What is the most interesting question you can ask to get to know someone?
11.06.2025 05:35
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
11~ Have you ever been caught by your parents or children or others while having sex?
How well do you know me? And some of your thoughts about me
Diabetes drug shows benefits for patients with liver disease - Medical Xpress
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
What is the reason behind some people wearing trunks instead of speedos when swimming in pools?
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
1st measles case of the year in South Dakota as CDC updates travel guidance - ABC News
7-What do I do in bed that drives you wild? How about, what turns you off?
Do you think this brought you closer together?
7- What are your thoughts on religion? Is there an afterlife?
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
44~ Care to share something about yourself that no one else knows about you?
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
What is Opec+ up to? - Financial Times
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
18- What’s your favorite way to relax after a long day? What’s your least favorite?
80~ Share your top three fantasies/desires. (Be detailed) 😊
51~ Are you willing to play adult games with your partner?
36~ What is your favorite time of day to have sex/make love?
Model/Photographer Police/Criminal
Report: Knicks have interest in Wolves' Chris Finch as new head coach - Sports Illustrated
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
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?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
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?
Do you like the “69” position? Do you prefer to be on top or bottom?
Musk-Trump rupture poses a serious threat to NASA and Pentagon programs - The Washington Post
Any that are a turn off?
92~ Everyone needs a “safe” word. What is yours?
Would you mind if your partner watched it? How about together vs alone?
The U.S. hasn’t seen a new confirmed human bird flu case in nearly 4 months — why? - Yahoo
52~ What are your hobbies?
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
Nintendo Switch 2 owners urged not to skip crucial step setting up their new consoles - GAMINGbible
Do you have a favorite? Is it ok if your partner does?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
*** Deal Breaker Questions ***
Why do liberals have a problem with masculine men like Andrew Tate?
17- What’s your favorite holiday? What’s your least favorite?
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
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?
Any that are a turn off?
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
Do you watch it? What is your favorite?
*** Questions About Me ***
60~ How important is oral sex? Do you like receiving? Do you like giving?
17- Have you ever done drugs? Which ones? How often?
52~ Are you willing to make “those types” of bets with your partner?
27- What was/ is nickname? Does it have a meaning behind it?
Doctor/Nurse Stripper/Client
15- What bad habit do you wish you could quit? Do you have any addictions?
Will you kiss after your partner has gone down on you? Swallow or spit semen?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
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,
22- What is your favorite childhood memory? What is your least favorite?
48~ Have you ever paid or been paid for sex?
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
22- Do you have any birth marks? How about scars? Care to share how you got them?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
That one or two things that made you go hmmmm, OMG or wow!
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
19- What’s your favorite fairytale? What’s your least favorite?
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?
Escort/Client Job Applicant/Hiring Manager
3- What’s your favorite smell? Do you a least favorite?
11- List at least 5 things on your bucket list. Have you done any of them already?
33- If you could visit any time period, when would you pick? Please explain why?
67~ Do you like it when your partner moans and/or is vocal during sex?
41~ Are there moments in your past that you would want to change? Please share 3 of them.
How old are you? Male or Female?
19- Do/have you smoked? What do you prefer? How often?
83~ How do you feel about Porn?
46~ Have you ever used furniture, or other types of things to aid you while having sex?
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
24~ What are your expectations in a relationship? (I know a very big question, take your time)
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?
50~ How many children do you have? What are their ages?
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
21~ What was the best date you ever went on? What has been the worst?
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
What have you learned about yourself that you did not before this?
13- What is the craziest/scariest thing you've ever done?
Nurse/Patient Celebrity/Fan
Would you allow me to clean every part of your body with my soapy hands and fingers?
5- Have you ever been hypnotized? Would you allow yourself to be?
9~ How many times over your lifetime do you think you have had sex so far?
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?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
Will you cheat again? How can, you be sure? Define what cheating is to you.
30~ What's something unexpected that turns you on?
What is your favorite position? Why?
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
Have you ever? Care to Share?
29- How superstitious are you?
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
3- Should Pluto still be considered a planet? 4- How about smoking?
1~ How old were you when you had your first kiss? Who? Care to Share?
What would you say to prove to yourself that it was really you?
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
If you lose, are you willing to be their sex slave for a day, (anything goes)?
14- What's your favorite dessert? 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?
How many times do you think you have “made love”?
1- What was your first impression of me? Has it changed?
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
Do you like it when they show and tell you what they want?
Would you read them together?
Prisoner/Prison Guard Landlord/Tenant
11- What's your favorite restaurant? What’s your least favorite?
If you win, what will you make them do?
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
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)
*** Questions about Relationships/Past ***
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?
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
62~ Have you used adult toys?
49~ If you could, would you want to be the opposite sex for a day, week, or year?
37- Do you like your name? If you could change it, what would you change it too?
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
13~ Is there a difference between, making love, having sex, and fucking?
