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

13.06.2025 07:01

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

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

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

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

Hillary thinks we must censor or "we lose total control". Why does she demand total control?

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

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

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?

Why have Indian girls almost stopped wearing sarees?

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

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

Please share Did you stop?

Why do men like women gold diggers?

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

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,

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

Are there any nude pictures of women with big tits?

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

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

Model/Photographer Police/Criminal

Why do men want to suck dick?

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

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

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…

What is the most popular boat rental service in Pompano Beach for birthday parties or special events?

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

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

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

What is so great about Jiraiya?

If yes, what?

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?

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

I want to touch my sister’s boobs. What do I say?

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?

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

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

Do you think Christine Lagarde will be headed and will be heading for success in the next French presidential elections starting as soon as 2027?

*** What’s Your Favorite…? ***

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

Any that are a turn off?

Why after 50 years of being straight do I constantly desire to suck cock?

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

Any that are a turn off?

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

Which city should one visit between Nice and Cannes? Why?

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

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

89~ Do you like taking showers together?

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

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

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

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

Do you think this brought you closer together?

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

39~ What are your love languages?

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

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)

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

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

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

Does the thought excite you? Care to share?

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

Nurse/Patient Celebrity/Fan

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

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

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

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

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

Have you ever? 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?

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

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

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

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

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

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

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

(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…)

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

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

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

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

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

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

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

What is your favorite position? Why?

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

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

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

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

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

Repairman/Lonely Wife Virgin/Experienced

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

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

If you win, what will you make them do?

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

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

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

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

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

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

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?

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

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

Prisoner/Prison Guard Landlord/Tenant

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

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

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

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

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

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

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

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

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

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

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

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

8- What are your thoughts on politics?

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

18~ Who/when was your first “crush”?

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?

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

Doctor/Nurse Stripper/Client

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

The Ice Breaker Questions

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

52~ What are your hobbies?

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

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

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

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

47~ What would be your dream job and why?

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

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

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

Master/Slave Boss/Maid

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

Do you watch it? What is your favorite?

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

Teacher/Student Stranger/One Night Stand

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

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

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

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

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

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

Family Relation Age Play

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

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

Escort/Client Job Applicant/Hiring Manager

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

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

10- List 5 of your top pet peeves.

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

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

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

*** Questions About Me ***

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

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

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…

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

62~ Have you used adult toys?

Over time has your thoughts on sex changed?

83~ How do you feel about Porn?

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

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

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

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

Would you read them together?

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

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?

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

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

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

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

5- What do I do outside the bedroom that turns you on? 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?

42~ Ever been spanked 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?

29- How superstitious are you?

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

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

38~ Share your most embarrassing sexual memory?

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

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

*** Deal Breaker Questions ***

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

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

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

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

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

Nothing too Serious

What was the longest? What was the shortest?

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

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

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

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

*** Questions about Relationships/Past ***

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

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

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?

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

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?

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

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

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

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

42~ What’s your biggest regret in life?

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

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

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

How old are you? Male or Female?

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

*** Random Questions ***

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

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

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

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?

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

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

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

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

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

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