What is the most interesting question you can ask to get to know someone?
07.06.2025 16:31
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~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
Doctor/Nurse Stripper/Client
We finally may be able to rid the world of mosquitoes. But should we? - The Washington Post
Master/Slave Boss/Maid
11- What's your favorite restaurant? What’s your least favorite?
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
Europe stock markets fall after Trump doubles steel tariffs - CNBC
4- For a pet, Cat, dog or other?
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
Any that are a turn off?
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?
11~ Have you ever been caught by your parents or children or others while having sex?
Nothing too Serious
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
Would you allow me to clean every part of your body with my soapy hands and fingers?
If you lose, are you willing to be their sex slave for a day, (anything goes)?
Doctors Have Been Saying Sugar Is Bad – But They Missed This - SciTechDaily
3- What’s your favorite smell? Do you a least favorite?
How many times do you think you have “made love”?
19- Do/have you smoked? What do you prefer? How often?
What is your age now, and what age do you prefer to stay at forever?
41~ Are there moments in your past that you would want to change? Please share 3 of them.
13- What is the craziest/scariest thing you've ever done?
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
Citigroup lifts banking curbs on gun makers and sellers - NBC News
Escort/Client Job Applicant/Hiring Manager
45~ How do you feel about me blindfolding you? How about blindfolding me?
14- What's your favorite dessert? Do you a least favorite?
The Ice Breaker Questions
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
Why do men cheat on their wives with someone extremely unattractive?
What have you learned about me that was new and/or surprising?
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
How well do you know me? And some of your thoughts about me
Wall Street warns Trump aides the GOP tax bill could jolt bond markets - The Washington Post
37- Do you like your name? If you could change it, what would you change it too?
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)
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?
Aldi vs Oreo: Oreo maker sues Aldi over 'copycat' packaging - BBC
* Give a rating for each one (0-100)
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
Bradford researchers solve mystery of disease and wool trade - BBC
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
22- What is your favorite childhood memory? What is your least favorite?
Repairman/Lonely Wife Virgin/Experienced
The workout supplement becoming more popular outside the gym - WTOP
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
70~ Would/do you have/like anal sex?
Will you cheat again? How can, you be sure? Define what cheating is to you.
How did you become popular in school?
9~ How many times over your lifetime do you think you have had sex so far?
15- What bad habit do you wish you could quit? Do you have any addictions?
67~ Do you like it when your partner moans and/or is vocal during sex?
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
*** Questions about Relationships/Past ***
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
19~ Who/when was your first “heartbreak”?
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
62~ Have you used adult toys?
What would you say to prove to yourself that it was really you?
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?
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
13- What’s your favorite drink? What’s your least favorite?
29- How superstitious are you?
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
33- If you could visit any time period, when would you pick? Please explain why?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
83~ How do you feel about Porn?
48~ Have you ever paid or been paid for sex?
60~ How important is oral sex? Do you like receiving? Do you like giving?
3- What Superhero or Superpower would you want to be/have?
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
17- Have you ever done drugs? Which ones? How often?
Would you do it again, and would you rather 2 females or 2 males?
What is your view on sex? Meaning, When/Where/ How often/
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
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,
49~ If you could, would you want to be the opposite sex for a day, week, or year?
What’s the longest time you gone without having sex, after, having it? How much time between the others?
If NO, would you ever have one? Would it be with 2 men or 2 women?
If you win, what will you make them do?
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?
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
Do you like the “69” position? Do you prefer to be on top or bottom?
89~ Do you like taking showers together?
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
Teacher/Student Stranger/One Night Stand
84~ How do you feel about reading/listening to adult stories?
36- Do you play video games? What is your favorite? Do you a least favorite?
What do you dislike about me? I asked you to be 100% honest.
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
29~ What are some things that turn you off? What is your biggest turn off?
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
92~ Everyone needs a “safe” word. What is yours?
If yes, what?
5~ When you first started having sex, was it what you thought it would be?
23- What is your dream job? What was it as a child?
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…
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
27- What was/ is nickname? Does it have a meaning behind it?
64~ When was your very first orgasm? When was your first from having sex? Care to share?
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
I would allow you to do it… What would you do to me?
1~ How old were you when you had your first kiss? Who? Care to Share?
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
24~ What are your expectations in a relationship? (I know a very big question, take your time)
33- Beach or Mountains? Or is there another place to like better?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
21~ What was the best date you ever went on? What has been the worst?
3- Should Pluto still be considered a planet? 4- How about smoking?
Model/Photographer Police/Criminal
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
Get this wrong and this could mean the end… :-) some funny, some not…
65~ Describe the best orgasm you’ve ever had? Care to share?
What have you learned about yourself that you did not before this?
34- Ever been to a concert? What was your favorite? Who would you like to see?
8- What are your thoughts on politics?
51~ Are you willing to play adult games with your partner?
What is your favorite position? Why?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
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?
