What is the most interesting question you can ask to get to know someone?
10.06.2025 00:15
What is your view on sex? Meaning, When/Where/ How often/
89~ Do you like taking showers together?
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
52~ Are you willing to make “those types” of bets with your partner?
What was the longest? What was the shortest?
24~ What are your expectations in a relationship? (I know a very big question, take your time)
Europe will have to be more Tenacious to land its first rover on the moon - TechCrunch
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?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
Titan's Atmosphere 'Wobbles Like a Gyroscope' – And No One Knows Why - ScienceAlert
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
76~ Have you had a threesome? Care to Share?
9- If you could have three wishes, what would they be? Why?
Procter & Gamble says it will cut 7,000 jobs over the next 2 years - CBS News
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
Taylor Swift Won Her Biggest Battle - The Ringer
53~ How much can you tell me about the one thing you are most passionate about?
17- Have you ever done drugs? Which ones? How often?
1~ How old were you when you had your first kiss? Who? Care to Share?
Speech by Governor Kugler on the economic outlook and monetary policy - Federal Reserve Board (.gov)
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?
47~ What would be your dream job and why?
What are some creepy bestiality-promoting questions obviously asked for sexual gratification?
*** Random Questions ***
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
How many partners have you had oral sex with? Who? Care to Share?
How did Kate Mulgrew feel about Jeri Ryan joining the cast of Star Trek: Voyager?
21~ What was the best date you ever went on? What has been the worst?
92~ Have you ever had or have an STD? How many? What was it?
51~ Are you willing to play adult games with your partner?
Is visiting holy shrines (dargahs) or graves haraam in Islam?
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
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,
Would you allow me to clean every part of your body with my soapy hands and fingers?
Uh-Oh! Switch 2's New GameChat Feature Is Transcribing Bad Words - Nintendo Life
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
*** Questions about Relationships/Past ***
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
'The Life of Chuck' might leave you brushing away tears — or scratching your head - NPR
80~ Share your top three fantasies/desires. (Be detailed) 😊
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
26~ What side of the bed do you sleep on?
How old are you? Male or Female?
Nothing too Serious
21- What's your favorite way to spend a weekend or time off?
If you say it, I will stop, and we can talk about it when you are ready.
92~ Everyone needs a “safe” word. What is yours?
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
81~ Do you have any kinks and/or fetishes?
Have you ever? Care to Share?
34~ Do you like the lights on or off during sex?
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 favorite animal? Do you a least favorite?
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
Doctor/Nurse Stripper/Client
7-What do I do in bed that drives you wild? How about, what turns you off?
18~ Who/when was your first “crush”?
19- What’s your favorite fairytale? What’s your least favorite?
Do you shave/trim your pubic hair? For you guys do you shave your balls?
Model/Photographer Police/Criminal
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
29- How superstitious are you?
32- What's your greatest talent? Can I see it right now?
Master/Slave Boss/Maid
15- What bad habit do you wish you could quit? Do you have any addictions?
71~ Would you give your partner a hand or foot job? Would you receive one?
You know that I will be 100% truthful, so ask.
64~ When was your very first orgasm? When was your first from having sex? Care to share?
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
Do you have a favorite? Is it ok if your partner does?
11- How about if they like a certain sports team? 12-How about drinking too much?
Get this wrong and this could mean the end… :-) some funny, some not…
Can you Deep Throat? Do you like the taste of yourself?
37- Do you like your name? If you could change it, what would you change it too?
12- What’s your favorite food? What’s your least favorite?
How many times do you think you have “made love”?
Do you watch it? What is your favorite?
3- Should Pluto still be considered a planet? 4- How about smoking?
8- What's your favorite flavor of ice cream? Do you a least favorite?
28- What are some things that people do that irritate you?
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
22- What is your favorite childhood memory? What is your least favorite?
52~ What are your hobbies?
12- What is the weirdest thing you've ever eaten?
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
9- Is there something you’ve always wanted to ask me but you’re afraid?
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
If you lose, are you willing to be their sex slave for a day, (anything goes)?
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?
That one or two things that made you go hmmmm, OMG or wow!
1- What was your first impression of me? Has it changed?
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
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 do it again, and would you rather 2 females or 2 males?
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
36- Do you play video games? What is your favorite? Do you a least favorite?
17- What’s your favorite holiday? What’s your least favorite?
11- List at least 5 things on your bucket list. Have you done any of them already?
Prisoner/Prison Guard Landlord/Tenant
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
3- What Superhero or Superpower would you want to be/have?
40~ What’s the weirdest place you’ve ever had sex?
7- What if a person smells a certain way? 8- How about smoking?
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
How about if they talk dirty and/or call you names?
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
*** What’s Your Favorite…? ***
27- What was/ is nickname? Does it have a meaning behind it?
13- How about having a certain hair cut/style?
3- What’s your favorite smell? Do you a least favorite?
How well do you know me? And some of your thoughts about me
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…
62~ Have you used adult toys?
