What is the most interesting question you can ask to get to know someone?
08.06.2025 16:17
42~ What’s your biggest regret in life?
14- What's your favorite dessert? Do you a least favorite?
48~ Do you have any siblings? Are you close to your family?
1-In-100,000 Chance Earth Could Be Yeeted Out Of The Solar System By A Passing Star - IFLScience
33- If you could visit any time period, when would you pick? Please explain why?
If you say it, I will stop, and we can talk about it when you are ready.
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?
36~ What is your favorite time of day to have sex/make love?
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
Scientists Stunned by Evidence of Ancient Birds Nested in the Arctic - The Daily Galaxy
*** Deal Breaker Questions ***
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
*** What’s Your Favorite…? ***
Hypertension: New drug shows strong results in managing blood pressure - Medical News Today
51~ What tends to bring a smile to your face?
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?
What would you say to prove to yourself that it was really you?
What is your favorite cuckold experience?
Nothing too Serious
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
Would you allow me to clean every part of your body with my soapy hands and fingers?
If You Can Perform These 5 Moves at 60, Your Body’s Decades Younger - Eat This Not That
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
32- What's your greatest talent? Can I see it right now?
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
30~ What's something unexpected that turns you on?
61~ How willing would you be to try new sexual positions?
53~ How much can you tell me about the one thing you are most passionate about?
What have you learned about yourself that you did not before this?
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
Why do our deceased do not protect us from other bad spirits?
*** Random Questions ***
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
13- What is the craziest/scariest thing you've ever done?
Why cant I stop thinking about counsellor between sessions?
Please share Did you stop?
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
Do you like the “69” position? Do you prefer to be on top or bottom?
F1 in Spain: Now that was a lapse in judgment - Ars Technica
11- What's your favorite restaurant? What’s your least favorite?
12- What is the weirdest thing you've ever eaten?
* Give a rating for each one (0-100)
Astronomers Just Discovered The Biggest Explosions Since The Big Bang - ScienceAlert
76~ Have you had a threesome? Care to Share?
4- For a pet, Cat, dog or other?
Will you kiss after your partner has gone down on you? Swallow or spit semen?
NASA plans to build a giant radio telescope on the 'dark side' of the moon. Here's why. - Yahoo
Nurse/Patient Celebrity/Fan
Escort/Client Job Applicant/Hiring Manager
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
21~ What was the best date you ever went on? What has been the worst?
*** Questions about Relationships/Past ***
If you win, what will you make them do?
9- If you could have three wishes, what would they be? Why?
51~ Are you willing to play adult games with your partner?
52~ Are you willing to make “those types” of bets with your partner?
Do you watch it? What is your favorite?
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
7- What if a person smells a certain way? 8- How about smoking?
60~ How important is oral sex? Do you like receiving? Do you like giving?
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 you lose, are you willing to be their sex slave for a day, (anything goes)?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
*** Questions About Me ***
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
19~ Who/when was your first “heartbreak”?
Any that are a turn off?
14- What is an embarrassing moment in your life? How about your most embarrassing?
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- If given a chance to be immortal, would you take it? Why?
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
Would you ever want to be woken up with oral and/or intercourse?
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
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?
Prisoner/Prison Guard Landlord/Tenant
2- What’s your favorite color? Do you a least favorite?
65~ Describe the best orgasm you’ve ever had? Care to share?
11- How about if they like a certain sports team? 12-How about drinking too much?
62~ Have you used adult toys?
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
Will you cheat again? How can, you be sure? Define what cheating is to you.
28- What are some things that people do that irritate you?
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
41~ Are there moments in your past that you would want to change? Please share 3 of them.
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
83~ How do you feel about Porn?
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
Get this wrong and this could mean the end… :-) some funny, some not…
6- Do you have dreams? Can you remember them? What do you usually dream about?
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
89~ Do you like taking showers together?
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
What have you learned about me that was new and/or surprising?
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
13- How about having a certain hair cut/style?
7- What are your thoughts on religion? Is there an afterlife?
10- What is your favorite family tradition? What’s your least favorite?
22- What is your favorite childhood memory? What is your least favorite?
52~ What are your hobbies?
That one or two things that made you go hmmmm, OMG or wow!
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…
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
48~ Have you ever paid or been paid for sex?
39~ What are your love languages?
18- What’s your favorite way to relax after a long day? What’s your least favorite?
Any that are a turn off?
11~ Have you ever been caught by your parents or children or others while having sex?
3- What’s your favorite smell? Do you a least favorite?
9- Is there something you’ve always wanted to ask me but you’re afraid?
49~ If you could, would you want to be the opposite sex for a day, week, or year?
70~ Would/do you have/like anal sex?
81~ Do you have any kinks and/or fetishes?
22- Do you have any birth marks? How about scars? Care to share how you got them?
