What is the most interesting question you can ask to get to know someone?
09.06.2025 01:38

8- What's your favorite flavor of ice cream? Do you a least favorite?
33- Beach or Mountains? Or is there another place to like better?
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
15~ Have you ever been “in love”? Who? Care to Share?
33- If you could visit any time period, when would you pick? Please explain why?
What would have happened if Shin was a good movie instead of a bad one?
13- How about having a certain hair cut/style?
17- Have you ever done drugs? Which ones? How often?
13- What is the craziest/scariest thing you've ever done?
Have you ever? Care to Share?
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
Nothing too Serious
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
What should I do if I love a girl and she apparently doesn't love me?
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
7-What do I do in bed that drives you wild? How about, what turns you off?
92~ Have you ever had or have an STD? How many? What was it?
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
Can you Deep Throat? Do you like the taste of yourself?
27- What was/ is nickname? Does it have a meaning behind it?
What is the story of how you met your spouse?
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
What was the craziest place that you had sex with someone in public?
1- What’s your favorite animal? Do you a least favorite?
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
12- What’s your favorite food? What’s your least favorite?
N95 Masks And Air Purifiers: Wildfire Smoke Protection - The Weather Channel
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
What is a common thought that keeps people up at night? Why do some people experience this?
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
If you lose, are you willing to be their sex slave for a day, (anything goes)?
47~ What would be your dream job and why?
What's it like to have an IQ of 140 to 170? Do people notice you're different?
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
What is your favorite toy? Ever wanted to try a specific toy?
Are Indian youths conservative or liberal?
Do you have a favorite? Is it ok if your partner does?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
10~ How many dates are necessary before you to have sex with someone?
Any that are a turn off?
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
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?
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
89~ Do you like taking showers together?
21~ What was the best date you ever went on? What has been the worst?
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
40~ What’s the weirdest place you’ve ever had sex?
Does the thought excite you? Care to share?
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
36- Do you play video games? What is your favorite? Do you a least favorite?
71~ Would you give your partner a hand or foot job? Would you receive one?
*** What’s Your Favorite…? ***
If NO, would you ever have one? Would it be with 2 men or 2 women?
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
*** Deal Breaker Questions ***
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
13- What’s your favorite drink? What’s your least favorite?
37- Do you like your name? If you could change it, what would you change it too?
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
22- What is your favorite childhood memory? What is your least favorite?
*** Questions about Relationships/Past ***
36~ What is your favorite time of day to have sex/make love?
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”?
18- What’s your favorite way to relax after a long day? What’s your least favorite?
14- What is an embarrassing moment in your life? How about your most embarrassing?
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
42~ What’s your biggest regret in life?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
7- What are your thoughts on religion? Is there an afterlife?
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 do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
Doctor/Nurse Stripper/Client
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
(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…)
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
Do you think this brought you closer together?
49~ How many times have you been married? Why did they end?
20- What’s your favorite candy? What’s your least favorite?
70~ Would/do you have/like anal sex?
49~ If you could, would you want to be the opposite sex for a day, week, or year?
26~ What side of the bed do you sleep on?
What do you dislike about me? I asked you to be 100% honest.
51~ What tends to bring a smile to your face?
11- What's your favorite restaurant? What’s your least favorite?
Family Relation Age Play
14- What's your favorite dessert? Do you a least favorite?
18~ Who/when was your first “crush”?
Nurse/Patient Celebrity/Fan
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
10- What is your favorite family tradition? What’s your least favorite?
21- What's your favorite way to spend a weekend or time off?
Would you ever want to be woken up with oral and/or intercourse?
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
Do you watch it? What is your favorite?
The Ice Breaker Questions
50~ How many children do you have? What are their ages?
65~ Describe the best orgasm you’ve ever had? Care to share?
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)
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
22- Do you have any birth marks? How about scars? Care to share how you got them?
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
11- How about if they like a certain sports team? 12-How about drinking too much?
83~ How do you feel about Porn?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
52~ Are you willing to make “those types” of bets with your partner?
28~ What are some things that turn on? What is your biggest turn on?
What is your view on sex? Meaning, When/Where/ How often/
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
Any that are a turn off?
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
34- Ever been to a concert? What was your favorite? Who would you like to see?
32- What's your greatest talent? Can I see it right now?
46~ Have you ever used furniture, or other types of things to aid you while having sex?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
How about if they talk dirty and/or call you names?
If you say it, I will stop, and we can talk about it when you are ready.
Teacher/Student Stranger/One Night Stand
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
Will you cheat again? How can, you be sure? Define what cheating is to you.
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/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
4- For a pet, Cat, dog or other?
30~ What's something unexpected that turns you on?
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
29- How superstitious are you?
34~ Do you like the lights on or off during sex?
