What is the most interesting question you can ask to get to know someone?
12.06.2025 23:52

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