What is the most interesting question you can ask to get to know someone?
10.06.2025 04:25
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
17- What’s your favorite holiday? What’s your least favorite?
11- What's your favorite restaurant? What’s your least favorite?
Why do philosophy of physics when you can do physics itself? - Aeon
1- What was your first impression of me? Has it changed?
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
Wing and Walmart are bringing drone delivery to 100 new stores - The Verge
Do you watch it? What is your favorite?
18~ Who/when was your first “crush”?
17- Have you ever done drugs? Which ones? How often?
963 RSP Revealed: Meet Porsche's Street-Legal Le Mans Hypercar - Motor1.com
Can you Deep Throat? Do you like the taste of yourself?
How many times do you think you have “made love”?
8- What are your thoughts on politics?
In space, no one can hear you scream — But it still gets incredibly noisy - Salon.com
24~ What are your expectations in a relationship? (I know a very big question, take your time)
7- What if a person smells a certain way? 8- How about smoking?
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
20- What’s your favorite candy? What’s your least favorite?
If NO, would you ever have one? Would it be with 2 men or 2 women?
Why are white women so overly emotional?
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
If you win, what will you make them do?
What would you say to prove to yourself that it was really you?
Report: Steelers expect to have a deal with T.J. Watt by the start of the season - NBC Sports
27- What was/ is nickname? Does it have a meaning behind it?
Will you kiss after your partner has gone down on you? Swallow or spit semen?
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
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?
What was the longest? What was the shortest?
Gotham TV Awards: ‘Adolescence,’ ‘The Pitt’ & ‘The Studio’ Among Big Winners - Deadline
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
18- How often do you drink alcohol? What is your favorite drink?
Why do many Hong Kong Chinese look different from the Han Chinese in mainland China?
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
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?
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
Could This Diet Be the Key to Preventing Alzheimer's and Dementia? - bestlifeonline.com
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?
36- Do you play video games? What is your favorite? Do you a least favorite?
Teacher/Student Stranger/One Night Stand
As Kamala Harris weighs a run for governor, some Democrats are moving on - The Washington Post
33- If you could visit any time period, when would you pick? Please explain why?
10- What is your favorite family tradition? What’s your least favorite?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
Musk Denies Ketamine Use Following New York Times Report - Bloomberg.com
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
Have you ever? Care to Share?
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
52~ Are you willing to make “those types” of bets with your partner?
5~ When you first started having sex, was it what you thought it would be?
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
15~ Have you ever been “in love”? Who? Care to Share?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
Do you like the “69” position? Do you prefer to be on top or bottom?
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
If you lose, are you willing to be their sex slave for a day, (anything goes)?
(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…)
3- Should Pluto still be considered a planet? 4- How about smoking?
84~ How do you feel about reading/listening to adult stories?
37- Do you like your name? If you could change it, what would you change it too?
21~ What was the best date you ever went on? What has been the worst?
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
61~ How willing would you be to try new sexual positions?
22- Do you have any birth marks? How about scars? Care to share how you got them?
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
10- List 5 of your top pet peeves.
15- What bad habit do you wish you could quit? Do you have any addictions?
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)
45~ How do you feel about me blindfolding you? How about blindfolding me?
Repairman/Lonely Wife Virgin/Experienced
What have you learned about yourself that you did not before this?
19- What’s your favorite fairytale? What’s your least favorite?
*** Deal Breaker Questions ***
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
13~ Is there a difference between, making love, having sex, and fucking?
30~ What's something unexpected that turns you on?
29- How superstitious are you?
What is your favorite position? Why?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
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?
Will you cheat again? How can, you be sure? Define what cheating is to you.
7-What do I do in bed that drives you wild? How about, what turns you off?
49~ If you could, would you want to be the opposite sex for a day, week, or year?
Over time has your thoughts on sex changed?
* Give a rating for each one (0-100)
* Which of the following turns you on the most? Do you have any not on this list? 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?
53~ How much can you tell me about the one thing you are most passionate about?
65~ Describe the best orgasm you’ve ever had? Care to share?
92~ Everyone needs a “safe” word. What is yours?
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
10~ How many dates are necessary before you to have sex with someone?
41~ Are there moments in your past that you would want to change? Please share 3 of them.
13- What is the craziest/scariest thing you've ever done?
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?
38~ Share your most embarrassing sexual memory?
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
9~ How many times over your lifetime do you think you have had sex so far?
That one or two things that made you go hmmmm, OMG or wow!
If yes, what?
48~ Do you have any siblings? Are you close to your family?
36~ What is your favorite time of day to have sex/make love?
What is your view on sex? Meaning, When/Where/ How often/
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
12- What is the weirdest thing you've ever eaten?
4- For a pet, Cat, dog or other?
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
3- What Superhero or Superpower would you want to be/have?
*** Questions about Relationships/Past ***
89~ Do you like taking showers together?
23- What is your dream job? What was it as a child?
34- Ever been to a concert? What was your favorite? Who would you like to see?
12- What’s your favorite food? What’s your least favorite?
Would you mind if your partner watched it? How about together vs alone?
