What is the most interesting question you can ask to get to know someone?
11.06.2025 00:07
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
Can you Deep Throat? Do you like the taste of yourself?
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
When writing a novel, how can a character be developed well, but QUICKLY?
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
13- What’s your favorite drink? What’s your least favorite?
Do you like it when they show and tell you what they want?
What could a Google ‘Pixel Flip’ do better than the Motorola Razr? - 9to5Google
61~ How willing would you be to try new sexual positions?
Any that are a turn off?
47~ What would be your dream job and why?
Have you ever had sex with your female cousin? How did it start?
Would you ever want to be woken up with oral and/or intercourse?
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
51~ What tends to bring a smile to your face?
Ask Ethan: What are the "first stars" in the Universe? - Big Think
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
Do you think Trump is a bad a$$? Why or why not?
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
28~ What are some things that turn on? What is your biggest turn on?
22- Do you have any birth marks? How about scars? Care to share how you got them?
34- Ever been to a concert? What was your favorite? Who would you like to see?
*** Questions about Relationships/Past ***
9- Is there something you’ve always wanted to ask me but you’re afraid?
American Airlines plane diverted because it was too big to land at airport - WKRC
65~ Describe the best orgasm you’ve ever had? Care to share?
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
14- What's your favorite dessert? Do you a least favorite?
Why do men find women with bigger buttocks attractive?
2- What’s your favorite color? Do you a least favorite?
18~ Who/when was your first “crush”?
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
Measles Case: Visitors To Mahopac Restaurant May Have Been Exposed, Officials Warn - dailyvoice.com
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
I would allow you to do it… What would you do to me?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
What is your view on sex? Meaning, When/Where/ How often/
3- Should Pluto still be considered a planet? 4- How about smoking?
Accidental discovery at New York planetarium unlocks secret into universe’s inner workings - PBS
If you say it, I will stop, and we can talk about it when you are ready.
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
Escort/Client Job Applicant/Hiring Manager
What questions are asked in a JP Morgan Hirevue interview?
15- What bad habit do you wish you could quit? Do you have any addictions?
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
What are the strangest parts of The Bible?
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
Ultra-thin lenses halve incident wavelength to make infrared light visible - Phys.org
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
29~ What are some things that turn you off? What is your biggest turn off?
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
Rory McIlroy makes an 8, barely breaks 80 in missing cut at RBC Canadian Open - NBC Sports
13- What is the craziest/scariest thing you've ever done?
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
*** Questions About Me ***
26~ What side of the bed do you sleep on?
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
Over time has your thoughts on sex changed?
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?
17- Have you ever done drugs? Which ones? How often?
Will you kiss after your partner has gone down on you? Swallow or spit semen?
Get this wrong and this could mean the end… :-) some funny, some not…
82~ Do you have any fantasies involving Role-Playing?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
22- What is your favorite childhood memory? What is your least favorite?
Nothing too Serious
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?
How well do you know me? And some of your thoughts about me
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
9- If you could have three wishes, what would they be? Why?
14- What is an embarrassing moment in your life? How about your most embarrassing?
25~ How do you feel about PDA? (Public Display of Affection)
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
38~ Share your most embarrassing sexual memory?
Would you read them together?
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
Do you shave/trim your pubic hair? For you guys do you shave your balls?
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
84~ How do you feel about reading/listening to adult stories?
If NO, would you ever have one? Would it be with 2 men or 2 women?
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
6- Do you have dreams? Can you remember them? What do you usually dream about?
36- Do you play video games? What is your favorite? Do you a least favorite?
*** Random Questions ***
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
Would you mind if your partner watched it? How about together vs alone?
39~ What are your love languages?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
Do you think this brought you closer together?
19~ Who/when was your first “heartbreak”?
Master/Slave Boss/Maid
24~ What are your expectations in a relationship? (I know a very big question, take your time)
89~ Do you like taking showers together?
53~ How much can you tell me about the one thing you are most passionate about?
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
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?
How about if they talk dirty and/or call you names?
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,
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
What would you say to prove to yourself that it was really you?
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?
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?
48~ Do you have any siblings? Are you close to your family?
What’s the longest time you gone without having sex, after, having it? How much time between the others?
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
40~ What’s the weirdest place you’ve ever had sex?
52~ What are your hobbies?
1- What was your first impression of me? Has it changed?
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?
Would you do it again, and would you rather 2 females or 2 males?
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
13~ Is there a difference between, making love, having sex, and fucking?
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send 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?
Prisoner/Prison Guard Landlord/Tenant
64~ When was your very first orgasm? When was your first from having sex? Care to share?
44~ Care to share something about yourself that no one else knows about you?
51~ Are you willing to play adult games with your partner?
36~ What is your favorite time of day to have sex/make love?
18- How often do you drink alcohol? What is your favorite drink?
7-What do I do in bed that drives you wild? How about, what turns you off?
27- What was/ is nickname? Does it have a meaning behind it?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
8- What are your thoughts on politics?
