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

10.06.2025 03:48

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

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

Do you watch it? What is your favorite?

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

Subway owner buys popular chicken chain in $1 billion deal - PennLive.com

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

Model/Photographer Police/Criminal

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

Column | Nervous about using the bathroom at work? A gastroenterologist shares advice. - The Washington Post

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?

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?

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

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

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

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

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

Is visiting holy shrines (dargahs) or graves haraam in Islam?

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

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

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

My cantankerous beagle is very badly behaved at the dog park and always starts barking at the other dogs. Would pepper spray be an effective method to correct his inappropriate behavior?

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

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

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?

How can I earn money through OnlyFans?

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?

Nurse/Patient Celebrity/Fan

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

Season ends for Husker baseball with historic loss to Oklahoma - KETV

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

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

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

Knicks-Pacers: 5 takeaways as Indiana eliminates New York, advances to 2025 Finals - NBA

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

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

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

Why is our generation so unhappy?

Family Relation Age Play

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

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

Market's Slide Broadens in Afternoon Trading - Barron's

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

29- How superstitious are you?

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…

Jared Leto Accused of Sexual Misconduct by Multiple Women, Denies Allegations - People.com

(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…)

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

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)

Chris Conley announces his retirement - NBC Sports

Nothing too Serious

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

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

What are your thoughts on RM's new album "Right Place, Wrong Person"?

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

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

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

The Law Firms That Appeased Trump—and Angered Their Clients - WSJ

If you win, what will you make them do?

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

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

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

Does the thought excite you? Care to share?

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?

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

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

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

Doctor/Nurse Stripper/Client

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

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

18~ Who/when was your first “crush”?

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

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

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

39~ What are your love languages?

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

83~ How do you feel about Porn?

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

Any that are a turn off?

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

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

8- What are your thoughts on politics?

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

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

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

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

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

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

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

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,

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

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

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

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

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

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

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

Teacher/Student Stranger/One Night Stand

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?

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

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

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

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

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?

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

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

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

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

Any that are a turn off?

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

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

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

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

*** Deal Breaker Questions ***

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

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

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

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

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

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

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

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

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

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?

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

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

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

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

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

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

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?

Have you ever? Care to Share?

Please share Did you stop?

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

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

*** What’s Your Favorite…? ***

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

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

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

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

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

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

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

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

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

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

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

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

What is your favorite position? Why?

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

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

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

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

Prisoner/Prison Guard Landlord/Tenant

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

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

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

Repairman/Lonely Wife Virgin/Experienced

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

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?

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

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

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

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

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

38~ Share your most embarrassing sexual memory?

Do you think this brought you closer together?

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

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

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

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

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

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

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

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

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

*** Questions About Me ***

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

*** Questions about Relationships/Past ***

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

10- List 5 of your top pet peeves.

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

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

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

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

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

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

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

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

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

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

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

89~ Do you like taking showers together?

Master/Slave Boss/Maid

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

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

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

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

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

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

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

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

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

Over time has your thoughts on sex changed?

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

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

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

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

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

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

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

Would you read them together?

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

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

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

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

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

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

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

*** Random Questions ***

If yes, what?

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

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

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

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

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

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

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

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

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

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

52~ What are your hobbies?

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

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

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

Escort/Client Job Applicant/Hiring Manager

What was the longest? What was the shortest?

How old are you? Male or Female?

62~ Have you used adult toys?

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

48~ Have you ever paid or been paid for 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?

The Ice Breaker Questions

42~ What’s your biggest regret in life?

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

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

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

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

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

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

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

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

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…

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

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