Logo

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

10.06.2025 03:49

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

*** Random Questions ***

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

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

Fortnite Map Changes In Chapter 6 Season 3: Super - GameSpot

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

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

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

Why do men like to suck another man’s dick?

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

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

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

Sci-fi action-RPG Hell is Us gets PC demo out today on Steam - Eurogamer

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

Family Relation Age Play

What was the longest? What was the shortest?

Trump leans on GOP senators as they gear up to make changes to his domestic policy bill - CNN

14- What's your favorite dessert? 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?

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

Billy Joel Attempted Suicide Twice and Fell into a Coma After Affair with Friend's Wife. Why He Wanted to 'End It All' - Yahoo

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

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

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

How can the citizens of Russia accept the enormous difference between people? The richest 500 Russians own more than the poorest 99.8% of the entire Russian population combined. Why don't we see any protests?

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

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

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

‘Love Island USA’ Season 7 Premiere Suffers Delay On Peacock & Viewers Share Their Outrage - Deadline

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

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

Any that are a turn off?

Can CCTV cameras be integrated with other sensor technologies for enhanced security solutions? If so, how?

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

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

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

Supplement health risks to know about, plus a celebrity's 'brutal' infection - Fox News

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

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

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

Texas Tech's NiJaree Canady breaks down after heavy pitching load in Women's College World Series - AP News

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?

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

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

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

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

Repairman/Lonely Wife Virgin/Experienced

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

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

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

18~ Who/when was your first “crush”?

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

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

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

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

Does the thought excite you? Care to share?

38~ Share your most embarrassing sexual memory?

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

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

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

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?

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

How old are you? Male or Female?

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

10- List 5 of your top pet peeves.

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?

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

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

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

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

*** What’s Your Favorite…? ***

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

Master/Slave Boss/Maid

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

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

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

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

If you win, what will you make them do?

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

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?

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

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?

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

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

(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…)

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

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

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

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

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

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

What is your favorite position? 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?

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

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

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?

Any that are a turn off?

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

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

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

*** Questions about Relationships/Past ***

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

Escort/Client Job Applicant/Hiring Manager

Please share Did you stop?

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

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

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

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

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

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

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

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

Have you ever? Care to Share?

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

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

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

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

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

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

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

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

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

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

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

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

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

*** Questions About Me ***

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

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

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

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

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

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

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

8- What are your thoughts on politics?

Doctor/Nurse Stripper/Client

83~ How do you feel about Porn?

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,

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

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

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

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

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

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

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

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

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

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

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

Would you read them together?

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

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

If yes, what?

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

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)

The Ice Breaker Questions

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

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

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

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

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

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

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

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

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

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

39~ What are your love languages?

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

Nothing too Serious

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

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

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

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

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

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

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

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

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?

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

*** Deal Breaker Questions ***

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

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

62~ Have you used adult toys?

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

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

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

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

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

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

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?

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

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

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

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…

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

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

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

Model/Photographer Police/Criminal

Nurse/Patient Celebrity/Fan

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

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

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

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

52~ What are your hobbies?

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

Do you think this brought you closer together?

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

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

Teacher/Student Stranger/One Night Stand

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

47~ What would be your dream job and why?

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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…

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

29- How superstitious are you?

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

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

Do you watch it? What is your favorite?

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

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?

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

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

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

89~ Do you like taking showers together?

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?

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

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

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

42~ What’s your biggest regret in life?

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

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

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

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

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

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

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

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

Over time has your thoughts on sex changed?

Prisoner/Prison Guard Landlord/Tenant

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

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

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

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