What is the most interesting question you can ask to get to know someone?
11.06.2025 20:47
Nurse/Patient Celebrity/Fan
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
44~ Care to share something about yourself that no one else knows about you?
Killer Inn is Square Enix’s new ‘murder mystery action’ game - The Verge
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
13- What is the craziest/scariest thing you've ever done?
Any that are a 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?
Any that are a turn off?
Why won't my mom let me come home if I'm homeless?
22- What is your favorite childhood memory? What is your least favorite?
11~ Have you ever been caught by your parents or children or others while having sex?
* Give a rating for each one (0-100)
Why are white women so hard to date?
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
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?
Do you shave/trim your pubic hair? For you guys do you shave your balls?
How to use Google's AI-powered NotebookLM — 5 tips to get started - Tom's Guide
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?
Nothing too Serious
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?
Escort/Client Job Applicant/Hiring Manager
15~ Have you ever been “in love”? Who? Care to Share?
10~ How many dates are necessary before you to have sex with someone?
Yankees Planning To Place Luke Weaver On Injured List - MLB Trade Rumors
37- Do you like your name? If you could change it, what would you change it too?
19- What’s your favorite fairytale? What’s your least favorite?
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…
Where can I sell naked pics of myself online?
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
62~ Have you used adult toys?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
Why does it itch on my vulva, uterus, and sides of my vagina, but it doesn't itch inside the vagina?
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?
I would allow you to do it… What would you do to me?
3- What Superhero or Superpower would you want to be/have?
There’s a place where humans are evolving right before our eyes - Boy Genius Report
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
The everyday activity that can reveal your brain’s age - BBC
1- What was your first impression of me? Has it changed?
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
29- How superstitious are you?
Bill Oram: Seriously, who is going to beat the Beavers? - OregonLive.com
How about if they talk dirty and/or call you names?
9- What’s your favorite season and why? What’s your least favorite?
*** Deal Breaker Questions ***
Hypertension: New drug shows strong results in managing blood pressure - Medical News Today
2- What’s your favorite color? Do you a least favorite?
What was the longest? What was the shortest?
34~ Do you like the lights on or off during sex?
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
If YES, was it with 2 men or 2 women? Did you enjoy it?
What is your favorite position? Why?
Several people killed in school shooting in Austria's second biggest city, police say - NBC News
18- What’s your favorite way to relax after a long day? What’s your least favorite?
Prisoner/Prison Guard Landlord/Tenant
18~ Who/when was your first “crush”?
*** What’s Your Favorite…? ***
8- What are your thoughts on politics?
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 toy? Ever wanted to try a specific toy?
Do you watch it? What is your favorite?
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
7- What if a person smells a certain way? 8- How about smoking?
Will you kiss after your partner has gone down on you? Swallow or spit semen?
Please share Did you stop?
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?
Does the thought excite you? Care to share?
Would /have you ever given your partner a lap dance and Striptease?
28- What are some things that people do that irritate you?
Do you have a favorite? Is it ok if your partner does?
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
*** Questions About Me ***
13- What’s your favorite drink? What’s your least favorite?
19- Do/have you smoked? What do you prefer? How often?
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?
13- How about having a certain hair cut/style?
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
32- What's your greatest talent? Can I see it right now?
11- What's your favorite restaurant? What’s your least favorite?
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?
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
61~ How willing would you be to try new sexual positions?
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
How many partners have you had oral sex with? Who? Care to Share?
What do you dislike about me? I asked you to be 100% honest.
What have you learned about yourself that you did not before this?
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
64~ When was your very first orgasm? When was your first from having sex? Care to share?
36- Do you play video games? What is your favorite? Do you a least favorite?
29~ What are some things that turn you off? What is your biggest turn off?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
60~ How important is oral sex? Do you like receiving? Do you like giving?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
How well do you know me? And some of your thoughts about me
81~ Do you have any kinks and/or fetishes?
33- Beach or Mountains? Or is there another place to like better?
11- List at least 5 things on your bucket list. Have you done any of them already?
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?
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
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?
50~ How many children do you have? What are their ages?
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
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?
40~ What’s the weirdest place you’ve ever had sex?
If NO, would you ever have one? Would it be with 2 men or 2 women?
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
17- Have you ever done drugs? Which ones? How often?
12- What is the weirdest thing you've ever eaten?
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
If you win, what will you make them do?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
15- What bad habit do you wish you could quit? Do you have any addictions?
10- What is your favorite family tradition? 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?
46~ Have you ever used furniture, or other types of things to aid you while having sex?
Master/Slave Boss/Maid
17- What’s your favorite holiday? What’s your least favorite?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
What have you learned about me that was new and/or surprising?
Do you like the “69” position? Do you prefer to be on top or bottom?
53~ How much can you tell me about the one thing you are most passionate about?
83~ How do you feel about Porn?
Do you think this brought you closer together?
56~ Would you ever go to a strip club 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?
