What is the most interesting question you can ask to get to know someone?
09.06.2025 02:16
Nurse/Patient Celebrity/Fan
7- What are your thoughts on religion? Is there an afterlife?
17- What’s your favorite holiday? What’s your least favorite?
Why do I sweat a great deal while exercising the same on some days and not so much on others?
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
45~ How do you feel about me blindfolding you? How about blindfolding me?
81~ Do you have any kinks and/or fetishes?
*** Questions About Me ***
9~ How many times over your lifetime do you think you have had sex so far?
Why did my ex-narcissist move so fast with his new supply marriage engagement moving in, etc.?
84~ How do you feel about reading/listening to adult stories?
40~ What’s the weirdest place you’ve ever had sex?
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
The U.S. hasn’t seen a new confirmed human bird flu case in nearly 4 months — why? - Yahoo
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
12- What is the weirdest thing you've ever eaten?
36~ What is your favorite time of day to have sex/make love?
The Surprising Way Five Days Of Junk Food Impacts Your Brain - MindBodyGreen
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
3- Should Pluto still be considered a planet? 4- How about smoking?
22- Do you have any birth marks? How about scars? Care to share how you got them?
Amazon launches new R&D group focused on agentic AI and robotics - TechCrunch
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)
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
The Director Of Final Fantasy Tactics Gets Political - Kotaku
10~ How many dates are necessary before you to have sex with someone?
18- How often do you drink alcohol? What is your favorite drink?
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
29~ What are some things that turn you off? What is your biggest turn off?
Would you read them together?
33- If you could visit any time period, when would you pick? Please explain why?
19- What’s your favorite fairytale? 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?
Which is the most liked web series in India?
6- Do you have dreams? Can you remember them? What do you usually dream about?
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
Do you think this brought you closer together?
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80~ Share your top three fantasies/desires. (Be detailed) 😊
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
Will you cheat again? How can, you be sure? Define what cheating is to you.
Measles vaccination rates drop after COVID-19 pandemic in counties across the US - AP News
9- If you could have three wishes, what would they be? Why?
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?
71~ Would you give your partner a hand or foot job? Would you receive one?
7-What do I do in bed that drives you wild? How about, what turns you off?
Do you like it when they show and tell you what they want?
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
macOS Tahoe Name Leaked Ahead of Apple's WWDC Event Next Week - MacRumors
* Give a rating for each one (0-100)
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
92~ Have you ever had or have an STD? How many? What was it?
Milky Way galaxy might not collide with Andromeda after all - Ars Technica
33- Beach or Mountains? Or is there another place to like better?
34~ Do you like the lights on or off during sex?
Do you shave/trim your pubic hair? For you guys do you shave your balls?
47~ What would be your dream job and why?
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
Model/Photographer Police/Criminal
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
92~ Everyone needs a “safe” word. What is yours?
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?
13- What’s your favorite drink? 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?
Can you Deep Throat? Do you like the taste of yourself?
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
76~ Have you had a threesome? Care to Share?
23- What is your dream job? What was it as a child?
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
38~ Share your most embarrassing sexual memory?
30~ What's something unexpected that turns you on?
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
Would you ever want to be woken up with oral and/or intercourse?
18- What’s your favorite way to relax after a long day? What’s your least favorite?
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?
How well do you know me? And some of your thoughts about me
How about if they talk dirty and/or call you names?
60~ How important is oral sex? Do you like receiving? Do you like giving?
41~ Are there moments in your past that you would want to change? Please share 3 of them.
You know that I will be 100% truthful, so ask.
If YES, was it with 2 men or 2 women? Did you enjoy it?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
24~ What are your expectations in a relationship? (I know a very big question, take your time)
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
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?
What have you learned about yourself that you did not before this?
50~ How many children do you have? What are their ages?
37- Do you like your name? If you could change it, what would you change it too?
9- What’s your favorite season and why? What’s your least favorite?
If you lose, are you willing to be their sex slave for a day, (anything goes)?
8- What's your favorite flavor of ice cream? Do you a least favorite?
34- Ever been to a concert? What was your favorite? Who would you like to see?
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
What is your view on sex? Meaning, When/Where/ How often/
9- Is there something you’ve always wanted to ask me but you’re afraid?
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
*** Deal Breaker Questions ***
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
32- What's your greatest talent? Can I see it right now?
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…
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
10- List 5 of your top pet peeves.
If NO, would you ever have one? Would it be with 2 men or 2 women?
11- List at least 5 things on your bucket list. Have you done any of them already?
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
1- What’s your favorite animal? Do you a least favorite?
Will you kiss after your partner has gone down on you? Swallow or spit semen?
Have you ever? Care to Share?
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
21- What's your favorite way to spend a weekend or time off?
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
8- What are your thoughts on politics?
What was the longest? What was the shortest?
