What is the most interesting question you can ask to get to know someone?
Last Updated: 02.07.2025 06:05
Would you mind if your partner watched it? How about together vs alone?
32- What's your greatest talent? Can I see it right now?
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
What is your review of Hartley`s High School, Kolkata?
12- What’s your favorite food? What’s your least favorite?
13- What is the craziest/scariest thing you've ever done?
10- List 5 of your top pet peeves.
Amino Acid Supplements Are Trending For A Reason. Here’s Why Dietitians Are Divided. - AOL.com
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?
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
Why the American Diet Is So Deadly? A Silent Killer Quietly Harming Millions - Indian Defence Review
Prisoner/Prison Guard Landlord/Tenant
71~ Would you give your partner a hand or foot job? Would you receive one?
23- What is your dream job? What was it as a child?
Verizon announces wild new offer to win back angry customers - TheStreet
11~ Have you ever been caught by your parents or children or others while having sex?
Would you allow me to clean every part of your body with my soapy hands and fingers?
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
92~ Everyone needs a “safe” word. What is yours?
51~ Are you willing to play adult games with your partner?
You know that I will be 100% truthful, so ask.
Will you kiss after your partner has gone down on you? Swallow or spit semen?
Do you think this brought you closer together?
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
Any that are a turn off?
Repairman/Lonely Wife Virgin/Experienced
Man accused of writing Trump assassination letters was framed, officials say - BBC
34- Ever been to a concert? What was your favorite? Who would you like to see?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
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)
OpenAI’s first AI device with Jony Ive won’t be a wearable - The Verge
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
What are the advantages of forming strategic partnerships?
21- What's your favorite way to spend a weekend or time off?
Model/Photographer Police/Criminal
*** Questions About Me ***
Anker recalls over a million power banks after reports of fires - TechSpot
61~ How willing would you be to try new sexual positions?
26~ What side of the bed do you sleep on?
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
U.S. blasts Hamas response to Gaza ceasefire plan: ‘Totally unacceptable’ - The Washington Post
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
*** Questions about Relationships/Past ***
I would allow you to do it… What would you do to me?
China's electric cars are cheaper, but is there a deeper cost? - BBC
51~ What tends to bring a smile to your face?
25~ How do you feel about PDA? (Public Display of Affection)
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
89~ Do you like taking showers together?
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
11- What's your favorite restaurant? What’s your least favorite?
33- Beach or Mountains? Or is there another place to like better?
Do you watch it? What is your favorite?
1~ How old were you when you had your first kiss? Who? Care to Share?
37- Do you like your name? If you could change it, what would you change it too?
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
10~ How many dates are necessary before you to have sex with someone?
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
(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…)
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
65~ Describe the best orgasm you’ve ever had? Care to share?
18- What’s your favorite way to relax after a long day? What’s your least favorite?
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?
22- What is your favorite childhood memory? What is your least favorite?
92~ Have you ever had or have an STD? How many? What was it?
24~ What are your expectations in a relationship? (I know a very big question, take your time)
17- Have you ever done drugs? Which ones? How often?
41~ Are there moments in your past that you would want to change? Please share 3 of them.
49~ If you could, would you want to be the opposite sex for a day, week, or year?
Teacher/Student Stranger/One Night Stand
9~ How many times over your lifetime do you think you have had sex so far?
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
How many times do you think you have “made love”?
7-What do I do in bed that drives you wild? How about, what turns you off?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
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?
7- What if a person smells a certain way? 8- How about smoking?
9- If you could have three wishes, what would they be? Why?
45~ How do you feel about me blindfolding you? How about blindfolding me?
14- What is an embarrassing moment in your life? How about your most embarrassing?
14- What's your favorite dessert? Do you a least favorite?
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
46~ Have you ever used furniture, or other types of things to aid you while having sex?
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
How many partners have you had oral sex with? Who? Care to Share?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
1- What was your first impression of me? Has it changed?
21~ What was the best date you ever went on? What has been the worst?
*** Random Questions ***
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
19- Do/have you smoked? What do you prefer? How often?
Nurse/Patient Celebrity/Fan
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
5~ When you first started having sex, was it what you thought it would be?
39~ What are your love languages?
12- What is the weirdest thing you've ever eaten?
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?
3- What Superhero or Superpower would you want to be/have?
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
52~ Are you willing to make “those types” of bets with your partner?
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
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?
11- List at least 5 things on your bucket list. Have you done any of them already?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
If you lose, are you willing to be their sex slave for a day, (anything goes)?
29- How superstitious are you?
Would /have you ever given your partner a lap dance and Striptease?
34~ Do you like the lights on or off during sex?
*** Deal Breaker Questions ***
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
Over time has your thoughts on sex changed?
29~ What are some things that turn you off? What is your biggest turn off?
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?
30~ What's something unexpected that turns you on?
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
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~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
8- What's your favorite flavor of ice cream? Do you a least favorite?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
8- What are your thoughts on politics?
