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

10.06.2025 02:12

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

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

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

If yes, what?

With massive funding round and $31 billion valuation, Anduril is nearing the size of defense industry giants it wants to displace - Fortune

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

Nothing too Serious

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

Rory defends snubbing media, cites 'weird week' - ESPN

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

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

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

Meet the Kardashians' plastic surgeons responsible for Kris Jenner's new face and Kylie's 'teardrop' curves - Business Insider

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

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

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

Is it possible for doctors to diagnose prostate cancer just by looking at a patient?

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

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

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

Why do US military soldiers/officers have a chest full of medal ribbons when they probably haven't been in a combat situation? Are the medals for attendance, good behaviour, or long service perhaps?

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

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

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

Isn't it unfortunate for the Democrats that we Republicans are the masters of the universe who control everything while the Democrats control nothing?

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

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

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

Can you tell me something about yourself?

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

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

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

Would you date a Muslim guy? Why/why not?

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

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

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

End of an Era: Landsat 7 Decommissioned After 25 Years of Earth Observation - USGS (.gov)

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…

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

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

Private-sector firms added just 37,000 jobs in May, the lowest total in more than two years - CNN

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

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

Nurse/Patient Celebrity/Fan

Lutnick Says He Expects Tariff Analysis on Aircraft Parts Soon - Bloomberg

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

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

(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…)

How do schizophrenia symptoms change throughout the day?

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

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

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

Taylor Swift Owns Her Masters Now – But Her Greatest ‘Taylor’s Version’ Song Ensures the Legacy of Her Re-Recordings - Billboard

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

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

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

Can you turn 150 pages into a 5 minute presentation before a meeting?

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

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

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

Why do men want to suck dick?

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

The Ice Breaker Questions

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?

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

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

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

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

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

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?

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

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

Would you read them together?

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?

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

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

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

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?

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

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

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

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

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

If you win, what will you make them do?

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

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

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

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

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

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

Have you ever? Care to Share?

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

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

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

Escort/Client Job Applicant/Hiring Manager

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

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

*** Questions about Relationships/Past ***

52~ What are your hobbies?

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

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?

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

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

Over time has your thoughts on sex changed?

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?

Any that are a turn off?

18~ Who/when was your first “crush”?

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

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

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

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

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

How old are you? Male or Female?

Prisoner/Prison Guard Landlord/Tenant

Family Relation Age Play

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

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

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

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

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

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

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

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

*** Questions About Me ***

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

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

83~ How do you feel about Porn?

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

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

47~ What would be your dream job and why?

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

*** What’s Your Favorite…? ***

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

Model/Photographer Police/Criminal

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

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

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

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

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

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

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

29- How superstitious are you?

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?

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

Repairman/Lonely Wife Virgin/Experienced

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

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

Master/Slave Boss/Maid

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

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

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

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

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

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

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

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

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

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

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

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

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)

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

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

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

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

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

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

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?

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

Doctor/Nurse Stripper/Client

Does the thought excite you? Care to share?

Any that are a turn off?

39~ What are your love languages?

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

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

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

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

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

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

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

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

10- List 5 of your top pet peeves.

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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?

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

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

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

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

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

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

62~ Have you used adult toys?

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

What was the longest? What was the shortest?

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

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

Teacher/Student Stranger/One Night Stand

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

*** Deal Breaker Questions ***

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

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

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

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

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

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?

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

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

Do you think this brought you closer together?

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

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

*** Random Questions ***

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

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

Do you watch it? What is your favorite?

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

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

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

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

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

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

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

8- What are your thoughts on politics?

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

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

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

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

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

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

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

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

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

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

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

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

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

What is your favorite position? Why?

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

89~ Do you like taking showers together?

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

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

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

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

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

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

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

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

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

38~ Share your most embarrassing sexual memory?

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

Please share Did you stop?

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

42~ What’s your biggest regret in life?

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

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