What have you learned about me that was new and/or surprising?
8- What's your favorite flavor of ice cream? Do you a least favorite?
If yes, what?
9- If you could have three wishes, what would they be? Why?
42~ What’s your biggest regret in life?
47~ What would be your dream job and why?
64~ When was your very first orgasm? When was your first from having sex? Care to share?
34~ Do you like the lights on or off during sex?
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
31- If given a chance to be immortal, would you take it? Why?
82~ Do you have any fantasies involving Role-Playing?
51~ What tends to bring a smile to your face?
*** Random Questions ***
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
2- What’s your favorite color? Do you a least favorite?
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
*** What’s Your Favorite…? ***
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
You know that I will be 100% truthful, so ask.
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
65~ Describe the best orgasm you’ve ever had? Care to share?
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
34- Ever been to a concert? What was your favorite? Who would you like to see?
6- Do you have dreams? Can you remember them? What do you usually dream about?
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
Master/Slave Boss/Maid
3- What Superhero or Superpower would you want to be/have?
12- What’s your favorite food? What’s your least favorite?
If YES, was it with 2 men or 2 women? Did you enjoy it?
1- What’s your favorite animal? Do you a least favorite?
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
Repairman/Lonely Wife Virgin/Experienced
Does the thought excite you? Care to share?
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
(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…)
92~ Have you ever had or have an STD? How many? What was it?
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
If you say it, I will stop, and we can talk about it when you are ready.
What do you dislike about me? I asked you to be 100% honest.
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?
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
Please share Did you stop?
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
29~ What are some things that turn you off? What is your biggest turn off?
48~ Do you have any siblings? Are you close to your family?
89~ Do you like taking showers together?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
8- What are your thoughts on politics?
76~ Have you had a threesome? Care to Share?
13- How about having a certain hair cut/style?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
36- Do you play video games? What is your favorite? Do you a least favorite?
49~ How many times have you been married? Why did they end?
9- What’s your favorite season and why? What’s your least favorite?
14- What is an embarrassing moment in your life? How about your most embarrassing?
21- What's your favorite way to spend a weekend or time off?
What is your favorite toy? Ever wanted to try a specific toy?
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
How many partners have you had oral sex with? Who? Care to Share?
32- What's your greatest talent? Can I see it right now?
9- Is there something you’ve always wanted to ask me but you’re afraid?
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
10- What is your favorite family tradition? What’s your least favorite?
Would you do it again, and would you rather 2 females or 2 males?
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
39~ What are your love languages?
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
3- What was the most surprising thing you’ve learned about me throughout our relationship?
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
28~ What are some things that turn on? What is your biggest turn on?
70~ Would/do you have/like anal sex?
81~ Do you have any kinks and/or fetishes?
* Give a rating for each one (0-100)
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
18~ Who/when was your first “crush”?
84~ How do you feel about reading/listening to adult stories?
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
4- For a pet, Cat, dog or other?
How about if they talk dirty and/or call you names?
10- List 5 of your top pet peeves.
25~ How do you feel about PDA? (Public Display of Affection)
53~ How much can you tell me about the one thing you are most passionate about?
If NO, would you ever have one? Would it be with 2 men or 2 women?
Would /have you ever given your partner a lap dance and Striptease?
23- What is your dream job? What was it as a child?
The Ice Breaker Questions
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
Can you Deep Throat? Do you like the taste of yourself?
71~ Would you give your partner a hand or foot job? Would you receive one?
Nothing too Serious
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
5~ When you first started having sex, was it what you thought it would be?
What’s the longest time you gone without having sex, after, having it? How much time between the others?
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
Teacher/Student Stranger/One Night Stand
20- What’s your favorite candy? What’s your least favorite?
What is your view on sex? Meaning, When/Where/ How often/
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
7- What if a person smells a certain way? 8- How about smoking?
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…
26~ What side of the bed do you sleep on?
12- What is the weirdest thing you've ever eaten?
45~ How do you feel about me blindfolding you? How about blindfolding me?
40~ What’s the weirdest place you’ve ever had sex?
15- What's your favorite saying? What word or phrase is your least favorite?
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…
19~ Who/when was your first “heartbreak”?
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
13- What’s your favorite drink? What’s your least favorite?
33- Beach or Mountains? Or is there another place to like better?
I would allow you to do it… What would you do to me?
10~ How many dates are necessary before you to have sex with someone?
28- What are some things that people do that irritate you?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
61~ How willing would you be to try new sexual positions?
15~ Have you ever been “in love”? Who? Care to Share?
Do you shave/trim your pubic hair? For you guys do you shave your balls?
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
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?
Family Relation Age Play
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
38~ Share your most embarrassing sexual memory?
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
Over time has your thoughts on sex changed?
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?
11- How about if they like a certain sports team? 12-How about drinking too much?
Get this wrong and this could mean the end… :-) some funny, some not…
What was the longest? What was the shortest?