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

10.06.2025 08:56

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

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

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

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

Why are the bands Smashmouth and Nickelback often used as punchlines?

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?

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?

Why does Islam give a bad vibe?

83~ How do you feel about Porn?

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

52~ What are your hobbies?

By skipping offseason workouts, Lamar Jackson forfeits another $750,000 - NBC Sports

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

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

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

While wearing high heels and walking heel to toe, when the toe box hit the floor there is a noise. How do I keep the noise just for the heel?

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

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

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

How does it feel to watch your wife get fucked hard?

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)

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

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

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

Teacher/Student Stranger/One Night Stand

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

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

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

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

Is there anything you did that you regret? If so, what is it, and why?

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

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

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

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

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

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

Why do people hate fat people so much, even people who aren't exactly supermodels themselves? It seems like such a deep, passionate hatred, like they're offended by fat people just existing. Fat people didn't do anything to them, so why hate them?

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

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

Doctor/Nurse Stripper/Client

What are some signs that someone may be being stalked by an organization or secret society? How can they find out for sure?

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

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

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

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

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

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

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

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

Does the thought excite you? 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…

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

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

The Ice Breaker Questions

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

18~ Who/when was your first “crush”?

What was the longest? What was the shortest?

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?

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

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

42~ What’s your biggest regret in life?

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

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

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

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

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

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

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

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

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?

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

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

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

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

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

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

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

Have you ever? Care to Share?

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

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

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

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

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

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

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

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

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

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

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

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.

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

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

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

29- How superstitious are you?

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

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

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

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

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

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

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

Please share Did you stop?

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

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

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

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

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

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

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

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?

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

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

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

Any that are a turn off?

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

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

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

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

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?

Prisoner/Prison Guard Landlord/Tenant

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

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

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

If you win, what will you make them do?

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?

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

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

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,

62~ Have you used adult toys?

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

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

Model/Photographer Police/Criminal

Do you think this brought you closer together?

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

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

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

Over time has your thoughts on sex changed?

Escort/Client Job Applicant/Hiring Manager

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

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

89~ Do you like taking showers together?

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

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

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

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

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…

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

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

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

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

*** Deal Breaker Questions ***

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

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

Would you read them together?

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

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

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

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

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

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

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

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

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

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

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

8- What are your thoughts on politics?

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

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

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

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

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

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

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

Master/Slave Boss/Maid

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

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

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

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

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

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

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

Do you watch it? What is your favorite?

If yes, what?

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

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

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

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

How old are you? Male or Female?

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

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

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

*** Questions About Me ***

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

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

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

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

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

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

*** Random Questions ***

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

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?

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

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

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

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

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

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

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

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

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

38~ Share your most embarrassing sexual memory?

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

*** Questions about Relationships/Past ***

(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…)

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

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

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

39~ What are your love languages?

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

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

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

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

Repairman/Lonely Wife Virgin/Experienced

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

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

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

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

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

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

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

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

47~ What would be your dream job and why?

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?

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

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?

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

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

Any that are a turn off?

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

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

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

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

Family Relation Age Play

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

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

Nurse/Patient Celebrity/Fan

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

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

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

What is your favorite position? Why?

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

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

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

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

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

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

Nothing too Serious

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

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

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

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

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

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

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

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

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

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

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

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

*** What’s Your Favorite…? ***

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

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

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

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

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

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

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