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

14.06.2025 05:51

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

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

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

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

What misfortune led to an important discovery?

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

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

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

What does it mean when I have a dream where my friend died? I had this dream last night where one of my friends died in a shootout and I woke up crying.

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

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

47~ What would be your dream job and why?

Why do you think Filipinos are conservatives?

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

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

What is your favorite position? Why?

Is there a type of function where every point has exactly one tangent line passing through it? If yes, what is this type of function called?

*** Deal Breaker Questions ***

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

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

Do you think Lady Gaga and Celine Dion have rehearsed separately for their performance at the Olympics opening ceremony?

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

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

Nurse/Patient Celebrity/Fan

What can I do when I'm ugly on both outside and inside? What do I do? Cut myself off from the world to make everyones lives better? I'm a monster. I hurt feelings, and I say what was said to me. I feel like I'm nothing but a burden. What do I do?

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

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

Prisoner/Prison Guard Landlord/Tenant

What's the hardest part about marriage that no one ever talks about?

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?

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

Please share Did you stop?

Who are some good social skills therapists in Pompano Beach, Florida?

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

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

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

Is there a band whose members have been present for every one of their concerts?

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

Do you watch it? What is your favorite?

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

Why do men like to have sex with a woman's ass?

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

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

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?

What does it mean when a British person says "I can't be asked"?

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

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

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

If Russia needs the resources to fund the war in Ukraine, why doesn’t it throw open its doors to visa free western tourism? Enough people would be interested, & it would start to get some hard currency as €, CHF, £, SEK, $, JPY in the tills at shops.

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

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

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

The Ice Breaker Questions

How old are you? Male or Female?

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

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

Would you read them together?

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

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

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

Family Relation Age Play

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

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

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?

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

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

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

Do you think this brought you closer together?

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

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

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

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

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?

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

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

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

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

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

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

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

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

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

38~ Share your most embarrassing sexual memory?

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

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…

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

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

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

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

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

Any that are a turn off?

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

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

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

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

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

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?

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

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

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

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

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

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

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

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

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

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

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

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

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?

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

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

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

Model/Photographer Police/Criminal

Master/Slave Boss/Maid

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

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

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

(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…)

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

*** Questions About Me ***

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

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

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

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

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

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

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

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

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

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

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

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

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)

Any that are a turn off?

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

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

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

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

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

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

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?

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

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

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?

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

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

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

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

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

10- List 5 of your top pet peeves.

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

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

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

83~ How do you feel about Porn?

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

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

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

62~ Have you used adult toys?

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

Repairman/Lonely Wife Virgin/Experienced

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

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

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

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

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

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

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

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

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

If yes, what?

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

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

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

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,

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

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

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?

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

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

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

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

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

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

13- What’s your favorite drink? 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?

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

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

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

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

42~ What’s your biggest regret in life?

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

Doctor/Nurse Stripper/Client

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

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

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

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

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

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

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

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

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

If you win, what will you make them do?

8- What are your thoughts on politics?

52~ What are your hobbies?

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

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

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

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

89~ Do you like taking showers together?

Escort/Client Job Applicant/Hiring Manager

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

What was the longest? What was the shortest?

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

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

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

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

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

Have you ever? Care to Share?

*** What’s Your Favorite…? ***

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

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

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?

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

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

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

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

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

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

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

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

Teacher/Student Stranger/One Night Stand

39~ What are your love languages?

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

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

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

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

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

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

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

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

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

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

29- How superstitious are you?

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

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

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

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

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?

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

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

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

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

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?

Nothing too Serious

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

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

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

*** Random Questions ***

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

18~ Who/when was your first “crush”?

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

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

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

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

Does the thought excite you? Care to share?

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

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

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

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

*** Questions about Relationships/Past ***

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

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

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

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

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

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

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

Over time has your thoughts on sex changed?

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

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