What is the most interesting question you can ask to get to know someone?
10.06.2025 17:05
How many times do you think you have “made love”?
What have you learned about me that was new and/or surprising?
Nothing too Serious
Used vehicle prices ease from tariff fear-buying highs but remain elevated - CNBC
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
47~ What would be your dream job and why?
28- What are some things that people do that irritate you?
Chrysler Is 100 Years Old, and It's 'Back On,' Stellantis Design Boss Gilles Says - Road & Track
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
What blowjob techniques do you use for your man to cum inside your mouth?
What would you say to prove to yourself that it was really you?
67~ Do you like it when your partner moans and/or is vocal during sex?
3- What was the most surprising thing you’ve learned about me throughout our relationship?
Trump asks Congress to pull $9.4 billion in funding for NPR, PBS and foreign aid - Axios
26~ What side of the bed do you sleep on?
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
Dopamine Neurons Map Future Rewards, Not Just Past Ones - Neuroscience News
If yes, what?
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
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?
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?
(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…)
Family Relation Age Play
Doctor/Nurse Stripper/Client
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?
The two rules investors need to follow right now as the S&P 500 eyes a return to 6,000 - MarketWatch
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
5~ When you first started having sex, was it what you thought it would be?
52~ What are your hobbies?
Could Humans Transform Into Another Species? Discover the Neurobiology Behind It! - Glass Almanac
Do you watch it? What is your favorite?
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
How to Make AI Faster and Smarter—With a Little Help from Physics - WIRED
8- What's your favorite flavor of ice cream? Do you a least favorite?
Do you shave/trim your pubic hair? For you guys do you shave your balls?
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
60~ How important is oral sex? Do you like receiving? Do you like giving?
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
92~ Have you ever had or have an STD? How many? What was it?
Study shows that early humans climbed trees and worked with stone - Earth.com
Would you allow me to clean every part of your body with my soapy hands and fingers?
What is your favorite toy? Ever wanted to try a specific toy?
19- Do/have you smoked? What do you prefer? How often?
Mario Kart World: All Costume Unlocks & Complete Outfit List - Nintendo Life
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
Please share Did you stop?
Why is there no evidence of a multiverse theory?
29- How superstitious are you?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
Citadel's Esposito says US deficit is a 'ticking time bomb' - Yahoo Finance
14- What's your favorite dessert? Do you a least favorite?
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
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)
Can you Deep Throat? Do you like the taste of yourself?
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
21- What's your favorite way to spend a weekend or time off?
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
29~ What are some things that turn you off? What is your biggest turn off?
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
13- What is the craziest/scariest thing you've ever done?
48~ Have you ever paid or been paid for sex?
How old are you? Male or Female?
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
31- If given a chance to be immortal, would you take it? Why?
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
Does the thought excite you? Care to share?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
15- What's your favorite saying? What word or phrase is your least favorite?
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
6- Do you have dreams? Can you remember them? What do you usually dream about?
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?
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?
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
62~ Have you used adult toys?
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?
Will you cheat again? How can, you be sure? Define what cheating is to you.
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
Repairman/Lonely Wife Virgin/Experienced
Do you like the “69” position? Do you prefer to be on top or bottom?
1- What’s your favorite animal? Do you a least favorite?
18- What’s your favorite way to relax after a long day? 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?
If you lose, are you willing to be their sex slave for a day, (anything goes)?
What is your favorite position? Why?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
82~ Do you have any fantasies involving Role-Playing?
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
41~ Are there moments in your past that you would want to change? Please share 3 of them.
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
9- If you could have three wishes, what would they be? Why?
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? 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?
3- Should Pluto still be considered a planet? 4- How about smoking?
Will you kiss after your partner has gone down on you? Swallow or spit semen?
12- What’s your favorite food? What’s your least favorite?
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
20- What’s your favorite candy? What’s your least favorite?
89~ Do you like taking showers together?
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
What do you dislike about me? I asked you to be 100% honest.
How about if they talk dirty and/or call you names?
What have you learned about yourself that you did not before this?
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
40~ What’s the weirdest place you’ve ever had sex?
13- How about having a certain hair cut/style?
How well do you know me? And some of your thoughts about me
33- If you could visit any time period, when would you pick? Please explain why?
9- What’s your favorite season and why? What’s your least favorite?
44~ Care to share something about yourself that no one else knows about you?
34- Ever been to a concert? What was your favorite? Who would you like to see?
49~ If you could, would you want to be the opposite sex for a day, week, or year?
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
7- What if a person smells a certain way? 8- How about smoking?
* Give a rating for each one (0-100)
Any that are a turn off?
83~ How do you feel about Porn?
Master/Slave Boss/Maid
28~ What are some things that turn on? What is your biggest turn on?
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…
27- What was/ is nickname? Does it have a meaning behind it?
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
Would /have you ever given your partner a lap dance and Striptease?
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…
10- List 5 of your top pet peeves.
8- What are your thoughts on politics?
92~ Everyone needs a “safe” word. What is yours?
