Logo

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

10.06.2025 00:01

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

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

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

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?

Jonathan Joss, ‘King of the Hill’ and ‘Parks & Recreation’ actor, dead at 59 after shooting - CNN

29- How superstitious are you?

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

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

Have you ever been physically attacked by a demon?

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

Any that are a turn off?

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

What are the pros and cons of living in Male, Maldives?

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

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

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

Nuclear rocket engine for Moon and Mars - European Space Agency

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

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

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

Is spinach easy to grow?

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

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

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

NY Federal Reserve finds a 'significant share' of companies saying they raised prices on goods not affected by tariffs - Fortune

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

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

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

US growth likely to slow to 1.6% this year, hobbled by Trump's trade wars, OECD says - ABC News

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

Take the short quiz here @ Discover Your Love LanguageÂŽ - The 5 Love LanguagesÂŽ

Would you read them together?

Judge orders Trump administration to provide due process to some migrants deported to El Salvador - NBC News

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

10- List 5 of your top pet peeves.

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

How short is too short for a skirt?

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

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

Do you think this brought you closer together?

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

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

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

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

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

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

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

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

The Ice Breaker Questions

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

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

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

I would allow you to do it… What would you do to 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…)

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,

Have you ever? Care to Share?

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

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

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

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

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?

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

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

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

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

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

52~ What are your hobbies?

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

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

Teacher/Student Stranger/One Night Stand

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

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

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

Master/Slave Boss/Maid

42~ What’s your biggest regret in life?

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?

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)

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

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

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

What is your favorite position? Why?

39~ What are your love languages?

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

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

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

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

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

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

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

89~ Do you like taking showers together?

Over time has your thoughts on sex changed?

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

Family Relation Age Play

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

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

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

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

Model/Photographer Police/Criminal

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

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

Any that are a turn off?

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

38~ Share your most embarrassing sexual memory?

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

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

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

If you win, what will you make them do?

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

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

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

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

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

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

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

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

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

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

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

*** Questions About Me ***

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

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

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

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

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

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

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?

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

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

*** What’s Your Favorite…? ***

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

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

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?

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

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

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

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

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…

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

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

Do you watch it? What is your favorite?

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?

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

Please share Did you stop?

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

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

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

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

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

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

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

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

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

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

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

18~ Who/when was your first “crush”?

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

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

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

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

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

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

Repairman/Lonely Wife Virgin/Experienced

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?

If yes, what?

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

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

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

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

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

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

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

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

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

What was the longest? What was the shortest?

Doctor/Nurse Stripper/Client

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

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

Prisoner/Prison Guard Landlord/Tenant

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

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

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

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

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

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

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

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

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

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

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

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

*** Deal Breaker Questions ***

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

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

*** Questions about Relationships/Past ***

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

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

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

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

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

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

*** Random Questions ***

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

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

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

62~ Have you used adult toys?

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

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

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

83~ How do you feel about Porn?

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

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

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

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

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

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

47~ What would be your dream job and why?

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

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

Escort/Client Job Applicant/Hiring Manager

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

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

Does the thought excite you? Care to share?

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

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

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?

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

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…

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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?

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

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

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

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

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

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

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

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

8- What are your thoughts on politics?

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

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

How old are you? Male or Female?

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

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

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

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

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?

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

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

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

Nothing too Serious

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

Nurse/Patient Celebrity/Fan

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

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

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

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

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

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