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

11.06.2025 10:50

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

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

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

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

How do I convince flat earthers that the earth is round?

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

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

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

Which one is better to guys, boobs or butt?

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

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

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

See the moon shine with famous red star Antares in the southern sky on June 9 - Space

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

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

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

SpaceX launches Sirius XM radio satellite to orbit, lands rocket on ship at sea (photos) - Space

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

Do you watch it? What is your favorite?

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

Should I believe JD Vance's claim that Tim Walz lied about needing medical intervention to get pregnant?

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

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

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

Why would Joseph Smith say that polygamy was God's law?

The Ice Breaker Questions

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

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

What do you think of Hegseth calling The Atlantic journalist Jeffrey Goldberg, "a deceitful and highly discredited so-called journalist who has made a profession of peddling hoaxes” after team Trump texted him their top-secret war plans on Yemen?

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

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

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

Have you been with a stranger yet?

42~ What’s your biggest regret in life?

Family Relation Age Play

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

What are the differences between Republicans and Democrats in their views of the government's role in society? How do these differences impact policymaking?

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

*** Questions About Me ***

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

Are you already having anal sex?

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

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

Do you think this brought you closer together?

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

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

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

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

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

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

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

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

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

If you win, what will you make them do?

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

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

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

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?

Have you ever? Care to Share?

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

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

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

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

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

Master/Slave Boss/Maid

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?

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

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

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

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

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

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

Repairman/Lonely Wife Virgin/Experienced

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

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?

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

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?

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

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

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

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

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

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

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

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

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

18~ Who/when was your first “crush”?

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

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

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

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

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

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

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

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

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

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?

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

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

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?

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

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

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

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

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

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

Escort/Client Job Applicant/Hiring Manager

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

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

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

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

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

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

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…)

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

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

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

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?

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

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

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

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

Please share Did you stop?

Prisoner/Prison Guard Landlord/Tenant

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

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

Teacher/Student Stranger/One Night Stand

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

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?

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

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

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

10- List 5 of your top pet peeves.

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

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

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

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

Any that are a turn off?

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…

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

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

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

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

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

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

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

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

*** Random Questions ***

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

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

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

Nurse/Patient Celebrity/Fan

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

Any that are a turn off?

If yes, what?

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

What was the longest? What was the shortest?

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?

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

Model/Photographer Police/Criminal

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

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

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

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

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

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)

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

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

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

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

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

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

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

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

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

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

62~ Have you used adult toys?

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

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

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

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

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

47~ What would be your dream job and why?

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

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

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

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

52~ What are your hobbies?

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

38~ Share your most embarrassing sexual memory?

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

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

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

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

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

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

Does the thought excite you? Care to share?

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

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

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

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

Nothing too Serious

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

83~ How do you feel about Porn?

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?

*** Deal Breaker Questions ***

89~ Do you like taking showers together?

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

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

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

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

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

8- What are your thoughts on politics?

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

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

29- How superstitious are you?

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

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

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

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

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

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

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

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

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

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

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

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

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

*** Questions about Relationships/Past ***

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

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

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

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

39~ What are your love languages?

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?

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

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

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

What is your favorite position? Why?

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

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

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

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

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

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

*** What’s Your Favorite…? ***

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

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

How old are you? Male or Female?

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

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

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

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,

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

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

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

Would you read them together?

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

Doctor/Nurse Stripper/Client

Over time has your thoughts on sex changed?

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