What is the most interesting question you can ask to get to know someone?
14.06.2025 20:14
31- If given a chance to be immortal, would you take it? Why?
What is your favorite position? Why?
5~ When you first started having sex, was it what you thought it would be?
What is your favourite true story to tell at a party?
* Give a rating for each one (0-100)
You know that I will be 100% truthful, so ask.
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
How do I study with focus and concentration and avoid distractions and procrastination?
What is your favorite toy? Ever wanted to try a specific toy?
44~ Care to share something about yourself that no one else knows about you?
Would you do it again, and would you rather 2 females or 2 males?
What are some interview experiences with JP Morgan India?
4- For a pet, Cat, dog or other?
Doctor/Nurse Stripper/Client
32- What's your greatest talent? Can I see it right now?
How do you find out who your handler is as a targeted individual?
18- What’s your favorite way to relax after a long day? What’s your least favorite?
9- Is there something you’ve always wanted to ask me but you’re afraid?
How many times do you think you have “made love”?
Was Michael Jackson really an innocent person?
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…
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
10- What is your favorite family tradition? What’s your least favorite?
Why do men say women hit the wall at 24?
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
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?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
How can a hacker damage me, realistically?
9- If you could have three wishes, what would they be? Why?
81~ Do you have any kinks and/or fetishes?
15- What bad habit do you wish you could quit? Do you have any addictions?
1~ How old were you when you had your first kiss? Who? Care to Share?
13- How about having a certain hair cut/style?
92~ Everyone needs a “safe” word. What is yours?
Nurse/Patient Celebrity/Fan
3- Should Pluto still be considered a planet? 4- How about smoking?
Prisoner/Prison Guard Landlord/Tenant
Hate iOS 26's Liquid Glass Design? Here's How to Tone It Down - MacRumors
45~ How do you feel about me blindfolding you? How about blindfolding me?
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
Why do some of those who believe in a god refuse to consider the possibility they could be wrong?
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
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,
38~ Share your most embarrassing sexual memory?
What is the STAR interview method?
Do you like it when they show and tell you what they want?
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
I’m running away I live in Indiana what states near by are safe I’m 12 no comments?
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?
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
Have you ever? Care to Share?
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
19- What’s your favorite fairytale? 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?
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
51~ What tends to bring a smile to your face?
6- Do you have dreams? Can you remember them? What do you usually dream about?
61~ How willing would you be to try new sexual positions?
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
Master/Slave Boss/Maid
28- What are some things that people do that irritate you?
22- Do you have any birth marks? How about scars? Care to share how you got them?
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
Would you mind if your partner watched it? How about together vs alone?
29- How superstitious are you?
19~ Who/when was your first “heartbreak”?
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
48~ Do you have any siblings? Are you close to your family?
89~ Do you like taking showers together?
71~ Would you give your partner a hand or foot job? Would you receive one?
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
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?
What would you say to prove to yourself that it was really you?
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
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?
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
41~ Are there moments in your past that you would want to change? Please share 3 of them.
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
29~ What are some things that turn you off? What is your biggest turn off?
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?
Get this wrong and this could mean the end… :-) some funny, some not…
3- What Superhero or Superpower would you want to be/have?
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
34- Ever been to a concert? What was your favorite? Who would you like to see?
If you say it, I will stop, and we can talk about it when you are ready.
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
15~ Have you ever been “in love”? Who? Care to Share?
21~ What was the best date you ever went on? What has been the worst?
12- What’s your favorite food? What’s your least favorite?
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
If yes, what?
23- What is your dream job? What was it as a child?
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
If NO, would you ever have one? Would it be with 2 men or 2 women?
*** Questions About Me ***
49~ How many times have you been married? Why did they end?
How old are you? Male or Female?
52~ Are you willing to make “those types” of bets with your partner?
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
14- What is an embarrassing moment in your life? How about your most embarrassing?
5- Have you ever been hypnotized? Would you allow yourself to be?
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
13~ Is there a difference between, making love, having sex, and fucking?
60~ How important is oral sex? Do you like receiving? Do you like giving?
Nothing too Serious
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
21- What's your favorite way to spend a weekend or time off?
67~ Do you like it when your partner moans and/or is vocal during sex?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
13- What is the craziest/scariest thing you've ever done?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
1- What was your first impression of me? Has it changed?
17- Have you ever done drugs? Which ones? How often?
70~ Would/do you have/like anal sex?
Do you like the “69” position? Do you prefer to be on top or bottom?
Will you kiss after your partner has gone down on you? Swallow or spit semen?
If YES, was it with 2 men or 2 women? Did you enjoy it?
10~ How many dates are necessary before you to have sex with someone?
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
33- Beach or Mountains? Or is there another place to like better?
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
14- What's your favorite dessert? Do you a least favorite?
