What is the most interesting question you can ask to get to know someone?
10.06.2025 01:44

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