What is the most interesting question you can ask to get to know someone?
12.06.2025 03:07
14- What's your favorite dessert? Do you a least favorite?
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
How old are you? Male or Female?
Mars’ Mysterious Dark Streaks Are NOT Caused by Water! Here’s the Real Story - The Daily Galaxy
11~ Have you ever been caught by your parents or children or others while having sex?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
29- How superstitious are you?
60~ How important is oral sex? Do you like receiving? Do you like giving?
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?
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
Childhood leukemia: how a deadly cancer became treatable - Our World in Data
*** Random Questions ***
83~ How do you feel about Porn?
Nurse/Patient Celebrity/Fan
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?
41~ Are there moments in your past that you would want to change? Please share 3 of them.
Uber taps AI firm Wayve to pilot fully driverless rides in the UK - CNBC
Have you ever? Care to Share?
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
13- What’s your favorite drink? What’s your least favorite?
Why was Boromir corrupted by the One Ring, but not Faramir in The Lord of the Rings?
19~ Who/when was your first “heartbreak”?
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)
48~ Do you have any siblings? Are you close to your family?
Target and Walmart tariff price hikes leak online from an unlikely source - Mashable
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
39~ What are your love languages?
Do you think this brought you closer together?
Nothing too Serious
22- What is your favorite childhood memory? What is your least favorite?
The Unlikely Group Getting Rich Off Dave’s Hot Chicken’s $1 Billion Deal - Forbes
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
*** What’s Your Favorite…? ***
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
Steelers sign Aaron Rodgers, pending a physical - NBC Sports
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
47~ What would be your dream job and why?
25~ How do you feel about PDA? (Public Display of Affection)
New ‘Dungeons & Dragons’ Single-Player Video Game in the Works - Variety
15- What's your favorite saying? What word or phrase is your least favorite?
38~ Share your most embarrassing sexual memory?
80~ Share your top three fantasies/desires. (Be detailed) 😊
Is the saying "nice guys finish last" true? Can good intentions always lead to positive outcomes?
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?
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
What is the most craziest dream you ever had?
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
10~ How many dates are necessary before you to have sex with someone?
31- If given a chance to be immortal, would you take it? Why?
13- How about having a certain hair cut/style?
Any that are a turn off?
Would you do it again, and would you rather 2 females or 2 males?
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
84~ How do you feel about reading/listening to adult stories?
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
Do you like the “69” position? Do you prefer to be on top or bottom?
What is your favorite toy? Ever wanted to try a specific toy?
19- What’s your favorite fairytale? What’s your least favorite?
17- Have you ever done drugs? Which ones? How often?
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?
32- What's your greatest talent? Can I see it right now?
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?
If you win, what will you make them do?
9- Is there something you’ve always wanted to ask me but you’re afraid?
36- Do you play video games? What is your favorite? Do you a least favorite?
Will you kiss after your partner has gone down on you? Swallow or spit semen?
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?
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
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…
45~ How do you feel about me blindfolding you? How about blindfolding me?
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
44~ Care to share something about yourself that no one else knows about you?
17- What’s your favorite holiday? What’s your least favorite?
Any that are a turn off?
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
Would you allow me to clean every part of your body with my soapy hands and fingers?
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?
I would allow you to do it… What would you do to me?
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
50~ How many children do you have? What are their ages?
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
Master/Slave Boss/Maid
11- What's your favorite restaurant? 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?
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
Do you shave/trim your pubic hair? For you guys do you shave your balls?
Do you watch it? What is your favorite?
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
89~ Do you like taking showers together?
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
71~ Would you give your partner a hand or foot job? Would you receive one?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
Would you mind if your partner watched it? How about together vs alone?
7- What if a person smells a certain way? 8- How about smoking?
*** Questions About Me ***
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- Should Pluto still be considered a planet? 4- How about smoking?
64~ When was your very first orgasm? When was your first from having sex? Care to share?
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
* Give a rating for each one (0-100)
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
21~ What was the best date you ever went on? What has been the worst?
23- What is your dream job? What was it as a child?
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,
If NO, would you ever have one? Would it be with 2 men or 2 women?
Can you Deep Throat? Do you like the taste of yourself?
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
The Ice Breaker Questions
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
Prisoner/Prison Guard Landlord/Tenant
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
24~ What are your expectations in a relationship? (I know a very big question, take your time)
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
34- Ever been to a concert? What was your favorite? Who would you like to see?
76~ Have you had a threesome? Care to Share?
*** Deal Breaker Questions ***
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
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.
40~ What’s the weirdest place you’ve ever had sex?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
3- What was the most surprising thing you’ve learned about me throughout our relationship?
*** Questions about Relationships/Past ***
49~ How many times have you been married? Why did they end?
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
15~ Have you ever been “in love”? Who? Care to Share?
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?
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
81~ Do you have any kinks and/or fetishes?
