What is the most interesting question you can ask to get to know someone?
13.06.2025 00:26
32- What's your greatest talent? Can I see it right now?
1- What was your first impression of me? Has it changed?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
How many times do you think you have “made love”?
Would you read them together?
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
First American Spacewalk 60 Years Ago Today - The Weather Channel
Would you mind if your partner watched it? How about together vs alone?
83~ How do you feel about Porn?
84~ How do you feel about reading/listening to adult stories?
Vikingo closes historic Worlds Collide with impressive win over Chad Gable - Cageside Seats
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
3- Should Pluto still be considered a planet? 4- How about smoking?
92~ Have you ever had or have an STD? How many? What was it?
Brave x Junction demo now available - Gematsu
11- List at least 5 things on your bucket list. Have you done any of them already?
22- Do you have any birth marks? How about scars? Care to share how you got them?
62~ Have you used adult toys?
What is one thing you've learned from life?
Please share Did you stop?
Master/Slave Boss/Maid
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?
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
Do you have a favorite? Is it ok if your partner does?
17- What’s your favorite holiday? What’s your least favorite?
Why do some people have sex with dogs?
The Ice Breaker Questions
I would allow you to do it… What would you do to me?
3- What’s your favorite smell? Do you a least favorite?
Why is crypto crashing today? ‘You have absolutely no idea what you own’ - AMBCrypto
*** What’s Your Favorite…? ***
29~ What are some things that turn you off? What is your biggest turn off?
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
US growth likely to slow to 1.6% this year, hobbled by Trump's trade wars, OECD says - ABC News
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
Teacher/Student Stranger/One Night Stand
52~ Are you willing to make “those types” of bets with your partner?
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
If you say it, I will stop, and we can talk about it when you are ready.
Over time has your thoughts on sex changed?
27- What was/ is nickname? Does it have a meaning behind it?
Repairman/Lonely Wife Virgin/Experienced
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
49~ If you could, would you want to be the opposite sex for a day, week, or year?
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
Family Relation Age Play
What would you say to prove to yourself that it was really you?
(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…)
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
*** Questions about Relationships/Past ***
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
Model/Photographer Police/Criminal
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
How old are you? Male or Female?
28~ What are some things that turn on? What is your biggest turn on?
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
Will you cheat again? How can, you be sure? Define what cheating is to you.
33- If you could visit any time period, when would you pick? Please explain why?
That one or two things that made you go hmmmm, OMG or wow!
What’s the longest time you gone without having sex, after, having it? How much time between the others?
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?
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
19- What’s your favorite fairytale? What’s your least favorite?
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
41~ Are there moments in your past that you would want to change? Please share 3 of them.
If you win, what will you make them do?
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
82~ Do you have any fantasies involving Role-Playing?
48~ Have you ever paid or been paid for sex?
Would you allow me to clean every part of your body with my soapy hands and fingers?
21- What's your favorite way to spend a weekend or time off?
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
Nothing too Serious
13~ Is there a difference between, making love, having sex, and fucking?
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
8- What's your favorite flavor of ice cream? Do you a least favorite?
17- Have you ever done drugs? Which ones? How often?
70~ Would/do you have/like anal sex?
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
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?
36~ What is your favorite time of day to have sex/make love?
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
How well do you know me? And some of your thoughts about me
81~ Do you have any kinks and/or fetishes?
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
15- What bad habit do you wish you could quit? Do you have any addictions?
34~ Do you like the lights on or off during 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?
26~ What side of the bed do you sleep on?
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…
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?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
14- What is an embarrassing moment in your life? How about your most embarrassing?
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
76~ Have you had a threesome? Care to Share?
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?
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
24~ What are your expectations in a relationship? (I know a very big question, take your time)
38~ Share your most embarrassing sexual memory?
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
If NO, would you ever have one? Would it be with 2 men or 2 women?
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?
13- What is the craziest/scariest thing you've ever done?
25~ How do you feel about PDA? (Public Display of Affection)
21~ What was the best date you ever went on? What has been the worst?
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
What is your favorite toy? Ever wanted to try a specific toy?
10- What is your favorite family tradition? What’s your least favorite?
19~ Who/when was your first “heartbreak”?
31- If given a chance to be immortal, would you take it? Why?
Do you watch it? What is your favorite?
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
29- How superstitious are you?
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
1~ How old were you when you had your first kiss? Who? Care to Share?
18- How often do you drink alcohol? What is your favorite drink?
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
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)
Doctor/Nurse Stripper/Client
What have you learned about yourself that you did not before this?
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
60~ How important is oral sex? Do you like receiving? Do you like giving?
18- What’s your favorite way to relax after a long day? What’s your least favorite?
36- Do you play video games? What is your favorite? Do you a least favorite?
*** Deal Breaker Questions ***
80~ Share your top three fantasies/desires. (Be detailed) 😊
42~ What’s your biggest regret in life?
