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

08.06.2025 00:03

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?

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

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

Why does my ex boyfriend do this?

Do you watch it? What is your favorite?

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

Family Relation Age Play

Is it possible to achieve spiritual enlightenment while being in a romantic relationship?

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

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

What was the longest? What was the shortest?

Why do men first look at a woman's chest instead of their face?

Repairman/Lonely Wife Virgin/Experienced

39~ What are your love languages?

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

Oil rallies as Russia-Ukraine tensions offset OPEC+ output hike - Investing.com

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

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

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

Why don't we hear our own snoring?

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

Have you ever? Care to Share?

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

Superbugs thrive as access to antibiotics fails in India - BBC

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

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

10- List 5 of your top pet peeves.

If you received hand-me-downs as a child, how did they make you feel?

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

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

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

2 fans die and an officer is in a coma after Champions League celebrations in France - NBC News

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

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

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

Not just genes: After 17 years of study, scientist discovers just 1 lifestyle change that could easily ad - Times of India

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

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

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

Is TikTok becoming a platform for soft porn?

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

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)

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

What is the most sentimental item you inherited from someone dear to you and what does it mean to you?

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

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

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

Treasury yields tick higher after latest U.S. jobs data release - CNBC

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

The Ice Breaker Questions

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

Disney makes hundreds more layoffs as it cuts costs - BBC

(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…)

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

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

Poland election: Conservative historian Nawrocki wins presidential vote - BBC

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

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

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

Nothing too Serious

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

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

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

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

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?

Escort/Client Job Applicant/Hiring Manager

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

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

Nurse/Patient Celebrity/Fan

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

47~ What would be your dream job and why?

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

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

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

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

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

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

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

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

*** Questions About Me ***

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

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?

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

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

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

29- How superstitious are you?

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

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

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

Any that are a turn off?

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

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

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

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

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

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

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

38~ Share your most embarrassing sexual memory?

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

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

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

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

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

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

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

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

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

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?

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

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

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

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

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

Teacher/Student Stranger/One Night Stand

Please share Did you stop?

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

Any that are a turn off?

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

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

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

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

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

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

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

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

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

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

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

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

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?

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

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

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

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

*** Questions about Relationships/Past ***

8- What are your thoughts on politics?

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

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

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

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

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

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,

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?

*** Random Questions ***

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

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

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

Would you read them together?

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

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

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

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

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

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?

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?

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

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

18~ Who/when was your first “crush”?

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

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

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

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

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

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

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

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

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

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

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

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

89~ Do you like taking showers together?

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

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

62~ Have you used adult toys?

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

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

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

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…

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

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

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

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?

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

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

If you win, what will you make them do?

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

Master/Slave Boss/Maid

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

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

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

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

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

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

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

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

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

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

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

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

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

What is your favorite position? Why?

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

How old are you? Male or Female?

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

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

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

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

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

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

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

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

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

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

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

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

Over time has your thoughts on sex changed?

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

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

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

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?

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

52~ What are your hobbies?

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

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

83~ How do you feel about Porn?

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

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

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

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

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

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

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

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

Do you think this brought you closer together?

If yes, what?

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

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

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

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

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

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

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

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

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

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

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

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

42~ What’s your biggest regret in life?

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

Doctor/Nurse Stripper/Client

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

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…

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

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

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

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

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

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

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?

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

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

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?

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

*** Deal Breaker Questions ***

Does the thought excite you? Care to share?

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

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

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

*** What’s Your Favorite…? ***

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

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

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

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

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

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

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

Prisoner/Prison Guard Landlord/Tenant

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?

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

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

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

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