What is the most interesting question you can ask to get to know someone?
Last Updated: 28.06.2025 02:46
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
How does a new KDP writer supposed to market a book?
What is your favorite position? Why?
1- What’s your favorite animal? Do you a least favorite?
36~ What is your favorite time of day to have sex/make love?
What do you dislike about me? I asked you to be 100% honest.
15- What's your favorite saying? What word or phrase is your least favorite?
How many times do you think you have “made love”?
'Disconnected' tyre should force Spanish GP strategy variety - The Race
31- If given a chance to be immortal, would you take it? Why?
Would you do it again, and would you rather 2 females or 2 males?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
Why do we exist, and why are we conscious?
13- What’s your favorite drink? What’s your least favorite?
62~ Have you used adult toys?
11- How about if they like a certain sports team? 12-How about drinking too much?
Why do the majority of feminists hate men (not all feminists)?
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
What was the longest? What was the shortest?
10~ How many dates are necessary before you to have sex with someone?
Why does the God of the Bible condemn homosexual acts?
33- If you could visit any time period, when would you pick? Please explain why?
What would you say to prove to yourself that it was really you?
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
Why do subpar women think that they are nines and tens?
Would you read them together?
Have you ever? Care to Share?
1~ How old were you when you had your first kiss? Who? Care to Share?
NYC’s Noisy Skies Get Electric With Beta’s Demo Flight Into JFK - Bloomberg.com
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
Escort/Client Job Applicant/Hiring Manager
37- Do you like your name? If you could change it, what would you change it too?
Is there a possibility of call centres returning from outsourcing or offshoring in the future?
53~ How much can you tell me about the one thing you are most passionate about?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
49~ How many times have you been married? Why did they end?
'Club World Ca$h Grab': Players don protest shirts at pregame - Sounder at Heart
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
89~ Do you like taking showers together?
Stunning 'Solar Curtains' Phenomenon Revealed on The Sun in New Images - ScienceAlert
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
70~ Would/do you have/like anal sex?
Who can get a COVID-19 vaccine this fall? Here’s what we know - OregonLive.com
That one or two things that made you go hmmmm, OMG or wow!
Would you allow me to clean every part of your body with my soapy hands and fingers?
Do you like it when they show and tell you what they want?
7- What are your thoughts on religion? Is there an afterlife?
47~ What would be your dream job and why?
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
21~ What was the best date you ever went on? What has been the worst?
84~ How do you feel about reading/listening to adult stories?
71~ Would you give your partner a hand or foot job? Would you receive one?
How about if they talk dirty and/or call you names?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
10- What is your favorite family tradition? What’s your least favorite?
8- What are your thoughts on politics?
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
48~ Do you have any siblings? Are you close to your family?
How many partners have you had oral sex with? Who? Care to Share?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
18~ Who/when was your first “crush”?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
5- Have you ever been hypnotized? Would you allow yourself to be?
65~ Describe the best orgasm you’ve ever had? Care to share?
7- What if a person smells a certain way? 8- How about smoking?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
44~ Care to share something about yourself that no one else knows about you?
14- What is an embarrassing moment in your life? How about your most embarrassing?
20- What’s your favorite candy? What’s your least favorite?
If you win, what will you make them do?
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
92~ Everyone needs a “safe” word. What is yours?
Teacher/Student Stranger/One Night Stand
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
17- What’s your favorite holiday? What’s your least favorite?
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
How well do you know me? And some of your thoughts about me
9- Is there something you’ve always wanted to ask me but you’re afraid?
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?
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
11~ Have you ever been caught by your parents or children or others while having sex?
67~ Do you like it when your partner moans and/or is vocal during sex?
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
The Ice Breaker Questions
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
Master/Slave Boss/Maid
50~ How many children do you have? What are their ages?
35- Do you like playing board or cards game? What is your favorite? 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?
If you say it, I will stop, and we can talk about it when you are ready.
Nurse/Patient Celebrity/Fan
3- What Superhero or Superpower would you want to be/have?
17- Have you ever done drugs? Which ones? How often?
3- Should Pluto still be considered a planet? 4- How about smoking?
29- How superstitious are you?
12- What is the weirdest thing you've ever eaten?
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
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?
83~ How do you feel about Porn?
18- How often do you drink alcohol? What is your favorite drink?
Will you cheat again? How can, you be sure? Define what cheating is to you.
*** Questions About Me ***
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
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?
14- What's your favorite dessert? Do you a least favorite?
30~ What's something unexpected that turns you on?
82~ Do you have any fantasies involving Role-Playing?
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
41~ Are there moments in your past that you would want to change? Please share 3 of them.
19~ Who/when was your first “heartbreak”?
45~ How do you feel about me blindfolding you? How about blindfolding me?
61~ How willing would you be to try new sexual positions?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
I would allow you to do it… What would you do to me?
If you lose, are you willing to be their sex slave for a day, (anything goes)?
36- Do you play video games? What is your favorite? Do you a least favorite?