How many partners have you had oral sex with? Who? Care to Share?
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
9~ How many times over your lifetime do you think you have had sex so far?
Would you mind if your partner watched it? How about together vs alone?
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?
17- What’s your favorite holiday? What’s your least favorite?
1- What’s your favorite animal? 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?
34~ Do you like the lights on or off during sex?
If YES, was it with 2 men or 2 women? Did you enjoy it?
Can you Deep Throat? Do you like the taste of yourself?
Teacher/Student Stranger/One Night Stand
10- List 5 of your top pet peeves.
19- Do/have you smoked? What do you prefer? How often?
7-What do I do in bed that drives you wild? How about, what turns you off?
26~ What side of the bed do you sleep on?
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
Do you like it when they show and tell you what they want?
21- What's your favorite way to spend a weekend or time off?
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
Repairman/Lonely Wife Virgin/Experienced
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?
If yes, what?
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
What do you dislike about me? I asked you to be 100% honest.
15- What's your favorite saying? What word or phrase is your least favorite?
3- What Superhero or Superpower would you want to be/have?
If NO, would you ever have one? Would it be with 2 men or 2 women?
Does the thought excite you? Care to share?
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
Have you ever? Care to Share?
28~ What are some things that turn on? What is your biggest turn on?
Would /have you ever given your partner a lap dance and Striptease?
44~ Care to share something about yourself that no one else knows about you?
1~ How old were you when you had your first kiss? Who? Care to Share?
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?
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
18~ Who/when was your first “crush”?
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
3- What was the most surprising thing you’ve learned about me throughout our relationship?
92~ Everyone needs a “safe” word. What is yours?
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
49~ How many times have you been married? Why did they end?
You know that I will be 100% truthful, so ask.
How well do you know me? And some of your thoughts about me
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
Do you think this brought you closer together?
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?
8- What are your thoughts on politics?
67~ Do you like it when your partner moans and/or is vocal during sex?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
38~ Share your most embarrassing sexual memory?
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?
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
19- What’s your favorite fairytale? What’s your least favorite?
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
82~ Do you have any fantasies involving Role-Playing?
34- Ever been to a concert? What was your favorite? Who would you like to see?
15- What bad habit do you wish you could quit? Do you have any addictions?
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?
80~ Share your top three fantasies/desires. (Be detailed) 😊
Family Relation Age Play
40~ What’s the weirdest place you’ve ever had sex?
How about if they talk dirty and/or call you names?
29- How superstitious are you?
(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…)
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?
10~ How many dates are necessary before you to have sex with someone?
1- What was your first impression of me? Has it changed?
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
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?
12- What’s your favorite food? What’s your least favorite?
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?
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
37- Do you like your name? If you could change it, what would you change it too?
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
13- What’s your favorite drink? What’s your least favorite?
84~ How do you feel about reading/listening to adult stories?
27- What was/ is nickname? Does it have a meaning behind it?
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
11- List at least 5 things on your bucket list. Have you done any of them already?
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
Over time has your thoughts on sex changed?
71~ Would you give your partner a hand or foot job? Would you receive one?
33- Beach or Mountains? Or is there another place to like better?
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
What is your view on sex? Meaning, When/Where/ How often/
What was the longest? What was the shortest?
5~ When you first started having sex, was it what you thought it would be?
17- Have you ever done drugs? Which ones? How often?
46~ Have you ever used furniture, or other types of things to aid you while having sex?
50~ How many children do you have? What are their ages?
36- Do you play video games? What is your favorite? Do you a least favorite?
Master/Slave Boss/Maid
How old are you? Male or Female?
9- What’s your favorite season and why? What’s your least favorite?
The Ice Breaker Questions
45~ How do you feel about me blindfolding you? How about blindfolding me?
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
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…
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
What is your favorite toy? Ever wanted to try a specific toy?
18- How often do you drink alcohol? What is your favorite drink?
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
8- What's your favorite flavor of ice cream? 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?
64~ When was your very first orgasm? When was your first from having sex? Care to share?
I would allow you to do it… What would you do to me?
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?
How many times do you think you have “made love”?
Would you read them together?
What is your favorite position? Why?
Model/Photographer Police/Criminal
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
3- Should Pluto still be considered a planet? 4- How about smoking?
20- What’s your favorite candy? What’s your least favorite?
13~ Is there a difference between, making love, having sex, and fucking?
Do you shave/trim your pubic hair? For you guys do you shave your balls?
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
Would you do it again, and would you rather 2 females or 2 males?
15~ Have you ever been “in love”? Who? Care to Share?
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
23- What is your dream job? What was it as a child?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
What’s the longest time you gone without having sex, after, having it? How much time between the others?
25~ How do you feel about PDA? (Public Display of Affection)
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)
24~ What are your expectations in a relationship? (I know a very big question, take your time)
47~ What would be your dream job and why?
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?