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

13.06.2025 02:03

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

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

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

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

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

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

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

How can I get my ex-husband to love me again?

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

Repairman/Lonely Wife Virgin/Experienced

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

Why are so many US conservatives in this day and age still against racial mixing? They won't say it in public, but they are still against the mixing between Blacks and whites? Why?

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

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

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

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

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

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

How is the story of Rukmini Devi described in the Harivamsha, Rukminisha Vijaya and Shrimad Bhagavatam?

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

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

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

Those Ice Baths May Not Be 'a Great Idea' - Newser

*** Questions About Me ***

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

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?

The world of the Harry Potter series is usually considered bad worldbuilding. What are some examples of actually good worldbuilding in the books/movies?

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

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

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

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Escort/Client Job Applicant/Hiring Manager

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

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

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

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

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

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

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

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

Where's the Civil War everyone on the left said would happen?

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

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?

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

Im happy but there is a heavy feeling of sadness in my heart that I just can't remove. Why am I like this?

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

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

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

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

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

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

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

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?

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

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

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

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

29- How superstitious are you?

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?

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

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

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

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

Any that are a turn off?

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

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

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

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

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

Model/Photographer Police/Criminal

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

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

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

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

18~ Who/when was your first “crush”?

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

If you win, what will you make them do?

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

*** Questions about Relationships/Past ***

What was the longest? What was the shortest?

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

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

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

83~ How do you feel about Porn?

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

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

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

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

*** Random Questions ***

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

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

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

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…

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

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

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

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?

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

8- What are your thoughts on politics?

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

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

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

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

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

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

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

Do you think this brought you closer together?

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

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

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

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

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

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

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

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

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

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

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

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

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

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

Prisoner/Prison Guard Landlord/Tenant

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

If yes, what?

Does the thought excite you? Care to share?

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

The Ice Breaker Questions

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

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?

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

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

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

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

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

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

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

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

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

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

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

Have you ever? Care to Share?

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

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

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)

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

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

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

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

42~ What’s your biggest regret in life?

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

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

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

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

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?

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

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

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

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?

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

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

62~ Have you used adult toys?

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

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

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

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

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

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

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

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

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

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

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

Doctor/Nurse Stripper/Client

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

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

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

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

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

*** Deal Breaker Questions ***

89~ Do you like taking showers together?

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

Family Relation Age Play

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?

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

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

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?

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

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

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…

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

What is your favorite position? Why?

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

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

38~ Share your most embarrassing sexual memory?

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

Any that are a turn off?

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

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

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

Nothing too Serious

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

47~ What would be your dream job and why?

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

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

Would you read them together?

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

Please share Did you stop?

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

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?

*** What’s Your Favorite…? ***

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

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

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

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

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

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

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

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

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

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

(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…)

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

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

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

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

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

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

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

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

Over time has your thoughts on sex changed?

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

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

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

Do you watch it? What is your favorite?

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

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

Nurse/Patient Celebrity/Fan

How old are you? Male or Female?

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

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

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

Master/Slave Boss/Maid

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) 😊

39~ What are your love languages?

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,

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

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

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

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

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

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

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

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

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

10- List 5 of your top pet peeves.

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

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

Teacher/Student Stranger/One Night Stand

52~ What are your hobbies?

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