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

12.06.2025 02:01

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

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

The Ice Breaker Questions

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

Which is a better option, a love marriage or an arranged marriage in India?

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

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

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

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

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

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

What is the general opinion of psychologists on Donald Trump's presidency?

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

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

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

How do people move on so quickly? I’m still sprung over someone I was dating and he found someone else so fast. I feel hurt because I’m still head over heels over him while he’s out enjoying his life with someone new

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

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

Escort/Client Job Applicant/Hiring Manager

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

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

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

Why are Indians so influenced by the Western culture, when the Indian tradition has so much to give?

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

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?

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

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

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…

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

Don't you think Democrats are so full of it stool softener and an enema couldn't help them?

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

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

Doctor/Nurse Stripper/Client

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*** Questions About Me ***

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…

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?

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

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

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

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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?

52~ What are your hobbies?

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

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

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

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

What is the meaning of "ero" in Japanese?

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

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

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

I feel so attached and in love with a dead celebrity. My love for anyone else is overshadowed by my love for him. What does this mean?

Does the thought excite you? Care to share?

47~ What would be your dream job and why?

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

Model/Photographer Police/Criminal

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

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

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

How old are you? Male or Female?

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

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

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

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

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

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

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

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

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

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

Nurse/Patient Celebrity/Fan

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

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

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

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?

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

If you win, what will you make them do?

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

If yes, what?

Any that are a turn off?

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

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

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

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)

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

Repairman/Lonely Wife Virgin/Experienced

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

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

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

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

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

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

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

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

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

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

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

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

Do you think this brought you closer together?

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

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

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

62~ Have you used adult toys?

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

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

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

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

Prisoner/Prison Guard Landlord/Tenant

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

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

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

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

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

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

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

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

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

Have you ever? Care to Share?

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

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

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

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

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

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

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

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

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

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

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

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…

*** Random Questions ***

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

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

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

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?

Please share Did you stop?

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

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

18~ Who/when was your first “crush”?

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

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?

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

42~ What’s your biggest regret in life?

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

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

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

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

29- How superstitious are you?

Over time has your thoughts on sex changed?

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

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

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

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

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

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

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

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)

What is your favorite position? Why?

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

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

89~ Do you like taking showers together?

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

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

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

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?

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

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

Teacher/Student Stranger/One Night Stand

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

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

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

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

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

83~ How do you feel about Porn?

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

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?

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

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

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?

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

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

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

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

8- What are your thoughts on politics?

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

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

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

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

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

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

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

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

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

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

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

*** Deal Breaker Questions ***

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?

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

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

39~ What are your love languages?

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

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

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

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

Nothing too Serious

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

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

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

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

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

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

38~ Share your most embarrassing sexual memory?

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

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

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

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

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

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

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

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

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

*** Questions about Relationships/Past ***

What was the longest? What was the shortest?

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

10- List 5 of your top pet peeves.

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

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

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

Master/Slave Boss/Maid

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

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

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?

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

Do you watch it? What is your favorite?

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

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

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

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

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

Would you read them together?

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

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

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

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

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

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

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

Any that are a turn off?

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

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

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

Family Relation Age Play

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

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

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

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

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

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

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

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

*** What’s Your Favorite…? ***

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

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

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

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

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

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,

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

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

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

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

(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…)

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

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

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

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