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

10.06.2025 19:35

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

What was the longest? What was the shortest?

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

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

Six Types Of Dinosaur Eggs Found In One Place - The Daily Galaxy

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

Please share Did you stop?

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

What legal actions can be taken if a neighbor's unleashed dog causes harm or injury?

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

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

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

Have you ever met someone and something seemed so unusual about them but you couldn't put your finger on what it was?

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

Escort/Client Job Applicant/Hiring Manager

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

Trump’s budget puts Huntsville-made spacecraft on the chopping block - AL.com

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

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

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

‘Love Island USA’ Season 7 Premiere Suffers Delay On Peacock & Viewers Share Their Outrage - Deadline

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

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

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

Have you ever dealt with a Christian narcissist?

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

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

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

How is digital marketing important for business?

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

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

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

How can one learn to talk frankly?

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

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

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

Joe Biden is not the best president we had. That would be John F. Kennedy. How is voting for Donald Trump any worse than voting for Joe Biden?

(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…)

Teacher/Student Stranger/One Night Stand

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

Wanda Sykes delivers epic 26-minute acceptance speech, mentions every other winner at event and speaks up for trans people - CNN

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

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

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

CT scan radiation and cancer risk - reassuring and alarming at the same time - Daily Kos

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

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

62~ Have you used adult toys?

How is sex in college like with roommates and big campuses?

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

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

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

401(k) Stats Suggest Americans Still Confident - Newser

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

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

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

What are the major security challenges facing India, both domestically and internationally, and how does the government address them?

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

Nurse/Patient Celebrity/Fan

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?

How can I get over a break up?

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

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

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?

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

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

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

If yes, what?

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

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

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

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

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

*** Random Questions ***

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

Model/Photographer Police/Criminal

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

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

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

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

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

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

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

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

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

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

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

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

42~ What’s your biggest regret in life?

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

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

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

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

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

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

Master/Slave Boss/Maid

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

Have you ever? Care to Share?

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,

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

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

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

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

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

*** Questions About Me ***

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

Family Relation Age Play

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

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

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

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…

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

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

8- What are your thoughts on politics?

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

Do you think this brought you closer together?

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

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

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

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

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

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…

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

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

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

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

Over time has your thoughts on sex changed?

What is your favorite position? Why?

Would you read them together?

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

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

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

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

*** What’s Your Favorite…? ***

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

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?

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

Prisoner/Prison Guard Landlord/Tenant

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

*** Deal Breaker Questions ***

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

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

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

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)

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

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

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

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

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

Do you watch it? What is your favorite?

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

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

Doctor/Nurse Stripper/Client

How old are you? Male or Female?

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

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

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

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?

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

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

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

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

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

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

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

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

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

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

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

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

Take the short quiz here @ Discover Your Love LanguageÂŽ - The 5 Love LanguagesÂŽ

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

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

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

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

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

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

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

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

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

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

38~ Share your most embarrassing sexual memory?

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

18~ Who/when was your first “crush”?

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

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

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

Nothing too Serious

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

10- List 5 of your top pet peeves.

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

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

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

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

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

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

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

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

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

Repairman/Lonely Wife Virgin/Experienced

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

89~ Do you like taking showers together?

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

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

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?

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

83~ How do you feel about Porn?

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

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

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

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

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

*** Questions about Relationships/Past ***

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

If you win, what will you make them do?

52~ What are your hobbies?

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

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

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?

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

Does the thought excite you? Care to share?

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

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

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?

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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?

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

Any that are a turn off?

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

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

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

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

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

47~ What would be your dream job and why?

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

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

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

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

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

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

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

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

Any that are a turn off?

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

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?

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

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

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

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

The Ice Breaker Questions

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

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

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

39~ What are your love languages?

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

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

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

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

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

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

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

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

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

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

29- How superstitious are you?

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

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

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

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

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

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

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