What is the most interesting question you can ask to get to know someone?
11.06.2025 00:22
Have you ever? Care to Share?
44~ Care to share something about yourself that no one else knows about you?
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
What made you stop being an addict?
Teacher/Student Stranger/One Night Stand
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
What would you do if you found out that someone had broken into your home while you were sleeping?
4- For a pet, Cat, dog or other?
48~ Do you have any siblings? Are you close to your family?
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
Over time has your thoughts on sex changed?
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
19- Do/have you smoked? What do you prefer? How often?
8- What's your favorite flavor of ice cream? Do you a least favorite?
10~ How many dates are necessary before you to have sex with someone?
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?
3- Should Pluto still be considered a planet? 4- How about smoking?
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?
14- What's your favorite dessert? Do you a least favorite?
49ers trade a 2026 conditional fifth-round pick for Bryce Huff - NBC Sports
21~ What was the best date you ever went on? What has been the worst?
7- What if a person smells a certain way? 8- How about smoking?
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
Oil rallies as Russia-Ukraine tensions offset OPEC+ output hike - Investing.com
If you say it, I will stop, and we can talk about it when you are ready.
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
6- Do you have dreams? Can you remember them? What do you usually dream about?
Mario Kart World Guide - All Courses, Cups, Missions, Collectibles, Tips & Tricks - Nintendo Life
70~ Would/do you have/like anal sex?
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
19- What’s your favorite fairytale? What’s your least favorite?
UNC Pours It On Arizona in Opener, Piles Up Super Regional Record - 247Sports
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
31- If given a chance to be immortal, would you take it? Why?
*** Questions About Me ***
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
Doctor/Nurse Stripper/Client
What's the most trivial thing that ever made you go to the doctor?
60~ How important is oral sex? Do you like receiving? Do you like giving?
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,
26~ What side of the bed do you sleep on?
Why aren't there any Indian girls married to Chinese guys but Chinese girls married to Indian guys?
20- What’s your favorite candy? What’s your least favorite?
15~ Have you ever been “in love”? Who? Care to Share?
49~ If you could, would you want to be the opposite sex for a day, week, or year?
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
18- How often do you drink alcohol? What is your favorite drink?
61~ How willing would you be to try new sexual positions?
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
14- What is an embarrassing moment in your life? How about your most embarrassing?
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
89~ Do you like taking showers together?
10- List 5 of your top pet peeves.
19~ Who/when was your first “heartbreak”?
What would you say to prove to yourself that it was really you?
9- If you could have three wishes, what would they be? Why?
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?
The Ice Breaker Questions
76~ Have you had a threesome? Care to Share?
7- What are your thoughts on religion? Is there an afterlife?
92~ Have you ever had or have an STD? How many? What was it?
33- If you could visit any time period, when would you pick? Please explain why?
I would allow you to do it… What would you do to me?
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
5- Have you ever been hypnotized? Would you allow yourself to be?
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
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)
*** Deal Breaker Questions ***
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?
Get this wrong and this could mean the end… :-) some funny, some not…
Do you have a favorite? Is it ok if your partner does?
If you win, what will you make them do?
What is your favorite toy? Ever wanted to try a specific toy?
71~ Would you give your partner a hand or foot job? Would you receive one?
8- What are your thoughts on politics?
How many times do you think you have “made love”?
48~ Have you ever paid or been paid for sex?
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
40~ What’s the weirdest place you’ve ever had sex?
17- What’s your favorite holiday? What’s your least favorite?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
39~ What are your love languages?
81~ Do you have any kinks and/or fetishes?
Do you think this brought you closer together?
22- Do you have any birth marks? How about scars? Care to share how you got them?
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
83~ How do you feel about Porn?
Escort/Client Job Applicant/Hiring Manager
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
Would you allow me to clean every part of your body with my soapy hands and fingers?
What is your favorite position? Why?
9- Is there something you’ve always wanted to ask me but you’re afraid?
Will you cheat again? How can, you be sure? Define what cheating is to you.
38~ Share your most embarrassing sexual memory?
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
36~ What is your favorite time of day to have sex/make love?
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
82~ Do you have any fantasies involving Role-Playing?
3- What Superhero or Superpower would you want to be/have?
65~ Describe the best orgasm you’ve ever had? Care to share?
3- What’s your favorite smell? Do you a least favorite?
If you lose, are you willing to be their sex slave for a day, (anything goes)?
28- What are some things that people do that irritate you?
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?
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
9- What’s your favorite season and why? What’s your least favorite?
28~ What are some things that turn on? What is your biggest turn on?
What was the longest? What was the shortest?
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
2- What’s your favorite color? Do you a least favorite?
11- List at least 5 things on your bucket list. Have you done any of them already?
