What is the most interesting question you can ask to get to know someone?
08.06.2025 04:35
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
9- Is there something you’ve always wanted to ask me but you’re afraid?
Neuroscientists find individual differences in memory response to amygdala stimulation - PsyPost
If YES, was it with 2 men or 2 women? Did you enjoy it?
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
How can people balance religious beliefs with seeking professional mental health care?
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
24~ What are your expectations in a relationship? (I know a very big question, take your time)
18- What’s your favorite way to relax after a long day? What’s your least favorite?
How do teachers justify punishing a student for fighting back against their bullies?
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
40~ What’s the weirdest place you’ve ever had sex?
15- What bad habit do you wish you could quit? Do you have any addictions?
NYC’s Noisy Skies Get Electric With Beta’s Demo Flight Into JFK - Bloomberg.com
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
46~ Have you ever used furniture, or other types of things to aid you while having sex?
60~ How important is oral sex? Do you like receiving? Do you like giving?
What do you dislike about me? I asked you to be 100% honest.
14- What's your favorite dessert? Do you a least favorite?
Do you watch it? What is your 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?
Will you kiss after your partner has gone down on you? Swallow or spit semen?
49~ If you could, would you want to be the opposite sex for a day, week, or year?
Blocking Brain Inflammation Molecule May Halt Alzheimer’s - Neuroscience News
Nothing too Serious
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
Those Ice Baths May Not Be 'a Great Idea' - Newser
29~ What are some things that turn you off? What is your biggest turn off?
Doctor/Nurse Stripper/Client
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
He led George W. Bush's PEPFAR program to stop AIDS. Now he fears for its future - NPR
1- What was your first impression of me? Has it changed?
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
82~ Do you have any fantasies involving Role-Playing?
ESA’s new asteroid hunter opens its eye to the sky - European Space Agency
*** Questions About Me ***
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
I would allow you to do it… What would you do to me?
Do you like the “69” position? Do you prefer to be on top or bottom?
28~ What are some things that turn on? What is your biggest turn on?
*** What’s Your Favorite…? ***
AI Cracks Mars Mystery: 500,000 Streaks Solved Without a Drop of Water - SciTechDaily
5- Have you ever been hypnotized? Would you allow yourself to be?
Get this wrong and this could mean the end… :-) some funny, some not…
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
1- What’s your favorite animal? Do you a least favorite?
36~ What is your favorite time of day to have sex/make love?
EleutherAI releases massive AI training dataset of licensed and open domain text - TechCrunch
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
19- Do/have you smoked? What do you prefer? How often?
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
Nurse/Patient Celebrity/Fan
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
If yes, what?
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?
Escort/Client Job Applicant/Hiring Manager
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?
14- What is an embarrassing moment in your life? How about your most embarrassing?
3- What’s your favorite smell? Do you a least favorite?
17- Have you ever done drugs? Which ones? How often?
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
What was the longest? What was the shortest?
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
53~ How much can you tell me about the one thing you are most passionate about?
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
Will you cheat again? How can, you be sure? Define what cheating is to you.
13- What is the craziest/scariest thing you've ever done?
9- If you could have three wishes, what would they be? Why?
62~ Have you used adult toys?
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
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.
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?
Model/Photographer Police/Criminal
21- What's your favorite way to spend a weekend or time off?
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
How old are you? Male or Female?
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?
9- What’s your favorite season and why? What’s your least favorite?
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
64~ When was your very first orgasm? When was your first from having sex? Care to share?
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
17- What’s your favorite holiday? What’s your least favorite?
76~ Have you had a threesome? Care to Share?
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
61~ How willing would you be to try new sexual positions?
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
*** Questions about Relationships/Past ***
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
49~ How many times have you been married? Why did they end?
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
48~ Have you ever paid or been paid for sex?
*** Random Questions ***
4- For a pet, Cat, dog or other?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
36- Do you play video games? What is your favorite? Do you a least favorite?
Would you allow me to clean every part of your body with my soapy hands and fingers?
3- What was the most surprising thing you’ve learned about me throughout our relationship?
That one or two things that made you go hmmmm, OMG or wow!
84~ How do you feel about reading/listening to adult stories?
13- What’s your favorite drink? What’s your least favorite?
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
*** Deal Breaker Questions ***
27- What was/ is nickname? Does it have a meaning behind it?
What is your view on sex? Meaning, When/Where/ How often/
30~ What's something unexpected that turns you on?
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
What have you learned about me that was new and/or surprising?
Would you ever want to be woken up with oral and/or intercourse?
38~ Share your most embarrassing sexual memory?
The Ice Breaker Questions
34- Ever been to a concert? What was your favorite? Who would you like to see?
22- What is your favorite childhood memory? What is your least favorite?
12- What is the weirdest thing you've ever eaten?
28- What are some things that people do that irritate you?
7-What do I do in bed that drives you wild? How about, what turns you off?
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
9~ How many times over your lifetime do you think you have had sex so far?
