What is the most interesting question you can ask to get to know someone?
09.06.2025 17:07
23- What is your dream job? What was it as a child?
27- What was/ is nickname? Does it have a meaning behind it?
How old are you? Male or Female?
Vikings are worried about J.J. McCarthy (if you ignore everything they've said) - The Viking Age
92~ Everyone needs a “safe” word. What is yours?
Family Relation Age Play
60~ How important is oral sex? Do you like receiving? Do you like giving?
How to Make AI Faster and Smarter—With a Little Help from Physics - WIRED
Repairman/Lonely Wife Virgin/Experienced
*** Random Questions ***
9- Is there something you’ve always wanted to ask me but you’re afraid?
*** Questions about Relationships/Past ***
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
What have you learned about me that was new and/or surprising?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
Have you ever? Care to Share?
1- What was your first impression of me? Has it changed?
You know that I will be 100% truthful, so ask.
They Were 8,000-Pound Sloths With Claws and Armor – Then Humans Showed Up - SciTechDaily
Would you do it again, and would you rather 2 females or 2 males?
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
53~ How much can you tell me about the one thing you are most passionate about?
Why are women attracted to ugly guys?
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
42~ What’s your biggest regret in life?
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
Abby Lee Miller Sues Cedars-Sinai Hospital, Claims Doctors Left Catheter in Her Body - TMZ
49~ If you could, would you want to be the opposite sex for a day, week, or year?
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
28~ What are some things that turn on? What is your biggest turn on?
Experts reveal that THIS diet can reduce heart disease risk - Times of India
Any that are a turn off?
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
33- If you could visit any time period, when would you pick? Please explain why?
What kind of lights would you like to use for your home decor?
3- Should Pluto still be considered a planet? 4- How about smoking?
26~ What side of the bed do you sleep on?
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
Common herbal supplement linked to deadly liver disease - Times of India
Doctor/Nurse Stripper/Client
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
65~ Describe the best orgasm you’ve ever had? Care to share?
HIV Drugs Linked to Lower Alzheimer’s Risk - Neuroscience News
50~ How many children do you have? What are their ages?
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
13- What’s your favorite drink? What’s your least favorite?
34- Ever been to a concert? What was your favorite? Who would you like to see?
64~ When was your very first orgasm? When was your first from having sex? Care to share?
11~ Have you ever been caught by your parents or children or others while having sex?
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
22- What is your favorite childhood memory? What is your least favorite?
34~ Do you like the lights on or off during sex?
(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…)
19- Do/have you smoked? What do you prefer? How often?
Do you shave/trim your pubic hair? For you guys do you shave your balls?
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
13~ Is there a difference between, making love, having sex, and fucking?
That one or two things that made you go hmmmm, OMG or wow!
Get this wrong and this could mean the end… :-) some funny, some not…
If you win, what will you make them do?
9- What’s your favorite season and why? What’s your least favorite?
How about if they talk dirty and/or call you names?
6- Do you have dreams? Can you remember them? What do you usually dream about?
5~ When you first started having sex, was it what you thought it would be?
19- What’s your favorite fairytale? What’s your least favorite?
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?
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?
Over time has your thoughts on sex changed?
22- Do you have any birth marks? How about scars? Care to share how you got them?
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?
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
What have you learned about yourself that you did not before this?
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
92~ Have you ever had or have an STD? How many? What was it?
11- How about if they like a certain sports team? 12-How about drinking too much?
4- For a pet, Cat, dog or other?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
52~ What are your hobbies?
Do you have a favorite? Is it ok if your partner does?
29~ What are some things that turn you off? What is your biggest turn off?
18- How often do you drink alcohol? What is your favorite drink?
48~ Do you have any siblings? Are you close to your family?
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
Do you watch it? What is your favorite?
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
Model/Photographer Police/Criminal
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
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.
47~ What would be your dream job and why?
8- What's your favorite flavor of ice cream? Do you a least favorite?
If you say it, I will stop, and we can talk about it when you are ready.
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
82~ Do you have any fantasies involving Role-Playing?
49~ How many times have you been married? Why did they end?
12- What’s your favorite food? What’s your least favorite?
If NO, would you ever have one? Would it be with 2 men or 2 women?
Nurse/Patient Celebrity/Fan
41~ Are there moments in your past that you would want to change? Please share 3 of them.
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
52~ Are you willing to make “those types” of bets with your partner?
76~ Have you had a threesome? Care to Share?
How many times do you think you have “made love”?
How well do you know me? And some of your thoughts about me
*** Deal Breaker Questions ***
15- What bad habit do you wish you could quit? Do you have any addictions?
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?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
18~ Who/when was your first “crush”?
51~ Are you willing to play adult games with your partner?
What is your favorite position? Why?
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
What would you say to prove to yourself that it was really you?
28- What are some things that people do that irritate 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?
