What is the most interesting question you can ask to get to know someone?
12.06.2025 07:50
19- What’s your favorite fairytale? What’s your least favorite?
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
24~ What are your expectations in a relationship? (I know a very big question, take your time)
Is it possible for the AfD to ever win the chancellorship in Germany?
*** Random Questions ***
84~ How do you feel about reading/listening to adult stories?
Escort/Client Job Applicant/Hiring Manager
Researchers Unlock An ‘Alien’ Phenomenon Under Earth’s Largest Lithium Reserves - The Daily Galaxy
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
8- What are your thoughts on politics?
How do I build muscle easily with isometrics?
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
8- What's your favorite flavor of ice cream? Do you a least favorite?
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
Why is Donald Trump criticized by so many people?
21~ What was the best date you ever went on? What has been the worst?
92~ Everyone needs a “safe” word. What is yours?
51~ Are you willing to play adult games with your partner?
Exclusive: Clean energy investment hits new highs and shows no sign of slowing - TechCrunch
Teacher/Student Stranger/One Night Stand
64~ When was your very first orgasm? When was your first from having sex? Care to share?
How old are you? Male or Female?
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
Would you mind if your partner watched it? How about together vs alone?
19~ Who/when was your first “heartbreak”?
Blink and your AI security playbook is out of date - Axios
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
Over time has your thoughts on sex changed?
70~ Would/do you have/like anal sex?
What was your most embarrassing and humiliating bare bottom spanking?
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
67~ Do you like it when your partner moans and/or is vocal during sex?
Master/Slave Boss/Maid
Scientists Discover Promising New Alzheimer’s Treatment - SciTechDaily
Model/Photographer Police/Criminal
1~ How old were you when you had your first kiss? Who? Care to Share?
If YES, was it with 2 men or 2 women? Did you enjoy it?
What's the biggest myth about illegal immigrants?
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
What’s the longest time you gone without having sex, after, having it? How much time between the others?
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
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77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
3- Should Pluto still be considered a planet? 4- How about smoking?
Nothing too Serious
Over 3,000 Private Credit Deals From Just 20 Analysts Raise Questions on Wall Street - Bloomberg.com
71~ Would you give your partner a hand or foot job? Would you receive one?
Will you cheat again? How can, you be sure? Define what cheating is to you.
10- List 5 of your top pet peeves.
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
38~ Share your most embarrassing sexual memory?
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)
Nurse/Patient Celebrity/Fan
If you win, what will you make them do?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
89~ Do you like taking showers together?
13- How about having a certain hair cut/style?
21- What's your favorite way to spend a weekend or time off?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
49~ If you could, would you want to be the opposite sex for a day, week, or year?
13~ Is there a difference between, making love, having sex, and fucking?
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?
18- What’s your favorite way to relax after a long day? What’s your least favorite?
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
Have you ever? Care to Share?
What have you learned about yourself that you did not before this?
14- What's your favorite dessert? Do you a least favorite?
61~ How willing would you be to try new sexual positions?
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?
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
36~ What is your favorite time of day to have sex/make love?
What have you learned about me that was new and/or surprising?
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
What is your view on sex? Meaning, When/Where/ How often/
81~ Do you have any kinks and/or fetishes?
7-What do I do in bed that drives you wild? How about, what turns you off?
Get this wrong and this could mean the end… :-) some funny, some not…
15~ Have you ever been “in love”? Who? Care to Share?
37- Do you like your name? If you could change it, what would you change it too?
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
Would you read them together?
Would you ever want to be woken up with oral and/or intercourse?
12- What’s your favorite food? What’s your least favorite?
The Ice Breaker Questions
60~ How important is oral sex? Do you like receiving? Do you like giving?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least 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?
*** Questions about Relationships/Past ***
Would /have you ever given your partner a lap dance and Striptease?
If yes, what?
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?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
32- What's your greatest talent? Can I see it right now?
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
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?
Does the thought excite you? Care to share?
Do you think this brought you closer together?
17- Have you ever done drugs? Which ones? How often?
83~ How do you feel about Porn?
3- What’s your favorite smell? Do you a least favorite?
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
41~ Are there moments in your past that you would want to change? Please share 3 of them.
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
25~ How do you feel about PDA? (Public Display of Affection)
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
How many times do you think you have “made love”?
Family Relation Age Play
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
18~ Who/when was your first “crush”?
Do you watch it? What is your favorite?
How well do you know me? And some of your thoughts about me
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
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?
Do you like it when they show and tell you what they want?
How many partners have you had oral sex with? Who? Care to Share?
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
39~ What are your love languages?
*** Questions About Me ***
3- What Superhero or Superpower would you want to be/have?
How about if they talk dirty and/or call you names?
20- What’s your favorite candy? What’s your least favorite?
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
What is your favorite position? Why?
What do you dislike about me? I asked you to be 100% honest.
