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

Last Updated: 18.06.2025 02:25

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

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

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

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?

Do married men know when their wives are having affairs?

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

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

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

What caused the stock market to crash?

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

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

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

Do interviewers discriminate against a candidate if he or she is overweight (assuming physical fitness is NOT part of the job requirements)?

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

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

Doctor/Nurse Stripper/Client

Hi everybody! I have been looking at posts on narcs and narc abuse on here and if has really helped me out a lot. I am currently struggling with my situation and need some advice/support. I met a narc last year, everything seemed to good to be true. Love bombing, always texting calling and taking me on dates. Everything changed when someone warned me about him out in public in front of him and who he is. This caused a conflict with us and the love bombing seized. he would tell me that everything is okay and i can come and talk. He would set a time limit on me and kick me out after that. he would then text me like everything was fine and we hung out again and after that he completely ghosted me for one week. He came back and texted me a week later laughing about the ghosting and acting like nothing had happened. he continued to text me ( not like in the beginning) make plans with me, then on the day of the plans he would just ghost me. One day he would act interested the next silence. i contacted him a month later and he acted like nothing happened. He was on a vacation and sent me a picture of another woman ( someone he allegedly met on the trip) to strike a reaction but i never gave him one. After the trip he came to my place and was extremely rude, accusing me of going on dates with a bunch of men. The next day he accused me of being an alcoholic and that he wanted nothing to do with me but said well maybe we can be "friends" then ghosted me i assumed at this point it was over and i would never hear from him again. He contacted me on the holiday a month later acting like everything was great. We ended up hanging out a month or so later and when we hung out it went well, i thought things were going in the right direction. after we hung out.. silence. I would try to text him and if he replied it would be very short then he just stopped replying. He ghosted me for almost three months. I thought he was done this time and of course he popped up again like nothing happened. At this point i was getting sick of if so i questioned him as to why he dissapeared and always does this. Of course he had some sob story about a injury and family member dying of cancer. I felt pity for him and he gave me an apology.. so i took him back stupidly. things seemed to be going smooth for a couple months, of course until his family member died and his injury got better he never contacted me and was distant. Menawhile, i was there for him during the difficult time for him. He lied to me about the funeral and never wanted to chat. I was chasing him and he would always claim nothing was wrong but when i said i thought he used me when he was down he could not handle it and would always tell me he didnt care and to go away. I would get so upset i would try texting him to work it out he would barelt respond and if he did he would not be nice about it. we did hang out a couple times after that, he would ignore me after. One day i was like hey i think you are seeing someone else, and i was like well ixam seeing someone so no problem if you are he said " buy bye good luck with your new guy stop contacting me" i was devastated and tried to get into contact with him for weeks then i just gave up and accepted it was over. He ended up contacting me a month later acting like everything was fine. He wanted to go out and have drinks i told him i would. He and i both seemed to have a great time. He ends up ignoring me again. I kept texting him trying to figure out what was wrong. He kept saying everything was fine and i said ok can we hang out again? He said maybe i was like why? He just kept saying maybe … our last conversation we had… i said what is wrong ? He said nothing is wrong everything is fine. I asked him why he keeps saying maybe. He said " maybe but i dont want to see you right now" i said why? He saix " im just not feeling it, if i wanted to date i would" i said why did you contact me less then a week ago wanting to go out? He said i didnt.. even though he did. So i said should i just move on or what? He said whatever you want to do. So i said that he was really confusing me and asked him if he had anything more to say before i move on? My messages were turning green so i panicked he blocked me and reacted irrationally. I said " omg did you block me? My messages are not going through. Even texted him on my work phone asking what was up. And called him twice ( please dont judge me i know it is pathetic i never was this type of girl before him) so he replied and said " Ok I'll block you now" then immedietly blocked me. He has never blocked me before since I have met him he will just ghost. Is this ths final discard aka " grand finale? Did i just push him too far? this has upset me so much its hard to even function.

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

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

Does the thought excite you? Care to share?

Where can Ukrainians go if they cannot have shelter and heating this winter?

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

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

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

Do you feel uncomfortable when you come across cross dressers?

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…

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

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

How has Sanskrit influenced modern Tamil language, particularly in terms of vocabulary?

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

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

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

Why is it that women are stronger than men nowadays?

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

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

What is your favorite position? Why?

What is your opinion on The Beatles' impact on modern popular music? Are there any other bands with similar impacts on their genre(s)? Why them and not others?

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

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

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

Netanyahu says ‘we’ll do what we need to do’ with Iran’s leader - Financial Times

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

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

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

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

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

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

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

The Ice Breaker Questions

Nothing too Serious

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

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

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

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

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

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

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

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

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

If yes, what?

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

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

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

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

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

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

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

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

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?

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

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

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

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

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

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

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

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

*** What’s Your Favorite…? ***

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

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

Nurse/Patient Celebrity/Fan

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

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

47~ What would be your dream job and why?

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

(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…)

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

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

*** Random Questions ***

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

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

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

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

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

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

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

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

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

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

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

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

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

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

Do you watch it? What is your favorite?

Any that are a turn off?

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

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

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

Do you think this brought you closer together?

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

18~ Who/when was your first “crush”?

8- What are your thoughts on politics?

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

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

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

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

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

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

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

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

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

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

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

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

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

(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) 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?

39~ What are your love languages?

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

*** Questions About Me ***

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

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

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

Have you ever? Care to Share?

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

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

38~ Share your most embarrassing sexual memory?

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

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

Escort/Client Job Applicant/Hiring Manager

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)

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

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

Prisoner/Prison Guard Landlord/Tenant

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

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

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

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,

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

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

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

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

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

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?

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

10- List 5 of your top pet peeves.

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

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

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

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

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

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

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

Repairman/Lonely Wife Virgin/Experienced

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

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

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

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

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

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

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

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

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

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

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

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

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

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

29- How superstitious are you?

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

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

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

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

42~ What’s your biggest regret in life?

If you win, what will you make them do?

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

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

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

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

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

83~ How do you feel about Porn?

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

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

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

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

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

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

Over time has your thoughts on sex changed?

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?

How old are you? Male or Female?

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 read them together?

89~ Do you like taking showers together?

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

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

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

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

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

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

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?

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

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

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

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

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

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

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

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

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

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?

Family Relation Age Play

*** Questions about Relationships/Past ***

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

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

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

What was the longest? What was the shortest?

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

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

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

Master/Slave Boss/Maid

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

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

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

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

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

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

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

Model/Photographer Police/Criminal

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

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

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

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

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

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

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

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?

*** Deal Breaker Questions ***

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

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

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

Teacher/Student Stranger/One Night Stand

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

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?

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

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

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

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?

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

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

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

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

Any that are a turn off?

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

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

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

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

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

Please share Did you stop?

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

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

52~ What are your hobbies?

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

62~ Have you used adult toys?

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

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

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

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

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

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