What is the most interesting question you can ask to get to know someone?
12.06.2025 15:35
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
Do you watch it? What is your favorite?
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
Skulls once subject to racist study in Germany are laid to rest in New Orleans - NPR
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
47~ What would be your dream job and why?
Rihanna’s Father, Ronald Fenty, Dies at 70: Report - Billboard
53~ How much can you tell me about the one thing you are most passionate about?
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
49~ If you could, would you want to be the opposite sex for a day, week, or year?
Sega Throws Shade At Mario Kart While Showing Off Sonic Racing: Crossworlds - Kotaku
7- What if a person smells a certain way? 8- How about smoking?
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
What do you dislike about me? I asked you to be 100% honest.
US won't label China a currency manipulator amid tariff war - AP News
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
11~ Have you ever been caught by your parents or children or others while having sex?
65~ Describe the best orgasm you’ve ever had? Care to share?
Nothing too Serious
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
F1 reveals 2026 calendar as Madrid replaces Imola - Motorsport.com
13- How about having a certain hair cut/style?
22- What is your favorite childhood memory? What is your least favorite?
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
Treasuries Rally on Fed Cut Hopes, Stocks Hit Peak: Markets Wrap - Bloomberg
5- Have you ever been hypnotized? Would you allow yourself to be?
Will you kiss after your partner has gone down on you? Swallow or spit semen?
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?
Apple Unveils AI-Powered 'Workout Buddy' for Apple Watch at WWDC - MacRumors
48~ Do you have any siblings? Are you close to your family?
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
Why was the rock band Kiss so successful?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
76~ Have you had a threesome? Care to Share?
Can people who have never met you tell if you are a covert narcissist?
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
What was the longest? What was the shortest?
Do you think this brought you closer together?
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
23- What is your dream job? What was it as a child?
18~ Who/when was your first “crush”?
67~ Do you like it when your partner moans and/or is vocal during sex?
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
3- Should Pluto still be considered a planet? 4- How about smoking?
Model/Photographer Police/Criminal
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
Does the thought excite you? Care to share?
10- List 5 of your top pet peeves.
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
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…
31- If given a chance to be immortal, would you take it? Why?
11- List at least 5 things on your bucket list. Have you done any of them already?
The Ice Breaker Questions
36- Do you play video games? What is your favorite? Do you a least favorite?
Master/Slave Boss/Maid
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
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?
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
82~ Do you have any fantasies involving Role-Playing?
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?
What would you say to prove to yourself that it was really you?
44~ Care to share something about yourself that no one else knows about you?
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
22- Do you have any birth marks? How about scars? Care to share how you got them?
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
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?
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?
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
4- For a pet, Cat, dog or other?
If YES, was it with 2 men or 2 women? Did you enjoy it?
71~ Would you give your partner a hand or foot job? Would you receive one?
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
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?
2- What’s your favorite color? Do you a least favorite?
34- Ever been to a concert? What was your favorite? Who would you like to see?
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?
Would /have you ever given your partner a lap dance and Striptease?
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
Family Relation Age Play
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?
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
62~ Have you used adult toys?
1- What was your first impression of me? Has it changed?
45~ How do you feel about me blindfolding you? How about blindfolding me?
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?
33- Beach or Mountains? Or is there another place to like better?
33- If you could visit any time period, when would you pick? Please explain why?
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
Do you have a favorite? Is it ok if your partner does?
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
64~ When was your very first orgasm? When was your first from having sex? Care to share?
84~ How do you feel about reading/listening to adult stories?
5~ When you first started having sex, was it what you thought it would be?
What have you learned about me that was new and/or surprising?
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
*** Questions About Me ***
15~ Have you ever been “in love”? Who? Care to Share?
If NO, would you ever have one? Would it be with 2 men or 2 women?
What is your favorite toy? Ever wanted to try a specific toy?
89~ Do you like taking showers together?
*** What’s Your Favorite…? ***
83~ How do you feel about Porn?
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
37- Do you like your name? If you could change it, what would you change it too?
39~ What are your love languages?
13- What’s your favorite drink? What’s your least favorite?
8- What's your favorite flavor of ice cream? Do you a least favorite?
27- What was/ is nickname? Does it have a meaning behind it?
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
29- How superstitious are you?
14- What's your favorite dessert? Do you a least favorite?
42~ What’s your biggest regret in life?
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
35- Do you like playing board or cards game? What is your favorite? Do you a 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…
49~ How many times have you been married? Why did they end?
80~ Share your top three fantasies/desires. (Be detailed) 😊
*** Random Questions ***
12- What is the weirdest thing you've ever eaten?
Would you read them together?
30~ What's something unexpected that turns you on?
21- What's your favorite way to spend a weekend or time off?
Any that are a turn off?
Would you allow me to clean every part of your body with my soapy hands and fingers?
What’s the longest time you gone without having sex, after, having it? How much time between the others?
Doctor/Nurse Stripper/Client
10- What is your favorite family tradition? What’s your least favorite?