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
Does the thought excite you? Care to share?
Over time has your thoughts on sex changed?
18- How often do you drink alcohol? What is your favorite drink?
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)
15- What's your favorite saying? What word or phrase is your least favorite?
Do you think this brought you closer together?
76~ Have you had a threesome? Care to Share?
*** Questions about Relationships/Past ***
3- What’s your favorite smell? Do you a least favorite?
11- How about if they like a certain sports team? 12-How about drinking too much?
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?
3- What was the most surprising thing you’ve learned about me throughout our relationship?
34~ Do you like the lights on or off during sex?
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
22- What is your favorite childhood memory? What is your least favorite?
What do you dislike about me? I asked you to be 100% honest.
Do you shave/trim your pubic hair? For you guys do you shave your balls?
*** What’s Your Favorite…? ***
20- What’s your favorite candy? What’s your least favorite?
25~ How do you feel about PDA? (Public Display of Affection)
Would /have you ever given your partner a lap dance and Striptease?
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
36~ What is your favorite time of day to have sex/make love?
Model/Photographer Police/Criminal
24~ What are your expectations in a relationship? (I know a very big question, take your time)
The Ice Breaker Questions
33- If you could visit any time period, when would you pick? Please explain why?
18~ Who/when was your first “crush”?
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
I would allow you to do it… What would you do to me?
40~ What’s the weirdest place you’ve ever had sex?
30~ What's something unexpected that turns you on?
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
*** Deal Breaker Questions ***
2- What’s your favorite color? Do you a least favorite?
12- What is the weirdest thing you've ever eaten?
Do you have a favorite? Is it ok if your partner does?
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?
If you win, what will you make them do?
Teacher/Student Stranger/One Night Stand
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
53~ How much can you tell me about the one thing you are most passionate about?
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
19- Do/have you smoked? What do you prefer? How often?
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
Would you allow me to clean every part of your body with my soapy hands and fingers?
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
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?
62~ Have you used adult toys?
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
Will you cheat again? How can, you be sure? Define what cheating is to you.
9- What’s your favorite season and why? What’s your least favorite?
What have you learned about yourself that you did not before this?
Please share Did you stop?
80~ Share your top three fantasies/desires. (Be detailed) 😊
27- What was/ is nickname? Does it have a meaning behind it?
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
7- What if a person smells a certain way? 8- How about smoking?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
8- What are your thoughts on politics?
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
11- What's your favorite restaurant? What’s your 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?
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
65~ Describe the best orgasm you’ve ever had? Care to share?
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
42~ What’s your biggest regret in life?
How many partners have you had oral sex with? Who? Care to Share?
Any that are a turn off?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
10- List 5 of your top pet peeves.
52~ What are your hobbies?
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
Escort/Client Job Applicant/Hiring Manager
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?
49~ If you could, would you want to be the opposite sex for a day, week, or year?
Can you Deep Throat? Do you like the taste of yourself?
39~ What are your love languages?
What’s the longest time you gone without having sex, after, having it? How much time between the others?
26~ What side of the bed do you sleep on?
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
7-What do I do in bed that drives you wild? How about, what turns you off?
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…
28~ What are some things that turn on? What is your biggest turn on?
That one or two things that made you go hmmmm, OMG or wow!
Would you ever want to be woken up with oral and/or intercourse?
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?
83~ How do you feel about Porn?
9~ How many times over your lifetime do you think you have had sex so far?
13- What’s your favorite drink? What’s your least favorite?
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
Repairman/Lonely Wife Virgin/Experienced
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
92~ Have you ever had or have an STD? How many? What was it?
82~ Do you have any fantasies involving Role-Playing?
How well do you know me? And some of your thoughts about me
Do you watch it? What is your favorite?
How about if they talk dirty and/or call you names?
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
What is your view on sex? Meaning, When/Where/ How often/
Any that are a turn off?
36- Do you play video games? What is your favorite? Do you a least favorite?
64~ When was your very first orgasm? When was your first from having sex? Care to share?
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
46~ Have you ever used furniture, or other types of things to aid you while having sex?
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
50~ How many children do you have? What are their ages?
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?
If you lose, are you willing to be their sex slave for a day, (anything goes)?
7- What are your thoughts on religion? Is there an afterlife?
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
17- What’s your favorite holiday? What’s your least favorite?
37- Do you like your name? If you could change it, what would you change it too?
48~ Have you ever paid or been paid for sex?
11~ Have you ever been caught by your parents or children or others while having 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…)
51~ Are you willing to play adult games with your partner?
Would you read them together?
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
*** Random Questions ***
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
What was the longest? What was the shortest?
What have you learned about me that was new and/or surprising?
47~ What would be your dream job and why?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
Family Relation Age Play
1- What’s your favorite animal? Do you a least favorite?