Will you cheat again? How can, you be sure? Define what cheating is to you.
What was the longest? What was the shortest?
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
27- What was/ is nickname? Does it have a meaning behind it?
52~ What are your hobbies?
33- Beach or Mountains? Or is there another place to like better?
Teacher/Student Stranger/One Night Stand
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
Repairman/Lonely Wife Virgin/Experienced
28- What are some things that people do that irritate you?
Over time has your thoughts on sex changed?
What’s the longest time you gone without having sex, after, having it? How much time between the others?
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
19- Do/have you smoked? What do you prefer? How often?
10- List 5 of your top pet peeves.
(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…)
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
What is your favorite position? Why?
26~ What side of the bed do you sleep on?
36~ What is your favorite time of day to have sex/make love?
18~ Who/when was your first “crush”?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
82~ Do you have any fantasies involving Role-Playing?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
Does the thought excite you? Care to share?
12- What is the weirdest thing you've ever eaten?
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
1~ How old were you when you had your first kiss? Who? Care to Share?
49~ If you could, would you want to be the opposite sex for a day, week, or year?
18- How often do you drink alcohol? What is your favorite drink?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
67~ Do you like it when your partner moans and/or is vocal during sex?
28~ What are some things that turn on? What is your biggest turn on?
22- Do you have any birth marks? How about scars? Care to share how you got them?
If you say it, I will stop, and we can talk about it when you are ready.
92~ Everyone needs a “safe” word. What is yours?
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
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?
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
70~ Would/do you have/like anal sex?
Model/Photographer Police/Criminal
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
How many partners have you had oral sex with? Who? Care to Share?
How well do you know me? And some of your thoughts about me
7- What are your thoughts on religion? Is there an afterlife?
51~ What tends to bring a smile to your face?
14- What is an embarrassing moment in your life? How about your most embarrassing?
Family Relation Age Play
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
51~ Are you willing to play adult games with your partner?
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
42~ What’s your biggest regret in life?
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
18- What’s your favorite way to relax after a long day? What’s your least favorite?
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?
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
Would you read them together?
What is your view on sex? Meaning, When/Where/ How often/
Would /have you ever given your partner a lap dance and Striptease?
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
9~ How many times over your lifetime do you think you have had sex so far?
Doctor/Nurse Stripper/Client
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
46~ Have you ever used furniture, or other types of things to aid you while having sex?
Do you like it when they show and tell you what they want?
You know that I will be 100% truthful, so ask.
3- What Superhero or Superpower would you want to be/have?
8- What are your thoughts on politics?
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
That one or two things that made you go hmmmm, OMG or wow!
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
13~ Is there a difference between, making love, having sex, and fucking?
15- What bad habit do you wish you could quit? Do you have any addictions?
48~ Have you ever paid or been paid for sex?
53~ How much can you tell me about the one thing you are most passionate about?
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
If YES, was it with 2 men or 2 women? Did you enjoy it?
How many times do you think you have “made love”?
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
4- For a pet, Cat, dog or other?
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
2- What’s your favorite color? Do you a least favorite?
If yes, what?
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
8- What's your favorite flavor of ice cream? Do you a least favorite?
1- What’s your favorite animal? Do you a least favorite?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
5- Have you ever been hypnotized? Would you allow yourself to be?
5~ When you first started having sex, was it what you thought it would be?
Get this wrong and this could mean the end… :-) some funny, some not…
34~ Do you like the lights on or off during sex?
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
Do you have a favorite? Is it ok if your partner does?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
20- What’s your favorite candy? What’s your least favorite?
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
Please share Did you stop?
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?
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
How about if they talk dirty and/or call you names?
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
92~ Have you ever had or have an STD? How many? What was it?
52~ Are you willing to make “those types” of bets with your partner?
9- If you could have three wishes, what would they be? Why?
What have you learned about me that was new and/or surprising?
12- What’s your favorite food? What’s your least favorite?
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
If you lose, are you willing to be their sex slave for a day, (anything goes)?
Would you ever want to be woken up with oral and/or intercourse?
1- What was your first impression of me? Has it changed?
65~ Describe the best orgasm you’ve ever had? Care to share?
11- List at least 5 things on your bucket list. Have you done any of them already?
10- What is your favorite family tradition? What’s your least favorite?
37- Do you like your name? If you could change it, what would you change it too?
21- What's your favorite way to spend a weekend or time off?
What have you learned about yourself that you did not before this?
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
Escort/Client Job Applicant/Hiring Manager
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
3- What’s your favorite smell? Do you a least favorite?
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
61~ How willing would you be to try new sexual positions?
6- Do you have dreams? Can you remember them? What do you usually dream about?
What do you dislike about me? I asked you to be 100% honest.
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?
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
62~ Have you used adult toys?
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…
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
9- What’s your favorite season and why? 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?