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
If you win, what will you make them do?
14- What is an embarrassing moment in your life? How about your most embarrassing?
How old are you? Male or Female?
1- What’s your favorite animal? Do you a least favorite?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
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)
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
52~ What are your hobbies?
Do you shave/trim your pubic hair? For you guys do you shave your balls?
34~ Do you like the lights on or off during sex?
92~ Have you ever had or have an STD? How many? What was it?
3- What was the most surprising thing you’ve learned about me throughout our relationship?
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
13- What is the craziest/scariest thing you've ever done?
46~ Have you ever used furniture, or other types of things to aid you while having sex?
How many times do you think you have “made love”?
If you say it, I will stop, and we can talk about it when you are ready.
22~ What is the best pickup line anyone has ever used on you? What was the worst?
Have you ever? Care to Share?
Nurse/Patient Celebrity/Fan
28- What are some things that people do that irritate you?
9- Is there something you’ve always wanted to ask me but you’re afraid?
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
That one or two things that made you go hmmmm, OMG or wow!
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
Will you cheat again? How can, you be sure? Define what cheating is to you.
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
51~ Are you willing to play adult games with your partner?
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
15- What's your favorite saying? What word or phrase is your least favorite?
24~ What are your expectations in a relationship? (I know a very big question, take your time)
How about if they talk dirty and/or call you names?
9- What’s your favorite season and why? What’s your least favorite?
7- What are your thoughts on religion? Is there an afterlife?
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
* Give a rating for each one (0-100)
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,
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
3- What Superhero or Superpower would you want to be/have?
*** Deal Breaker Questions ***
Would you mind if your partner watched it? How about together vs alone?
Would you do it again, and would you rather 2 females or 2 males?
Would you ever want to be woken up with oral and/or intercourse?
What is your favorite position? Why?
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 view on sex? Meaning, When/Where/ How often/
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
19- What’s your favorite fairytale? What’s your least favorite?
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?
41~ Are there moments in your past that you would want to change? Please share 3 of them.
18- How often do you drink alcohol? What is your favorite drink?
26~ What side of the bed do you sleep on?
11- What's your favorite restaurant? What’s your least favorite?
15- What bad habit do you wish you could quit? Do you have any addictions?
81~ Do you have any kinks and/or fetishes?
Teacher/Student Stranger/One Night Stand
36~ What is your favorite time of day to have sex/make love?
19- Do/have you smoked? What do you prefer? How often?
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
You know that I will be 100% truthful, so ask.
*** Questions about Relationships/Past ***
9- If you could have three wishes, what would they be? Why?
Do you like it when they show and tell you what they want?
40~ What’s the weirdest place you’ve ever had sex?
Escort/Client Job Applicant/Hiring Manager
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
17- Have you ever done drugs? Which ones? How often?
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
20- What’s your favorite candy? What’s your least favorite?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
3- What’s your favorite smell? Do you a least favorite?
29~ What are some things that turn you off? What is your biggest turn off?
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
I would allow you to do it… What would you do to me?
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?
How many partners have you had oral sex with? Who? Care to Share?
13~ Is there a difference between, making love, having sex, and fucking?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
92~ Everyone needs a “safe” word. What is yours?
Any that are a turn off?
17- What’s your favorite holiday? What’s your least favorite?
10~ How many dates are necessary before you to have sex with someone?
11- How about if they like a certain sports team? 12-How about drinking too much?
(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…)
38~ Share your most embarrassing sexual memory?
48~ Have you ever paid or been paid for sex?
50~ How many children do you have? What are their ages?
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
If you lose, are you willing to be their sex slave for a day, (anything goes)?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
32- What's your greatest talent? Can I see it right now?
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
If yes, what?
Please share Did you stop?
60~ How important is oral sex? Do you like receiving? Do you like giving?
61~ How willing would you be to try new sexual positions?
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
Do you like the “69” position? Do you prefer to be on top or bottom?
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
Prisoner/Prison Guard Landlord/Tenant
8- What are your thoughts on politics?
51~ What tends to bring a smile to your face?
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
7-What do I do in bed that drives you wild? How about, what turns you off?
1~ How old were you when you had your first kiss? Who? Care to Share?
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
Over time has your thoughts on sex changed?
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
Can you Deep Throat? Do you like the taste of yourself?
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
Get this wrong and this could mean the end… :-) some funny, some not…
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
18- What’s your favorite way to relax after a long day? What’s your least favorite?
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
Repairman/Lonely Wife Virgin/Experienced
19~ Who/when was your first “heartbreak”?
25~ How do you feel about PDA? (Public Display of Affection)
28~ What are some things that turn on? What is your biggest turn on?
9~ How many times over your lifetime do you think you have had sex so far?
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?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
6- Do you have dreams? Can you remember them? What do you usually dream about?
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
52~ Are you willing to make “those types” of bets with your partner?
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
12- What’s your favorite food? What’s your least favorite?
How well do you know me? And some of your thoughts about me
70~ Would/do you have/like anal sex?