Logo

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

Last Updated: 19.06.2025 03:56

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

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

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

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

4 ways the Desmond Bane trade could affect the Celtics - Boston.com

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

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

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

I see lots of pictures of women who have huge clits are they real or what?

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

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

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

Prime Day is back July 8-11, with double the days and millions of deals - About Amazon

*** Random Questions ***

Model/Photographer Police/Criminal

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

🌿🌻Why are Meghan and Harry not treated like royalty in the United States anymore?

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

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

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

Why would my ex block me after I blocked him?

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

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

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

What is your review of working in EY?

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

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

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

The Easiest Way to Lower Cortisol, According to a Longevity Expert - Vogue

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

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

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

Are Indian youths conservative or liberal?

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

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

*** Deal Breaker Questions ***

Why does my vagina and around my butthole itch? I don't have weird discharge and I'm still a virgin.

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)

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

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

Seven replies to the viral Apple reasoning paper and why they fall short - Hacker News

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

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

*** Questions about Relationships/Past ***

How can I get a girlfriend? I am 26.

*** What’s Your Favorite…? ***

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

Master/Slave Boss/Maid

What can help me fall asleep at night?

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

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

Doctor/Nurse Stripper/Client

What are some disadvantages of living in rural areas? What are the advantages?

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

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

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

42~ What’s your biggest regret in life?

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

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

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

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

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

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

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

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

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

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

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

47~ What would be your dream job and why?

83~ How do you feel about Porn?

89~ Do you like taking showers together?

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?

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

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

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

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

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

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

Have you ever? Care to Share?

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

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?

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

18~ Who/when was your first “crush”?

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

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

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

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

Repairman/Lonely Wife Virgin/Experienced

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

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

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

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

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

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

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

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

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

Any that are a turn off?

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

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

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

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

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

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

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

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

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

If you win, what will you make them do?

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

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

What is your favorite position? Why?

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

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

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

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

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

Do you think this brought you closer together?

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…

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

52~ What are your hobbies?

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

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

What was the longest? What was the shortest?

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

Over time has your thoughts on sex changed?

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

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

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

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

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

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

Any that are a turn off?

Teacher/Student Stranger/One Night Stand

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

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

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?

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?

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

Nurse/Patient Celebrity/Fan

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

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

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

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

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

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

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

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

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

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

8- What are your thoughts on politics?

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?

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

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

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

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

Does the thought excite you? Care to share?

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

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

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

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

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

Prisoner/Prison Guard Landlord/Tenant

39~ What are your love languages?

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

Family Relation Age Play

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

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

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

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

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

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

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

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

62~ Have you used adult toys?

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

Would you read them together?

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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…

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

Nothing too Serious

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

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

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

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

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

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

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

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

The Ice Breaker Questions

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

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

Please share Did you stop?

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

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

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

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

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

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

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

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?

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

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

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

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

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

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

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

10- List 5 of your top pet peeves.

Escort/Client Job Applicant/Hiring Manager

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

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

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

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

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

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?

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

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

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

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

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

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

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

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

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

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

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

If yes, what?

How old are you? Male or Female?

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

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

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

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

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,

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

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

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

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

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

38~ Share your most embarrassing sexual memory?

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

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

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

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

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

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

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

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

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

*** Questions About Me ***

(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…)

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

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?

29- How superstitious are you?

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

Do you watch it? What is your favorite?

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