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

Last Updated: 01.07.2025 01:20

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

Have you ever? Care to Share?

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

10- List 5 of your top pet peeves.

Photos: Why it took courage for these women to pose for the camera - NPR

62~ Have you used adult toys?

*** Questions About Me ***

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

What is Quora? Are there any tips?

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

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?

Any that are a turn off?

What are some prime examples of gibberish from the bible?

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

Prisoner/Prison Guard Landlord/Tenant

Repairman/Lonely Wife Virgin/Experienced

Inside Sly and the Family Stone’s Great, Lost Live Album - Rolling Stone

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

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

29- How superstitious are you?

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

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

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

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

What was something inappropriate a member of your family caught you doing?

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

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

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

Kellen Moore: I like where our quarterbacks are heading - NBC Sports

What is your favorite position? Why?

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

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

What can you do if someone makes a false accusation against you?

42~ What’s your biggest regret in life?

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

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

New propulsion systems could enable a mission to Sedna - Phys.org

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

Nurse/Patient Celebrity/Fan

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

Eum sit quibusdam aperiam culpa ipsa culpa odio.

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

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

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

Why do you think there is growing support for far-right parties in Europe?

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

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?

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?

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

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

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

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

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?

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

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

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

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

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

Do you think this brought you closer together?

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

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

8- What are your thoughts on politics?

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

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

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

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

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

Escort/Client Job Applicant/Hiring Manager

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

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

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

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

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

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

Doctor/Nurse Stripper/Client

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

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

38~ Share your most embarrassing sexual memory?

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?

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

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

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

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

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

How old are you? Male or Female?

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

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

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

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

*** Random Questions ***

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

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

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

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

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

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

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

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

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

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

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

*** Questions about Relationships/Past ***

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?

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

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

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

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

Would you read them together?

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

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

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

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

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…

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

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

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

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

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

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…

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

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

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

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

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

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

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

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

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

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

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

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

Does the thought excite you? Care to share?

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

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

If you win, what will you make them do?

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

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

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

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

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

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

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

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

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

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

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

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

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,

The Ice Breaker Questions

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

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

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

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

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?

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

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

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

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

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

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

52~ What are your hobbies?

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

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

Family Relation Age Play

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

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

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

*** Deal Breaker Questions ***

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

What was the longest? What was the shortest?

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

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

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

83~ How do you feel about Porn?

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

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

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

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

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

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

Do you watch it? What is your favorite?

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

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

18~ Who/when was your first “crush”?

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

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

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

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

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

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

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

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

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

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

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

89~ Do you like taking showers together?

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

Master/Slave Boss/Maid

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

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

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

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

If yes, what?

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

47~ What would be your dream job and why?

39~ What are your love languages?

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

Over time has your thoughts on sex changed?

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

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

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

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

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

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

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

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

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

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

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

Nothing too Serious

Teacher/Student Stranger/One Night Stand

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

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

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

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

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

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

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

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

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

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

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

Any that are a turn off?

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

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

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

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

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

*** What’s Your Favorite…? ***

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

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?

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?

(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…)

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

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

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

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

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

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

Model/Photographer Police/Criminal

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

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

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

Please share Did you stop?