Logo

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

14.06.2025 03:29

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

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

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

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

Do foreign workers face discrimination in Canada?

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

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

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

Could some kind lady post me a photo of her hairy spread pussy? It has become extremely difficult to find new amateur photos and I would be infinitely grateful.

Does the thought excite you? Care to share?

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

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

Has any man licked his wife's vagina while another man had sex with her?

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

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

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

What is the opposite personality type of someone with ASPD (antisocial personality disorder)?

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

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

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

Why is US hell bent on a private capitalist free opinion sharing platform like Tiktok? What happened to their mantra of so-called free spirit of capitalism and freedom of expression that they have been preaching to the rest of the world for decades?

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

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

89~ Do you like taking showers together?

Does CloudFlare protect blackhat sites from DDOS attacks?

Nurse/Patient Celebrity/Fan

*** Questions About Me ***

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

What should a young woman do to control sagging breasts?

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

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

*** Deal Breaker Questions ***

Why do flat earthers delete their answers after being proven wrong? Are they just being ignorant and arrogant?

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

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

18~ Who/when was your first “crush”?

What is the scariest thing that ever happened in your life?

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…

Please share Did you stop?

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

Has anyone experienced an out of the body experience, as a child, years before you had ever heard the term or understood the implications?

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

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

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

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

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

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

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?

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

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?

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

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

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

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

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

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

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

Repairman/Lonely Wife Virgin/Experienced

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

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

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

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

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

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

*** Random Questions ***

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

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

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

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

52~ What are your hobbies?

*** What’s Your Favorite…? ***

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

Would you read them together?

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

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

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

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

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

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

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?

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

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

Do you think this brought you closer together?

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

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

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

The Ice Breaker Questions

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

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

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

62~ Have you used adult toys?

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

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

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

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

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

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

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

Escort/Client Job Applicant/Hiring Manager

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

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

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

83~ How do you feel about Porn?

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

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

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

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

Do you watch it? What is your favorite?

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

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

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

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

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

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

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

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

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

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

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

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,

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?

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

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

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

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

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

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

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

What was the longest? What was the shortest?

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

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

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

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

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

Model/Photographer Police/Criminal

Master/Slave Boss/Maid

Over time has your thoughts on sex changed?

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

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?

47~ What would be your dream job and why?

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

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

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

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

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?

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

Have you ever? Care to Share?

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

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

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

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

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

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

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

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

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…

If yes, what?

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

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

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

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

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

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

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

10- List 5 of your top pet peeves.

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

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

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

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

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

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?

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?

Nothing too Serious

Any that are a turn off?

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

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

Doctor/Nurse Stripper/Client

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

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

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

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

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

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

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

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

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

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

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

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

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

*** Questions about Relationships/Past ***

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

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

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 is your favorite position? Why?

29- How superstitious are you?

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

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

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

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

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

Any that are a turn off?

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

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

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

How old are you? Male or Female?

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

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

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

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

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

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

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

1~ How old were you when you had your first kiss? Who? 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- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?

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

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

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

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

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?

(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…)

If you win, what will you make them do?

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

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

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

39~ What are your love languages?

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

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

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

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

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

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

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

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

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?

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

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

Teacher/Student Stranger/One Night Stand

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

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

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

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

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

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

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

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

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

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

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?

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

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

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

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

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

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

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

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

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)

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

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

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

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

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

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

Prisoner/Prison Guard Landlord/Tenant

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

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

42~ What’s your biggest regret in life?

Family Relation Age Play

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)

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

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

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

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

38~ Share your most embarrassing sexual memory?

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