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

13.06.2025 00:51

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

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…

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

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

Why is my stomach getting so big from taking testosterone cypionate 31 to 34 in 2 months?

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

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

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

What would you change in Rings of Power?

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

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

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

What kind of person makes you think "how come there are people like that"?

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

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

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

My stepdaughter’s mom tells her I’m not a real dance teacher, but my stepdaughter has seen me in action. Why does she still question my abilities?

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

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

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

How can targeted individuals protect themselves from organized stalking? Have you discovered practical strategies?

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

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

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

How do I run away? I'm 15 and live in Oklahoma.

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

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

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

Have you ever been physically attacked by a demon?

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

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

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

The ‘revenge tax’ buried deep in the budget bill could turn a trade war into a ‘capital war,’ analyst says - AOL.com

Do you think this brought you closer together?

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?

Planetarium’s discovery about outer solar system shocks astronomers - South China Morning Post

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

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

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

Why do some straight men like to suck dick but don't find other males attractive?

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

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

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

The Roman Empire at the time of Christ kept meticulous records. Why then, is there no record of the trial of Jesus?

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

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

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

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

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

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?

10- List 5 of your top pet peeves.

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

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

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?

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

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

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

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

89~ Do you like taking showers together?

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?

What was the longest? What was the shortest?

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

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

29- How superstitious are you?

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

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

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

What is your favorite position? Why?

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

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

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

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

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

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

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

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

If you win, what will you make them do?

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

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

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

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

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

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

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

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?

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

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

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

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

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

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

38~ Share your most embarrassing sexual memory?

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

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

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

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?

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

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

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?

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

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

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)

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,

18~ Who/when was your first “crush”?

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

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

83~ How do you feel about Porn?

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

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

Any that are a turn off?

*** Deal Breaker Questions ***

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

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

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

If yes, what?

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

Prisoner/Prison Guard Landlord/Tenant

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

Repairman/Lonely Wife Virgin/Experienced

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

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

Nurse/Patient Celebrity/Fan

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

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

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

Any that are a turn off?

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

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

Do you watch it? What is your favorite?

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

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

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

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

47~ What would be your dream job and why?

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

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

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

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

8- What are your thoughts on politics?

42~ What’s your biggest regret in life?

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

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

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

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

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

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

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

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

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

The Ice Breaker Questions

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

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

Would you read them together?

Does the thought excite you? Care to share?

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

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

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

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

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

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

Family Relation Age Play

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?

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

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

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

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

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

Model/Photographer Police/Criminal

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

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

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

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

Over time has your thoughts on sex changed?

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…

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

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

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

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

*** Questions About Me ***

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

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

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

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

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

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

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

2- What’s your favorite color? 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?

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

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

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

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

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

(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…)

Please share Did you stop?

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

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

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

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

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

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

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

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

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

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

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

39~ What are your love languages?

Teacher/Student Stranger/One Night Stand

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

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

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

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

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

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

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

Have you ever? Care to Share?

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

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

Escort/Client Job Applicant/Hiring Manager

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

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

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

52~ What are your hobbies?

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

Master/Slave Boss/Maid

*** Random Questions ***

Nothing too Serious

*** Questions about Relationships/Past ***

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

Doctor/Nurse Stripper/Client

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

*** What’s Your Favorite…? ***

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

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

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

How old are you? Male or Female?

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

62~ Have you used adult toys?

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?