What is the most interesting question you can ask to get to know someone?
15.06.2025 07:45
13- How about having a certain hair cut/style?
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?
Would you read them together?
Trump Plans Biofuel Quota Boost, Seeks to Crimp Foreign Supply - Bloomberg
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?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
27- What was/ is nickname? Does it have a meaning behind it?
What is your most intimate experience with your best friend?
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
33- Beach or Mountains? Or is there another place to like better?
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
What's your take on Eternal Sunshine of the Spotless Mind? How has it affected you?
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?
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- What’s your favorite way to relax after a long day? What’s your least favorite?
33- If you could visit any time period, when would you pick? Please explain why?
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
Escort/Client Job Applicant/Hiring Manager
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?
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
3- What’s your favorite smell? Do you a least favorite?
29- How superstitious are you?
What are some common examples of human hypocrisy?
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
49~ If you could, would you want to be the opposite sex for a day, week, or year?
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
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?
9- What’s your favorite season and why? What’s your least favorite?
51~ Are you willing to play adult games with your partner?
Summer Game Fest Viewership Jumps 89% to Record 50 Million Livestreams - Variety
19~ Who/when was your first “heartbreak”?
14- What is an embarrassing moment in your life? How about your most embarrassing?
13~ Is there a difference between, making love, having sex, and fucking?
Do older men realize that younger women usually do not prefer them?
Doctor/Nurse Stripper/Client
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a 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)
Inside Mark Zuckerberg’s AI hiring spree - The Verge
* Give a rating for each one (0-100)
1- What’s your favorite animal? Do you a least favorite?
23- What is your dream job? What was it as a child?
Can you write a short story with a twist ending?
Will you cheat again? How can, you be sure? Define what cheating is to you.
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
Have you ever? Care to Share?
What are some cute picnic ideas for a romantic date?
Over time has your thoughts on sex changed?
37- Do you like your name? If you could change it, what would you change it too?
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
31- If given a chance to be immortal, would you take it? Why?
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
24~ What are your expectations in a relationship? (I know a very big question, take your time)
The Ice 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?
Prisoner/Prison Guard Landlord/Tenant
What have you learned about yourself that you did not before this?
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
2- What’s your favorite color? Do you a least favorite?
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
41~ Are there moments in your past that you would want to change? Please share 3 of them.
30~ What's something unexpected that turns you on?
Family Relation Age Play
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
9~ How many times over your lifetime do you think you have had sex so far?
Would you do it again, and would you rather 2 females or 2 males?
How old are you? Male or Female?
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
32- What's your greatest talent? Can I see it right now?
How many times do you think you have “made love”?
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
Nothing too Serious
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
92~ Everyone needs a “safe” word. What is yours?
52~ What are your hobbies?
17- What’s your favorite holiday? What’s your least favorite?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
Get this wrong and this could mean the end… :-) some funny, some not…
65~ Describe the best orgasm you’ve ever had? Care to share?
Do you like the “69” position? Do you prefer to be on top or bottom?
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
(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…)
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
1~ How old were you when you had your first kiss? Who? Care to Share?
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
If you win, what will you make them do?
11~ Have you ever been caught by your parents or children or others while having sex?
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
13- What’s your favorite drink? What’s your least favorite?
1- What was your first impression of me? Has it changed?
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
5- Have you ever been hypnotized? Would you allow yourself to be?
80~ Share your top three fantasies/desires. (Be detailed) 😊
3- Should Pluto still be considered a planet? 4- How about smoking?
92~ Have you ever had or have an STD? How many? What was it?
15~ Have you ever been “in love”? Who? Care to Share?
*** What’s Your Favorite…? ***
17- Have you ever done drugs? Which ones? How often?
62~ Have you used adult toys?
51~ What tends to bring a smile to your face?
34- Ever been to a concert? What was your favorite? Who would you like to see?
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
29~ What are some things that turn you off? What is your biggest turn off?
7- What if a person smells a certain way? 8- How about smoking?
Do you watch it? What is your favorite?
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
Any that are a turn off?
21- What's your favorite way to spend a weekend or time off?
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…
82~ Do you have any fantasies involving Role-Playing?
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
Do you have a favorite? Is it ok if your partner does?
42~ What’s your biggest regret in life?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
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?
How many partners have you had oral sex with? Who? Care to Share?
Would /have you ever given your partner a lap dance and Striptease?
*** Random Questions ***
67~ Do you like it when your partner moans and/or is vocal during sex?
19- Do/have you smoked? What do you prefer? How often?
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?
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?
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
47~ What would be your dream job and why?
28- What are some things that people do that irritate you?
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…
20- What’s your favorite candy? What’s your least favorite?
26~ What side of the bed do you sleep on?
7- What are your thoughts on religion? Is there an afterlife?