27- What was/ is nickname? Does it have a meaning behind it?
80~ Share your top three fantasies/desires. (Be detailed) 😊
Do you like the “69” position? Do you prefer to be on top or bottom?
15- What bad habit do you wish you could quit? Do you have any addictions?
22- Do you have any birth marks? How about scars? Care to share how you got them?
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
15- What's your favorite saying? What word or phrase is your least favorite?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
Repairman/Lonely Wife Virgin/Experienced
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
11~ Have you ever been caught by your parents or children or others while having sex?
5~ When you first started having sex, was it what you thought it would be?
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
Prisoner/Prison Guard Landlord/Tenant
53~ How much can you tell me about the one thing you are most passionate about?
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
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?
17- What’s your favorite holiday? What’s your least favorite?
*** What’s Your Favorite…? ***
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
Please share Did you stop?
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…
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
What was the longest? What was the shortest?
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
52~ Are you willing to make “those types” of bets with your partner?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
6- Do you have dreams? Can you remember them? What do you usually dream about?
That one or two things that made you go hmmmm, OMG or wow!
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
11- What's your favorite restaurant? What’s your least favorite?
9- What’s your favorite season and why? What’s your least favorite?
34- Ever been to a concert? What was your favorite? Who would you like to see?
(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…)
14- What is an embarrassing moment in your life? How about your most embarrassing?
Would you allow me to clean every part of your body with my soapy hands and fingers?
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
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…
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
29~ What are some things that turn you off? What is your biggest turn off?
42~ What’s your biggest regret in life?
What would you say to prove to yourself that it was really you?
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
28- What are some things that people do that irritate you?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
7- What if a person smells a certain way? 8- How about smoking?
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
28~ What are some things that turn on? What is your biggest turn on?
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?
82~ Do you have any fantasies involving Role-Playing?
1- What was your first impression of me? Has it changed?
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
Can you Deep Throat? Do you like the taste of yourself?
48~ Do you have any siblings? Are you close to your family?
Will you kiss after your partner has gone down on you? Swallow or spit semen?
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,
33- Beach or Mountains? Or is there another place to like better?
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
4- For a pet, Cat, dog or other?
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
2- What’s your favorite color? Do you a least favorite?
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
Would you do it again, and would you rather 2 females or 2 males?
40~ What’s the weirdest place you’ve ever had sex?
Do you have a favorite? Is it ok if your partner does?
52~ What are your hobbies?
If NO, would you ever have one? Would it be with 2 men or 2 women?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
Any that are a turn off?
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?
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?
13- What is the craziest/scariest thing you've ever done?
34~ Do you like the lights on or off during sex?
44~ Care to share something about yourself that no one else knows about you?
9- If you could have three wishes, what would they be? Why?
29- How superstitious are you?
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
10~ How many dates are necessary before you to have sex with someone?
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?
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
18- How often do you drink alcohol? What is your favorite drink?
62~ Have you used adult toys?
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?
47~ What would be your dream job and why?
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
31- If given a chance to be immortal, would you take it? Why?
36- Do you play video games? What is your favorite? Do you a least favorite?
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
11- List at least 5 things on your bucket list. Have you done any of them already?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
Any that are a turn off?
If you lose, are you willing to be their sex slave for a day, (anything goes)?
What is your favorite toy? Ever wanted to try a specific toy?
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
10- What is your favorite family tradition? What’s your least favorite?
51~ What tends to bring a smile to your face?
12- What is the weirdest thing you've ever eaten?
*** Deal Breaker Questions ***
3- What was the most surprising thing you’ve learned about me throughout our relationship?
46~ Have you ever used furniture, or other types of things to aid you while having sex?
Doctor/Nurse Stripper/Client
50~ How many children do you have? What are their ages?
76~ Have you had a threesome? Care to Share?
You know that I will be 100% truthful, so ask.
23- What is your dream job? What was it as a child?
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
22- What is your favorite childhood memory? What is your least favorite?
I would allow you to do it… What would you do to me?
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?
7- What are your thoughts on religion? Is there an afterlife?
* 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?
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
45~ How do you feel about me blindfolding you? How about blindfolding me?
13- What’s your favorite drink? What’s your least favorite?
30~ What's something unexpected that turns you on?
5- Have you ever been hypnotized? Would you allow yourself to be?
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
65~ Describe the best orgasm you’ve ever had? Care to share?
Do you shave/trim your pubic hair? For you guys do you shave your balls?
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
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?
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
11- How about if they like a certain sports team? 12-How about drinking too much?
92~ Have you ever had or have an STD? How many? What was it?
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
49~ How many times have you been married? Why did they end?
If you say it, I will stop, and we can talk about it when you are ready.
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
9- Is there something you’ve always wanted to ask me but you’re afraid?
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
26~ What side of the bed do you sleep on?