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

14.06.2025 10:55

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

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

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

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

Does anyone wear see-through clothes to show off underwear?

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

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

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

In your opinion, who is the most overrated singer/band/artist in modern music history and why?

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

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

How old are you? Male or Female?

Why do programmers choose to write their own code instead of using code that is already available online?

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

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?

89~ Do you like taking showers together?

Why am I sweating so much at night even though my room is really cold?

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

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

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

How do I cope with the fact that I will never have a girlfriend?

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

Model/Photographer Police/Criminal

Escort/Client Job Applicant/Hiring Manager

What is your favourite summer outfit? Why?

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

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

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

Concerns About the US Economy Continue to Grow While Its Forecasts Shrink - splinter.com

Doctor/Nurse Stripper/Client

*** Random Questions ***

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

What does it mean when someone is pretending to be me?

What is your favorite position? Why?

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

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

Does Taylor Swift actually play the guitar, or is it a prop?

62~ Have you used adult toys?

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

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

What do you think will be the biggest factor in determining whether Daniel Penny was justified in believing that Jordan Neely had posed a deadly threat in the manslaughter trial?

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

What was the longest? What was the shortest?

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…

What is your secret to glowing skin?

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

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

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)

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

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

*** What’s Your Favorite…? ***

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

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

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

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,

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

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

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

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

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?

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

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

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

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

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

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

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

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

Do you watch it? What is your favorite?

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

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

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

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

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

Nothing too Serious

*** Questions about Relationships/Past ***

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

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

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

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

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

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.

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

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

47~ What would be your dream job and why?

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

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

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

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

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

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

Any that are a turn off?

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

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

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

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

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?

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

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

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

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?

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

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

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?

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

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

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

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

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

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

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

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

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

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

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

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

38~ Share your most embarrassing sexual memory?

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

Would you read them together?

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

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

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

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

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

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

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

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

18~ Who/when was your first “crush”?

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

Please share Did you stop?

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

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

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

Nurse/Patient Celebrity/Fan

10- List 5 of your top pet peeves.

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

Repairman/Lonely Wife Virgin/Experienced

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

(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…)

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

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

Prisoner/Prison Guard Landlord/Tenant

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

Do you think this brought you closer together?

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

52~ What are your hobbies?

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?

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

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

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

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

39~ What are your love languages?

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

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

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

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

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

83~ How do you feel about Porn?

Family Relation Age Play

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

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

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?

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

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

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

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

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

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

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

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

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

If you win, what will you make them do?

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

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

42~ What’s your biggest regret in life?

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?

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

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

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

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

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

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

*** Deal Breaker Questions ***

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

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

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

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

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

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

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

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

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

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

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

If yes, what?

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

*** Questions About Me ***

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

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

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

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

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

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?

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

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

Master/Slave Boss/Maid

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

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

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

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

Over time has your thoughts on sex changed?

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

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

Does the thought excite you? Care to share?

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

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

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

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

The Ice Breaker Questions

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

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

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

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

Teacher/Student Stranger/One Night Stand

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

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

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

Any that are a turn off?

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

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

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?

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

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

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

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

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

29- How superstitious are you?

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

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

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

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

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

8- What are your thoughts on politics?

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