What is the most interesting question you can ask to get to know someone?
09.06.2025 05:06
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?
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
Master/Slave Boss/Maid
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
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?
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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?
13~ Is there a difference between, making love, having sex, and fucking?
Why is Reddit blocked by the Indonesian government?
* Give a rating for each one (0-100)
60~ How important is oral sex? Do you like receiving? Do you like giving?
25~ How do you feel about PDA? (Public Display of Affection)
First Map Made of a Solid’s Secret Quantum Geometry - quantamagazine.org
10- List 5 of your top pet peeves.
Over time has your thoughts on sex changed?
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
S.A.-area rabies cases spark concern for officials. Here's why - MySA
14- What is an embarrassing moment in your life? How about your most embarrassing?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
What should every American know before traveling to the UK?
5~ When you first started having sex, was it what you thought it would be?
Do you shave/trim your pubic hair? For you guys do you shave your balls?
Any that are a turn off?
21- What's your favorite way to spend a weekend or time off?
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
19- What’s your favorite fairytale? What’s your least favorite?
How do you take your erotic photos and how do you choose the poses?
7-What do I do in bed that drives you wild? How about, what turns you off?
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
Escort/Client Job Applicant/Hiring Manager
18~ Who/when was your first “crush”?
65~ Describe the best orgasm you’ve ever had? Care to share?
(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…)
Dopamine Neurons Map Future Rewards, Not Just Past Ones - Neuroscience News
7- What are your thoughts on religion? Is there an afterlife?
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
46~ Have you ever used furniture, or other types of things to aid you while having sex?
18- How often do you drink alcohol? What is your favorite drink?
What is your favorite position? Why?
6- Do you have dreams? Can you remember them? What do you usually dream about?
3- What was the most surprising thing you’ve learned about me throughout our relationship?
Night Owls More Impulsive Than Morning Larks - Neuroscience News
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,
24~ What are your expectations in a relationship? (I know a very big question, take your time)
Get this wrong and this could mean the end… :-) some funny, some not…
52~ Are you willing to make “those types” of bets with your partner?
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
13- How about having a certain hair cut/style?
Family Relation Age Play
*** Questions about Relationships/Past ***
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
67~ Do you like it when your partner moans and/or is vocal during sex?
52~ What are your hobbies?
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
26~ What side of the bed do you sleep on?
47~ What would be your dream job and why?
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 yes, what?
27- What was/ is nickname? Does it have a meaning behind it?
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
22~ What is the best pickup line anyone has ever used on you? What was the worst?
Any that are a turn off?
I would allow you to do it… What would you do to me?
83~ How do you feel about Porn?
Do you like the “69” position? Do you prefer to be on top or bottom?
32- What's your greatest talent? Can I see it right now?
48~ Do you have any siblings? Are you close to your family?
Nothing too Serious
19- Do/have you smoked? What do you prefer? How often?
Model/Photographer Police/Criminal
13- What’s your favorite drink? What’s your least favorite?
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
23- What is your dream job? What was it as a child?
1~ How old were you when you had your first kiss? Who? Care to Share?
2- What’s your favorite color? Do you a least favorite?
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
36~ What is your favorite time of day to have sex/make love?
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
17- What’s your favorite holiday? What’s your least favorite?
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
*** What’s Your Favorite…? ***
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
18- What’s your favorite way to relax after a long day? What’s your least favorite?
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
What would you say to prove to yourself that it was really you?
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?
Do you have a favorite? Is it ok if your partner does?
28~ What are some things that turn on? What is your biggest turn on?
21~ What was the best date you ever went on? What has been the worst?
53~ How much can you tell me about the one thing you are most passionate about?
11~ Have you ever been caught by your parents or children or others while having sex?
What is your view on sex? Meaning, When/Where/ How often/
11- What's your favorite restaurant? 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?
What was the longest? What was the shortest?
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
Do you like it when they show and tell you what they want?
What is your favorite toy? Ever wanted to try a specific toy?
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
45~ How do you feel about me blindfolding you? How about blindfolding me?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
Teacher/Student Stranger/One Night Stand
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
11- List at least 5 things on your bucket list. Have you done any of them already?
Would you mind if your partner watched it? How about together vs alone?
29- How superstitious are you?
39~ What are your love languages?
5- Have you ever been hypnotized? Would you allow yourself to be?
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
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?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
Will you cheat again? How can, you be sure? Define what cheating is to you.
42~ What’s your biggest regret in life?
81~ Do you have any kinks and/or fetishes?
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
9- What’s your favorite season and why? What’s your least favorite?
76~ Have you had a threesome? Care to Share?
4- For a pet, Cat, dog or other?
Would you ever want to be woken up with oral and/or intercourse?
