What is the most interesting question you can ask to get to know someone?
11.06.2025 08:18
How many times do you think you have “made love”?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
UK civil servants who used AI saved two weeks a year, government study finds - Financial Times
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…
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
What’s the longest time you gone without having sex, after, having it? How much time between the others?
This Plant You’ve Never Heard of Can Do What Scientists Thought Was Impossible - SciTechDaily
13- How about having a certain hair cut/style?
24~ What are your expectations in a relationship? (I know a very big question, take your time)
*** Questions About Me ***
Want to lower your cholesterol? Try a daily cup of this common bean - The Independent
9~ How many times over your lifetime do you think you have had sex so far?
32- What's your greatest talent? Can I see it right now?
(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…)
Why are Republican politicians so afraid to oppose Trump?
5- Have you ever been hypnotized? Would you allow yourself to be?
If yes, what?
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?
*** Random Questions ***
84~ How do you feel about reading/listening to adult stories?
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
80~ Share your top three fantasies/desires. (Be detailed) 😊
18~ Who/when was your first “crush”?
Can you show pictures of your penis, big or small?
3- Should Pluto still be considered a planet? 4- How about smoking?
What have you learned about me that was new and/or surprising?
30~ What's something unexpected that turns you on?
MongoDB (NASDAQ:MDB) Reports Strong Q1, Stock Jumps 14.3% - Yahoo Finance
28- What are some things that people do that irritate you?
1- What’s your favorite animal? Do you a least favorite?
2- What’s your favorite color? Do you a least favorite?
Why would Hugh Grant cheat on Elizabeth Hurley?
* Give a rating for each one (0-100)
12- What is the weirdest thing you've ever eaten?
Any that are a turn off?
CNBC Daily Open: Elon Musk's companies report positive developments amid his return to work - CNBC
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
7- What are your thoughts on religion? Is there an afterlife?
The Universe's Most Powerful Cosmic Rays May Finally Be Explained - ScienceAlert
18- What’s your favorite way to relax after a long day? What’s your least favorite?
If NO, would you ever have one? Would it be with 2 men or 2 women?
Does the thought excite you? Care to share?
Putin's uncompromising demands emerge after the latest round of Russia-Ukraine peace talks - AP News
1~ How old were you when you had your first kiss? Who? Care to Share?
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
1-In-100,000 Chance Earth Could Be Yeeted Out Of The Solar System By A Passing Star - IFLScience
39~ What are your love languages?
71~ Would you give your partner a hand or foot job? Would you receive one?
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
What are "the new net zero jobs of tomorrow" that SNP's Stephen Flynn says his party would create?
Do you like it when they show and tell you what they want?
14- What is an embarrassing moment in your life? How about your most embarrassing?
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?
70~ Would/do you have/like anal sex?
21- What's your favorite way to spend a weekend or time off?
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
33- Beach or Mountains? Or is there another place to like better?
65~ Describe the best orgasm you’ve ever had? Care to share?
14- What's your favorite dessert? Do you a least favorite?
What do you dislike about me? I asked you to be 100% honest.
9- Is there something you’ve always wanted to ask me but you’re afraid?
62~ Have you used adult toys?
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
*** What’s Your Favorite…? ***
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
36~ What is your favorite time of day to have sex/make love?
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
36- Do you play video games? What is your favorite? Do you a least favorite?
You know that I will be 100% truthful, so ask.
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,
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
8- What are your thoughts on politics?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
42~ What’s your biggest regret in life?
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
10~ How many dates are necessary before you to have sex with someone?
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
29- How superstitious are you?
49~ How many times have you been married? Why did they end?
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?
52~ Are you willing to make “those types” of bets with your partner?
7- What if a person smells a certain way? 8- How about smoking?
18- How often do you drink alcohol? What is your favorite drink?
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
How many partners have you had oral sex with? Who? Care to Share?
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
22- Do you have any birth marks? How about scars? Care to share how you got them?
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
13~ Is there a difference between, making love, having sex, and fucking?
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
92~ Everyone needs a “safe” word. What is yours?
Any that are a turn off?
If YES, was it with 2 men or 2 women? Did you enjoy it?
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
Do you like the “69” position? Do you prefer to be on top or bottom?
34- Ever been to a concert? What was your favorite? Who would you like to see?
51~ Are you willing to play adult games with your partner?
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?
11~ Have you ever been caught by your parents or children or others while having sex?
10- List 5 of your top pet peeves.
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
11- How about if they like a certain sports team? 12-How about drinking too much?
Teacher/Student Stranger/One Night Stand
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
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)
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
67~ Do you like it when your partner moans and/or is vocal during sex?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
22- What is your favorite childhood memory? What is your least favorite?
12- What’s your favorite food? What’s your least favorite?
If you say it, I will stop, and we can talk about it when you are ready.
44~ Care to share something about yourself that no one else knows about 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?
15- What's your favorite saying? What word or phrase is your least favorite?
20- What’s your favorite candy? What’s your least favorite?
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
What is your favorite position? Why?
