What is the most interesting question you can ask to get to know someone?
14.06.2025 03:26
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
47~ What would be your dream job and why?
3- What Superhero or Superpower would you want to be/have?
What's a memory from your childhood that shaped who you are today?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
13- What is the craziest/scariest thing you've ever done?
'I feel for Jackson': Tigers' Jobe out for season with elbow surgery - The Detroit News
*** Questions about Relationships/Past ***
17- Have you ever done drugs? Which ones? How often?
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
How can we become the best humans? How can we trust each other?
Do you have a favorite? Is it ok if your partner does?
52~ What are your hobbies?
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
When was the first time your wife had beastiality?
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
29- How superstitious are you?
36~ What is your favorite time of day to have sex/make love?
Why do so many people find Kakashi's character so appealing and inspirational?
6- Do you have dreams? Can you remember them? What do you usually dream about?
11- How about if they like a certain sports team? 12-How about drinking too much?
Can you Deep Throat? Do you like the taste of yourself?
How did you respond to, "Why do you love me"?
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
What's the hardest part about marriage that no one ever talks about?
33- If you could visit any time period, when would you pick? Please explain why?
12- What’s your favorite food? What’s your least favorite?
What do you dislike about me? I asked you to be 100% honest.
What is the best way to get my wife to become a hotwife?
Do you watch it? What is your favorite?
*** Deal Breaker Questions ***
11- What's your favorite restaurant? What’s your least favorite?
What is the reason for The Acolyte (2024 series) having poor reception among Star Wars fans?
1- What was your first impression of me? Has it changed?
What is your favorite toy? Ever wanted to try a specific toy?
Would you allow me to clean every part of your body with my soapy hands and fingers?
What can you do if you are a full-grown adult, but never experienced being a child?
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
Will you kiss after your partner has gone down on you? Swallow or spit semen?
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?
3- Should Pluto still be considered a planet? 4- How about smoking?
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~ How old were you when you got to 2nd base? (Tongue kissing, breast feeling, or outside the clothes genital contact) Who? Care to Share?
Do you think this brought you closer together?
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
How the Brain’s RNA Rings Are Formed - Neuroscience News
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?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
10- List 5 of your top pet peeves.
Why do men say women hit the wall at 24?
21- What's your favorite way to spend a weekend or time off?
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
Model/Photographer Police/Criminal
Have you ever? Care to Share?
Over time has your thoughts on sex changed?
76~ Have you had a threesome? Care to Share?
92~ Have you ever had or have an STD? How many? What was it?
Would you do it again, and would you rather 2 females or 2 males?
92~ Everyone needs a “safe” word. What is yours?
49~ How many times have you been married? Why did they end?
10~ How many dates are necessary before you to have sex with someone?
*** Questions About Me ***
81~ Do you have any kinks and/or fetishes?
What have you learned about me that was new and/or surprising?
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
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?
If YES, was it with 2 men or 2 women? Did you enjoy it?
Repairman/Lonely Wife Virgin/Experienced
34~ Do you like the lights on or off during sex?
44~ Care to share something about yourself that no one else knows about you?
3- What’s your favorite smell? Do you a least favorite?
If you lose, are you willing to be their sex slave for a day, (anything goes)?
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
5~ When you first started having sex, was it what you thought it would be?
32- What's your greatest talent? Can I see it right now?
40~ What’s the weirdest place you’ve ever had sex?
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
What was the longest? What was the shortest?
What have you learned about yourself that you did not before this?
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
If yes, what?
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
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?
46~ Have you ever used furniture, or other types of things to aid you while having sex?
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
What’s the longest time you gone without having sex, after, having it? How much time between the others?
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)
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
61~ How willing would you be to try new sexual positions?
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?
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?
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
13- What’s your favorite drink? What’s your least favorite?
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
15- What bad habit do you wish you could quit? Do you have any addictions?
Please share Did you stop?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
1- What’s your favorite animal? Do you a least favorite?
*** Random Questions ***
71~ Would you give your partner a hand or foot job? Would you receive one?
84~ How do you feel about reading/listening to adult stories?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
18- How often do you drink alcohol? What is your favorite drink?
37- Do you like your name? If you could change it, what would you change it too?
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
8- What are your thoughts on politics?
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
I would allow you to do it… What would you do to me?
53~ How much can you tell me about the one thing you are most passionate about?
41~ Are there moments in your past that you would want to change? Please share 3 of them.
80~ Share your top three fantasies/desires. (Be detailed) 😊
Do you shave/trim your pubic hair? For you guys do you shave your balls?
If you win, what will you make them do?
Master/Slave Boss/Maid
The Ice Breaker Questions
How well do you know me? And some of your thoughts about me
Any that are a turn off?
14- What's your favorite dessert? Do you a least favorite?