92~ Everyone needs a “safe” word. What is yours?
If you say it, I will stop, and we can talk about it when you are ready.
51~ Are you willing to play adult games with your partner?
What would you say to prove to yourself that it was really you?
Model/Photographer Police/Criminal
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
9- If you could have three wishes, what would they be? Why?
3- What’s your favorite smell? Do you a least favorite?
71~ Would you give your partner a hand or foot job? Would you receive one?
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
82~ Do you have any fantasies involving Role-Playing?
70~ Would/do you have/like anal sex?
84~ How do you feel about reading/listening to adult stories?
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
7- What are your thoughts on religion? Is there an afterlife?
52~ What are your hobbies?
34- Ever been to a concert? What was your favorite? Who would you like to see?
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
How many times do you think you have “made love”?
5~ When you first started having sex, was it what you thought it would be?
Over time has your thoughts on sex changed?
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
14- What is an embarrassing moment in your life? How about your most embarrassing?
27- What was/ is nickname? Does it have a meaning behind it?
49~ If you could, would you want to be the opposite sex for a day, week, or year?
21- What's your favorite way to spend a weekend or time off?
Would you mind if your partner watched it? How about together vs alone?
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
4- For a pet, Cat, dog or other?
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
67~ Do you like it when your partner moans and/or is vocal during sex?
51~ What tends to bring a smile to your face?
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
7-What do I do in bed that drives you wild? How about, what turns you off?
9- Is there something you’ve always wanted to ask me but you’re afraid?
8- What's your favorite flavor of ice cream? Do you a least favorite?
What is your view on sex? Meaning, When/Where/ How often/
31- If given a chance to be immortal, would you take it? Why?
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
80~ Share your top three fantasies/desires. (Be detailed) 😊
(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…)
92~ Have you ever had or have an STD? How many? What was it?
1~ How old were you when you had your first kiss? Who? Care to Share?
48~ Have you ever paid or been paid for sex?
9~ How many times over your lifetime do you think you have had sex so far?
Do you like it when they show and tell you what they want?
49~ How many times have you been married? Why did they end?
3- Should Pluto still be considered a planet? 4- How about smoking?
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? 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 ever want to be woken up with oral and/or intercourse?
Repairman/Lonely Wife Virgin/Experienced
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
If you lose, are you willing to be their sex slave for a day, (anything goes)?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
41~ Are there moments in your past that you would want to change? Please share 3 of them.
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
Family Relation Age Play
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
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…
20- What’s your favorite candy? What’s your least favorite?
That one or two things that made you go hmmmm, OMG or wow!
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
25~ How do you feel about PDA? (Public Display of Affection)
23- What is your dream job? What was it as a child?
Would you read them together?
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
10- List 5 of your top pet peeves.
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
26~ What side of the bed do you sleep on?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
12- What’s your favorite food? What’s your least favorite?
38~ Share your most embarrassing sexual memory?
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
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?
45~ How do you feel about me blindfolding you? How about blindfolding me?
Have you ever? Care to Share?
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
30~ What's something unexpected that turns you on?
If yes, what?
52~ Are you willing to make “those types” of bets with your partner?
How old are you? Male or Female?
42~ What’s your biggest regret in life?
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
What’s the longest time you gone without having sex, after, having it? How much time between the others?
36~ What is your favorite time of day to have sex/make love?
14- What's your favorite dessert? Do you a least favorite?
28~ What are some things that turn on? What is your biggest turn on?
13~ Is there a difference between, making love, having sex, and fucking?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
Will you cheat again? How can, you be sure? Define what cheating is to you.
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
11- How about if they like a certain sports team? 12-How about drinking too much?
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
89~ Do you like taking showers together?
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
1- What’s your favorite animal? Do you a least favorite?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
22- Do you have any birth marks? How about scars? Care to share how you got them?
3- What was the most surprising thing you’ve learned about me throughout our relationship?
6- Do you have dreams? Can you remember them? What do you usually dream about?
21~ What was the best date you ever went on? What has been the worst?
Can you Deep Throat? Do you like the taste of yourself?
39~ What are your love languages?
*** Random Questions ***
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
*** Questions about Relationships/Past ***
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,
18- How often do you drink alcohol? What is your favorite drink?
You know that I will be 100% truthful, so ask.
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
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?
15- What's your favorite saying? What word or phrase is your least favorite?
76~ Have you had a threesome? Care to Share?
Get this wrong and this could mean the end… :-) some funny, some not…
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
Would you do it again, and would you rather 2 females or 2 males?
5- Have you ever been hypnotized? Would you allow yourself to be?
Doctor/Nurse Stripper/Client
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
33- If you could visit any time period, when would you pick? Please explain why?
Teacher/Student Stranger/One Night Stand
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
The Ice Breaker Questions
24~ What are your expectations in a relationship? (I know a very big question, take your time)
19~ Who/when was your first “heartbreak”?