What is the most interesting question you can ask to get to know someone?
08.06.2025 17:10
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
What's at the center of Mars? Maybe the stench of rotten eggs - Space
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
Can you Deep Throat? Do you like the taste of yourself?
27- What was/ is nickname? Does it have a meaning behind it?
Are you afraid to get married and why?
52~ Are you willing to make “those types” of bets with your partner?
21~ What was the best date you ever went on? What has been the worst?
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
Why do you think Islam oppresses women when Christianity clearly does it more?
32- What's your greatest talent? Can I see it right now?
Any that are a turn off?
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
Does anyone wear see-through clothes to show off underwear?
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
42~ What’s your biggest regret in life?
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
The Best Father’s Day Gifts On Amazon That Dads Can Actually Use - HuffPost
If you win, what will you make them do?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
Master/Slave Boss/Maid
The heaviest proton emitter: New type of atomic nucleus discovered - Phys.org
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- If you could have three wishes, what would they be? Why?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
Belmont Stakes 2025: Odds, horses, prediction, complete bettor’s guide - New York Post
49~ How many times have you been married? Why did they end?
What is your favorite position? Why?
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
70~ Would/do you have/like anal sex?
15- What bad habit do you wish you could quit? Do you have any addictions?
Trump airs frustrations with Xi and Jerome Powell over elusive economic goals - NBC News
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
11- What's your favorite restaurant? What’s your least favorite?
Immunotherapy Drugs Show Major Progress in Early-Stage Cancer - Bloomberg.com
24~ What are your expectations in a relationship? (I know a very big question, take your time)
53~ How much can you tell me about the one thing you are most passionate about?
13- What’s your favorite drink? What’s your least favorite?
Mets and Dodgers are more than living up to heavyweight billing - New York Post
45~ How do you feel about me blindfolding you? How about blindfolding me?
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
Trump puts U.S. Steel cart before the horse - Axios
15- What's your favorite saying? What word or phrase is your least favorite?
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
76~ Have you had a threesome? Care to Share?
Do many women shave their vaginas?
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?
71~ Would you give your partner a hand or foot job? Would you receive one?
12- What’s your favorite food? What’s your least favorite?
5- Have you ever been hypnotized? Would you allow yourself to be?
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
46~ Have you ever used furniture, or other types of things to aid you while having sex?
Have you ever? Care to Share?
65~ Describe the best orgasm you’ve ever had? Care to share?
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
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?
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
40~ What’s the weirdest place you’ve ever had sex?
25~ How do you feel about PDA? (Public Display of Affection)
18- How often do you drink alcohol? What is your favorite drink?
How many partners have you had oral sex with? Who? Care to Share?
5~ When you first started having sex, was it what you thought it would be?
19- What’s your favorite fairytale? What’s your least favorite?
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
36- Do you play video games? What is your favorite? Do you a least favorite?
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
48~ Have you ever paid or been paid for sex?
18- What’s your favorite way to relax after a long day? What’s your least favorite?
1~ How old were you when you had your first kiss? Who? Care to Share?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
26~ What side of the bed do you sleep on?
14- What's your favorite dessert? Do you a least favorite?
28~ What are some things that turn on? What is your biggest turn on?
Escort/Client Job Applicant/Hiring Manager
9- Is there something you’ve always wanted to ask me but you’re afraid?
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
51~ Are you willing to play adult games with your partner?
*** Questions about Relationships/Past ***
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
19- Do/have you smoked? What do you prefer? How often?
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
38~ Share your most embarrassing sexual memory?
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
3- What’s your favorite smell? Do you a least favorite?
6- Do you have dreams? Can you remember them? What do you usually dream about?
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
22- Do you have any birth marks? How about scars? Care to share how you got them?
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?
64~ When was your very first orgasm? When was your first from having sex? Care to share?
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
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?
*** Deal Breaker Questions ***
12- What is the weirdest thing you've ever eaten?
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,
34~ Do you like the lights on or off during sex?
Would you allow me to clean every part of your body with my soapy hands and fingers?
How old are you? Male or Female?
Do you shave/trim your pubic hair? For you guys do you shave your balls?
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
13- What is the craziest/scariest thing you've ever done?
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?
50~ How many children do you have? What are their ages?
29~ What are some things that turn you off? What is your biggest turn off?
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?
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
Teacher/Student Stranger/One Night Stand
30~ What's something unexpected that turns you on?
Repairman/Lonely Wife Virgin/Experienced
41~ Are there moments in your past that you would want to change? Please share 3 of them.
What do you dislike about me? I asked you to be 100% honest.
If you say it, I will stop, and we can talk about it when you are ready.
Prisoner/Prison Guard Landlord/Tenant
83~ How do you feel about Porn?
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
21- What's your favorite way to spend a weekend or time off?
What was the longest? What was the shortest?
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
Any that are a turn off?
Do you have a favorite? Is it ok if your partner does?
Will you kiss after your partner has gone down on you? Swallow or spit semen?
