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