What is the most interesting question you can ask to get to know someone?
12.06.2025 01:28
How well do you know me? And some of your thoughts about me
13- How about having a certain hair cut/style?
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
62~ Have you used adult toys?
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
Simulations find ghostly whirls of dark matter trailing galaxy arms - Ars Technica
14- What is an embarrassing moment in your life? How about your most embarrassing?
You know that I will be 100% truthful, so ask.
Teacher/Student Stranger/One Night Stand
Why do men think I’m easy just by looking at me?
4- For a pet, Cat, dog or other?
10~ How many dates are necessary before you to have sex with someone?
Can you Deep Throat? Do you like the taste of yourself?
Why are Capri cigarettes so expensive?
1~ How old were you when you had your first kiss? Who? Care to Share?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
53~ How much can you tell me about the one thing you are most passionate about?
13- What is the craziest/scariest thing you've ever done?
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
Blue Diamond to close historic midtown Sacramento plant; 600 jobs affected - Sacramento Bee
31- If given a chance to be immortal, would you take it? Why?
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…
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
Skin Aging Reduced by Molecules from Bacteria in the Blood - Neuroscience News
6- Do you have dreams? Can you remember them? What do you usually dream about?
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
50~ How many children do you have? What are their ages?
Two More Persona 4 Actors Have Said They're Not Returning for an Unannounced Persona 4 Remake - IGN
47~ What would be your dream job and why?
Do you like the “69” position? Do you prefer to be on top or bottom?
How many times do you think you have “made love”?
Where the Stock Market Stands Now After a Wild Start to the Year - Bloomberg.com
How about if they talk dirty and/or call you names?
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
What defines the k'vanna of the Book of בראשית?
Would /have you ever given your partner a lap dance and Striptease?
Have you ever? Care to Share?
21~ What was the best date you ever went on? What has been the worst?
US-China trade war sideswipes Europe’s carmakers - politico.eu
How many partners have you had oral sex with? Who? Care to Share?
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?
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
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?
29~ What are some things that turn you off? What is your biggest turn off?
17- What’s your favorite holiday? What’s your least favorite?
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?
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
83~ How do you feel about Porn?
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
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?
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
If NO, would you ever have one? Would it be with 2 men or 2 women?
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
Prisoner/Prison Guard Landlord/Tenant
64~ When was your very first orgasm? When was your first from having sex? Care to share?
17- Have you ever done drugs? Which ones? How often?
What would you say to prove to yourself that it was really you?
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
52~ Are you willing to make “those types” of bets with your partner?
7- What if a person smells a certain way? 8- How about smoking?
If yes, what?
Doctor/Nurse Stripper/Client
37- Do you like your name? If you could change it, what would you change it too?
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
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?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
19~ Who/when was your first “heartbreak”?
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
12- What’s your favorite food? What’s your least favorite?
That one or two things that made you go hmmmm, OMG or wow!
*** Questions about Relationships/Past ***
32- What's your greatest talent? Can I see it right now?
26~ What side of the bed do you sleep on?
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
13- What’s your favorite drink? What’s your least favorite?
15- What bad habit do you wish you could quit? Do you have any addictions?
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
18- What’s your favorite way to relax after a long day? 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…
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
Please share Did you stop?
5- Have you ever been hypnotized? Would you allow yourself to be?
24~ What are your expectations in a relationship? (I know a very big question, take your time)
I would allow you to do it… What would you do to me?
25~ How do you feel about PDA? (Public Display of Affection)
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
22- Do you have any birth marks? How about scars? Care to share how you got them?
11- What's your favorite restaurant? What’s your least favorite?
30~ What's something unexpected that turns you on?
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?
28- What are some things that people do that irritate you?
15~ Have you ever been “in love”? Who? Care to Share?
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
11~ Have you ever been caught by your parents or children or others while having sex?
Nothing too Serious
9- Is there something you’ve always wanted to ask me but you’re afraid?
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
67~ Do you like it when your partner moans and/or is vocal during sex?
Do you like it when they show and tell you what they want?
Do you think this brought you closer together?
19- Do/have you smoked? What do you prefer? How often?
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
3- What was the most surprising thing you’ve learned about me throughout our relationship?
40~ What’s the weirdest place you’ve ever had sex?
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
What was the longest? What was the shortest?
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
39~ What are your love languages?
*** Random Questions ***
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
Any that are a turn off?
What is your favorite position? Why?
12- What is the weirdest thing you've ever eaten?
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
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)
60~ How important is oral sex? Do you like receiving? Do you like giving?
8- What are your thoughts on politics?
44~ Care to share something about yourself that no one else knows about you?
92~ Everyone needs a “safe” word. What is yours?
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?
14- What's your favorite dessert? Do you a least favorite?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
11- How about if they like a certain sports team? 12-How about drinking too much?
