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

Last Updated: 20.06.2025 02:00

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

Any that are a turn off?

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

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

Is fellatio addictive?

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

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

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

Why is there a "double standard" applied to sex between a dog and a human? Why is it that to many who are at least mildly okay with bestiality, a WOMAN having sex with a male dog is fine, but a guy with a female dog is not?

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

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

Please share Did you stop?

Bucheron and Myriel’s Karyn Tomlinson win James Beard Awards - Star Tribune

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

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

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

Is it possible for buyers to negotiate after an inspection if the appraisal is lower than expected?

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

If you win, what will you make them do?

83~ How do you feel about Porn?

What are the reasons why am I so tired before my period?

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

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

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 do I stop someone from forcing/pestering me to become gay/bisexual when I already want to be straight?

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

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

(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…)

What is the dirtiest city in India?

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

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

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

What are some of the best relationship advice for men?

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

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

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

Is love natural, or is it somehow created?

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

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

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

What will the legacy of Jimmy Carter be in light of his death today at 100?

*** What’s Your Favorite…? ***

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

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?

My son died seven months ago at the age of 24 how do I know if he’s in heaven and can he see me and hear me and why have I not gotten any signs yet from him or Mom just not seeing the signs how do I know if he’s OK how do I know if he’s happy?

If yes, what?

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

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

If Trump were to lose in 2024, would that be the end of his grip on the Republican Party?

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

Master/Slave Boss/Maid

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

What was your embarrassing moment in front of your father-in-law as an Indian daughter-in-law?

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

Teacher/Student Stranger/One Night Stand

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

Is it recommended to leave a note in a lost wallet asking for it to be returned?

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

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

89~ Do you like taking showers together?

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

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

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

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

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

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

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

Any that are a turn off?

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

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

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

What is your favorite position? Why?

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

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)

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

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

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

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

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

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

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

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

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

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?

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.

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

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

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

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

Doctor/Nurse Stripper/Client

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

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

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

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

*** Questions about Relationships/Past ***

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

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

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

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

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?

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?

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

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

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

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

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

10- List 5 of your top pet peeves.

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

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

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

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

Over time has your thoughts on sex changed?

39~ What are your love languages?

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

8- What are your thoughts on politics?

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

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

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

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

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

Would you read them together?

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?

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

29- How superstitious are you?

47~ What would be your dream job and why?

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

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

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

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

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?

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

Do you think this brought you closer together?

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

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

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

42~ What’s your biggest regret in life?

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

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

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

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

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

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

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

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

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

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

The Ice Breaker Questions

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

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

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

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

Nurse/Patient Celebrity/Fan

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

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

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

What was the longest? What was the shortest?

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

*** Random Questions ***

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

How old are you? Male or Female?

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

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

Nothing too Serious

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

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

Escort/Client Job Applicant/Hiring Manager

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

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

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

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?

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

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

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

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

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

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

Do you watch it? What is your favorite?

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

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

Model/Photographer Police/Criminal

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

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

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

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

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

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

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

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

Prisoner/Prison Guard Landlord/Tenant

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

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

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

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

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

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

52~ What are your hobbies?

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

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

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

18~ Who/when was your first “crush”?

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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…

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

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

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

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?

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

62~ Have you used adult toys?

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

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

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

Does the thought excite you? Care to share?

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

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

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

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

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

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

*** Deal Breaker Questions ***

Family Relation Age Play

Repairman/Lonely Wife Virgin/Experienced

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

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

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

38~ Share your most embarrassing sexual memory?

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

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

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

Have you ever? Care to Share?

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…

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

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

*** Questions About Me ***

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

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

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