If you lose, are you willing to be their sex slave for a day, (anything goes)?
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…
If YES, was it with 2 men or 2 women? Did you enjoy it?
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
How many partners have you had oral sex with? Who? Care to Share?
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
1~ How old were you when you had your first kiss? Who? Care to Share?
8- What are your thoughts on politics?
9- If you could have three wishes, what would they be? Why?
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
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?
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
17- Have you ever done drugs? Which ones? How often?
3- What’s your favorite smell? Do you a least favorite?
7- What if a person smells a certain way? 8- How about smoking?
25~ How do you feel about PDA? (Public Display of Affection)
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?
14- What is an embarrassing moment in your life? How about your most embarrassing?
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
Do you like it when they show and tell you what they want?
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
32- What's your greatest talent? Can I see it right now?
13- What is the craziest/scariest thing you've ever done?
45~ How do you feel about me blindfolding you? How about blindfolding me?
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?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
Will you kiss after your partner has gone down on you? Swallow or spit semen?
* Give a rating for each one (0-100)
17- What’s your favorite holiday? What’s your least favorite?
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
3- What Superhero or Superpower would you want to be/have?
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?
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
What is your view on sex? Meaning, When/Where/ How often/
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? 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)
Can you Deep Throat? Do you like the taste of yourself?
39~ What are your love languages?
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
24~ What are your expectations in a relationship? (I know a very big question, take your time)
7- What are your thoughts on religion? Is there an afterlife?
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
Nothing too Serious
33- Beach or Mountains? Or is there another place to like better?
14- What's your favorite dessert? Do you a least favorite?
46~ Have you ever used furniture, or other types of things to aid you while having sex?
30~ What's something unexpected that turns you on?
62~ Have you used adult toys?
67~ Do you like it when your partner moans and/or is vocal during sex?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
3- What was the most surprising thing you’ve learned about me throughout our relationship?
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
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,
Would you read them together?
11- What's your favorite restaurant? What’s your least favorite?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
83~ How do you feel about Porn?
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
15~ Have you ever been “in love”? Who? Care to Share?
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
21- What's your favorite way to spend a weekend or time off?
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
9~ How many times over your lifetime do you think you have had sex so far?
I would allow you to do it… What would you do to me?
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
Any that are a turn off?
40~ What’s the weirdest place you’ve ever had sex?
20- What’s your favorite candy? What’s your least favorite?
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
48~ Have you ever paid or been paid for sex?
5- Have you ever been hypnotized? Would you allow yourself to be?
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
Please share Did you stop?
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
89~ Do you like taking showers together?
7-What do I do in bed that drives you wild? How about, what turns you off?
Do you like the “69” position? Do you prefer to be on top or bottom?
80~ Share your top three fantasies/desires. (Be detailed) 😊
37- Do you like your name? If you could change it, what would you change it too?
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
13- How about having a certain hair cut/style?
61~ How willing would you be to try new sexual positions?
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
15- What's your favorite saying? What word or phrase is your least favorite?
38~ Share your most embarrassing sexual memory?
10~ How many dates are necessary before you to have sex with someone?
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
Would you allow me to clean every part of your body with my soapy hands and fingers?
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…
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
84~ How do you feel about reading/listening to adult stories?
12- What is the weirdest thing you've ever eaten?
19~ Who/when was your first “heartbreak”?
44~ Care to share something about yourself that no one else knows about you?
Escort/Client Job Applicant/Hiring Manager
36~ What is your favorite time of day to have sex/make love?
7~ How many times in one day have you had sex? Who/When/Where? 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?
The Ice Breaker Questions
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?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
36- Do you play video games? What is your favorite? Do you a least favorite?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
1- What’s your favorite animal? Do you a least favorite?
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
70~ Would/do you have/like anal sex?
Master/Slave Boss/Maid
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
Does the thought excite you? 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?
Would you mind if your partner watched it? How about together vs alone?
10- What is your favorite family tradition? What’s your least favorite?
81~ Do you have any kinks and/or fetishes?
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
*** Questions About Me ***
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
What’s the longest time you gone without having sex, after, having it? How much time between the others?
29- How superstitious are you?
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
What was the longest? What was the shortest?
Would /have you ever given your partner a lap dance and Striptease?
*** What’s Your Favorite…? ***
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
2- What’s your favorite color? Do you a least favorite?
21~ What was the best date you ever went on? What has been the worst?
If yes, what?
Prisoner/Prison Guard Landlord/Tenant
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
10- List 5 of your top pet peeves.
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
What do you dislike about me? I asked you to be 100% honest.
Do you think this brought you closer together?
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
31- If given a chance to be immortal, would you take it? Why?
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
71~ Would you give your partner a hand or foot job? Would you receive one?
Teacher/Student Stranger/One Night Stand
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
18- What’s your favorite way to relax after a long day? What’s your least favorite?
51~ What tends to bring a smile to your face?
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?