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

10.06.2025 00:51

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

39~ What are your love languages?

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

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

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

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

Can being annoyed be a sign of getting angry?

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

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

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

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38~ Share your most embarrassing sexual memory?

If you win, what will you make them do?

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

We finally may be able to rid the world of mosquitoes. But should we? - The Washington Post

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

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

52~ What are your hobbies?

MAHA kids’ health report misinforms about tonsillectomies and ear tubes - statnews.com

Please share Did you stop?

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

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

Astronomers Just Discovered The Biggest Explosions Since The Big Bang - ScienceAlert

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

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

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

How did Nickelback gain a large fan base despite criticism of their music?

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

Any that are a turn off?

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

How is sex in college like with roommates and big campuses?

If yes, what?

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

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

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

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

Model/Photographer Police/Criminal

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

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

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

What pet would you strongly not recommend?

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

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

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

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

Over time has your thoughts on sex changed?

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

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

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

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

Can you share a story of someone who had a lucky experience while hitchhiking?

How old are you? Male or Female?

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

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

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

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

Do you watch it? What is your favorite?

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

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

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

*** Questions About Me ***

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?

Do you think this brought you closer together?

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

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

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

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

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

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

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

*** Deal Breaker Questions ***

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

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

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

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

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

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

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

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

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

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

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

Nurse/Patient Celebrity/Fan

Repairman/Lonely Wife Virgin/Experienced

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

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

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

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

*** Questions about Relationships/Past ***

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

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

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

10- List 5 of your top pet peeves.

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

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

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

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

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

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

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

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

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

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

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

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)

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

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

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?

8- What are your thoughts on politics?

Nothing too Serious

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

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

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

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

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

89~ Do you like taking showers together?

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?

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

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

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

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

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

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

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

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

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

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

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

*** Random Questions ***

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

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

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

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

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

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

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

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

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

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

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

29- How superstitious are you?

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

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

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

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

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?

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

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

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

Escort/Client Job Applicant/Hiring Manager

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

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

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

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

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

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

62~ Have you used adult toys?

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

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

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

Any that are a turn off?

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

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…

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

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

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

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

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?

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

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

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

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

Family Relation Age Play

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

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

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?

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

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

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

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

Would you read them together?

Does the thought excite you? Care to share?

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

*** What’s Your Favorite…? ***

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

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

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

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

83~ How do you feel about Porn?

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

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

47~ What would be your dream job and why?

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

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

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

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

Have you ever? Care to Share?

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

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

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

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

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

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

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,

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

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

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

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

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

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

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

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

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

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

Master/Slave Boss/Maid

What is your favorite position? Why?

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

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

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

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?

(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…)

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

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

42~ What’s your biggest regret in life?

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

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

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

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

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

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?

Prisoner/Prison Guard Landlord/Tenant

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

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

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

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

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…

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

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

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

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

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

Teacher/Student Stranger/One Night Stand

18~ Who/when was your first “crush”?

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

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

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

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

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

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

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

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

What was the longest? What was the shortest?

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?

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

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?

Doctor/Nurse Stripper/Client

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

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

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