Logo

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

10.06.2025 05:41

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

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

(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…)

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

This is the safest place to hide when a nuclear bomb strikes - The Brighter Side of News

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

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

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

Im not transphobic/homophobic but, am I in the wrong for being uncomfortable when a trans person comes into the lockeroom? I just dont want them to stare at me while Im changing.

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

Would you read them together?

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

Scientists Predict a Million-Fold Drop in Oxygen — Here’s What it Means for Earth’s Future - The Daily Galaxy

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

Have you ever? Care to Share?

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

Scientists discover a 33-foot Jurassic giant, twice as big as its cousin - Earth.com

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?

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

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

Thousands of Netflix fans gather for Tudum - TechCrunch

29- How superstitious are you?

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

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

Ancient Protein Breaks Biological Rules by Working in a Mirror World - SciTechDaily

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

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

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?

Elden Ring Nightreign maintenance makes matchmaking less of a headache - Eurogamer

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

The Ice Breaker Questions

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

Watch toddler’s joyful scream when beloved uncle surprises him during hide-and-seek - USA Today

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

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

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

Why are Americans obese? Is it the food or is it the psychology?

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

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

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

36-year-old sold her childhood home in Wisconsin to live and travel in a truck she spent $50,000 renovating: 'I don't have a single regret' - CNBC

How old are you? Male or Female?

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

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

Rare Red Sprites Captured Lighting up the Tibetan Night Sky Like Jellyfish-Shaped Firework - My Modern Met

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

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

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

What is the sluttiest thing your wife has ever done?

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

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

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

Father who killed 3 daughters was 'active dad' but the 'system failed' him, ex-wife's attorney says - ABC News

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

Please share Did you stop?

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

Nintendo Warns Switch 2 Owners Not to Remove Protective Screen Film - CNET

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

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?

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

Nintendo Switch 2 passes JerryRigEverything durability test with one major flaw - Dexerto

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

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

*** Questions About Me ***

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

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

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

62~ Have you used adult toys?

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

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

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

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?

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

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

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

18~ Who/when was your first “crush”?

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

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

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

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

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

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

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,

Does the thought excite you? Care to share?

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

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

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

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

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

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.

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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?

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

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

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

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

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

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

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

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

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?

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

Teacher/Student Stranger/One Night Stand

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

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

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

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

83~ How do you feel about Porn?

Over time has your thoughts on sex changed?

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?

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

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

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

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

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

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

*** What’s Your Favorite…? ***

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

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?

42~ What’s your biggest regret in life?

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

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

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

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

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

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

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

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

What is your favorite position? Why?

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

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?

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

Model/Photographer Police/Criminal

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

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

12- What’s your favorite food? 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)

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

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

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

8- What are your thoughts on politics?

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

*** Questions about Relationships/Past ***

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

Master/Slave Boss/Maid

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

Do you watch it? What is your favorite?

Any that are a turn off?

If you win, what will you make them do?

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

Nurse/Patient Celebrity/Fan

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

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

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

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

Any that are a turn off?

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

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

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

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?

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

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

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

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

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

*** Deal Breaker Questions ***

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

Nothing too Serious

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

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

What was the longest? What was the shortest?

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

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

Do you think this brought you closer together?

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

Family Relation Age Play

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

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

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

39~ What are your love languages?

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

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

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

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

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

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

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?

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

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

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

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

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

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…

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

47~ What would be your dream job and why?

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

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

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

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

If yes, what?

Prisoner/Prison Guard Landlord/Tenant

Repairman/Lonely Wife Virgin/Experienced

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

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

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

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

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

52~ What are your hobbies?

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

*** Random Questions ***

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

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

Escort/Client Job Applicant/Hiring Manager

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

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

38~ Share your most embarrassing sexual memory?

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

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

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

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

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

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

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

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

10- List 5 of your top pet peeves.

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

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

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…

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

Doctor/Nurse Stripper/Client