3- Should Pluto still be considered a planet? 4- How about smoking?
Any that are a turn off?
17- What’s your favorite holiday? What’s your least favorite?
4- For a pet, Cat, dog or other?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
3- What’s your favorite smell? Do you a least favorite?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
Family Relation Age Play
Would you do it again, and would you rather 2 females or 2 males?
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
Have you ever? Care to Share?
47~ What would be your dream job and why?
Does the thought excite you? Care to share?
How well do you know me? And some of your thoughts about me
70~ Would/do you have/like anal sex?
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
If you say it, I will stop, and we can talk about it when you are ready.
What is your favorite position? Why?
42~ What’s your biggest regret in life?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
Please share Did you stop?
60~ How important is oral sex? Do you like receiving? Do you like giving?
What have you learned about yourself that you did not before this?
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
Do you shave/trim your pubic hair? For you guys do you shave your balls?
84~ How do you feel about reading/listening to adult stories?
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
Nothing too Serious
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
27- What was/ is nickname? Does it have a meaning behind it?
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
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?
52~ What are your hobbies?
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
18- How often do you drink alcohol? What is your favorite drink?
Would you ever want to be woken up with oral and/or intercourse?
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
Master/Slave Boss/Maid
The Ice Breaker Questions
What have you learned about me that was new and/or surprising?
3- What was the most surprising thing you’ve learned about me throughout our relationship?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
If YES, was it with 2 men or 2 women? Did you enjoy it?
36- Do you play video games? What is your favorite? Do you a least favorite?
5- Have you ever been hypnotized? Would you allow yourself to be?
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
36~ What is your favorite time of day to have sex/make love?
That one or two things that made you go hmmmm, OMG or wow!
Will you cheat again? How can, you be sure? Define what cheating is to you.
Do you like the “69” position? Do you prefer to be on top or bottom?
67~ Do you like it when your partner moans and/or is vocal during sex?
What do you dislike about me? I asked you to be 100% honest.
11- How about if they like a certain sports team? 12-How about drinking too much?
Doctor/Nurse Stripper/Client
Escort/Client Job Applicant/Hiring Manager
6- Do you have dreams? Can you remember them? What do you usually dream about?
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
53~ How much can you tell me about the one thing you are most passionate about?
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
15~ Have you ever been “in love”? Who? Care to Share?
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
13- How about having a certain hair cut/style?
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?
1- What’s your favorite animal? Do you a least favorite?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
19- What’s your favorite fairytale? What’s your least favorite?
How about if they talk dirty and/or call you names?
What was the longest? What was the shortest?
Do you like it when they show and tell you what they want?
31- If given a chance to be immortal, would you take it? Why?
76~ Have you had a threesome? Care to Share?
33- If you could visit any time period, when would you pick? Please explain why?
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?
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
40~ What’s the weirdest place you’ve ever had sex?
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
13- What’s your favorite drink? What’s your least favorite?
38~ Share your most embarrassing sexual memory?
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 is your favorite toy? Ever wanted to try a specific toy?
10- What is your favorite family tradition? What’s your least favorite?
62~ Have you used adult toys?
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…
If NO, would you ever have one? Would it be with 2 men or 2 women?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
If you win, what will you make them do?
How old are you? Male or Female?
What’s the longest time you gone without having sex, after, having it? How much time between the others?
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
64~ When was your very first orgasm? When was your first from having sex? Care to share?
82~ Do you have any fantasies involving Role-Playing?
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
18~ Who/when was your first “crush”?
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
*** What’s Your Favorite…? ***
Get this wrong and this could mean the end… :-) some funny, some not…
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
2- What’s your favorite color? Do you a least favorite?
Would you read them together?
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
If yes, what?
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
80~ Share your top three fantasies/desires. (Be detailed) 😊
9- What’s your favorite season and why? What’s your least favorite?
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
44~ Care to share something about yourself that no one else knows about you?
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,
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
48~ Have you ever paid or been paid for sex?
9- Is there something you’ve always wanted to ask me but you’re afraid?
83~ How do you feel about Porn?
28~ What are some things that turn on? What is your biggest turn on?
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
* Give a rating for each one (0-100)
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
49~ How many times have you been married? Why did they end?
What would you say to prove to yourself that it was really you?
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?
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
Can you Deep Throat? Do you like the taste of yourself?
What is your view on sex? Meaning, When/Where/ How often/
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?
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
Do you have a favorite? Is it ok if your partner does?
28- What are some things that people do that irritate you?
13~ Is there a difference between, making love, having sex, and fucking?
50~ How many children do you have? What are their ages?
20- What’s your favorite candy? What’s your least favorite?
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
48~ Do you have any siblings? Are you close to your family?
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
19~ Who/when was your first “heartbreak”?
81~ Do you have any kinks and/or fetishes?
7- What are your thoughts on religion? Is there an afterlife?
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?