What is the most interesting question you can ask to get to know someone?
12.06.2025 05:58
13~ Is there a difference between, making love, having sex, and fucking?
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?
Meta buys a nuclear power plant (more or less) - TechCrunch
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
21~ What was the best date you ever went on? What has been the worst?
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?
Why do men first look at a woman's chest instead of their face?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
If you lose, are you willing to be their sex slave for a day, (anything goes)?
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
DC Mayor Bowser’s message for Shakira after WorldPride cancellation: ‘Get yourself here’ - WTOP
Any that are a turn off?
Do you shave/trim your pubic hair? For you guys do you shave your balls?
What have you learned about me that was new and/or surprising?
India to Open Flagship EV Making Policy to Lure Global Giants - Bloomberg
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
24~ What are your expectations in a relationship? (I know a very big question, take your time)
*** Random Questions ***
Accidental discovery at New York planetarium unlocks secret into universe’s inner workings - PBS
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?
Would you do it again, and would you rather 2 females or 2 males?
Do you like it when they show and tell you what they want?
* Give a rating for each one (0-100)
11- What's your favorite restaurant? What’s your least favorite?
8- What's your favorite flavor of ice cream? Do you a least favorite?
Is the Philippines PH a poor 3rd world or 4th world country forever and forever?
1- What was your first impression of me? Has it changed?
48~ Have you ever paid or been paid for sex?
89~ Do you like taking showers together?
The Genetic Mystery of Why Cats Purr May Finally Be Solved - ScienceAlert
36~ What is your favorite time of day to have sex/make love?
62~ Have you used adult toys?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
53~ How much can you tell me about the one thing you are most passionate about?
Will you kiss after your partner has gone down on you? Swallow or spit semen?
*** Questions about Relationships/Past ***
New map shows Bay Area locations with highest risk of ember-driven wildfires - East Bay Times
Have you ever? Care to Share?
Do you watch it? What is your favorite?
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,
17 more Rite Aid stores to close in WA, including 4 Bartell Drugs - The Seattle Times
32- What's your greatest talent? Can I see it right now?
2- What’s your favorite color? Do you a least favorite?
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
If NO, would you ever have one? Would it be with 2 men or 2 women?
18- What’s your favorite way to relax after a long day? What’s your least favorite?
31- If given a chance to be immortal, would you take it? Why?
Do you think this brought you closer together?
67~ Do you like it when your partner moans and/or is vocal during sex?
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
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 do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
3- What was the most surprising thing you’ve learned about me throughout our relationship?
65~ Describe the best orgasm you’ve ever had? Care to share?
3- What Superhero or Superpower would you want to be/have?
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
Would /have you ever given your partner a lap dance and Striptease?
38~ Share your most embarrassing sexual memory?
15~ Have you ever been “in love”? Who? Care to Share?
33- Beach or Mountains? Or is there another place to like better?
49~ If you could, would you want to be the opposite sex for a day, week, or year?
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
10- List 5 of your top pet peeves.
36- Do you play video games? What is your favorite? Do you a least favorite?
Escort/Client Job Applicant/Hiring Manager
17- What’s your favorite holiday? What’s your least favorite?
12- What is the weirdest thing you've ever eaten?
Please share Did you stop?
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
Will you cheat again? How can, you be sure? Define what cheating is to you.
What is your favorite toy? Ever wanted to try a specific toy?
76~ Have you had a threesome? Care to Share?
44~ Care to share something about yourself that no one else knows about you?
22- Do you have any birth marks? How about scars? Care to share how you got them?
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
3- Should Pluto still be considered a planet? 4- How about smoking?
17- Have you ever done drugs? Which ones? How often?
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
What have you learned about yourself that you did not before this?
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
52~ Are you willing to make “those types” of bets with your partner?
30~ What's something unexpected that turns you on?
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?
11~ Have you ever been caught by your parents or children or others while having sex?
21- What's your favorite way to spend a weekend or time off?
Any that are a turn off?
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
25~ How do you feel about PDA? (Public Display of Affection)
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
39~ What are your love languages?
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
If you win, what will you make them do?
42~ What’s your biggest regret in life?
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
Over time has your thoughts on sex changed?
19~ Who/when was your first “heartbreak”?
64~ When was your very first orgasm? When was your first from having sex? Care to share?
49~ How many times have you been married? Why did they end?
28- What are some things that people do that irritate you?
51~ Are you willing to play adult games with your partner?
Teacher/Student Stranger/One Night Stand
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
22- What is your favorite childhood memory? What is your least favorite?
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
50~ How many children do you have? What are their ages?
How many times do you think you have “made love”?
14- What's your favorite dessert? Do you a least favorite?
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
29- How superstitious are you?
4- For a pet, Cat, dog or other?
84~ How do you feel about reading/listening to adult stories?
Would you ever want to be woken up with oral and/or intercourse?
40~ What’s the weirdest place you’ve ever had sex?
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
How many partners have you had oral sex with? Who? Care to Share?
