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

10.06.2025 04:15

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

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

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

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

What's the most sordid activity you've ever seen or heard about at a bachelorette party?

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

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

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

Is it possible for sociopaths to feel genuine remorse for their actions or thoughts towards others, even if they are skilled at hiding it from others?

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

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

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

Scientists Discover Promising New Alzheimer’s Treatment - SciTechDaily

Over time has your thoughts on sex changed?

52~ What are your hobbies?

*** Random Questions ***

Rare Red Sprites Captured Lighting up the Tibetan Night Sky Like Jellyfish-Shaped Firework - My Modern Met

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?

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

Doritos, Cheetos, M&Ms and other popular snacks will soon have warning labels in Texas - KHOU

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

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

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

Trump says Xi agreed to restart flow of crucial minerals, but analysts say China won’t give up its ‘rare earth card’ - CNN

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

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

83~ How do you feel about Porn?

Neuroscientists find individual differences in memory response to amygdala stimulation - PsyPost

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

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

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

Apple Is About to Upgrade Your Current AirPods with Some Neat New Abilities - Gear Patrol

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

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

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

Thousands of Netflix fans gather for Tudum - TechCrunch

What was the longest? What was the shortest?

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

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

What is the best way to get revenge on people who hurt you?

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

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

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

Catch Jupiter and Mercury side by side in the evening sky this week - Space

Do you watch it? What is your favorite?

Doctor/Nurse Stripper/Client

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

What do teens do at night?

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

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

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

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

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,

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…

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

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

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

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

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

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

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

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

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

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

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

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…

Master/Slave Boss/Maid

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

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

Nothing too Serious

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

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

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

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

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

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

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

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

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

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

The Ice Breaker Questions

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

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

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

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

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

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

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

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

Any that are a turn off?

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

89~ Do you like taking showers together?

8- What are your thoughts on politics?

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

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

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

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

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

(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?

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

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

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

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

Please share Did you stop?

Do you think this brought you closer together?

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

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

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

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

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

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

Repairman/Lonely Wife Virgin/Experienced

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

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

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

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

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

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

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

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

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

Have you ever? Care to Share?

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

*** Questions about Relationships/Past ***

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

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

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

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

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

If you win, what will you make them do?

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

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

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

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

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

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

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

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

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

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

How old are you? Male or Female?

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

38~ Share your most embarrassing sexual memory?

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

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?

Escort/Client Job Applicant/Hiring Manager

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

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

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

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)

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

Prisoner/Prison Guard Landlord/Tenant

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

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

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

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

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

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

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

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

39~ What are your love languages?

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

18~ Who/when was your first “crush”?

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

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

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

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

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

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

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

29- How superstitious are you?

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

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

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

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

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

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

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

62~ Have you used adult toys?

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

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

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

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

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

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

42~ What’s your biggest regret in life?

Model/Photographer Police/Criminal

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

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

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?

Does the thought excite you? Care to share?

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

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

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

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

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

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?

How many partners have you had oral sex with? Who? 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?

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

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

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

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

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

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

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

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

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

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

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

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

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

Any that are a turn off?

If yes, what?

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

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

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

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

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

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

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 ***

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

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

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

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

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

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

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

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

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

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

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

Nurse/Patient Celebrity/Fan

Family Relation Age Play

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?

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

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

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

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

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

What is your favorite position? Why?

*** What’s Your Favorite…? ***

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

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

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

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

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

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

*** Deal Breaker Questions ***

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

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

10- List 5 of your top pet peeves.

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

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

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

Would you read them together?

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

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

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

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

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

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

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?

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

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

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

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

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

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

Teacher/Student Stranger/One Night Stand

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

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

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

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

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

47~ What would be your dream job and why?

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

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?

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

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