What is the most interesting question you can ask to get to know someone?
12.06.2025 19:49
If YES, was it with 2 men or 2 women? Did you enjoy it?
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?
14- What's your favorite dessert? Do you a least favorite?
How conservative the Japanese people really is? And the government?
21- What's your favorite way to spend a weekend or time off?
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?
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
Why would Joseph Smith say that polygamy was God's law?
Repairman/Lonely Wife Virgin/Experienced
36- Do you play video games? What is your favorite? Do you a least favorite?
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
The Webb telescope found something exceedingly rare around a dying star - Mashable
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
Do you think this brought you closer together?
It’s true, cutting calories will make you depressed - The Times
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
Would you allow me to clean every part of your body with my soapy hands and fingers?
Does the thought excite you? Care to share?
The Genetic Mystery of Why Cats Purr May Finally Be Solved - ScienceAlert
Any that are a turn off?
29- How superstitious are you?
If you lose, are you willing to be their sex slave for a day, (anything goes)?
My Husband Drinks a Pot of Coffee a Day—So I Asked the Experts If That's Safe - EatingWell
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
Prisoner/Prison Guard Landlord/Tenant
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
Do humans know everything they need to know?
17- Have you ever done drugs? Which ones? How often?
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
15- What's your favorite saying? What word or phrase is your least favorite?
Flight attendant reportedly found naked during flight from SFO - SFGATE
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
36~ What is your favorite time of day to have sex/make love?
3- What Superhero or Superpower would you want to be/have?
Women like what they hear while men like what they see, it that true?
Teacher/Student Stranger/One Night Stand
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?
42~ What’s your biggest regret in life?
Since the Brits can't steer their oil tanker, what makes them think they can take on Russia?
15~ Have you ever been “in love”? Who? Care to Share?
Nurse/Patient Celebrity/Fan
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
Why is my crush beautiful to me but not to others?
Will you kiss after your partner has gone down on you? Swallow or spit semen?
21~ What was the best date you ever went on? What has been the worst?
71~ Would you give your partner a hand or foot job? Would you receive one?
Measles Case: Visitors To Mahopac Restaurant May Have Been Exposed, Officials Warn - dailyvoice.com
9~ How many times over your lifetime do you think you have had sex so far?
If NO, would you ever have one? Would it be with 2 men or 2 women?
51~ What tends to bring a smile to your face?
What is Opec+ up to? - Financial Times
11~ Have you ever been caught by your parents or children or others while having sex?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
28~ What are some things that turn on? What is your biggest turn on?
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
30~ What's something unexpected that turns you on?
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
3- What was the most surprising thing you’ve learned about me throughout our relationship?
37- Do you like your name? If you could change it, what would you change it too?
50~ How many children do you have? What are their ages?
What is your favorite position? Why?
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
*** Questions About Me ***
11- List at least 5 things on your bucket list. Have you done any of them already?
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
12- What’s your favorite food? What’s your least favorite?
22- Do you have any birth marks? How about scars? Care to share how you got them?
I would allow you to do it… What would you do to me?
52~ What are your hobbies?
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
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?
64~ When was your very first orgasm? When was your first from having sex? Care to share?
6- Do you have dreams? Can you remember them? What do you usually dream about?
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
8- What's your favorite flavor of ice cream? Do you a least favorite?
89~ Do you like taking showers together?
32- What's your greatest talent? Can I see it right now?
27- What was/ is nickname? Does it have a meaning behind it?
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?
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
61~ How willing would you be to try new sexual positions?
23- What is your dream job? What was it as a child?
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
(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…)
11- How about if they like a certain sports team? 12-How about drinking too much?
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
How many partners have you had oral sex with? Who? Care to Share?
19~ Who/when was your first “heartbreak”?
53~ How much can you tell me about the one thing you are most passionate about?
62~ Have you used adult toys?
38~ Share your most embarrassing sexual memory?
4- For a pet, Cat, dog or other?
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
Get this wrong and this could mean the end… :-) some funny, some not…
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
2- What’s your favorite color? Do you a least favorite?
60~ How important is oral sex? Do you like receiving? Do you like giving?
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
51~ Are you willing to play adult games with your partner?
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
What have you learned about me that was new and/or surprising?
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
How about if they talk dirty and/or call you names?
13- What is the craziest/scariest thing you've ever done?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
*** Deal Breaker Questions ***
Master/Slave Boss/Maid
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…
65~ Describe the best orgasm you’ve ever had? Care to share?
82~ Do you have any fantasies involving Role-Playing?
Would you mind if your partner watched it? How about together vs alone?
Do you like the “69” position? Do you prefer to be on top or bottom?
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)
*** What’s Your Favorite…? ***
17- What’s your favorite holiday? What’s your least favorite?
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
84~ How do you feel about reading/listening to adult stories?
Would you do it again, and would you rather 2 females or 2 males?
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?
67~ Do you like it when your partner moans and/or is vocal during sex?
26~ What side of the bed do you sleep on?
