What is the most interesting question you can ask to get to know someone?
08.06.2025 06:26
If you lose, are you willing to be their sex slave for a day, (anything goes)?
32- What's your greatest talent? Can I see it right now?
61~ How willing would you be to try new sexual positions?
Which unexpected celebrity has done a bold or revealing photoshoot?
*** What’s Your Favorite…? ***
Do you shave/trim your pubic hair? For you guys do you shave your balls?
7- What are your thoughts on religion? Is there an afterlife?
Iron is naturally present in these 10 foods - Times of India
Repairman/Lonely Wife Virgin/Experienced
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
The Ice Breaker Questions
What caused the stock market to crash?
84~ How do you feel about reading/listening to adult stories?
80~ Share your top three fantasies/desires. (Be detailed) 😊
9~ How many times over your lifetime do you think you have had sex so far?
Trump administration eyes stripping Columbia's accreditation - BBC
48~ Do you have any siblings? Are you close to your family?
That one or two things that made you go hmmmm, OMG or wow!
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
Dear Doctor: What are the best ways to help my kidneys recover from nearly failing? - OregonLive.com
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
62~ Have you used adult toys?
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
macOS Tahoe Name Leaked Ahead of Apple's WWDC Event Next Week - MacRumors
Will you kiss after your partner has gone down on you? Swallow or spit semen?
71~ Would you give your partner a hand or foot job? Would you receive one?
51~ What tends to bring a smile to your face?
What is truer than that which is true?
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?
What would you say to prove to yourself that it was really you?
5~ When you first started having sex, was it what you thought it would be?
Engineers bring Psyche's thrusters back online - theregister.com
76~ Have you had a threesome? Care to Share?
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
49~ How many times have you been married? Why did they end?
What do you do when your family doesn’t care about you?
*** Questions about Relationships/Past ***
11- What's your favorite restaurant? What’s your least favorite?
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
Mets and Dodgers are more than living up to heavyweight billing - New York Post
89~ Do you like taking showers together?
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
Why do you think Islam oppresses women when Christianity clearly does it more?
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
3- Should Pluto still be considered a planet? 4- How about smoking?
37- Do you like your name? If you could change it, what would you change it too?
What have you learned about yourself that you did not before this?
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
18- What’s your favorite way to relax after a long day? What’s your least favorite?
Young researcher’s ALS attack plan is now a no-go - Harvard Gazette
7-What do I do in bed that drives you wild? How about, what turns you off?
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
Are LGBT people accepted in Japan?
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
48~ Have you ever paid or been paid for sex?
Samsung teases Galaxy Z Fold 7 with an absolutely bizarre ‘Ultra experience’ [Video] - 9to5Google
22- Do you have any birth marks? How about scars? Care to share how you got them?
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
22- What is your favorite childhood memory? What is your least favorite?
60~ How important is oral sex? Do you like receiving? Do you like giving?
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?
Doctor/Nurse Stripper/Client
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?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
29~ What are some things that turn you off? What is your biggest turn off?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
82~ Do you have any fantasies involving Role-Playing?
83~ How do you feel about Porn?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
Would you do it again, and would you rather 2 females or 2 males?
Nurse/Patient Celebrity/Fan
Would you ever want to be woken up with oral and/or intercourse?
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
24~ What are your expectations in a relationship? (I know a very big question, take your time)
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
20- What’s your favorite candy? What’s your least favorite?
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
29- How superstitious are you?
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?
5- Have you ever been hypnotized? Would you allow yourself to be?
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
Escort/Client Job Applicant/Hiring Manager
81~ Do you have any kinks and/or fetishes?
If you say it, I will stop, and we can talk about it when you are ready.
What is your view on sex? Meaning, When/Where/ How often/
How many times do you think you have “made love”?
65~ Describe the best orgasm you’ve ever had? Care to share?
Get this wrong and this could mean the end… :-) some funny, some not…
19- Do/have you smoked? What do you prefer? How often?
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?
30~ What's something unexpected that turns you on?
21- What's your favorite way to spend a weekend or time off?
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
27- What was/ is nickname? Does it have a meaning behind it?
Any that are a turn off?
36- Do you play video games? What is your favorite? Do you a least favorite?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
36~ What is your favorite time of day to have sex/make love?
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
2- What’s your favorite color? Do you a least favorite?
If yes, what?
How many partners have you had oral sex with? Who? Care to Share?
47~ What would be your dream job and why?
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
12- What’s your favorite food? What’s your least favorite?
*** Deal Breaker Questions ***
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
38~ Share your most embarrassing sexual memory?
Do you think this brought you closer together?
What’s the longest time you gone without having sex, after, having it? How much time between the others?
You know that I will be 100% truthful, so ask.
34~ Do you like the lights on or off during sex?
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
23- What is your dream job? What was it as a child?
70~ Would/do you have/like anal sex?
Does the thought excite you? Care to share?
9- Is there something you’ve always wanted to ask me but you’re afraid?