51~ Are you willing to play adult games with your partner?
* Give a rating for each one (0-100)
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
10~ How many dates are necessary before you to have sex with someone?
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
33- Beach or Mountains? Or is there another place to like better?
How about if they talk dirty and/or call you names?
44~ Care to share something about yourself that no one else knows about you?
92~ Everyone needs a “safe” word. What is yours?
11- What's your favorite restaurant? What’s your least favorite?
7-What do I do in bed that drives you wild? How about, what turns you off?
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
65~ Describe the best orgasm you’ve ever had? Care to share?
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
19- Do/have you smoked? What do you prefer? How often?
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
*** Random Questions ***
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?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
Would /have you ever given your partner a lap dance and Striptease?
5~ When you first started having sex, was it what you thought it would be?
7- What if a person smells a certain way? 8- How about smoking?
40~ What’s the weirdest place you’ve ever had sex?
15- What's your favorite saying? What word or phrase is your least favorite?
13- What’s your favorite drink? What’s your least favorite?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
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?
6- Do you have dreams? Can you remember them? What do you usually dream about?
Do you think this brought you closer together?
9- If you could have three wishes, what would they be? Why?
11- How about if they like a certain sports team? 12-How about drinking too much?
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
20- What’s your favorite candy? What’s your least favorite?
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
Escort/Client Job Applicant/Hiring Manager
23- What is your dream job? What was it as a child?
50~ How many children do you have? What are their ages?
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
3- What was the most surprising thing you’ve learned about me throughout our relationship?
Have you ever? Care to Share?
What is your view on sex? Meaning, When/Where/ How often/
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…
28- What are some things that people do that irritate you?
What have you learned about me that was new and/or surprising?
Get this wrong and this could mean the end… :-) some funny, some not…
37- Do you like your name? If you could change it, what would you change it too?
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
*** Questions About Me ***
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
52~ What are your hobbies?
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,
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
48~ Do you have any siblings? Are you close to your family?
9~ How many times over your lifetime do you think you have had sex so far?
If you lose, are you willing to be their sex slave for a day, (anything goes)?
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
22- What is your favorite childhood memory? What is your least favorite?
71~ Would you give your partner a hand or foot job? Would you receive one?
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
30~ What's something unexpected that turns you on?
What was the longest? What was the shortest?
89~ Do you like taking showers together?
Nurse/Patient Celebrity/Fan
How many partners have you had oral sex with? Who? Care to Share?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
9- What’s your favorite season and why? What’s your least favorite?
If yes, what?
34- Ever been to a concert? What was your favorite? Who would you like to see?
67~ Do you like it when your partner moans and/or is vocal during sex?
Any that are a turn off?
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
61~ How willing would you be to try new sexual positions?
Does the thought excite you? Care to share?
18~ Who/when was your first “crush”?
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
15~ Have you ever been “in love”? Who? Care to Share?
If YES, was it with 2 men or 2 women? Did you enjoy it?
53~ How much can you tell me about the one thing you are most passionate about?
11~ Have you ever been caught by your parents or children or others while having sex?
What is your favorite position? Why?
47~ What would be your dream job and why?
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
64~ When was your very first orgasm? When was your first from having sex? Care to share?
Prisoner/Prison Guard Landlord/Tenant
4- For a pet, Cat, dog or other?
5- Have you ever been hypnotized? Would you allow yourself to be?
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
Will you kiss after your partner has gone down on you? Swallow or spit semen?
Would you do it again, and would you rather 2 females or 2 males?
You know that I will be 100% truthful, so ask.
8- What are your thoughts on politics?
Do you like the “69” position? Do you prefer to be on top or bottom?
69~ Are you willing to have sex while you or your partner is on their period? How about 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?
14- What's your favorite dessert? Do you a least favorite?
49~ How many times have you been married? Why did they end?
Do you shave/trim your pubic hair? For you guys do you shave your balls?
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?
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
Any that are a turn off?
What do you dislike about me? I asked you to be 100% honest.
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
12- What is the weirdest thing you've ever eaten?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
9- Is there something you’ve always wanted to ask me but you’re afraid?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
46~ Have you ever used furniture, or other types of things to aid you while having sex?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
39~ What are your love languages?
12- What’s your favorite food? What’s your least favorite?
2- What’s your favorite color? Do you a least favorite?
45~ How do you feel about me blindfolding you? How about blindfolding me?
Can you Deep Throat? Do you like the taste of yourself?
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?
1- What’s your favorite animal? Do you a least favorite?
Do you like it when they show and tell you what they want?
13- How about having a certain hair cut/style?
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
51~ What tends to bring a smile to your face?
Would you ever want to be woken up with oral and/or intercourse?
3- What Superhero or Superpower would you want to be/have?
7- What are your thoughts on religion? Is there an afterlife?
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?