61~ How willing would you be to try new sexual positions?
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
13- What is the craziest/scariest thing you've ever done?
(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…)
18- How often do you drink alcohol? What is your favorite drink?
23- What is your dream job? What was it as a child?
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?
70~ Would/do you have/like anal sex?
13- What’s your favorite drink? What’s your least favorite?
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
Doctor/Nurse Stripper/Client
The Ice Breaker Questions
9- Is there something you’ve always wanted to ask me but you’re afraid?
10- What is your favorite family tradition? What’s your least favorite?
If yes, what?
26~ What side of the bed do you sleep on?
52~ What are your hobbies?
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
How old are you? Male or Female?
47~ What would be your dream job and why?
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
Prisoner/Prison Guard Landlord/Tenant
Get this wrong and this could mean the end… :-) some funny, some not…
81~ Do you have any kinks and/or fetishes?
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
How well do you know me? And some of your thoughts about me
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
Can you Deep Throat? Do you like the taste of yourself?
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
41~ Are there moments in your past that you would want to change? Please share 3 of them.
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
33- If you could visit any time period, when would you pick? Please explain why?
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
Does the thought excite you? Care to share?
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
Family Relation Age Play
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
What’s the longest time you gone without having sex, after, having it? How much time between the others?
20- What’s your favorite candy? What’s your least favorite?
71~ Would you give your partner a hand or foot job? Would you receive one?
15- What's your favorite saying? What word or phrase is your least favorite?
19- Do/have you smoked? What do you prefer? How often?
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
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?
5- Have you ever been hypnotized? Would you allow yourself to be?
Model/Photographer Police/Criminal
13- How about having a certain hair cut/style?
92~ Have you ever had or have an STD? How many? What was it?
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
5~ When you first started having sex, was it what you thought it would be?
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
What would you say to prove to yourself that it was really you?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
27- What was/ is nickname? Does it have a meaning behind it?
*** Questions About Me ***
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
22~ What is the best pickup line anyone has ever used on you? What was the worst?
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
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?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
11- How about if they like a certain sports team? 12-How about drinking too much?
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?
What is your favorite position? Why?
8- What are your thoughts on politics?
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?
48~ Do you have any siblings? Are you close to your family?
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
You know that I will be 100% truthful, so ask.
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
9~ How many times over your lifetime do you think you have had sex so far?
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
29~ What are some things that turn you off? What is your biggest turn off?
14- What is an embarrassing moment in your life? How about your most embarrassing?
Master/Slave Boss/Maid
7- What are your thoughts on religion? Is there an afterlife?
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
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 is your view on sex? Meaning, When/Where/ How often/
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
What do you dislike about me? I asked you to be 100% honest.
37- Do you like your name? If you could change it, what would you change it too?
46~ Have you ever used furniture, or other types of things to aid you while having sex?
How about if they talk dirty and/or call you names?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
Would you mind if your partner watched it? How about together vs alone?
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?
That one or two things that made you go hmmmm, OMG or wow!
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
6- Do you have dreams? Can you remember them? What do you usually dream about?
7-What do I do in bed that drives you wild? How about, what turns you off?
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
9- If you could have three wishes, what would they be? Why?
11- List at least 5 things on your bucket list. Have you done any of them already?
1~ How old were you when you had your first kiss? Who? Care to Share?
83~ How do you feel about Porn?
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
3- What’s your favorite smell? Do you a least favorite?
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
80~ Share your top three fantasies/desires. (Be detailed) 😊
15- What bad habit do you wish you could quit? Do you have any addictions?
1- What’s your favorite animal? 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?
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
7- What if a person smells a certain way? 8- How about smoking?
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
19- What’s your favorite fairytale? What’s your least favorite?
18~ Who/when was your first “crush”?
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
Repairman/Lonely Wife Virgin/Experienced
If you say it, I will stop, and we can talk about it when you are ready.
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
92~ Everyone needs a “safe” word. What is yours?
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
10~ How many dates are necessary before you to have sex with someone?
12- What’s your favorite food? What’s your least favorite?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
34- Ever been to a concert? What was your favorite? Who would you like to see?
34~ Do you like the lights on or off during sex?
Would you read them together?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
45~ How do you feel about me blindfolding you? How about blindfolding me?
Would you allow me to clean every part of your body with my soapy hands and fingers?
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
28~ What are some things that turn on? What is your biggest turn on?
Do you like the “69” position? Do you prefer to be on top or bottom?
Do you have a favorite? Is it ok if your partner does?
What was the longest? What was the shortest?
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?
60~ How important is oral sex? Do you like receiving? Do you like giving?
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…
Nurse/Patient Celebrity/Fan
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
If YES, was it with 2 men or 2 women? Did you enjoy it?
82~ Do you have any fantasies involving Role-Playing?
*** Deal Breaker Questions ***
*** What’s Your Favorite…? ***
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
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- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
9- What’s your favorite season and why? What’s your least favorite?
I would allow you to do it… What would you do to me?
Nothing too Serious