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

12.06.2025 06:06

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

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

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

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

Why do a bra and panties have to match?

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

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

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

An unexpected Seahawks player appears in Madden 26 reveal trailer - Field Gulls

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

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

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

8 best walking exercises that will help us lose 3-4 kgs within a month - Times of India

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

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,

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

Mia Goth Joins Shawn Levy’s ‘Star Wars: Starfighter’ Alongside Ryan Gosling - Variety

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

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

Nothing too Serious

Why does my crush make me jealous about having a girlfriend?

Model/Photographer Police/Criminal

Family Relation Age Play

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

China consumer prices slump again, deepening deflation worries as demand stays weak - CNBC

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

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

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

Night Owls More Impulsive Than Morning Larks - Neuroscience News

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

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

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

Can you name an example of bad parenting?

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

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

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

What do men find attractive in an older woman?

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?

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

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

What is the significance of Pete Rose, the all-time hits leader in Major League Baseball, who just passed away?

38~ Share your most embarrassing sexual memory?

83~ How do you feel about Porn?

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

Is there an MBTI personality that is more or less likely to handle stress?

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

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

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

Meta in Talks for Scale AI Investment That Could Top $10 Billion - Bloomberg

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

42~ What’s your biggest regret in life?

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

Has anyone ever read The Holy Bible completely through? If so, what was your overall impression of it?

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

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

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

What are the withdrawal symptoms of Klonopin 1mg?

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?

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

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

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

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

*** What’s Your Favorite…? ***

8- What are your thoughts on politics?

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

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

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

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

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

Any that are a turn off?

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

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

47~ What would be your dream job and why?

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

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

Would you read them together?

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

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

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

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

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

Do you think this brought you closer together?

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

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?

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

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)

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

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

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

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

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

(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…)

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

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

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

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

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

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

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

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?

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

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

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

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

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

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

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

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

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

Escort/Client Job Applicant/Hiring Manager

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.?

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

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

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

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

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

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

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

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

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

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

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

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

Doctor/Nurse Stripper/Client

62~ Have you used adult toys?

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

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

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

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

*** Deal Breaker Questions ***

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

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

If you win, what will you make them do?

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

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

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

10- List 5 of your top pet peeves.

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

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

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

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

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

Please share Did you stop?

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

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

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

Master/Slave Boss/Maid

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

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

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

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

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

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?

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

Do you watch it? What is your favorite?

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

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

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

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

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

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

*** Questions About Me ***

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

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

How old are you? Male or Female?

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

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

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

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

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

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

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

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

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

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?

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

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

89~ Do you like taking showers together?

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

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

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

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

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?

Over time has your thoughts on sex changed?

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

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

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

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

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

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…

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

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

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

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

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

18~ Who/when was your first “crush”?

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

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

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

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

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

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

Does the thought excite you? Care to share?

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

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

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

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

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

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

52~ What are your hobbies?

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

Any that are a turn off?

Teacher/Student Stranger/One Night Stand

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

Nurse/Patient Celebrity/Fan

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

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

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

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

What was the longest? What was the shortest?

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

Have you ever? Care to Share?

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?

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

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

*** Questions about Relationships/Past ***

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

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

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?

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

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

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?

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

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

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

If yes, what?

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

Repairman/Lonely Wife Virgin/Experienced

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

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

The Ice Breaker Questions

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

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

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

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…

39~ What are your love languages?

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

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

29- How superstitious are you?

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

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

What is your favorite position? Why?

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

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

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

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

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

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

Prisoner/Prison Guard Landlord/Tenant

*** Random Questions ***

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

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

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

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

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

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

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

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