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

15.06.2025 00:32

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

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

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

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?

How can you know if they are your twin flame and not limerence or obsession?

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…

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

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

Observations from Titans Minicamp on Wednesday - Tennessee Titans

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)

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

52~ What are your hobbies?

Why do almost all the girls on Quora look beautiful?

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

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

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

How did you know you weren't the narc?

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

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

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

Is it okay for my husband to help other ladies without telling me?

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?

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

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

Why are liberals so bad at grasping alternative facts? For example, if something doesn’t happen the exact same way Trump described it, liberals dismiss it as false; while conservatives are able to fully understand the underlying principle.

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

What is your favorite position? Why?

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

Have you ever forcibly sucked someone’s dick?

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

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

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

Artists get better with age, e.g., painting. Yet when it comes to pop music, the famous work tends to be written when musicians are in their twenties. So, why aren't Bob Dylan or the Stones banging out amazing tunes now?

Would you read them together?

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

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

Why are US customs agents so talkative? I cringed hard when a US customs agent asked me if I was on vacation. He doesn’t need to know why I went to another country as long as I am a U.S. citizen.

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

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

Prisoner/Prison Guard Landlord/Tenant

Why do we often have strong feelings for our twin flames, even if they don't feel the same way? Is there a way to make them realize their true feelings for us?

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

18~ Who/when was your first “crush”?

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

How did Farrah Fawcett die?

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

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?

*** Random Questions ***

How good do you sing and how do you know this?

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

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

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

Is it true that all men want a woman who looks like an Instagram “model”?

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

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

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

Master/Slave Boss/Maid

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

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?

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

Model/Photographer Police/Criminal

Family Relation Age Play

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

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

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

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

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

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

Have you ever? Care to Share?

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

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

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

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

Over time has your thoughts on sex changed?

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

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

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

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

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…

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

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

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

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

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

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

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

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

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

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

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

Teacher/Student Stranger/One Night Stand

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

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

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

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?

47~ What would be your dream job and why?

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

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

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

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

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

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

39~ What are your love languages?

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

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,

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

Repairman/Lonely Wife Virgin/Experienced

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

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

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

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

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

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

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

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

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

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

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

Do you think this brought you closer together?

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

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?

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

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

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

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

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

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

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

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

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

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

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

8- What are your thoughts on politics?

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

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

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

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

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

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

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

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

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

*** Questions About Me ***

The Ice Breaker Questions

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

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

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

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

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

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

If you win, what will you make them do?

76~ Have you had a threesome? 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?

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

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

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

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

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

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

If yes, what?

(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…)

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

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

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

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

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

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

38~ Share your most embarrassing sexual memory?

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

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

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

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

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

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

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

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

62~ Have you used adult toys?

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?

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

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

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

Any that are a turn off?

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

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

What was the longest? What was the shortest?

Please share Did you stop?

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

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

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

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

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

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

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

How old are you? Male or Female?

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

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

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

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

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

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

*** Deal Breaker Questions ***

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

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

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

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

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

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

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

89~ Do you like taking showers together?

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

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

*** What’s Your Favorite…? ***

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

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

Escort/Client Job Applicant/Hiring Manager

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

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

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

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

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

42~ What’s your biggest regret in life?

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

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

Doctor/Nurse Stripper/Client

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

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

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

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

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

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

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

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

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

83~ How do you feel about Porn?

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

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

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

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

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

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

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

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

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

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

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

Nothing too Serious

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

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

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

Any that are a turn off?

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

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

Nurse/Patient Celebrity/Fan

10- List 5 of your top pet peeves.

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

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

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

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

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

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

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

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

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

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

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

Do you watch it? What is your favorite?

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

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

29- How superstitious are you?

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

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

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

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

Does the thought excite you? Care to share?

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

*** Questions about Relationships/Past ***

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

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

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

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

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

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

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

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

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