1- What’s your favorite animal? Do you a least favorite?
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…
9- If you could have three wishes, what would they be? Why?
Does the thought excite you? Care to share?
What have you learned about yourself that you did not before this?
34~ Do you like the lights on or off during sex?
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
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?
41~ Are there moments in your past that you would want to change? Please share 3 of them.
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
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?
92~ Have you ever had or have an STD? How many? What was it?
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
89~ Do you like taking showers together?
15- What's your favorite saying? What word or phrase is your least favorite?
That one or two things that made you go hmmmm, OMG or wow!
44~ Care to share something about yourself that no one else knows about you?
10- What is your favorite family tradition? What’s your least favorite?
30~ What's something unexpected that turns you on?
49~ How many times have you been married? Why did they end?
33- If you could visit any time period, when would you pick? Please explain why?
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
Do you watch it? What is your favorite?
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
How well do you know me? And some of your thoughts about me
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
Would you read them together?
12- What is the weirdest thing you've ever eaten?
36- Do you play video games? What is your favorite? Do you a least favorite?
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
Doctor/Nurse Stripper/Client
*** Questions About Me ***
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
*** Random Questions ***
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?
9~ How many times over your lifetime do you think you have had sex so far?
64~ When was your very first orgasm? When was your first from having sex? Care to share?
22- What is your favorite childhood memory? What is your least favorite?
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
You know that I will be 100% truthful, so ask.
17- Have you ever done drugs? Which ones? How often?
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
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?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
What do you dislike about me? I asked you to be 100% honest.
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
Do you think this brought you closer together?
How about if they talk dirty and/or call you names?
7- What if a person smells a certain way? 8- How about smoking?
The Ice Breaker Questions
14- What's your favorite dessert? Do you a least favorite?
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
13- What is the craziest/scariest thing you've ever done?
Please share Did you stop?
What have you learned about me that was new and/or surprising?
31- If given a chance to be immortal, would you take it? Why?
If you say it, I will stop, and we can talk about it when you are ready.
How old are you? Male or Female?
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
Have you ever? Care to Share?
3- What Superhero or Superpower would you want to be/have?
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
84~ How do you feel about reading/listening to adult stories?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
10~ How many dates are necessary before you to have sex with someone?
70~ Would/do you have/like anal sex?
Prisoner/Prison Guard Landlord/Tenant
50~ How many children do you have? What are their ages?
8- What are your thoughts on politics?
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
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 clean every part of your body with my soapy hands and fingers?
82~ Do you have any fantasies involving Role-Playing?
15- What bad habit do you wish you could quit? Do you have any addictions?
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
20- What’s your favorite candy? What’s your least favorite?
15~ Have you ever been “in love”? Who? Care to Share?
62~ Have you used adult toys?
38~ Share your most embarrassing sexual memory?
Repairman/Lonely Wife Virgin/Experienced
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
If you win, what will you make them do?
Will you kiss after your partner has gone down on you? Swallow or spit semen?
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
42~ Ever been spanked 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?
92~ Everyone needs a “safe” word. What is yours?
48~ Have you ever paid or been paid for sex?
80~ Share your top three fantasies/desires. (Be detailed) 😊
28- What are some things that people do that irritate you?
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)
How many partners have you had oral sex with? Who? Care to Share?
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?
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
34- Ever been to a concert? What was your favorite? Who would you like to see?
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
Can you Deep Throat? Do you like the taste of yourself?
22- Do you have any birth marks? How about scars? Care to share how you got them?
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 many times do you think you have “made love”?
3- What’s your favorite smell? Do you a least favorite?
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
11- How about if they like a certain sports team? 12-How about drinking too much?
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
1- What was your first impression of me? Has it changed?
12- What’s your favorite food? What’s your least favorite?
If YES, was it with 2 men or 2 women? Did you enjoy it?
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…
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
8- What's your favorite flavor of ice cream? Do you a least favorite?
49~ If you could, would you want to be the opposite sex for a day, week, or year?
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
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?
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
What’s the longest time you gone without having sex, after, having it? How much time between the others?
Would you do it again, and would you rather 2 females or 2 males?
61~ How willing would you be to try new sexual positions?
51~ Are you willing to play adult games with your partner?
3- Should Pluto still be considered a planet? 4- How about smoking?
If you lose, are you willing to be their sex slave for a day, (anything goes)?
33- Beach or Mountains? Or is there another place to like better?
51~ What tends to bring a smile to your face?
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
9- Is there something you’ve always wanted to ask me but you’re afraid?
Nurse/Patient Celebrity/Fan
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
*** Deal Breaker Questions ***
If NO, would you ever have one? Would it be with 2 men or 2 women?
19~ Who/when was your first “heartbreak”?