Will you cheat again? How can, you be sure? Define what cheating is to you.
Family Relation Age Play
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?
11~ Have you ever been caught by your parents or children or others while having sex?
What have you learned about me that was new and/or surprising?
* Give a rating for each one (0-100)
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
60~ How important is oral sex? Do you like receiving? Do you like giving?
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
20- What’s your favorite candy? What’s your least favorite?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
5- Have you ever been hypnotized? Would you allow yourself to be?
10- What is your favorite family tradition? What’s your least favorite?
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
33- Beach or Mountains? Or is there another place to like better?
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
I would allow you to do it… What would you do to me?
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
What would you say to prove to yourself that it was really you?
48~ Have you ever paid or been paid for sex?
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?
Will you kiss after your partner has gone down on you? Swallow or spit semen?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
82~ Do you have any fantasies involving Role-Playing?
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
49~ How many times have you been married? Why did they end?
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
36~ What is your favorite time of day to have sex/make love?
Please share Did you stop?
*** Deal Breaker Questions ***
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
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)
28~ What are some things that turn on? What is your biggest turn on?
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
8- What are your thoughts on politics?
45~ How do you feel about me blindfolding you? How about blindfolding me?
19- Do/have you smoked? What do you prefer? How often?
22- Do you have any birth marks? How about scars? Care to share how you got them?
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
Does the thought excite you? Care to share?
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
If yes, what?
What have you learned about yourself that you did not before this?
14- What is an embarrassing moment in your life? How about your most embarrassing?
9~ How many times over your lifetime do you think you have had sex so far?
Do you like the “69” position? Do you prefer to be on top or bottom?
13~ Is there a difference between, making love, having sex, and fucking?
48~ Do you have any siblings? Are you close to your family?
44~ Care to share something about yourself that no one else knows about you?
Would you mind if your partner watched it? How about together vs alone?
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
If NO, would you ever have one? Would it be with 2 men or 2 women?
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
51~ What tends to bring a smile to your face?
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
18- How often do you drink alcohol? What is your favorite drink?
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
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…
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
6- Do you have dreams? Can you remember them? What do you usually dream about?
10~ How many dates are necessary before you to have sex with someone?
Over time has your thoughts on sex changed?
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
If YES, was it with 2 men or 2 women? Did you enjoy it?
10- List 5 of your top pet peeves.
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
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?
13- What’s your favorite drink? What’s your least favorite?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
Any that are a turn off?
Do you think this brought you closer together?
61~ How willing would you be to try new sexual positions?
What is your favorite position? Why?
49~ If you could, would you want to be the opposite sex for a day, week, or year?
If you win, what will you make them do?
*** Questions About Me ***
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
Teacher/Student Stranger/One Night Stand
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
13- What is the craziest/scariest thing you've ever done?
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
Nurse/Patient Celebrity/Fan
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
The Ice Breaker Questions
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
19~ Who/when was your first “heartbreak”?
Escort/Client Job Applicant/Hiring Manager
15~ Have you ever been “in love”? Who? Care to Share?
What do you dislike about me? I asked you to be 100% honest.
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
(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…)
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
38~ Share your most embarrassing sexual memory?
70~ Would/do you have/like anal sex?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
11- What's your favorite restaurant? What’s your least favorite?
39~ What are your love languages?
84~ How do you feel about reading/listening to adult stories?
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?
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?
2- What’s your favorite color? Do you a least favorite?
9- What’s your favorite season and why? What’s your least favorite?
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
41~ Are there moments in your past that you would want to change? Please share 3 of them.
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
Do you like it when they show and tell you what they want?
15- What's your favorite saying? What word or phrase is your least favorite?
4- For a pet, Cat, dog or other?
Would you ever want to be woken up with oral and/or intercourse?
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
Repairman/Lonely Wife Virgin/Experienced
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
31- If given a chance to be immortal, would you take it? Why?
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
5~ When you first started having sex, was it what you thought it would be?
Any that are a turn off?
30~ What's something unexpected that turns you on?
What is your favorite toy? Ever wanted to try a specific toy?
3- What was the most surprising thing you’ve learned about me throughout our relationship?
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?
34- Ever been to a concert? What was your favorite? Who would you like to see?
42~ What’s your biggest regret in life?
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
29~ What are some things that turn you off? What is your biggest turn off?
7- What are your thoughts on religion? Is there an afterlife?
23- What is your dream job? What was it as a child?
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
83~ How do you feel about Porn?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
Would you read them together?
14- What's your favorite dessert? Do you a least favorite?
65~ Describe the best orgasm you’ve ever had? Care to share?
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
67~ Do you like it when your partner moans and/or is vocal during sex?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
What’s the longest time you gone without having sex, after, having it? How much time between the others?
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
18- What’s your favorite way to relax after a long day? What’s your least favorite?
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
25~ How do you feel about PDA? (Public Display of Affection)
46~ Have you ever used furniture, or other types of things to aid you while having sex?
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
Would /have you ever given your partner a lap dance and Striptease?