60~ How important is oral sex? Do you like receiving? Do you like giving?
I would allow you to do it… What would you do to me?
37- Do you like your name? If you could change it, what would you change it too?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
28- What are some things that people do that irritate you?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
18~ Who/when was your first “crush”?
34- Ever been to a concert? What was your favorite? Who would you like to see?
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
Get this wrong and this could mean the end… :-) some funny, some not…
8- What are your thoughts on politics?
2- What’s your favorite color? Do you a least favorite?
9~ How many times over your lifetime do you think you have had sex so far?
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
If you lose, are you willing to be their sex slave for a day, (anything goes)?
10~ How many dates are necessary before you to have sex with someone?
13- How about having a certain hair cut/style?
*** What’s Your Favorite…? ***
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
That one or two things that made you go hmmmm, OMG or wow!
10- What is your favorite family tradition? What’s your least favorite?
(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…)
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
17- Have you ever done drugs? Which ones? How often?
36~ What is your favorite time of day to have sex/make love?
67~ Do you like it when your partner moans and/or is vocal during sex?
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
11~ Have you ever been caught by your parents or children or others while having sex?
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
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?
How many times do you think you have “made love”?
22- What is your favorite childhood memory? What is your least favorite?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
What is your view on sex? Meaning, When/Where/ How often/
33- If you could visit any time period, when would you pick? Please explain why?
*** Questions About Me ***
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
7-What do I do in bed that drives you wild? How about, what turns you off?
Would you ever want to be woken up with oral and/or intercourse?
Doctor/Nurse Stripper/Client
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
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?
Will you cheat again? How can, you be sure? Define what cheating is to you.
Would you read them together?
Please share Did you stop?
What’s the longest time you gone without having sex, after, having it? How much time between the others?
15~ Have you ever been “in love”? Who? Care to Share?
You know that I will be 100% truthful, so ask.
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
51~ What tends to bring a smile to your face?
33- Beach or Mountains? Or is there another place to like better?
Do you watch it? What is your favorite?
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
* Give a rating for each one (0-100)
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
If YES, was it with 2 men or 2 women? Did you enjoy it?
19~ Who/when was your first “heartbreak”?
3- Should Pluto still be considered a planet? 4- How about smoking?
47~ What would be your dream job and why?
If NO, would you ever have one? Would it be with 2 men or 2 women?
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
29- How superstitious are you?
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…
Model/Photographer Police/Criminal
49~ If you could, would you want to be the opposite sex for a day, week, or year?
92~ Have you ever had or have an STD? How many? What was it?
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
*** Random Questions ***
How about if they talk dirty and/or call you names?
48~ Do you have any siblings? Are you close to your family?
13~ Is there a difference between, making love, having sex, and fucking?
Over time has your thoughts on sex changed?
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
Nurse/Patient Celebrity/Fan
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
7- What are your thoughts on religion? Is there an afterlife?
What have you learned about me that was new and/or surprising?
What have you learned about yourself that you did not before this?
82~ Do you have any fantasies involving Role-Playing?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
14- What is an embarrassing moment in your life? How about your most embarrassing?
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?
Would you do it again, and would you rather 2 females or 2 males?
11- How about if they like a certain sports team? 12-How about drinking too much?
17- What’s your favorite holiday? What’s your least favorite?
9- What’s your favorite season and why? What’s your least favorite?
Would /have you ever given your partner a lap dance and Striptease?
8- What's your favorite flavor of ice cream? Do you a least favorite?
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
61~ How willing would you be to try new sexual positions?
20- What’s your favorite candy? What’s your least favorite?
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
Do you like the “69” position? Do you prefer to be on top or bottom?
How well do you know me? And some of your thoughts about me
84~ How do you feel about reading/listening to adult stories?
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
81~ Do you have any kinks and/or fetishes?
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
23- What is your dream job? What was it as a child?
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
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…
What is your favorite toy? Ever wanted to try a specific toy?
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
1- What was your first impression of me? Has it changed?
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
92~ Everyone needs a “safe” word. What is yours?
Does the thought excite you? Care to share?
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
31- If given a chance to be immortal, would you take it? Why?
4- For a pet, Cat, dog or other?
1- What’s your favorite animal? Do you a least favorite?
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
80~ Share your top three fantasies/desires. (Be detailed) 😊
3- What Superhero or Superpower would you want to be/have?
11- List at least 5 things on your bucket list. Have you done any of them already?
89~ Do you like taking showers together?
Do you like it when they show and tell you what they want?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
52~ What are your hobbies?
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
3- What was the most surprising thing you’ve learned about me throughout our relationship?
Family Relation Age Play
The Ice Breaker Questions
39~ What are your love languages?
If yes, what?
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)
62~ Have you used adult toys?
44~ Care to share something about yourself that no one else knows about you?
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?
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
What would you say to prove to yourself that it was really you?
7- What if a person smells a certain way? 8- How about smoking?
Do you think this brought you closer together?
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
Nothing too Serious