What is the most interesting question you can ask to get to know someone?
09.06.2025 00:23

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