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
71~ Would you give your partner a hand or foot job? Would you receive one?
What is your view on sex? Meaning, When/Where/ How often/
If you win, what will you make them do?
36~ What is your favorite time of day to have sex/make love?
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?
3- What Superhero or Superpower would you want to be/have?
2- What’s your favorite color? Do you a least favorite?
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
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?
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
10~ How many dates are necessary before you to have sex with someone?
1- What was your first impression of me? Has it changed?
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
What’s the longest time you gone without having sex, after, having it? How much time between the others?
14- What is an embarrassing moment in your life? How about your most embarrassing?
Would you read them together?
4- For a pet, Cat, dog or other?
51~ Are you willing to play adult games with your partner?
15~ Have you ever been “in love”? Who? Care to Share?
*** Questions About Me ***
13- What’s your favorite drink? What’s your least favorite?
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
17- What’s your favorite holiday? What’s your least favorite?
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
23- What is your dream job? What was it as a child?
18~ Who/when was your first “crush”?
7- What are your thoughts on religion? Is there an afterlife?
70~ Would/do you have/like anal sex?
46~ Have you ever used furniture, or other types of things to aid you while having sex?
64~ When was your very first orgasm? When was your first from having sex? Care to share?
18- How often do you drink alcohol? What is your favorite drink?
Model/Photographer Police/Criminal
9- Is there something you’ve always wanted to ask me but you’re afraid?
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
76~ Have you had a threesome? Care to Share?
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
How many partners have you had oral sex with? Who? Care to Share?
Over time has your thoughts on sex changed?
45~ How do you feel about me blindfolding you? How about blindfolding me?
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
Get this wrong and this could mean the end… :-) some funny, some not…
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
52~ Are you willing to make “those types” of bets with your partner?
80~ Share your top three fantasies/desires. (Be detailed) 😊
Would you do it again, and would you rather 2 females or 2 males?
51~ What tends to bring a smile to your face?
Would you mind if your partner watched it? How about together vs alone?
10- What is your favorite family tradition? What’s your least favorite?
19- What’s your favorite fairytale? What’s your least favorite?
Teacher/Student Stranger/One Night Stand
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
*** What’s Your Favorite…? ***
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?
9~ How many times over your lifetime do you think you have had sex so far?
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
Nurse/Patient Celebrity/Fan
15- What bad habit do you wish you could quit? Do you have any addictions?
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
Do you think this brought you closer together?
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
You know that I will be 100% truthful, so ask.
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?
84~ How do you feel about reading/listening to adult stories?
Do you like it when they show and tell you what they want?
11- List at least 5 things on your bucket list. Have you done any of them already?
The Ice Breaker Questions
*** Deal Breaker Questions ***
24~ What are your expectations in a relationship? (I know a very big question, take your time)
22- What is your favorite childhood memory? What is your least favorite?
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
30~ What's something unexpected that turns you on?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
3- What’s your favorite smell? Do you a least favorite?
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
Prisoner/Prison Guard Landlord/Tenant
53~ How much can you tell me about the one thing you are most passionate about?
17- Have you ever done drugs? Which ones? How often?
What was the longest? What was the shortest?
61~ How willing would you be to try new sexual positions?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
1~ How old were you when you had your first kiss? Who? Care to Share?
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
If YES, was it with 2 men or 2 women? Did you enjoy it?
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
If you say it, I will stop, and we can talk about it when you are ready.
Escort/Client Job Applicant/Hiring Manager
21~ What was the best date you ever went on? What has been the worst?
11- How about if they like a certain sports team? 12-How about drinking too much?
5- Have you ever been hypnotized? Would you allow yourself to be?
7-What do I do in bed that drives you wild? How about, what turns you off?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
38~ Share your most embarrassing sexual memory?
65~ Describe the best orgasm you’ve ever had? Care to share?
19~ Who/when was your first “heartbreak”?
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
42~ What’s your biggest regret in life?
36- Do you play video games? What is your favorite? Do you a least favorite?
48~ Do you have any siblings? Are you close to your family?
12- What is the weirdest thing you've ever eaten?
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?
I would allow you to do it… What would you do to me?
*** Questions about Relationships/Past ***
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
That one or two things that made you go hmmmm, OMG or wow!
32- What's your greatest talent? Can I see it right now?
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
*** Random Questions ***
Any that are a turn off?
25~ How do you feel about PDA? (Public Display of Affection)
11~ Have you ever been caught by your parents or children or others while having sex?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
39~ What are your love languages?
81~ Do you have any kinks and/or fetishes?
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,
50~ How many children do you have? What are their ages?
13~ Is there a difference between, making love, having sex, and fucking?
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
37- Do you like your name? If you could change it, what would you change it too?
11- What's your favorite restaurant? What’s your least favorite?
Do you have a favorite? Is it ok if your partner does?
Have you ever? Care to Share?
34~ Do you like the lights on or off during sex?
Would you ever want to be woken up with oral and/or intercourse?