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

10.06.2025 00:58

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

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

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

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

What is the opposite personality type of someone with ASPD (antisocial personality disorder)?

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

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

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

Derek Jeter Shares Brutal Reality for Yankees After Dodgers Loss - Sports Illustrated

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

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

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

Live From: 125th U.S. Open Championship Final Qualifying - Metropolitan Golf Association

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

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

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

Which is the first MV you watched in Stray Kids?

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

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

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

Jefferies Is Doubling Down On Nvidia. Here Are 3 Other Stocks The Firm Loves Now. - Barchart.com

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

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

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

Chevy Corvette ZR1 Cleanly Smokes Ferrari And Lamborghini In A Race - CarBuzz

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?

Do you watch it? What is your favorite?

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

Are democrats inherently stupid or just lazy? They can Google " Ohio is investigating reports by residents that migrants are eating the local wildlife " why can't they seem to do the most simple things? Blind, ignorant, stupid or obtuse?

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

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

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

Why are black people harassed more by police officers?

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

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

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

Derrick Thompson found guilty of murder in vicious car crash that killed 5 young Somali women - Star Tribune

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

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

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

Why does NASA's Perseverance rover keep taking pictures of this maze on Mars? - Space

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

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

*** Questions about Relationships/Past ***

Has your wife or girlfriend ever been felt up in public by a stranger?

*** Random Questions ***

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

Any that are a turn off?

Why do Democrats look like snowflakes and Republicans look like Vikings?

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?

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

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

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

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?

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?

*** What’s Your Favorite…? ***

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

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

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

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

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

How old are you? Male or Female?

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

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?

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

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

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

*** Deal Breaker Questions ***

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

Escort/Client Job Applicant/Hiring Manager

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

39~ What are your love languages?

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?

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

Teacher/Student Stranger/One Night Stand

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

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

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

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

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

Would you read them together?

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?

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

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

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

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

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?

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?

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

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

Does the thought excite you? Care to share?

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

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

*** Questions About Me ***

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

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

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

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

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

47~ What would be your dream job and why?

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

38~ Share your most embarrassing sexual memory?

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

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

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

Model/Photographer Police/Criminal

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

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

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

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

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

What is your favorite position? Why?

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

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

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

83~ How do you feel about Porn?

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

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

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

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

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

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

If you win, what will you make them do?

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

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

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

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,

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

89~ Do you like taking showers together?

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

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

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

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

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

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

40~ What’s the weirdest place you’ve ever had 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…)

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

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

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

8- What are your thoughts on politics?

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

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

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

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

Do you think this brought you closer together?

42~ What’s your biggest regret in life?

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

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

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

52~ What are your hobbies?

Prisoner/Prison Guard Landlord/Tenant

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

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

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

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

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

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

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

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)

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

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

Any that are a turn off?

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

Have you ever? Care to Share?

Repairman/Lonely Wife Virgin/Experienced

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

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

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

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

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

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

18~ Who/when was your first “crush”?

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

62~ Have you used adult toys?

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

What was the longest? What was the shortest?

Nurse/Patient Celebrity/Fan

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

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

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

29- How superstitious are you?

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

Nothing too Serious

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

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

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

Please share Did you stop?

10- List 5 of your top pet peeves.

Family Relation Age Play

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

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

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

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

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

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

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?

36- Do you play video games? 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…

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…

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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?

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

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

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

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

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

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

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

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

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

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

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

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

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

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

Doctor/Nurse Stripper/Client

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

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

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

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

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

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

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

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

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

The Ice Breaker Questions

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?

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

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

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

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

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

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

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

If yes, what?

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

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

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

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

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

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

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

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

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

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

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

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

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

Over time has your thoughts on sex changed?

Master/Slave Boss/Maid

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