48~ Have you ever paid or been paid for sex?
41~ Are there moments in your past that you would want to change? Please share 3 of them.
76~ Have you had a threesome? Care to Share?
10- What is your favorite family tradition? What’s your least favorite?
47~ What would be your dream job and why?
Would you read them together?
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
18- How often do you drink alcohol? What is your favorite drink?
70~ Would/do you have/like anal sex?
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…
Family Relation Age Play
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
92~ Have you ever had or have an STD? How many? What was it?
Do you watch it? What is your favorite?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
You know that I will be 100% truthful, so ask.
13- How about having a certain hair cut/style?
9- What’s your favorite season and why? What’s your least favorite?
If you say it, I will stop, and we can talk about it when you are ready.
13- What’s your favorite drink? What’s your least favorite?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
48~ Do you have any siblings? Are you close to your family?
46~ Have you ever used furniture, or other types of things to aid you while having sex?
That one or two things that made you go hmmmm, OMG or wow!
25~ How do you feel about PDA? (Public Display of Affection)
11- What's your favorite restaurant? What’s your least favorite?
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?
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?
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
What would you say to prove to yourself that it was really you?
13~ Is there a difference between, making love, having sex, and fucking?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
Escort/Client Job Applicant/Hiring Manager
83~ How do you feel about Porn?
Do you shave/trim your pubic hair? For you guys do you shave your balls?
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
Any that are a turn off?
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
29~ What are some things that turn you off? What is your biggest turn off?
7-What do I do in bed that drives you wild? How about, what turns you off?
22- What is your favorite childhood memory? What is your least favorite?
What is your favorite toy? Ever wanted to try a specific toy?
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
39~ What are your love languages?
Would you ever want to be woken up with oral and/or intercourse?
What was the longest? What was the shortest?
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
33- If you could visit any time period, when would you pick? Please explain why?
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
49~ How many times have you been married? Why did they end?
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
Will you cheat again? How can, you be sure? Define what cheating is to you.
Do you like it when they show and tell you what they want?
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
28- What are some things that people do that irritate you?
12- What is the weirdest thing you've ever eaten?
*** Random Questions ***
34- Ever been to a concert? What was your favorite? Who would you like to see?
3- What’s your favorite smell? Do you a least favorite?
What’s the longest time you gone without having sex, after, having it? How much time between the others?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
80~ Share your top three fantasies/desires. (Be detailed) 😊
If you win, what will you make them do?
44~ Care to share something about yourself that no one else knows about you?
81~ Do you have any kinks and/or fetishes?
10~ How many dates are necessary before you to have sex with someone?
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
How old are you? Male or Female?
*** Questions about Relationships/Past ***
Over time has your thoughts on sex changed?
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
24~ What are your expectations in a relationship? (I know a very big question, take your time)
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
14- What is an embarrassing moment in your life? How about your most embarrassing?
31- If given a chance to be immortal, would you take it? Why?
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
Please share Did you stop?
1~ How old were you when you had your first kiss? Who? Care to Share?
18~ Who/when was your first “crush”?
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
9- Is there something you’ve always wanted to ask me but you’re afraid?
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
19- What’s your favorite fairytale? What’s your least favorite?
33- Beach or Mountains? Or is there another place to like better?
Can you Deep Throat? Do you like the taste of yourself?
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
Would /have you ever given your partner a lap dance and Striptease?
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?
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,
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
20- What’s your favorite candy? What’s your least favorite?
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
What do you dislike about me? I asked you to be 100% honest.
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
Do you have a favorite? Is it ok if your partner does?
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
10- List 5 of your top pet peeves.
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
3- Should Pluto still be considered a planet? 4- How about smoking?
1- What was your first impression of me? Has it changed?
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
5- Have you ever been hypnotized? Would you allow yourself to be?
Have you ever? Care to Share?
The Ice Breaker Questions
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
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?
92~ Everyone needs a “safe” word. What is yours?
7- What are your thoughts on religion? Is there an afterlife?
19- Do/have you smoked? What do you prefer? How often?
Model/Photographer Police/Criminal
52~ Are you willing to make “those types” of bets with your partner?
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
Doctor/Nurse Stripper/Client
18- What’s your favorite way to relax after a long day? What’s your least favorite?
How well do you know me? And some of your thoughts about me
7- What if a person smells a certain way? 8- How about smoking?
5~ When you first started having sex, was it what you thought it would be?
If yes, what?
What have you learned about yourself that you did not before this?
15- What bad habit do you wish you could quit? Do you have any addictions?
1- What’s your favorite animal? Do you a least favorite?
Nothing too Serious
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
* Give a rating for each one (0-100)
40~ What’s the weirdest place you’ve ever had sex?
8- What are your thoughts on politics?
49~ If you could, would you want to be the opposite sex for a day, week, or year?
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
34~ Do you like the lights on or off during sex?
What is your view on sex? Meaning, When/Where/ How often/
How many times do you think you have “made love”?