27- What was/ is nickname? Does it have a meaning behind it?
You know that I will be 100% truthful, so ask.
(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…)
83~ How do you feel about Porn?
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
Do you like it when they show and tell you what they want?
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
38~ Share your most embarrassing sexual memory?
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
21~ What was the best date you ever went on? What has been the worst?
11~ Have you ever been caught by your parents or children or others while having sex?
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
Escort/Client Job Applicant/Hiring Manager
22- Do you have any birth marks? How about scars? Care to share how you got them?
* Give a rating for each one (0-100)
1~ How old were you when you had your first kiss? Who? Care to Share?
Family Relation Age Play
51~ What tends to bring a smile to your face?
11- List at least 5 things on your bucket list. Have you done any of them already?
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?
31- If given a chance to be immortal, would you take it? Why?
28~ What are some things that turn on? What is your biggest turn on?
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
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?
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
What is your view on sex? Meaning, When/Where/ How often/
15~ Have you ever been “in love”? Who? Care to Share?
Nothing too Serious
13- How about having a certain hair cut/style?
Would /have you ever given your partner a lap dance and Striptease?
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
*** What’s Your Favorite…? ***
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
39~ What are your love languages?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
22~ What is the best pickup line anyone has ever used on you? What was the worst?
18~ Who/when was your first “crush”?
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
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?
33- Beach or Mountains? Or is there another place to like better?
Does the thought excite you? Care to share?
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
19~ Who/when was your first “heartbreak”?
62~ Have you used adult toys?
How old are you? Male or Female?
82~ Do you have any fantasies involving Role-Playing?
15- What's your favorite saying? What word or phrase is your least favorite?
Would you mind if your partner watched it? How about together vs alone?
23- What is your dream job? What was it as a child?
Prisoner/Prison Guard Landlord/Tenant
9- Is there something you’ve always wanted to ask me but you’re afraid?
Will you cheat again? How can, you be sure? Define what cheating is to you.
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
8- What's your favorite flavor of ice cream? Do you a least favorite?
7-What do I do in bed that drives you wild? How about, what turns you off?
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
89~ Do you like taking showers together?
48~ Have you ever paid or been paid for sex?
36- Do you play video games? What is your favorite? Do you a 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?
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
9- If you could have three wishes, what would they be? Why?
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?
How about if they talk dirty and/or call you names?
3- What was the most surprising thing you’ve learned about me throughout our relationship?
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
14- What is an embarrassing moment in your life? How about your most embarrassing?
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
29~ What are some things that turn you off? What is your biggest turn off?
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,
7- What if a person smells a certain way? 8- How about smoking?
How many partners have you had oral sex with? 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)
What is your favorite position? Why?
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
How many times do you think you have “made love”?
19- Do/have you smoked? What do you prefer? How often?
Get this wrong and this could mean the end… :-) some funny, some not…
2- What’s your favorite color? Do you a least favorite?
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
4- For a pet, Cat, dog or other?
Doctor/Nurse Stripper/Client
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?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
51~ Are you willing to play adult games with your partner?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
20- What’s your favorite candy? What’s your least favorite?
45~ How do you feel about me blindfolding you? How about blindfolding me?
9- What’s your favorite season and why? What’s your least favorite?
That one or two things that made you go hmmmm, OMG or wow!
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
9~ How many times over your lifetime do you think you have had sex so far?
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
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…
49~ If you could, would you want to be the opposite sex for a day, week, or year?
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
42~ What’s your biggest regret in life?
If you say it, I will stop, and we can talk about it when you are ready.
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?
12- What is the weirdest thing you've ever eaten?
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
67~ Do you like it when your partner moans and/or is vocal during sex?
Nurse/Patient Celebrity/Fan
26~ What side of the bed do you sleep on?
Would you read them together?
64~ When was your very first orgasm? When was your first from having sex? Care to share?
22- What is your favorite childhood memory? What is your least favorite?
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…
5- Have you ever been hypnotized? Would you allow yourself to be?
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
34- Ever been to a concert? What was your favorite? Who would you like to see?
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
17- What’s your favorite holiday? What’s your least favorite?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
What would you say to prove to yourself that it was really you?
70~ Would/do you have/like anal sex?
65~ Describe the best orgasm you’ve ever had? Care to share?
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 NO, would you ever have one? Would it be with 2 men or 2 women?
Any that are a turn off?
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
25~ How do you feel about PDA? (Public Display of Affection)
30~ What's something unexpected that turns you on?
19- What’s your favorite fairytale? What’s your least favorite?
10- What is your favorite family tradition? What’s your least favorite?
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
7- What are your thoughts on religion? Is there an afterlife?
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
60~ How important is oral sex? Do you like receiving? Do you like giving?
Teacher/Student Stranger/One Night Stand
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
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?
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.