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

14.06.2025 01:52

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

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

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

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

Did Obito ever fully redeem himself in everyone's eyes?

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

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

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

How has Sanskrit influenced modern Tamil language, particularly in terms of vocabulary?

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

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

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

Do all therapists specialize in one specific type of therapy, or are they trained in multiple types?

How old are you? Male or Female?

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

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

Who is Meghan Markle and why is she so controversial on the Internet?

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

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

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

How do I change a truck’s engine oil?

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

Do you watch it? What is your favorite?

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

In the New Testament, Christ quotes the Ethiopian book of Enoch. How do the Sola Scriptura folks square this circle?

18~ Who/when was your first “crush”?

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

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

How do you know how physically attractive you actually are?

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

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

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

What are the psychological reasons behind an extreme obsession with another human being?

Escort/Client Job Applicant/Hiring Manager

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

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

What is your best gay fantasy?

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

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

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

Chime Gets a Ringing Endorsement on Wall Street as IPO Valuation Hits $11.6B - PYMNTS.com

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?

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

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

Is Matt Gaetz qualified to be Attorney General of the United States?

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

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

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

Why do people say "tall, dark, and handsome" when they actually mean "tall, white, and handsome"?

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

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

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

Doctor/Nurse Stripper/Client

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

Family Relation Age Play

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

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

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

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

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?

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?

Teacher/Student Stranger/One Night Stand

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

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

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

If you win, what will you make them do?

8- What are your thoughts on politics?

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

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

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

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

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?

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

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

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

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

*** What’s Your Favorite…? ***

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

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

*** Random Questions ***

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

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

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

83~ How do you feel about Porn?

Do you think this brought you closer together?

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

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

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

Any that are a turn off?

Would you read them together?

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

47~ What would be your dream job and why?

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

Prisoner/Prison Guard Landlord/Tenant

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

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

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

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

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

Nothing too Serious

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

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

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

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

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

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

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

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

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

*** Deal Breaker Questions ***

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

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

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

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

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

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

38~ Share your most embarrassing sexual memory?

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

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)

Repairman/Lonely Wife Virgin/Experienced

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

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

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

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

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

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

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

Please share Did you stop?

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

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

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?

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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?

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

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

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

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

52~ What are your hobbies?

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

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

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

If yes, what?

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

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

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

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

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

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

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

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

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

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

What was the longest? What was the shortest?

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

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

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

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

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

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?

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

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

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

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

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

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

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

*** Questions About Me ***

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…

(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…)

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

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

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

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

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

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

39~ What are your love languages?

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

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

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

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

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

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

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

Have you ever? Care to Share?

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

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

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

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

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

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

Model/Photographer Police/Criminal

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

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

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 is your favorite position? Why?

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

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

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

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

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

42~ What’s your biggest regret in life?

62~ Have you used adult toys?

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

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

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

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

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

Master/Slave Boss/Maid

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

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?

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

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

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

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

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

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

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

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

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

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

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

10- List 5 of your top pet peeves.

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

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,

The Ice Breaker Questions

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

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

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

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

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

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

29- How superstitious are you?

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

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

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

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

Over time has your thoughts on sex changed?

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

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

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

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

Any that are a turn off?

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

Does the thought excite you? Care to share?

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

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

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

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

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

Nurse/Patient Celebrity/Fan

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

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

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

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

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

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

*** Questions about Relationships/Past ***

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

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

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

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

89~ Do you like taking showers together?

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

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

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…

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

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

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