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
Doctor/Nurse Stripper/Client
10- List 5 of your top pet peeves.
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
Does the thought excite you? Care to share?
How many partners have you had oral sex with? Who? Care to Share?
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
3- What was the most surprising thing you’ve learned about me throughout our relationship?
92~ Everyone needs a “safe” word. What is yours?
How old are you? Male or Female?
If yes, what?
1- What’s your favorite animal? Do you a least favorite?
(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…)
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
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)
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
18- What’s your favorite way to relax after a long day? What’s your least favorite?
If you lose, are you willing to be their sex slave for a day, (anything goes)?
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
50~ How many children do you have? What are their ages?
3- What’s your favorite smell? Do you a least favorite?
13- How about having a certain hair cut/style?
21- What's your favorite way to spend a weekend or time off?
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…
11- What's your favorite restaurant? What’s your least favorite?
Teacher/Student Stranger/One Night Stand
Repairman/Lonely Wife Virgin/Experienced
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?
3- What Superhero or Superpower would you want to be/have?
33- Beach or Mountains? Or is there another place to like better?
How many times do you think you have “made love”?
29- How superstitious are you?
33- If you could visit any time period, when would you pick? Please explain why?
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
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?
71~ Would you give your partner a hand or foot job? Would you receive one?
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?
92~ Have you ever had or have an STD? How many? What was it?
*** Deal Breaker Questions ***
Model/Photographer Police/Criminal
22~ What is the best pickup line anyone has ever used on you? What was the worst?
Please share Did you stop?
What is your favorite position? Why?
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
7- What if a person smells a certain way? 8- How about smoking?
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
You know that I will be 100% truthful, so ask.
37- Do you like your name? If you could change it, what would you change it too?
11- How about if they like a certain sports team? 12-How about drinking too much?
67~ Do you like it when your partner moans and/or is vocal during sex?
* Give a rating for each one (0-100)
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
7- What are your thoughts on religion? Is there an afterlife?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
Will you cheat again? How can, you be sure? Define what cheating is to you.
What was the longest? What was the shortest?
28- What are some things that people do that irritate you?
Do you have a favorite? Is it ok if your partner does?
9- What’s your favorite season and why? What’s your least favorite?
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
11~ Have you ever been caught by your parents or children or others while having sex?
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
52~ Are you willing to make “those types” of bets with your partner?
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
What is your favorite toy? Ever wanted to try a specific toy?
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
49~ If you could, would you want to be the opposite sex for a day, week, or year?
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
Do you watch it? What is your favorite?
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
12- What’s your favorite food? What’s your least favorite?
83~ How do you feel about Porn?
76~ Have you had a threesome? Care to Share?
30~ What's something unexpected that turns you on?
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
What have you learned about me that was new and/or surprising?
Would you allow me to clean every part of your body with my soapy hands and fingers?
4- For a pet, Cat, dog or other?
31- If given a chance to be immortal, would you take it? Why?
32- What's your greatest talent? Can I see it right now?
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
19- Do/have you smoked? What do you prefer? How often?
80~ Share your top three fantasies/desires. (Be detailed) 😊
17- What’s your favorite holiday? What’s your least favorite?
What do you dislike about me? I asked you to be 100% honest.
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
41~ Are there moments in your past that you would want to change? Please share 3 of them.
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
23- What is your dream job? What was it as a child?
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…
That one or two things that made you go hmmmm, OMG or wow!
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?
81~ Do you have any kinks and/or fetishes?
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
12- What is the weirdest thing you've ever eaten?
11- List at least 5 things on your bucket list. Have you done any of them already?
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
15- What's your favorite saying? What word or phrase is your least favorite?
48~ Have you ever paid or been paid for sex?
Nurse/Patient Celebrity/Fan
21~ What was the best date you ever went on? What has been the worst?
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?
Family Relation Age Play
20- What’s your favorite candy? What’s your least favorite?
*** What’s Your Favorite…? ***
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
If you win, what will you make them do?
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?
34~ Do you like the lights on or off during sex?
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
Have you ever? Care to Share?
45~ How do you feel about me blindfolding you? How about blindfolding me?
9~ How many times over your lifetime do you think you have had sex so far?
8- What's your favorite flavor of ice cream? Do you a least favorite?
The Ice Breaker Questions
15~ Have you ever been “in love”? Who? Care to Share?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
60~ How important is oral sex? Do you like receiving? Do you like giving?
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
10- What is your favorite family tradition? What’s your least favorite?
46~ Have you ever used furniture, or other types of things to aid you while having sex?
19- What’s your favorite fairytale? What’s your least favorite?
If YES, was it with 2 men or 2 women? Did you enjoy it?
62~ Have you used adult toys?
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
42~ What’s your biggest regret in life?
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
70~ Would/do you have/like anal sex?
5- Have you ever been hypnotized? Would you allow yourself to be?
Would /have you ever given your partner a lap dance and Striptease?