If you win, what will you make them do?
Would you read them together?
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
3- Should Pluto still be considered a planet? 4- How about smoking?
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
52~ Are you willing to make “those types” of bets with your partner?
Over time has your thoughts on sex changed?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
8- What's your favorite flavor of ice cream? Do you a least favorite?
What have you learned about yourself that you did not before this?
Master/Slave Boss/Maid
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
Please share Did you stop?
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
19- What’s your favorite fairytale? What’s your least favorite?
19~ Who/when was your first “heartbreak”?
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
81~ Do you have any kinks and/or fetishes?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
7- What are your thoughts on religion? Is there an afterlife?
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
25~ How do you feel about PDA? (Public Display of Affection)
10~ How many dates are necessary before you to have sex with someone?
32- What's your greatest talent? Can I see it right now?
What is your favorite toy? Ever wanted to try a specific toy?
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
67~ Do you like it when your partner moans and/or is vocal during sex?
18- How often do you drink alcohol? What is your favorite drink?
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
12- What’s your favorite food? What’s your least favorite?
7- What if a person smells a certain way? 8- How about smoking?
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
47~ What would be your dream job and why?
11- List at least 5 things on your bucket list. Have you done any of them already?
(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…)
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
37- Do you like your name? If you could change it, what would you change it too?
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?
If you lose, are you willing to be their sex slave for a day, (anything goes)?
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?
How about if they talk dirty and/or call you names?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
2- What’s your favorite color? Do you a least favorite?
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)
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
42~ What’s your biggest regret in life?
83~ How do you feel about Porn?
8- What are your thoughts on politics?
10- What is your favorite family tradition? What’s your least favorite?
51~ Are you willing to play adult games with your partner?
Would /have you ever given your partner a lap dance and Striptease?
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
What’s the longest time you gone without having sex, after, having it? How much time between the others?
How many partners have you had oral sex with? Who? Care to Share?
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…
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
20- What’s your favorite candy? What’s your least favorite?
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
80~ Share your top three fantasies/desires. (Be detailed) 😊
41~ Are there moments in your past that you would want to change? Please share 3 of them.
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?
Have you ever? Care to Share?
Does the thought excite you? Care to share?
50~ How many children do you have? What are their ages?
How well do you know me? And some of your thoughts about me
11- What's your favorite restaurant? What’s your least favorite?
45~ How do you feel about me blindfolding you? How about blindfolding me?
Do you have a favorite? Is it ok if your partner does?
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
31- If given a chance to be immortal, would you take it? Why?
15~ Have you ever been “in love”? Who? Care to Share?
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
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,
Any that are a turn 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…
33- Beach or Mountains? Or is there another place to like better?
51~ What tends to bring a smile to your face?
39~ What are your love languages?
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?
Do you like it when they show and tell you what they want?
34~ Do you like the lights on or off during sex?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
How many times do you think you have “made love”?
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
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?
Prisoner/Prison Guard Landlord/Tenant
44~ Care to share something about yourself that no one else knows about you?
You know that I will be 100% truthful, so ask.
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
If NO, would you ever have one? Would it be with 2 men or 2 women?
13~ Is there a difference between, making love, having sex, and fucking?
92~ Everyone needs a “safe” word. What is yours?
18~ Who/when was your first “crush”?
23- What is your dream job? What was it as a child?
If you say it, I will stop, and we can talk about it when you are ready.
70~ Would/do you have/like anal sex?
29- How superstitious are you?
Teacher/Student Stranger/One Night Stand
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
21~ What was the best date you ever went on? What has been the worst?
65~ Describe the best orgasm you’ve ever had? Care to share?
Would you do it again, and would you rather 2 females or 2 males?
Repairman/Lonely Wife Virgin/Experienced
Family Relation Age Play
What is your favorite position? Why?
33- If you could visit any time period, when would you pick? Please explain why?
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?
What would you say to prove to yourself that it was really you?
92~ Have you ever had or have an STD? How many? What was it?
6- Do you have dreams? Can you remember them? What do you usually dream about?
89~ Do you like taking showers together?
1~ How old were you when you had your first kiss? Who? Care to Share?
11~ Have you ever been caught by your parents or children or others while having sex?
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
22- Do you have any birth marks? How about scars? Care to share how you got them?
13- How about having a certain hair cut/style?
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?
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?
5~ When you first started having sex, was it what you thought it would be?
52~ What are your hobbies?
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
26~ What side of the bed do you sleep on?
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
Do you think this brought you closer together?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
Can you Deep Throat? Do you like the taste of yourself?
Would you mind if your partner watched it? How about together vs alone?
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
71~ Would you give your partner a hand or foot job? Would you receive one?
3- What Superhero or Superpower would you want to be/have?
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
35- Do you like playing board or cards game? 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?
48~ Do you have any siblings? Are you close to your family?
* Give a rating for each one (0-100)
Do you shave/trim your pubic hair? For you guys do you shave your balls?
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?