25~ How do you feel about PDA? (Public Display of Affection)
12- What is the weirdest thing you've ever eaten?
Can you Deep Throat? Do you like the taste of yourself?
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
28~ What are some things that turn on? What is your biggest turn on?
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
4- For a pet, Cat, dog or other?
What is your favorite position? Why?
10- List 5 of your top pet peeves.
49~ How many times have you been married? Why did they end?
44~ Care to share something about yourself that no one else knows about you?
83~ How do you feel about Porn?
21~ What was the best date you ever went on? What has been the worst?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
Do you shave/trim your pubic hair? For you guys do you shave your balls?
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? 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?
What do you dislike about me? I asked you to be 100% honest.
If you say it, I will stop, and we can talk about it when you are ready.
38~ Share your most embarrassing sexual memory?
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
Would you ever want to be woken up with oral and/or intercourse?
I would allow you to do it… What would you do to me?
What have you learned about me that was new and/or surprising?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
How well do you know me? And some of your thoughts about me
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
Teacher/Student Stranger/One Night Stand
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
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?
*** Questions about Relationships/Past ***
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
3- What Superhero or Superpower would you want to be/have?
6- Do you have dreams? Can you remember them? What do you usually dream about?
11- How about if they like a certain sports team? 12-How about drinking too much?
15- What bad habit do you wish you could quit? Do you have any addictions?
12- What’s your favorite food? What’s your least favorite?
Nurse/Patient Celebrity/Fan
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
18- How often do you drink alcohol? What is your favorite drink?
What’s the longest time you gone without having sex, after, having it? How much time between the others?
10- What is your favorite family tradition? What’s your least favorite?
34~ Do you like the lights on or off during sex?
76~ Have you had a threesome? Care to Share?
*** Deal Breaker Questions ***
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
What is your view on sex? Meaning, When/Where/ How often/
Master/Slave Boss/Maid
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
22- What is your favorite childhood memory? What is your least favorite?
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
8- What are your thoughts on politics?
14- What's your favorite dessert? Do you a least favorite?
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
11- List at least 5 things on your bucket list. Have you done any of them already?
50~ How many children do you have? What are their ages?
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
3- What was the most surprising thing you’ve learned about me throughout our relationship?
9- Is there something you’ve always wanted to ask me but you’re afraid?
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
Will you kiss after your partner has gone down on you? Swallow or spit semen?
How about if they talk dirty and/or call you names?
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
9- If you could have three wishes, what would they be? Why?
81~ Do you have any kinks and/or fetishes?
13- What is the craziest/scariest thing you've ever done?
That one or two things that made you go hmmmm, OMG or wow!
84~ How do you feel about reading/listening to adult stories?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
8- What's your favorite flavor of ice cream? Do you a least favorite?
Would you mind if your partner watched it? How about together vs alone?
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
52~ Are you willing to make “those types” of bets with your partner?
Model/Photographer Police/Criminal
Repairman/Lonely Wife Virgin/Experienced
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
What is your favorite toy? Ever wanted to try a specific toy?
Would you allow me to clean every part of your body with my soapy hands and fingers?
7-What do I do in bed that drives you wild? How about, what turns you off?
11- What's your favorite restaurant? What’s your least favorite?
Please share Did you stop?
What was the longest? What was the shortest?
71~ Would you give your partner a hand or foot job? Would you receive one?
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
19- What’s your favorite fairytale? What’s your least favorite?
46~ Have you ever used furniture, or other types of things to aid you while having sex?
If you lose, are you willing to be their sex slave for a day, (anything goes)?
64~ When was your very first orgasm? When was your first from having sex? Care to share?
Do you think this brought you closer together?
If YES, was it with 2 men or 2 women? Did you enjoy it?
70~ Would/do you have/like anal sex?
48~ Do you have any siblings? Are you close to your family?
If yes, what?
36- Do you play video games? What is your favorite? Do you a least favorite?
10~ How many dates are necessary before you to have sex with someone?
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
Do you like it when they show and tell you what they want?
5~ When you first started having sex, was it what you thought it would be?
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
18~ Who/when was your first “crush”?
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
What would you say to prove to yourself that it was really you?
*** Questions About Me ***
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
22- Do you have any birth marks? How about scars? Care to share how you got them?
You know that I will be 100% truthful, so ask.
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?
89~ Do you like taking showers together?
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?
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
60~ How important is oral sex? Do you like receiving? Do you like giving?
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
Any that are a turn off?
15- What's your favorite saying? What word or phrase is your least favorite?
If NO, would you ever have one? Would it be with 2 men or 2 women?
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
61~ How willing would you be to try new sexual positions?
40~ What’s the weirdest place you’ve ever had sex?
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
45~ How do you feel about me blindfolding you? How about blindfolding me?
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?
39~ What are your love languages?