49~ If you could, would you want to be the opposite sex for a day, week, or year?
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
27- What was/ is nickname? Does it have a meaning behind it?
Doctor/Nurse Stripper/Client
23- What is your dream job? What was it as a child?
Master/Slave Boss/Maid
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
3- What’s your favorite smell? Do you a least favorite?
8- What's your favorite flavor of ice cream? Do you a least favorite?
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
Get this wrong and this could mean the end… :-) some funny, some not…
41~ Are there moments in your past that you would want to change? Please share 3 of them.
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, 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?
Please share Did you stop?
38~ Share your most embarrassing sexual memory?
10- What is your favorite family tradition? What’s your least favorite?
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
9- What’s your favorite season and why? What’s your least favorite?
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
*** Deal Breaker Questions ***
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
What have you learned about yourself that you did not before this?
47~ What would be your dream job and why?
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
17- What’s your favorite holiday? What’s your least favorite?
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
29~ What are some things that turn you off? What is your biggest turn off?
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
64~ When was your very first orgasm? When was your first from having sex? Care to share?
48~ Do you have any siblings? Are you close to your family?
I would allow you to do it… What would you do to me?
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
Escort/Client Job Applicant/Hiring Manager
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
What would you say to prove to yourself that it was really you?
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
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…
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
The Ice Breaker Questions
Will you kiss after your partner has gone down on you? Swallow or spit semen?
19- Do/have you smoked? What do you prefer? How often?
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
Would you mind if your partner watched it? How about together vs alone?
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
17- Have you ever done drugs? Which ones? How often?
7-What do I do in bed that drives you wild? How about, what turns you off?
If you win, what will you make them do?
51~ What tends to bring a smile to your face?
19~ Who/when was your first “heartbreak”?
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?
Will you cheat again? How can, you be sure? Define what cheating is to you.
46~ Have you ever used furniture, or other types of things to aid you while having sex?
13- What’s your favorite drink? What’s your least favorite?
19- What’s your favorite fairytale? What’s your least favorite?
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?
Nothing too Serious
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
Over time has your thoughts on sex changed?
Prisoner/Prison Guard Landlord/Tenant
Do you shave/trim your pubic hair? For you guys do you shave your balls?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
That one or two things that made you go hmmmm, OMG or wow!
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
83~ How do you feel about Porn?
26~ What side of the bed do you sleep on?
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
9- If you could have three wishes, what would they be? Why?
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
1- What was your first impression of me? Has it changed?
Repairman/Lonely Wife Virgin/Experienced
92~ Have you ever had or have an STD? How many? What was it?
Have you ever? Care to Share?
82~ Do you have any fantasies involving Role-Playing?
4- For a pet, Cat, dog or other?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
48~ Have you ever paid or been paid for sex?
52~ What are your hobbies?
21~ What was the best date you ever went on? What has been the worst?
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
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?
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
25~ How do you feel about PDA? (Public Display of Affection)
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?
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
Would you ever want to be woken up with oral and/or intercourse?
89~ Do you like taking showers together?
Do you think this brought you closer together?
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
61~ How willing would you be to try new sexual positions?
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?
Would you read them together?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
15~ Have you ever been “in love”? Who? Care to Share?
What was the longest? What was the shortest?
What is your favorite toy? Ever wanted to try a specific toy?
Would /have you ever given your partner a lap dance and Striptease?
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
11- List at least 5 things on your bucket list. Have you done any of them already?
28~ What are some things that turn on? What is your biggest turn on?
11- What's your favorite restaurant? What’s your least favorite?
Would you do it again, and would you rather 2 females or 2 males?
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
81~ Do you have any kinks and/or fetishes?
Do you watch it? What is your favorite?
60~ How important is oral sex? Do you like receiving? Do you like giving?
Do you have a favorite? Is it ok if your partner does?
3- What was the most surprising thing you’ve learned about me throughout our relationship?
Family Relation Age Play
*** Questions about Relationships/Past ***
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
31- If given a chance to be immortal, would you take it? Why?
37- Do you like your name? If you could change it, what would you change it too?
Model/Photographer Police/Criminal
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
Nurse/Patient Celebrity/Fan
3- What Superhero or Superpower would you want to be/have?
If you lose, are you willing to be their sex slave for a day, (anything goes)?
How about if they talk dirty and/or call you names?
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
What is your view on sex? Meaning, When/Where/ How often/
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
6- Do you have dreams? Can you remember them? What do you usually dream about?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
15- What bad habit do you wish you could quit? Do you have any addictions?
Would you allow me to clean every part of your body with my soapy hands and fingers?
5~ When you first started having sex, was it what you thought it would be?
53~ How much can you tell me about the one thing you are most passionate about?
13- What is the craziest/scariest thing you've ever done?
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
34~ Do you like the lights on or off during sex?
How old are you? Male or Female?
40~ What’s the weirdest place you’ve ever had sex?
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
Can you Deep Throat? Do you like the taste of yourself?
76~ Have you had a threesome? Care to Share?