Logo

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

10.06.2025 09:46

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

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

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

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

Tariff news isn't good... - Daily Kos

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?

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

38~ Share your most embarrassing sexual memory?

Bristol Myers Joins Race for New Class of Cancer Drugs With BioNTech Deal - Barron's

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

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?

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

How do you go about getting invited to an orgy?

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

Prisoner/Prison Guard Landlord/Tenant

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

2 dead in Las Vegas Strip shooting, with suspect known but not yet arrested, police say - ABC News

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

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

83~ How do you feel about Porn?

Why do entitled people demand that I pick up after my doggo when he goes to the bathroom? Do they not know that doggy doo decomposes & feeds the plants?

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

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

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

Why do many people think that Japan is not a gay-friendly country whereas 72% Japanese support same-sex marriage (the same number as in the US)?

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?

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

Nvidia Stock Slips. Why It Might Be Entering Its ‘Apple Era’. - Barron's

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

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

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?

Why am I so jealous towards couples? Why am I tired of being single and feel my life is over?

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

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

*** Deal Breaker Questions ***

Hailee Steinfeld & Josh Allen marry in west coast ceremony - Buffalo Rumblings

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

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

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

Why is my coworker suddenly being so mean towards then being nice like nothing happened? She is nice with everyone but me.

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

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

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

Why can't flat-Earthers create an agency like NASA to explore Earth to prove it is flat? What's preventing them from doing so?

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

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

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

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?

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

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

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

Escort/Client Job Applicant/Hiring Manager

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

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

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

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

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

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

18~ Who/when was your first “crush”?

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

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

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

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,

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

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

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

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

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

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

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

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

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

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

Would you read them together?

What is your favorite position? 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)

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

Please share Did you stop?

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

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

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

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

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

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

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

Teacher/Student Stranger/One Night Stand

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

(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…)

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

Repairman/Lonely Wife Virgin/Experienced

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

Doctor/Nurse Stripper/Client

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

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

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

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

Do you watch it? What is your favorite?

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

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

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

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

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

8- What are your thoughts on politics?

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

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

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

Model/Photographer Police/Criminal

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

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

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

Would you ever want to be woken up with oral 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?

*** Random Questions ***

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

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

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

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

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

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/

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

Have you ever? Care to Share?

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

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

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

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

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

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

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

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

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

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

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

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

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?

Any that are a turn off?

39~ What are your love languages?

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

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

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

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

42~ What’s your biggest regret in life?

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

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

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

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

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

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

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…

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

*** Questions about Relationships/Past ***

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

52~ What are your hobbies?

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

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

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

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

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

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

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

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

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

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

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

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

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

Any that are a turn off?

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

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

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

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

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

10- List 5 of your top pet peeves.

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

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?

47~ What would be your dream job and why?

89~ Do you like taking showers together?

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

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

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

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

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

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

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

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

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

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

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

If yes, what?

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

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

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?

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

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

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

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

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?

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

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

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

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

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

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

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

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

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

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

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

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

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

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

Does the thought excite you? Care to share?

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

*** What’s Your Favorite…? ***

Master/Slave Boss/Maid

If you win, what will you make them do?

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

*** Questions About Me ***

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?

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

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

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

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

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

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

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

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

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

The Ice Breaker Questions

62~ Have you used adult toys?

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

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

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

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

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

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

Nothing too Serious

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

How old are you? Male or Female?

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

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

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

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

29- How superstitious are you?

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

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

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

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

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

Over time has your thoughts on sex changed?

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

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

Nurse/Patient Celebrity/Fan

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

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

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

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

Family Relation Age Play

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

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

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

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

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

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

Do you think this brought you closer together?

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

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?

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

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

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

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

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

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

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

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

What was the longest? What was the shortest?

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

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

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

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

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…

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