What is the most interesting question you can ask to get to know someone?
12.06.2025 01:28

Model/Photographer Police/Criminal
81~ Do you have any kinks and/or fetishes?
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
Do empaths fall easier for abusive people?
34~ Do you like the lights on or off during sex?
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
9- Is there something you’ve always wanted to ask me but you’re afraid?
30~ What's something unexpected that turns you on?
64~ When was your very first orgasm? When was your first from having sex? Care to share?
15- What's your favorite saying? What word or phrase is your least favorite?
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
Any that are a turn off?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
Does a person with schizophrenia hear voices?
Teacher/Student Stranger/One Night Stand
36- Do you play video games? What is your favorite? Do you a least favorite?
Will you kiss after your partner has gone down on you? Swallow or spit semen?
Utah woman loses 100 pounds in one year: Here's how - KSL.com
17- Have you ever done drugs? Which ones? How often?
11- List at least 5 things on your bucket list. Have you done any of them already?
Would you do it again, and would you rather 2 females or 2 males?
Charting the Global Economy: US GDP Falls on Larger Trade Hit - Bloomberg
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
*** What’s Your Favorite…? ***
11~ Have you ever been caught by your parents or children or others while having sex?
Jac Caglianone and a modern history of left handed sluggers - Royals Review
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?
51~ What tends to bring a smile to your face?
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
Witness testifies about Sean Combs’ ‘hotel nights’: ‘I was repulsed’ - NPR
92~ Everyone needs a “safe” word. What is yours?
*** Deal Breaker Questions ***
22- Do you have any birth marks? How about scars? Care to share how you got them?
Obesity Newcomer Metsera, Up 23%, Enters The Ring With A Punch - Investor's Business Daily
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)
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?
25~ How do you feel about PDA? (Public Display of Affection)
14- What's your favorite dessert? Do you a least favorite?
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
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,
Asteroid 2024 YR4 Could Strike the Moon: NASA’s Webb Telescope Warns - The Daily Galaxy
50~ How many children do you have? What are their ages?
5~ When you first started having sex, was it what you thought it would be?
Does the thought excite you? Care to share?
48~ Do you have any siblings? Are you close to your family?
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
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?
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
*** Questions about Relationships/Past ***
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?
28~ What are some things that turn on? What is your biggest turn on?
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
28- What are some things that people do that irritate you?
Would you ever want to be woken up with oral and/or intercourse?
29~ What are some things that turn you off? What is your biggest turn off?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
46~ Have you ever used furniture, or other types of things to aid you while having sex?
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
84~ How do you feel about reading/listening to adult stories?
21- What's your favorite way to spend a weekend or time off?
The Ice Breaker Questions
53~ How much can you tell me about the one thing you are most passionate about?
Do you shave/trim your pubic hair? For you guys do you shave your balls?
42~ What’s your biggest regret in life?
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
48~ Have you ever paid or been paid for sex?
*** Random Questions ***
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
What is your favorite toy? Ever wanted to try a specific toy?
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
3- What Superhero or Superpower would you want to be/have?
If yes, what?
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
31- If given a chance to be immortal, would you take it? Why?
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
If you say it, I will stop, and we can talk about it when you are ready.
37- Do you like your name? If you could change it, what would you change it too?
2- What’s your favorite color? Do you a least favorite?
8- What are your thoughts on politics?
82~ Do you have any fantasies involving Role-Playing?
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
(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…)
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?
15~ Have you ever been “in love”? Who? Care to Share?
62~ Have you used adult toys?
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?
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
3- What was the most surprising thing you’ve learned about me throughout our relationship?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
What would you say to prove to yourself that it was really you?
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?
18- What’s your favorite way to relax after a long day? What’s your least favorite?
What’s the longest time you gone without having sex, after, having it? How much time between the others?
3- What’s your favorite smell? Do you a least favorite?
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
1- What was your first impression of me? Has it changed?
44~ Care to share something about yourself that no one else knows about you?
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
10~ How many dates are necessary before you to have sex with someone?
67~ Do you like it when your partner moans and/or is vocal during sex?
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
13~ Is there a difference between, making love, having sex, and fucking?
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
34- Ever been to a concert? What was your favorite? Who would you like to see?
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
22- What is your favorite childhood memory? What is your least favorite?
9- If you could have three wishes, what would they be? Why?
Will you cheat again? How can, you be sure? Define what cheating is to you.
27- What was/ is nickname? Does it have a meaning behind it?
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
*** Questions About Me ***
92~ Have you ever had or have an STD? How many? What was it?
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
You know that I will be 100% truthful, so ask.
51~ Are you willing to play adult games with your partner?
71~ Would you give your partner a hand or foot job? Would you receive one?
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
What have you learned about me that was new and/or surprising?