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
6- Do you have dreams? Can you remember them? What do you usually dream about?
You know that I will be 100% truthful, so ask.
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
24~ What are your expectations in a relationship? (I know a very big question, take your time)
21- What's your favorite way to spend a weekend or time off?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
25~ How do you feel about PDA? (Public Display of Affection)
8- What's your favorite flavor of ice cream? Do you a least favorite?
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
Would you ever want to be woken up with oral and/or intercourse?
(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…)
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
What have you learned about me that was new and/or surprising?
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
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…
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
What’s the longest time you gone without having sex, after, having it? How much time between the others?
15- What bad habit do you wish you could quit? Do you have any addictions?
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
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?
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
Would /have you ever given your partner a lap dance and Striptease?
How old are you? Male or Female?
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
Doctor/Nurse Stripper/Client
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
What have you learned about yourself that you did not before this?
*** What’s Your Favorite…? ***
Repairman/Lonely Wife Virgin/Experienced
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
39~ What are your love languages?
Does the thought excite you? Care to share?
48~ Have you ever paid or been paid for sex?
49~ If you could, would you want to be the opposite sex for a day, week, or year?
Model/Photographer Police/Criminal
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
Over time has your thoughts on sex changed?
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
1- What was your first impression of me? Has it changed?
If NO, would you ever have one? Would it be with 2 men or 2 women?
9~ How many times over your lifetime do you think you have had sex so far?
38~ Share your most embarrassing sexual memory?
* Give a rating for each one (0-100)
13~ Is there a difference between, making love, having sex, and fucking?
42~ What’s your biggest regret in life?
If YES, was it with 2 men or 2 women? Did you enjoy it?
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
52~ What are your hobbies?
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
What is your view on sex? Meaning, When/Where/ How often/
28~ What are some things that turn on? What is your biggest turn on?
*** Questions about Relationships/Past ***
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?
13- What is the craziest/scariest thing you've ever done?
15~ Have you ever been “in love”? Who? Care to Share?
3- What was the most surprising thing you’ve learned about me throughout our relationship?
19- What’s your favorite fairytale? What’s your least favorite?
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
46~ Have you ever used furniture, or other types of things to aid you while having sex?
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
22- Do you have any birth marks? How about scars? Care to share how you got them?
19- Do/have you smoked? What do you prefer? How often?
22- What is your favorite childhood memory? What is your least favorite?
9- What’s your favorite season and why? What’s your least favorite?
*** Deal Breaker Questions ***
If yes, what?
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 think this brought you closer together?
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?
64~ When was your very first orgasm? When was your first from having sex? Care to share?
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?
12- What’s your favorite food? What’s your least favorite?
34- Ever been to a concert? What was your favorite? Who would you like to see?
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
Do you like the “69” position? Do you prefer to be on top or bottom?
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
28- What are some things that people do that irritate you?
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
27- What was/ is nickname? Does it have a meaning behind it?
92~ Have you ever had or have an STD? How many? What was it?
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
81~ Do you have any kinks and/or fetishes?
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
2- What’s your favorite color? Do you a least favorite?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
3- What’s your favorite smell? Do you a least favorite?
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)
Can you Deep Throat? Do you like the taste of yourself?
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
Prisoner/Prison Guard Landlord/Tenant
Would you mind if your partner watched it? How about together vs alone?
51~ What tends to bring a smile to your face?
52~ Are you willing to make “those types” of bets with your partner?
32- What's your greatest talent? Can I see it right now?
Do you have a favorite? Is it ok if your partner does?
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
51~ Are you willing to play adult games with your partner?
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
7-What do I do in bed that drives you wild? How about, what turns you off?
80~ Share your top three fantasies/desires. (Be detailed) 😊
40~ What’s the weirdest place you’ve ever had sex?
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?
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
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,
Get this wrong and this could mean the end… :-) some funny, some not…
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
10- List 5 of your top pet peeves.
76~ Have you had a threesome? Care to Share?
18- What’s your favorite way to relax after a long day? What’s your least favorite?
9- If you could have three wishes, what would they be? Why?
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
29~ What are some things that turn you off? What is your biggest turn off?
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…
Do you watch it? What is your favorite?
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
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?
Do you shave/trim your pubic hair? For you guys do you shave your balls?
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
60~ How important is oral sex? Do you like receiving? Do you like giving?
Any that are a turn off?
Will you kiss after your partner has gone down on you? Swallow or spit semen?
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
11- List at least 5 things on your bucket list. Have you done any of them already?
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
Please share Did you stop?
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
Family Relation Age Play
Nothing too Serious
13- How about having a certain hair cut/style?
Any that are a turn off?
33- Beach or Mountains? Or is there another place to like better?
34~ Do you like the lights on or off during sex?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
What is your favorite toy? Ever wanted to try a specific toy?
4- For a pet, Cat, dog or other?
11- What's your favorite restaurant? What’s your least favorite?
*** Random Questions ***
23- What is your dream job? What was it as a child?