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

13.06.2025 12:40

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

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

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

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?

What are some things you would change about Avatar: The Last Airbender if you were to redo the series?

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

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

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

What are your thoughts on a Russian poetry prize banning entries from transgender people? Why is Russia so transphobic?

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

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

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

What is the sum of X+XX+XXX+XXXX?

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

*** Random Questions ***

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

Once-a-week pill for schizophrenia shows promise in clinical trials - MIT News

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

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

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

From Delta to Starship, SpaceX’s ambitious plan for SLC-37’s future - NASASpaceFlight.com -

18~ Who/when was your first “crush”?

52~ What are your hobbies?

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

Why do women need to wear bras, in spite of the fact that the breasts are an integral part of the body?

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

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

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

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

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

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

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

Why do I get bored with porn so quickly? I can watch maybe half a video (5 mins max) and then get bored and do something else. I don't watch porn often, just a teenager. 17.

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

Does the thought excite you? 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.

Why don’t people want the American Dream anymore - marriage, kids, a dog, and the white picket fence?

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

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

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

If Trump were to lose in 2024, would that be the end of his grip on the Republican Party?

*** Questions About Me ***

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

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

How do you explain BYD selling more battery electric vehicles than Tesla in Europe for the first time in April?

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

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?

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

Has anyone been spanked by their parents after becoming an adult?

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

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

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

Is it considered rude to comment on someone's weight? Is it simply stating a fact?

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

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

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

Why do men like low maintenance women?

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

(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…)

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

What does 'Whose flesh is like the flesh of donkeys’ mean (Ezekiel 23:20)?

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

*** Questions about Relationships/Past ***

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

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

*** Deal Breaker Questions ***

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

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

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

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?

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

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

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

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

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

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

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

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

83~ How do you feel about Porn?

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

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

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

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

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

Family Relation Age Play

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

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

Teacher/Student Stranger/One Night Stand

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

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

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

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?

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

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

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

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

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

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

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

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

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

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

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

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

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

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

Would you read them together?

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

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

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

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

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

38~ Share your most embarrassing sexual memory?

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

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

Repairman/Lonely Wife Virgin/Experienced

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

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

Do you watch it? What is your favorite?

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

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

29- How superstitious are you?

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

Prisoner/Prison Guard Landlord/Tenant

89~ Do you like taking showers together?

*** What’s Your Favorite…? ***

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

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

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

10- List 5 of your top pet peeves.

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

If you win, what will you make them do?

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

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

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

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

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

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

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

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

42~ What’s your biggest regret in life?

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

39~ What are your love languages?

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

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

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

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

What is your favorite position? Why?

Please share Did you stop?

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

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

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

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?

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

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

What was the longest? What was the shortest?

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

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

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

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

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?

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…

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

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

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

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

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

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

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?

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

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

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

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

47~ What would be your dream job and why?

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

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)

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

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

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

Nothing too Serious

If yes, what?

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…

Master/Slave Boss/Maid

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

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

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

Over time has your thoughts on sex changed?

Have you ever? Care to Share?

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

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

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

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

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

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

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

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

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

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

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

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

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

Nurse/Patient Celebrity/Fan

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

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

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,

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

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?

Any that are a turn off?

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

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

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?

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

8- What are your thoughts on politics?

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

Escort/Client Job Applicant/Hiring Manager

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

How old are you? Male or Female?

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

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 people do that irritate you?

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

Model/Photographer Police/Criminal

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?

Doctor/Nurse Stripper/Client

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

The Ice Breaker Questions

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

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

Do you think this brought you closer together?

62~ Have you used adult toys?

Any that are a turn off?