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

13.06.2025 06:47

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

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

62~ Have you used adult toys?

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

Have you ever had sex with your mother-in-law? If so, how was it and did your wife ever find out?

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

18~ Who/when was your first “crush”?

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

FDA rolls out AI tool agency-wide, weeks ahead of schedule - statnews.com

Do you watch it? What is your favorite?

*** Deal Breaker Questions ***

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

This Genetic ‘Trick’ Helped the Black Death Linger for Centuries - Gizmodo

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

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…

iFixit says the Switch 2 is even harder to repair than the original - The Verge

39~ What are your love languages?

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

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

Do foreign workers face discrimination in Canada?

Prisoner/Prison Guard Landlord/Tenant

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

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

New research links changes in walking patterns to early Alzheimer’s - The Brighter Side of News

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?

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

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

Why is Reagan seen as the best president in the USA when he literally destroyed the American economy with trickle down system and was strongly against worker unions?

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

Any that are a turn off?

*** What’s Your Favorite…? ***

What are the 10 things you regret doing in your life?

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

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

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

'AI scientist' discovers that common non-cancer drugs, when combined, can kill cancer cells - Earth.com

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

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

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

Do polyphenols in mushrooms fight cancer or cause side effects?

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

*** Questions About Me ***

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

Democrats be honest, how many of you were wishing that Musk rescue space flight blew up?

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

What was the longest? What was the shortest?

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

Is it ethical for same-sex couples to raise children?

Repairman/Lonely Wife Virgin/Experienced

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

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

Asian Shares Have Tepid Start Before US Jobs Data: Markets Wrap - Bloomberg

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

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

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

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

29- How superstitious are you?

Does the thought excite you? Care to share?

Over time has your thoughts on sex changed?

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

Doctor/Nurse Stripper/Client

Would you read them together?

42~ What’s your biggest regret in life?

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

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

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

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

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

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

Have you ever? Care to Share?

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

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

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

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

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

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

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

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

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

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

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

Escort/Client Job Applicant/Hiring Manager

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

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

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

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

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

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

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

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

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?

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

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

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

Model/Photographer Police/Criminal

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

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

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

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

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

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

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,

*** Random Questions ***

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

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

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

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

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

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

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

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

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

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

Please share Did you stop?

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

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

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

(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…)

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

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

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

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

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

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?

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?

Do you think this brought you closer together?

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

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

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

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

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

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

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

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

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

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

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

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?

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

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

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

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

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

If you win, what will you make them do?

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

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

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

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

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

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?

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

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

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

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

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

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

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

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

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

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

38~ Share your most embarrassing sexual memory?

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

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

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

83~ How do you feel about Porn?

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

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

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

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

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

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

What is your favorite position? Why?

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

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....)

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

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

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?

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

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

If yes, what?

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

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

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?

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

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

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

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

(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) 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?

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

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

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

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

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

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

Family Relation Age Play

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

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

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

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

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

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

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

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

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

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

*** Questions about Relationships/Past ***

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?

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

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

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

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

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

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

Any that are a turn off?

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

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

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

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

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?

8- What are your thoughts on politics?

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

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

47~ What would be your dream job and why?

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?

Master/Slave Boss/Maid

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

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

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

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

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

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…

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

89~ Do you like taking showers together?

Nothing too Serious

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

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

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

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)

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

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

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

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

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

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

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

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

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

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

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

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

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

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

How old are you? Male or Female?

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

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

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

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?

The Ice Breaker Questions

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

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

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

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

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

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

52~ What are your hobbies?

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

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

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

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

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

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

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

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

Nurse/Patient Celebrity/Fan

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

Teacher/Student Stranger/One Night Stand

10- List 5 of your top pet peeves.

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