What is the most interesting question you can ask to get to know someone?
16.06.2025 01:42
Do you like it when they show and tell you what they want?
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
If you say it, I will stop, and we can talk about it when you are ready.
I have a bad reputation and need help. What should I do?
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
What have you learned about yourself that you did not before this?
18- How often do you drink alcohol? What is your favorite drink?
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
What have you learned about me that was new and/or surprising?
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
Do snipers lay on top of tank turrets during combat?
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
Does the thought excite you? Care to share?
Would /have you ever given your partner a lap dance and Striptease?
What do you think of the Quora group "It's Ok to Be White" for people who are proud of being white?
34~ Do you like the lights on or off during sex?
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
2- What’s your favorite color? Do you a least favorite?
MindsEye team deploys first hotfix as they scramble to make the dang thing work - Polygon
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
Teacher/Student Stranger/One Night Stand
Is using tech to track or monitor your partner’s activities a sign of love, insecurity, or control?
What is your view on sex? Meaning, When/Where/ How often/
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
22~ What is the best pickup line anyone has ever used on you? What was the worst?
19- What’s your favorite fairytale? What’s your least favorite?
18- What’s your favorite way to relax after a long day? What’s your least favorite?
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
What are the most extreme examples of hypocrisy?
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
92~ Everyone needs a “safe” word. What is yours?
3- What Superhero or Superpower would you want to be/have?
25~ How do you feel about PDA? (Public Display of Affection)
84~ How do you feel about reading/listening to adult stories?
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
When was you wife swapping fantasy started?
What was the longest? What was the shortest?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
41~ Are there moments in your past that you would want to change? Please share 3 of them.
Why do women have sex with dogs?
8- What's your favorite flavor of ice cream? Do you a least favorite?
52~ What are your hobbies?
64~ When was your very first orgasm? When was your first from having sex? Care to share?
Is the 4B movement's aggressiveness against men for seeing women as mantelpieces valid?
5~ When you first started having sex, was it what you thought it would be?
17- What’s your favorite holiday? 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?
Why is blood sugar ranging from 70-180 in a day and checked through a glucometer?
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
Nothing too Serious
11~ Have you ever been caught by your parents or children or others while having sex?
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
46~ Have you ever used furniture, or other types of things to aid you while having sex?
9- What’s your favorite season and why? What’s your least favorite?
Do you watch it? What is your favorite?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
9- If you could have three wishes, what would they be? Why?
83~ How do you feel about Porn?
21~ What was the best date you ever went on? What has been the worst?
Any that are a turn off?
Repairman/Lonely Wife Virgin/Experienced
*** Questions about Relationships/Past ***
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
37- Do you like your name? If you could change it, what would you change it too?
47~ What would be your dream job and why?
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
Can you Deep Throat? Do you like the taste of yourself?
71~ Would you give your partner a hand or foot job? Would you receive one?
3- What’s your favorite smell? Do you a least favorite?
5- Have you ever been hypnotized? Would you allow yourself to be?
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
What is your favorite toy? Ever wanted to try a specific toy?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
45~ How do you feel about me blindfolding you? How about blindfolding me?
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?
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
13~ Is there a difference between, making love, having sex, and fucking?
32- What's your greatest talent? Can I see it right now?
15~ Have you ever been “in love”? Who? Care to Share?
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
1- What was your first impression of me? Has it changed?
30~ What's something unexpected that turns you on?
10~ How many dates are necessary before you to have sex with someone?
Over time has your thoughts on sex changed?
12- What’s your favorite food? What’s your least favorite?
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?
38~ Share your most embarrassing sexual memory?
Would you read them together?
Doctor/Nurse Stripper/Client
13- What’s your favorite drink? What’s your least favorite?
8- What are your thoughts on politics?
11- List at least 5 things on your bucket list. Have you done any of them already?
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
7-What do I do in bed that drives you wild? How about, what turns you off?
If you win, what will you make them do?
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
10- List 5 of your top pet peeves.
What do you dislike about me? I asked you to be 100% honest.
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
61~ How willing would you be to try new sexual positions?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
Family Relation Age Play
What is your favorite position? Why?
49~ If you could, would you want to be the opposite sex for a day, week, or year?
How about if they talk dirty and/or call you names?
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- How about having a certain hair cut/style?
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
Would you allow me to clean every part of your body with my soapy hands and fingers?
52~ Are you willing to make “those types” of bets with your partner?
*** What’s Your Favorite…? ***
60~ How important is oral sex? Do you like receiving? Do you like giving?
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…
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
36~ What is your favorite time of day to have sex/make love?
44~ Care to share something about yourself that no one else knows about you?
Nurse/Patient Celebrity/Fan
How many partners have you had oral sex with? Who? Care to Share?
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
70~ Would/do you have/like anal sex?
15- What bad habit do you wish you could quit? Do you have any addictions?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
That one or two things that made you go hmmmm, OMG or wow!