Over time has your thoughts on sex changed?
29- How superstitious are you?
Do you watch it? What is your favorite?
10- What is your favorite family tradition? What’s your least favorite?
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
36~ What is your favorite time of day to have sex/make love?
5- Have you ever been hypnotized? Would you allow yourself to be?
89~ Do you like taking showers together?
If YES, was it with 2 men or 2 women? Did you enjoy it?
12- What is the weirdest thing you've ever eaten?
* Give a rating for each one (0-100)
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
Do you like the “69” position? Do you prefer to be on top or bottom?
14- What is an embarrassing moment in your life? How about your most embarrassing?
What is your favorite position? Why?
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?
80~ Share your top three fantasies/desires. (Be detailed) 😊
20- What’s your favorite candy? What’s your least favorite?
Escort/Client Job Applicant/Hiring Manager
49~ If you could, would you want to be the opposite sex for a day, week, or year?
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
11- What's your favorite restaurant? What’s your least favorite?
41~ Are there moments in your past that you would want to change? Please share 3 of them.
24~ What are your expectations in a relationship? (I know a very big question, take your time)
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
What do you dislike about me? I asked you to be 100% honest.
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
Have you ever? Care to Share?
What is your view on sex? Meaning, When/Where/ How often/
4- For a pet, Cat, dog or other?
8- What's your favorite flavor of ice cream? Do you a least favorite?
83~ How do you feel about Porn?
26~ What side of the bed do you sleep on?
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
Would you mind if your partner watched it? How about together vs alone?
43~ Ever had your hair pulled 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?
I would allow you to do it… What would you do to me?
1~ How old were you when you had your first kiss? Who? Care to Share?
Any that are a turn off?
15- What bad habit do you wish you could quit? Do you have any addictions?
Doctor/Nurse Stripper/Client
Master/Slave Boss/Maid
52~ What are your hobbies?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
52~ Are you willing to make “those types” of bets with your partner?
13- What is the craziest/scariest thing you've ever done?
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
19~ Who/when was your first “heartbreak”?
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
7-What do I do in bed that drives you wild? How about, what turns you off?
13- What’s your favorite drink? What’s your least favorite?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
32- What's your greatest talent? Can I see it right now?
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?
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
12- What’s your favorite food? What’s your least favorite?
Please share Did you stop?
What have you learned about yourself that you did not before this?
9~ How many times over your lifetime do you think you have had sex so far?
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
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?
1- What’s your favorite animal? Do you a least favorite?
7- What if a person smells a certain way? 8- How about smoking?
What was the longest? What was the shortest?
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…
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
How many times do you think you have “made love”?
60~ How important is oral sex? Do you like receiving? Do you like giving?
7- What are your thoughts on religion? Is there an afterlife?
38~ Share your most embarrassing sexual memory?
If you win, what will you make them do?
19- Do/have you smoked? What do you prefer? How often?
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
61~ How willing would you be to try new sexual positions?
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
Get this wrong and this could mean the end… :-) some funny, some not…
11- How about if they like a certain sports team? 12-How about drinking too much?
Nothing too Serious
How well do you know me? And some of your thoughts about me
Family Relation Age Play
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
33- Beach or Mountains? Or is there another place to like better?
Nurse/Patient Celebrity/Fan
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…
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
39~ What are your love languages?
49~ How many times have you been married? Why did they end?
Prisoner/Prison Guard Landlord/Tenant
How about if they talk dirty and/or call you names?
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
70~ Would/do you have/like anal sex?
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
40~ What’s the weirdest place you’ve ever had sex?
Do you think this brought you closer together?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
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?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
13- How about having a certain hair cut/style?
How many partners have you had oral sex with? Who? Care to Share?
Can you Deep Throat? Do you like the taste of yourself?
Do you like it when they show and tell you what they want?
18- How often do you drink alcohol? What is your favorite drink?
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
47~ What would be your dream job and why?
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
45~ How do you feel about me blindfolding you? How about blindfolding me?
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
6- Do you have dreams? Can you remember them? What do you usually dream about?
Repairman/Lonely Wife Virgin/Experienced
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
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?
21~ What was the best date you ever went on? What has been the worst?
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?
Would you read them together?
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
10- List 5 of your top pet peeves.
3- Should Pluto still be considered a planet? 4- How about smoking?
9- What’s your favorite season and why? What’s your least favorite?
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
18~ Who/when was your first “crush”?
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
19- What’s your favorite fairytale? What’s your least favorite?
33- If you could visit any time period, when would you pick? Please explain why?
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
76~ Have you had a threesome? Care to Share?
If you lose, are you willing to be their sex slave for a day, (anything goes)?
How old are you? Male or Female?
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
Do you have a favorite? Is it ok if your partner does?