15- What's your favorite saying? What word or phrase is your least favorite?
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
39~ What are your love languages?
7- What if a person smells a certain way? 8- How about smoking?
What is your favorite toy? Ever wanted to try a specific toy?
19~ Who/when was your first “heartbreak”?
Escort/Client Job Applicant/Hiring Manager
Please share Did you stop?
Repairman/Lonely Wife Virgin/Experienced
3- What’s your favorite smell? Do you a least favorite?
13- How about having a certain hair cut/style?
(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…)
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
Do you like the “69” position? Do you prefer to be on top or bottom?
3- What was the most surprising thing you’ve learned about me throughout our relationship?
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?
48~ Have you ever paid or been paid for 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?
Get this wrong and this could mean the end… :-) some funny, some not…
11~ Have you ever been caught by your parents or children or others while having sex?
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
12- What’s your favorite food? What’s your 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…
Master/Slave Boss/Maid
52~ What are your hobbies?
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
18~ Who/when was your first “crush”?
28~ What are some things that turn on? What is your biggest turn on?
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
How old are you? Male or Female?
51~ Are you willing to play adult games with your partner?
19- Do/have you smoked? What do you prefer? How often?
62~ Have you used adult toys?
What do you dislike about me? I asked you to be 100% honest.
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
Does the thought excite you? Care to share?
That one or two things that made you go hmmmm, OMG or wow!
Prisoner/Prison Guard Landlord/Tenant
Any that are a turn off?
48~ Do you have any siblings? Are you close to your family?
14- What is an embarrassing moment in your life? How about your most embarrassing?
51~ What tends to bring a smile to your face?
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
Would you mind if your partner watched it? How about together vs alone?
Doctor/Nurse Stripper/Client
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
89~ Do you like taking showers together?
1- What was your first impression of me? Has it changed?
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
15- What bad habit do you wish you could quit? Do you have any addictions?
4- For a pet, Cat, dog or other?
27- What was/ is nickname? Does it have a meaning behind it?
Any that are a turn off?
22- What is your favorite childhood memory? What is your least favorite?
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
If you win, what will you make them do?
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?
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
Over time has your thoughts on sex changed?
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
*** Random Questions ***
Do you watch it? What is your favorite?
What’s the longest time you gone without having sex, after, having it? How much time between the others?
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
46~ Have you ever used furniture, or other types of things to aid you while having sex?
44~ Care to share something about yourself that no one else knows about you?
5- Have you ever been hypnotized? Would you allow yourself to be?
25~ How do you feel about PDA? (Public Display of Affection)
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
15~ Have you ever been “in love”? Who? Care to Share?
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?
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
36- Do you play video games? What is your favorite? Do you a least favorite?
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?
11- What's your favorite restaurant? What’s your least favorite?
20- What’s your favorite candy? What’s your least favorite?
Teacher/Student Stranger/One Night Stand
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?
*** What’s Your Favorite…? ***
31- If given a chance to be immortal, would you take it? Why?
29- How superstitious are you?
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?
67~ Do you like it when your partner moans and/or is vocal during sex?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
What would you say to prove to yourself that it was really you?
Nothing too Serious
Would /have you ever given your partner a lap dance and Striptease?
21~ What was the best date you ever went on? What has been the worst?
How many times do you think you have “made love”?
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
53~ How much can you tell me about the one thing you are most passionate about?
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
61~ How willing would you be to try new sexual positions?
What is your favorite position? Why?
70~ Would/do you have/like anal sex?
Family Relation Age Play
82~ Do you have any fantasies involving Role-Playing?
10- What is your favorite family tradition? What’s your least favorite?
52~ Are you willing to make “those types” of bets with your partner?
Do you have a favorite? Is it ok if your partner does?
65~ Describe the best orgasm you’ve ever had? Care to share?
49~ If you could, would you want to be the opposite sex for a day, week, or year?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
1~ How old were you when you had your first kiss? Who? Care to Share?
If you say it, I will stop, and we can talk about it when you are ready.
13~ Is there a difference between, making love, having sex, and fucking?
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
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?
The Ice Breaker Questions
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
Would you do it again, and would you rather 2 females or 2 males?
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
64~ When was your very first orgasm? When was your first from having sex? Care to share?
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with 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?
3- What Superhero or Superpower would you want to be/have?
If yes, what?
13- What is the craziest/scariest thing you've ever done?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
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,
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
17- Have you ever done drugs? Which ones? How often?
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
*** Questions about Relationships/Past ***
2- What’s your favorite color? Do you a least favorite?
I would allow you to do it… What would you do to me?
14- What's your favorite dessert? Do you a least favorite?
83~ How do you feel about Porn?
26~ What side of the bed do you sleep on?
11- How about if they like a certain sports team? 12-How about drinking too much?
What have you learned about me that was new and/or surprising?
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
42~ What’s your biggest regret in life?