What is the most interesting question you can ask to get to know someone?
12.06.2025 02:38

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