: Seriously, who is going to beat the Beavers? - OregonLive.com

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

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

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

Why do I sometimes hear full conversations when I am alone?

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

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

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

Why the American Diet Is So Deadly? A Silent Killer Quietly Harming Millions - Indian Defence Review

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

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

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

BOJ braces for higher interest rates with provisions boost - Nikkei Asia

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

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

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

How could Trump, with his deplorable garbage supporters, manage to win an election?

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

Over time has your thoughts on sex changed?

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

Were there any friendly fire incidents involving American submarines, aircraft carriers, or battleships during World War II or World War I?

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

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)

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

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

89~ Do you like taking showers together?

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

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

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

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

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

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

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

Any that are a turn off?

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

*** Questions About Me ***

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

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

47~ What would be your dream job and why?

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

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

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

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

39~ What are your love languages?

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

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

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?

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

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

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

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

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

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

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

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

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

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

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

10- List 5 of your top pet peeves.

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

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

Nurse/Patient Celebrity/Fan

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

Please share Did you stop?

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

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

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

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

*** Random Questions ***

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

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

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

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

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

22- What is your favorite childhood memory? What 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?

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

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

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

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

(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…)

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

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

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

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

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

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

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

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

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

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

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

18~ Who/when was your first “crush”?

If yes, what?

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

What is your favorite position? Why?

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

Model/Photographer Police/Criminal

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

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

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

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

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

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

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

*** Questions about Relationships/Past ***

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

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

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

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

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?

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

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

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

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

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?

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

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

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

*** What’s Your Favorite…? ***

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

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

Do you think this brought you closer together?

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

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

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

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

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

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?

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

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

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

Family Relation Age Play

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

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

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

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

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

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

Would you read them together?

Does the thought excite you? Care to share?

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

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

Prisoner/Prison Guard Landlord/Tenant

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

62~ Have you used adult toys?

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

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

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

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

Do you watch it? What is your favorite?

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

A comprehensive questionnaire, this should be a fun exercise to get to know each other. Try to give as much detail as possible when answering questions. You can go through this together and talk about each question or fill out the questionnaire as completely as you can and once you are done, go through each question together. If you have been together for a while, it is also fun to try to answer the questions for your partner. Remember this should be fun, so if you do not wish to answer a question you can “PASS” and not answer. Both should answer honestly and without judgement. (This is important, without judgement) I hope this helps you get closer and strengthens your relationship… You can learn a lot about the other person… and yourself…

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

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

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

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?

Doctor/Nurse Stripper/Client

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

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

If you win, what will you make them do?

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

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

Repairman/Lonely Wife Virgin/Experienced

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

52~ What are your hobbies?

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

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

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

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?

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

29- How superstitious are you?

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

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

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

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

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

Nothing too Serious

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

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?

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

Any that are a turn off?

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

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

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

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

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

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

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

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

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

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

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

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

*** Deal Breaker Questions ***

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

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

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

8- What are your thoughts on politics?

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?

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

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

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

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

Have you ever? Care to Share?

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

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

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

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

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

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

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

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

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

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

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

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

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

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

How old are you? Male or Female?

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

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

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?

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

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

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

Teacher/Student Stranger/One Night Stand

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,

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

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

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

Escort/Client Job Applicant/Hiring Manager

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

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

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

What was the longest? What was the shortest?

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

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

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

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

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

Master/Slave Boss/Maid

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

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

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

42~ What’s your biggest regret in life?

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