3- What was the most surprising thing you’ve learned about me throughout our relationship?
Get this wrong and this could mean the end… :-) some funny, some not…
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
67~ Do you like it when your partner moans and/or is vocal during sex?
How well do you know me? And some of your thoughts about me
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
Would you ever want to be woken up with oral and/or intercourse?
Any that are a turn off?
62~ Have you used adult toys?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
9~ How many times over your lifetime do you think you have had sex so far?
Do you have a favorite? Is it ok if your partner does?
23- What is your dream job? What was it as a child?
3- Should Pluto still be considered a planet? 4- How about smoking?
Escort/Client Job Applicant/Hiring Manager
29- How superstitious are you?
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
How many times do you think you have “made love”?
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
If you lose, are you willing to be their sex slave for a day, (anything goes)?
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
24~ What are your expectations in a relationship? (I know a very big question, take your time)
Do you think this brought you closer together?
The Ice Breaker Questions
48~ Do you have any siblings? Are you close to your family?
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
Have you ever? Care to Share?
40~ What’s the weirdest place you’ve ever had sex?
33- If you could visit any time period, when would you pick? Please explain why?
1- What’s your favorite animal? Do you a least favorite?
11- What's your favorite restaurant? What’s your least favorite?
What would you say to prove to yourself that it was really you?
29~ What are some things that turn you off? What is your biggest turn off?
6- Do you have dreams? Can you remember them? What do you usually dream about?
15- What's your favorite saying? What word or phrase is your least favorite?
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
Please share Did you stop?
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
92~ Have you ever had or have an STD? How many? What was it?
Would you do it again, and would you rather 2 females or 2 males?
36- Do you play video games? What is your favorite? Do you a least favorite?
26~ What side of the bed do you sleep on?
Do you like the “69” position? Do you prefer to be on top or bottom?
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
* Give a rating for each one (0-100)
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
*** Deal Breaker Questions ***
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?
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
*** Questions About Me ***
18~ Who/when was your first “crush”?
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
22- What is your favorite childhood memory? What is your least favorite?
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
I would allow you to do it… What would you do to me?
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
14- What is an embarrassing moment in your life? How about your most embarrassing?
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
What’s the longest time you gone without having sex, after, having it? How much time between the others?
(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…)
Model/Photographer Police/Criminal
80~ Share your top three fantasies/desires. (Be detailed) 😊
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
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?
7- What are your thoughts on religion? Is there an afterlife?
31- If given a chance to be immortal, would you take it? 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?
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
Will you cheat again? How can, you be sure? Define what cheating is to you.
If yes, what?
14- What's your favorite dessert? Do you a least favorite?
50~ How many children do you have? What are their ages?
22- Do you have any birth marks? How about scars? Care to share how you got them?
89~ Do you like taking showers together?
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
53~ How much can you tell me about the one thing you are most passionate about?
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
21- What's your favorite way to spend a weekend or time off?
Prisoner/Prison Guard Landlord/Tenant
If NO, would you ever have one? Would it be with 2 men or 2 women?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
33- Beach or Mountains? Or is there another place to like better?
82~ Do you have any fantasies involving Role-Playing?
Do you shave/trim your pubic hair? For you guys do you shave your balls?
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)
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
51~ Are you willing to play adult games with your partner?
9- Is there something you’ve always wanted to ask me but you’re afraid?
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
Master/Slave Boss/Maid
39~ What are your love languages?
17- Have you ever done drugs? Which ones? How often?
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
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…
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
19~ Who/when was your first “heartbreak”?
27- What was/ is nickname? Does it have a meaning behind it?
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
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?
34- Ever been to a concert? What was your favorite? Who would you like to see?
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?
4- For a pet, Cat, dog or other?
If YES, was it with 2 men or 2 women? Did you enjoy it?
Would you mind if your partner watched it? How about together vs alone?
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?
42~ What’s your biggest regret in life?
28~ What are some things that turn on? What is your biggest turn on?
11- How about if they like a certain sports team? 12-How about drinking too much?
48~ Have you ever paid or been paid for 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?
12- What is the weirdest thing you've ever eaten?
28- What are some things that people do that irritate you?
Will you kiss after your partner has gone down on you? Swallow or spit semen?
51~ What tends to bring a smile to your face?
76~ Have you had a threesome? 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?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
How old are you? Male or Female?
81~ Do you have any kinks and/or fetishes?
7- What if a person smells a certain way? 8- How about smoking?
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
1~ How old were you when you had your first kiss? Who? Care to Share?
10- What is your favorite family tradition? What’s your least favorite?
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
19- Do/have you smoked? What do you prefer? How often?
You know that I will be 100% truthful, so ask.
65~ Describe the best orgasm you’ve ever had? Care to share?
20- What’s your favorite candy? What’s your least favorite?
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
*** Random Questions ***
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
13- What is the craziest/scariest thing you've ever done?
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.