15- What's your favorite saying? What word or phrase is your least favorite?
Do you like it when they show and tell you what they want?
42~ What’s your biggest regret in life?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
What was the longest? What was the shortest?
Will you kiss after your partner has gone down on you? Swallow or spit semen?
Do you have a favorite? Is it ok if your partner does?
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
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…
Family Relation Age Play
9- What’s your favorite season and why? What’s your least favorite?
3- What was the most surprising thing you’ve learned about me throughout our relationship?
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
44~ Care to share something about yourself that no one else knows about you?
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
76~ Have you had a threesome? Care to Share?
51~ What tends to bring a smile to your face?
32- What's your greatest talent? Can I see it right now?
17- What’s your favorite holiday? What’s your least favorite?
18~ Who/when was your first “crush”?
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
If YES, was it with 2 men or 2 women? Did you enjoy it?
61~ How willing would you be to try new sexual positions?
7- What are your thoughts on religion? Is there an afterlife?
25~ How do you feel about PDA? (Public Display of Affection)
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
71~ Would you give your partner a hand or foot job? Would you receive one?
How about if they talk dirty and/or call you names?
81~ Do you have any kinks and/or fetishes?
12- What is the weirdest thing you've ever eaten?
1- What was your first impression of me? Has it changed?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
49~ How many times have you been married? Why did they end?
52~ Are you willing to make “those types” of bets with your partner?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
53~ How much can you tell me about the one thing you are most passionate about?
9- Is there something you’ve always wanted to ask me but you’re afraid?
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
15~ Have you ever been “in love”? Who? Care to Share?
9- If you could have three wishes, what would they be? Why?
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?
20- What’s your favorite candy? What’s your least favorite?
Can you Deep Throat? Do you like the taste of yourself?
You know that I will be 100% truthful, so ask.
21- What's your favorite way to spend a weekend or time off?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
13~ Is there a difference between, making love, having sex, and fucking?
28- What are some things that people do that irritate you?
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
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?
52~ What are your hobbies?
Would you mind if your partner watched it? How about together vs alone?
14- What is an embarrassing moment in your life? How about your most embarrassing?
Would you read them together?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
30~ What's something unexpected that turns you on?
10- What is your favorite family tradition? What’s your least favorite?
7- What if a person smells a certain way? 8- How about smoking?
92~ Have you ever had or have an STD? How many? What was it?
Do you watch it? What is your favorite?
48~ Do you have any siblings? Are you close to your family?
5- Have you ever been hypnotized? Would you allow yourself to be?
Over time has your thoughts on sex changed?
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
8- What's your favorite flavor of ice cream? Do you a least favorite?
Please share Did you stop?
47~ What would be your dream job and why?
Nurse/Patient Celebrity/Fan
Have you ever? Care to Share?
22- Do you have any birth marks? How about scars? Care to share how you got them?
13- How about having a certain hair cut/style?
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
6- Do you have dreams? Can you remember them? What do you usually dream about?
18- What’s your favorite way to relax after a long day? What’s your least favorite?
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
34~ Do you like the lights on or off during sex?
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?
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
Does the thought excite you? Care to share?
18- How often do you drink alcohol? What is your favorite drink?
Do you think this brought you closer together?
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
What is your favorite toy? Ever wanted to try a specific toy?
Prisoner/Prison Guard Landlord/Tenant
38~ Share your most embarrassing sexual memory?
26~ What side of the bed do you sleep on?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
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?
39~ What are your love languages?
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
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?
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
(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…)
How many partners have you had oral sex with? Who? Care to Share?
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
11- List at least 5 things on your bucket list. Have you done any of them already?
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
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?
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
80~ Share your top three fantasies/desires. (Be detailed) 😊
*** Random Questions ***
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
11- How about if they like a certain sports team? 12-How about drinking too much?
82~ Do you have any fantasies involving Role-Playing?
40~ What’s the weirdest place you’ve ever had sex?
10- List 5 of your top pet peeves.
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
28~ What are some things that turn on? What is your biggest turn on?
2- What’s your favorite color? Do you a least favorite?
Would /have you ever given your partner a lap dance and Striptease?
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
That one or two things that made you go hmmmm, OMG or wow!
If you say it, I will stop, and we can talk about it when you are ready.
*** Questions About Me ***
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
36~ What is your favorite time of day to have sex/make love?
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
Do you shave/trim your pubic hair? For you guys do you shave your balls?
10~ How many dates are necessary before you to have sex with someone?
19- What’s your favorite fairytale? What’s your least favorite?
*** Deal Breaker Questions ***
Any that are a turn off?
1- What’s your favorite animal? Do you a least favorite?
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
31- If given a chance to be immortal, would you take it? Why?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
How old are you? Male or Female?
50~ How many children do you have? What are their ages?
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
*** What’s Your Favorite…? ***
46~ Have you ever used furniture, or other types of things to aid you while having sex?