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
Do you have a favorite? Is it ok if your partner does?
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
How old are you? Male or Female?
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
How well do you know me? And some of your thoughts about me
15- What's your favorite saying? What word or phrase is your least favorite?
6- Do you have dreams? Can you remember them? What do you usually dream about?
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
Over time has your thoughts on sex changed?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
3- What was the most surprising thing you’ve learned about me throughout our relationship?
I would allow you to do it… What would you do to me?
28~ What are some things that turn on? What is your biggest turn on?
49~ If you could, would you want to be the opposite sex for a day, week, or year?
34- Ever been to a concert? What was your favorite? Who would you like to see?
92~ Have you ever had or have an STD? How many? What was it?
13- What’s your favorite drink? What’s your least favorite?
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
41~ Are there moments in your past that you would want to change? Please share 3 of them.
1- What’s your favorite animal? Do you a least favorite?
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?
15- What bad habit do you wish you could quit? Do you have any addictions?
21~ What was the best date you ever went on? What has been the worst?
What was the longest? What was the shortest?
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
*** Random Questions ***
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,
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
14- What's your favorite dessert? Do you a least favorite?
31- If given a chance to be immortal, would you take it? Why?
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
3- What’s your favorite smell? Do you a least favorite?
10- List 5 of your top pet peeves.
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
50~ How many children do you have? What are their ages?
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
7- What if a person smells a certain way? 8- How about smoking?
Would you allow me to clean every part of your body with my soapy hands and fingers?
*** Questions About Me ***
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
13- What is the craziest/scariest thing you've ever done?
Nothing too Serious
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
92~ Everyone needs a “safe” word. What is yours?
40~ What’s the weirdest place you’ve ever had sex?
Do you watch it? What is your favorite?
1~ How old were you when you had your first kiss? Who? Care to Share?
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?
3- What Superhero or Superpower would you want to be/have?
What is your favorite position? Why?
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?
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?
25~ How do you feel about PDA? (Public Display of Affection)
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
Prisoner/Prison Guard Landlord/Tenant
12- What is the weirdest thing you've ever eaten?
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
Family Relation Age Play
* Give a rating for each one (0-100)
18~ Who/when was your first “crush”?
What is your favorite toy? Ever wanted to try a specific toy?
9- If you could have three wishes, what would they be? Why?
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
Do you like the “69” position? Do you prefer to be on top or bottom?
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
17- What’s your favorite holiday? What’s your least favorite?
11~ Have you ever been caught by your parents or children or others while having sex?
Have you ever? Care to Share?
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
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?
Please share Did you stop?
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
10~ How many dates are necessary before you to have sex with someone?
What do you dislike about me? I asked you to be 100% honest.
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
Do you like it when they show and tell you what they want?
13~ Is there a difference between, making love, having sex, and fucking?
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
18- How often do you drink alcohol? What is your favorite drink?
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
How about if they talk dirty and/or call you names?
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
11- How about if they like a certain sports team? 12-How about drinking too much?
Master/Slave Boss/Maid
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
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?
11- List at least 5 things on your bucket list. Have you done any of them already?
51~ Are you willing to play adult games with your partner?
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
Can you Deep Throat? Do you like the taste of yourself?
If YES, was it with 2 men or 2 women? Did you enjoy it?
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
26~ What side of the bed do you sleep on?
39~ What are your love languages?
(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…)
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
64~ When was your very first orgasm? When was your first from having sex? Care to share?
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
28- What are some things that people do that irritate you?
1- What was your first impression of me? Has it changed?
8- What's your favorite flavor of ice cream? Do you a least favorite?
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
Model/Photographer Police/Criminal
19- What’s your favorite fairytale? What’s your least favorite?
Would /have you ever given your partner a lap dance and Striptease?
52~ What are your hobbies?
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…
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
Any that are a turn off?
4- For a pet, Cat, dog or other?
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
Will you cheat again? How can, you be sure? Define what cheating is to you.
19~ Who/when was your first “heartbreak”?
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
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)
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
33- If you could visit any time period, when would you pick? Please explain why?
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
Would you read them together?
33- Beach or Mountains? Or is there another place to like better?
42~ What’s your biggest regret in life?
67~ Do you like it when your partner moans and/or is vocal during sex?
46~ Have you ever used furniture, or other types of things to aid you while having sex?
8- What are your thoughts on politics?
What have you learned about me that was new and/or surprising?
9- What’s your favorite season and why? What’s your least favorite?
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
Teacher/Student Stranger/One Night Stand
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
44~ Care to share something about yourself that no one else knows about you?
13- How about having a certain hair cut/style?
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
10- What is your favorite family tradition? What’s your least favorite?
Would you mind if your partner watched it? How about together vs alone?
52~ Are you willing to make “those types” of bets with your partner?
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…
14- What is an embarrassing moment in your life? How about your most embarrassing?
45~ How do you feel about me blindfolding you? How about blindfolding me?
15~ Have you ever been “in love”? Who? Care to Share?
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?