Family Relation Age Play
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
3- What was the most surprising thing you’ve learned about me throughout our relationship?
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
12- What is the weirdest thing you've ever eaten?
53~ How much can you tell me about the one thing you are most passionate about?
21- What's your favorite way to spend a weekend or time off?
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
36- Do you play video games? What is your favorite? Do you a least favorite?
5~ When you first started having sex, was it what you thought it would be?
How old are you? Male or Female?
7-What do I do in bed that drives you wild? How about, what turns you off?
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
17- Have you ever done drugs? Which ones? How often?
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
22- What is your favorite childhood memory? What is your least favorite?
If NO, would you ever have one? Would it be with 2 men or 2 women?
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?
47~ What would be your dream job and why?
18~ Who/when was your first “crush”?
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
1- What’s your favorite animal? Do you a least favorite?
13- How about having a certain hair cut/style?
That one or two things that made you go hmmmm, OMG or wow!
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
Master/Slave Boss/Maid
Repairman/Lonely Wife Virgin/Experienced
Would /have you ever given your partner a lap dance and Striptease?
29- How superstitious are you?
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
Any that are a turn off?
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
Nurse/Patient Celebrity/Fan
41~ Are there moments in your past that you would want to change? Please share 3 of them.
Do you watch it? What is your favorite?
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?
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
67~ Do you like it when your partner moans and/or is vocal during sex?
52~ Are you willing to make “those types” of bets with your partner?
42~ What’s your biggest regret in life?
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
34- Ever been to a concert? What was your favorite? Who would you like to see?
15- What's your favorite saying? What word or phrase is your least favorite?
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
Do you shave/trim your pubic hair? For you guys do you shave your balls?
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
45~ How do you feel about me blindfolding you? How about blindfolding me?
27- What was/ is nickname? Does it have a meaning behind it?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
Does the thought excite you? Care to share?
92~ Everyone needs a “safe” word. What is yours?
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
25~ How do you feel about PDA? (Public Display of Affection)
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
1~ How old were you when you had your first kiss? Who? Care to Share?
49~ How many times have you been married? Why did they end?
51~ What tends to bring a smile to your face?
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
What’s the longest time you gone without having sex, after, having it? How much time between the others?
37- Do you like your name? If you could change it, what would you change it too?
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
* Give a rating for each one (0-100)
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
62~ Have you used adult toys?
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
How well do you know me? And some of your thoughts about me
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
11~ Have you ever been caught by your parents or children or others while having sex?
11- What's your favorite restaurant? What’s your least favorite?
How many partners have you had oral sex with? Who? Care to Share?
How about if they talk dirty and/or call you names?
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
13- What is the craziest/scariest thing you've ever done?
29~ What are some things that turn you off? What is your biggest turn off?
(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…)
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
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?
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
10- What is your favorite family tradition? What’s your 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) 😊
46~ Have you ever used furniture, or other types of things to aid you while having sex?
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
11- How about if they like a certain sports team? 12-How about drinking too much?
32- What's your greatest talent? Can I see it right now?
23- What is your dream job? What was it as a child?
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 like the “69” position? Do you prefer to be on top or bottom?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
Can you Deep Throat? Do you like the taste of yourself?
Nothing too Serious
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?
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…
84~ How do you feel about reading/listening to adult stories?
If YES, was it with 2 men or 2 women? Did you enjoy it?
If yes, what?
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
What do you dislike about me? I asked you to be 100% honest.
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
12- What’s your favorite food? What’s your least favorite?
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
Do you like it when they show and tell you what they want?
Would you read them together?
24~ What are your expectations in a relationship? (I know a very big question, take your time)
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
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?
Please share Did you stop?
Would you mind if your partner watched it? How about together vs alone?
What is your view on sex? Meaning, When/Where/ How often/
Prisoner/Prison Guard Landlord/Tenant
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
*** Random Questions ***
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
50~ How many children do you have? What are their ages?
1- What was your first impression of me? Has it changed?
51~ Are you willing to play adult games with your partner?
30~ What's something unexpected that turns you on?
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…
Any that are a turn off?
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
Model/Photographer Police/Criminal
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
64~ When was your very first orgasm? When was your first from having sex? Care to share?
13- What’s your favorite drink? What’s your least favorite?
What have you learned about me that was new and/or surprising?
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)
You know that I will be 100% truthful, so ask.
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?
52~ What are your hobbies?
Would you ever want to be woken up with oral and/or intercourse?
35- Do you like playing board or cards game? What is your favorite? 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?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
*** What’s Your Favorite…? ***
*** Questions about Relationships/Past ***
34~ Do you like the lights on or off during sex?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
13~ Is there a difference between, making love, having sex, and fucking?