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
Get this wrong and this could mean the end… :-) some funny, some not…
What is your favorite toy? Ever wanted to try a specific toy?
32- What's your greatest talent? Can I see it right now?
*** Questions About Me ***
47~ What would be your dream job and why?
6- Do you have dreams? Can you remember them? What do you usually dream about?
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
22- What is your favorite childhood memory? What is your least favorite?
42~ What’s your biggest regret in life?
15- What's your favorite saying? What word or phrase is your least favorite?
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
9- If you could have three wishes, what would they be? Why?
Model/Photographer Police/Criminal
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
40~ What’s the weirdest place you’ve ever had sex?
11~ Have you ever been caught by your parents or children or others while having sex?
How about if they talk dirty and/or call you names?
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
14- What is an embarrassing moment in your life? How about your most embarrassing?
*** What’s Your Favorite…? ***
92~ Have you ever had or have an STD? How many? What was it?
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?
9- What’s your favorite season and why? What’s your least favorite?
82~ Do you have any fantasies involving Role-Playing?
31- If given a chance to be immortal, would you take it? Why?
5- Have you ever been hypnotized? Would you allow yourself to be?
13- What’s your favorite drink? What’s your least favorite?
9- Is there something you’ve always wanted to ask me but you’re afraid?
3- What’s your favorite smell? Do you a least favorite?
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
26~ What side of the bed do you sleep on?
Family Relation Age Play
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
18- What’s your favorite way to relax after a long day? What’s your least favorite?
Any that are a turn off?
You know that I will be 100% truthful, so ask.
14- What's your favorite dessert? Do you a least favorite?
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?
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?
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
83~ How do you feel about Porn?
11- How about if they like a certain sports team? 12-How about drinking too much?
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
19~ Who/when was your first “heartbreak”?
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
Prisoner/Prison Guard Landlord/Tenant
7- What are your thoughts on religion? Is there an afterlife?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
67~ Do you like it when your partner moans and/or is vocal during sex?
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
3- What was the most surprising thing you’ve learned about me throughout our relationship?
Would you do it again, and would you rather 2 females or 2 males?
13- How about having a certain hair cut/style?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
70~ Would/do you have/like anal sex?
Would /have you ever given your partner a lap dance and Striptease?
44~ Care to share something about yourself that no one else knows about you?
80~ Share your top three fantasies/desires. (Be detailed) 😊
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
62~ Have you used adult toys?
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?
Do you shave/trim your pubic hair? For you guys do you shave your balls?
Would you allow me to clean every part of your body with my soapy hands and fingers?
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…
Master/Slave Boss/Maid
What do you dislike about me? I asked you to be 100% honest.
The Ice Breaker Questions
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
49~ How many times have you been married? Why did they end?
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
50~ How many children do you have? What are their ages?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
25~ How do you feel about PDA? (Public Display of Affection)
11- List at least 5 things on your bucket list. Have you done any of them already?
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
64~ When was your very first orgasm? When was your first from having sex? Care to share?
60~ How important is oral sex? Do you like receiving? Do you like giving?
How many partners have you had oral sex with? Who? Care to Share?
Nurse/Patient Celebrity/Fan
What have you learned about me that was new and/or surprising?
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
1- What’s your favorite animal? Do you a least favorite?
Any that are a turn off?
Doctor/Nurse Stripper/Client
76~ Have you had a threesome? Care to Share?
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
Would you read them together?
I would allow you to do it… What would you do to me?
Do you think this brought you closer together?
Do you have a favorite? Is it ok if your partner does?
Does the thought excite you? Care to share?
33- Beach or Mountains? Or is there another place to like better?
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
Do you like it when they show and tell you what they want?
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
52~ What are your hobbies?
54~ Would you ever go skinny dipping 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?
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
Would you ever want to be woken up with oral and/or intercourse?
1~ How old were you when you had your first kiss? Who? Care to Share?
19- Do/have you smoked? What do you prefer? How often?
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…
21- What's your favorite way to spend a weekend or time off?
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
2- What’s your favorite color? Do you a least favorite?
71~ Would you give your partner a hand or foot job? Would you receive one?
29~ What are some things that turn you off? What is your biggest turn off?
What’s the longest time you gone without having sex, after, having it? How much time between the others?
81~ Do you have any kinks and/or fetishes?
How well do you know me? And some of your thoughts about me
Escort/Client Job Applicant/Hiring Manager
51~ Are you willing to play adult games with your partner?
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
Please share Did you stop?
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
48~ Have you ever paid or been paid for sex?
39~ What are your love languages?
28- What are some things that people do that irritate you?
If you say it, I will stop, and we can talk about it when you are ready.
34~ Do you like the lights on or off during sex?
Nothing too Serious
51~ What tends to bring a smile to your face?
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
How old are you? Male or Female?
If YES, was it with 2 men or 2 women? Did you enjoy it?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
28~ What are some things that turn on? What is your biggest turn on?
*** Random Questions ***
8- What's your favorite flavor of ice cream? Do you a least favorite?
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
Meaning if you ever say it no matter how long we have been together or where we are in the moment…