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
Model/Photographer Police/Criminal
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
Do you shave/trim your pubic hair? For you guys do you shave your balls?
That one or two things that made you go hmmmm, OMG or wow!
*** Random Questions ***
1~ How old were you when you had your first kiss? Who? Care to Share?
61~ How willing would you be to try new sexual positions?
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
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?
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
1- What was your first impression of me? Has it changed?
48~ Do you have any siblings? Are you close to your family?
7- What if a person smells a certain way? 8- How about smoking?
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
17- What’s your favorite holiday? What’s your least favorite?
19- Do/have you smoked? What do you prefer? How often?
19- What’s your favorite fairytale? What’s your least favorite?
How old are you? Male or Female?
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
Master/Slave Boss/Maid
24~ What are your expectations in a relationship? (I know a very big question, take your time)
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
Repairman/Lonely Wife Virgin/Experienced
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
29~ What are some things that turn you off? What is your biggest turn off?
What have you learned about me that was new and/or surprising?
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
80~ Share your top three fantasies/desires. (Be detailed) 😊
48~ Have you ever paid or been paid for sex?
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
28- What are some things that people do that irritate you?
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
3- Should Pluto still be considered a planet? 4- How about smoking?
Would you read them together?
6- Do you have dreams? Can you remember them? What do you usually dream about?
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?
If you win, what will you make them do?
81~ Do you have any kinks and/or fetishes?
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?
Would you mind if your partner watched it? How about together vs alone?
I would allow you to do it… What would you do to me?
62~ Have you used adult toys?
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
Get this wrong and this could mean the end… :-) some funny, some not…
2- What’s your favorite color? Do you a least favorite?
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
What’s the longest time you gone without having sex, after, having it? How much time between the others?
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
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?
3- What Superhero or Superpower would you want to be/have?
52~ What are your hobbies?
Over time has your thoughts on sex changed?
60~ How important is oral sex? Do you like receiving? Do you like giving?
* Give a rating for each one (0-100)
8- What are your thoughts on politics?
31- If given a chance to be immortal, would you take it? Why?
How well do you know me? And some of your thoughts about me
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,
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?
25~ How do you feel about PDA? (Public Display of Affection)
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…
Please share Did you stop?
82~ Do you have any fantasies involving Role-Playing?
Would you do it again, and would you rather 2 females or 2 males?
Escort/Client Job Applicant/Hiring Manager
What is your favorite position? Why?
Do you like the “69” position? Do you prefer to be on top or bottom?
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
Would you allow me to clean every part of your body with my soapy hands and fingers?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
15- What's your favorite saying? What word or phrase is your least favorite?
53~ How much can you tell me about the one thing you are most passionate about?
If YES, was it with 2 men or 2 women? Did you enjoy it?
5- Have you ever been hypnotized? Would you allow yourself to be?
5~ When you first started having sex, was it what you thought it would be?
Would /have you ever given your partner a lap dance and Striptease?
9- Is there something you’ve always wanted to ask me but you’re afraid?
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
10- List 5 of your top pet peeves.
51~ Are you willing to play adult games with your partner?
67~ Do you like it when your partner moans and/or is vocal during sex?
9~ How many times over your lifetime do you think you have had sex so far?
If yes, what?
11~ Have you ever been caught by your parents or children or others while having sex?
*** Questions About Me ***
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…
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
You know that I will be 100% truthful, so ask.
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
9- If you could have three wishes, what would they be? Why?
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?
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
What was the longest? What was the shortest?
Prisoner/Prison Guard Landlord/Tenant
38~ Share your most embarrassing sexual memory?
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
44~ Care to share something about yourself that no one else knows about you?
11- List at least 5 things on your bucket list. Have you done any of them already?
13~ Is there a difference between, making love, having sex, and fucking?
What would you say to prove to yourself that it was really you?
How many times do you think you have “made love”?
9- What’s your favorite season and why? What’s your least favorite?
3- What’s your favorite smell? Do you a least favorite?
12- What is the weirdest thing you've ever eaten?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
18- How often do you drink alcohol? What is your favorite drink?
Will you kiss after your partner has gone down on you? Swallow or spit semen?
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
39~ What are your love languages?
How many partners have you had oral sex with? Who? Care to Share?
92~ Everyone needs a “safe” word. What is yours?
45~ How do you feel about me blindfolding you? How about blindfolding me?
Do you like it when they show and tell you what they want?
76~ Have you had a threesome? Care to Share?
3- What was the most surprising thing you’ve learned about me throughout our relationship?
23- What is your dream job? What was it as a child?
What have you learned about yourself that you did not before this?
84~ How do you feel about reading/listening to adult stories?
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?
15- What bad habit do you wish you could quit? Do you have any addictions?
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
64~ When was your very first orgasm? When was your first from having sex? Care to share?
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?