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
20- What’s your favorite candy? What’s your least favorite?
9- What’s your favorite season and why? What’s your least favorite?
Family Relation Age Play
34- Ever been to a concert? What was your favorite? Who would you like to see?
2- What’s your favorite color? Do you a least favorite?
How old are you? Male or Female?
51~ What tends to bring a smile to your face?
The Ice Breaker Questions
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?
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
Do you watch it? What is your favorite?
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
18~ Who/when was your first “crush”?
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
84~ How do you feel about reading/listening to adult stories?
Would you do it again, and would you rather 2 females or 2 males?
23- What is your dream job? What was it as a child?
1- What was your first impression of me? Has it changed?
Repairman/Lonely Wife Virgin/Experienced
3- What Superhero or Superpower would you want to be/have?
What have you learned about me that was new and/or surprising?
*** What’s Your Favorite…? ***
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
7- What are your thoughts on religion? Is there an afterlife?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
*** Deal Breaker Questions ***
65~ Describe the best orgasm you’ve ever had? Care to share?
81~ Do you have any kinks and/or fetishes?
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
* Give a rating for each one (0-100)
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
38~ Share your most embarrassing sexual memory?
Nurse/Patient Celebrity/Fan
46~ Have you ever used furniture, or other types of things to aid you while having sex?
9- If you could have three wishes, what would they be? Why?
11- List at least 5 things on your bucket list. Have you done any of them already?
Would you read them together?
42~ What’s your biggest regret in life?
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
33- If you could visit any time period, when would you pick? Please explain why?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
49~ If you could, would you want to be the opposite sex for a day, week, or year?
49~ How many times have you been married? Why did they end?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
What is your favorite toy? Ever wanted to try a specific toy?
92~ Have you ever had or have an STD? How many? What was it?
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
Any that are a turn off?
36- Do you play video games? What is your favorite? Do you a least favorite?
82~ Do you have any fantasies involving Role-Playing?
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
9~ How many times over your lifetime do you think you have had sex so far?
Get this wrong and this could mean the end… :-) some funny, some not…
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
Does the thought excite you? Care to share?
Over time has your thoughts on sex changed?
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
Will you kiss after your partner has gone down on you? Swallow or spit semen?
Model/Photographer Police/Criminal
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
What is your view on sex? Meaning, When/Where/ How often/
Would you allow me to clean every part of your body with my soapy hands and fingers?
If you win, what will you make them do?
7-What do I do in bed that drives you wild? How about, what turns you off?
76~ Have you had a threesome? Care to Share?
What do you dislike about me? I asked you to be 100% honest.
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
If you say it, I will stop, and we can talk about it when you are ready.
10- What is your favorite family tradition? What’s your least favorite?
34~ Do you like the lights on or off during sex?
3- Should Pluto still be considered a planet? 4- How about smoking?
41~ Are there moments in your past that you would want to change? Please share 3 of them.
3- What’s your favorite smell? Do you a least favorite?
29- How superstitious are you?
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
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 have a favorite? Is it ok if your partner does?
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
51~ Are you willing to play adult games with your partner?
13~ Is there a difference between, making love, having sex, and fucking?
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
27- What was/ is nickname? Does it have a meaning behind it?
70~ Would/do you have/like anal sex?
Do you shave/trim your pubic hair? For you guys do you shave your balls?
5~ When you first started having sex, was it what you thought it would be?
Would you mind if your partner watched it? How about together vs alone?
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
45~ How do you feel about me blindfolding you? How about blindfolding me?
52~ What are your hobbies?
If YES, was it with 2 men or 2 women? Did you enjoy it?
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
1- What’s your favorite animal? Do you a least favorite?
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
21- What's your favorite way to spend a weekend or time off?
Escort/Client Job Applicant/Hiring Manager
61~ How willing would you be to try new sexual positions?
Master/Slave Boss/Maid
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
89~ Do you like taking showers together?
If you lose, are you willing to be their sex slave for a day, (anything goes)?
*** Questions About Me ***
48~ Do you have any siblings? Are you close to your family?
10- List 5 of your top pet peeves.
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
80~ Share your top three fantasies/desires. (Be detailed) 😊
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
28~ What are some things that turn on? What is your biggest turn on?
What’s the longest time you gone without having sex, after, having it? How much time between the others?
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
36~ What is your favorite time of day to have sex/make love?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
48~ Have you ever paid or been paid for sex?
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
15- What's your favorite saying? What word or phrase is your least favorite?
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?
8- What's your favorite flavor of ice cream? 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?
71~ Would you give your partner a hand or foot job? Would you receive one?
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?
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?
33- Beach or Mountains? Or is there another place to like better?
22- What is your favorite childhood memory? What is your least favorite?
19- What’s your favorite fairytale? What’s your least favorite?
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
(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 ever want to be woken up with oral and/or intercourse?