What is the most interesting question you can ask to get to know someone?
08.06.2025 02:33
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
22- Do you have any birth marks? How about scars? Care to share how you got them?
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
How well do you know me? And some of your thoughts about me
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
Why do a lot of autistic people not know how to style their hair?
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?
Would you do it again, and would you rather 2 females or 2 males?
What are some funny and smart quotes?
Family Relation Age Play
17- What’s your favorite holiday? What’s your least favorite?
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?
New COVID-19 variant detected in Washington state, health officials say - KING5.com
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
49~ How many times have you been married? Why did they end?
5~ When you first started having sex, was it what you thought it would be?
Charting the Global Economy: US GDP Falls on Larger Trade Hit - Bloomberg
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…
If YES, was it with 2 men or 2 women? Did you enjoy it?
What was the longest? What was the shortest?
Pharmacists warn drug shortage affecting cancer patients - BBC
30~ What's something unexpected that turns you on?
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
24~ What are your expectations in a relationship? (I know a very big question, take your time)
First Day of Roots Picnic Was an "Absolute Disaster," Fans Say - Philadelphia Magazine
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
26~ What side of the bed do you sleep on?
* Give a rating for each one (0-100)
82~ Do you have any fantasies involving Role-Playing?
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)
11- List at least 5 things on your bucket list. Have you done any of them already?
This Demonized Carb Is Actually Great for Longevity, According to a Doctor and RD - Yahoo
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
I Tasted 7 Chocolate Ice Creams and One Was a Clear Winner - Eat This Not That
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
38~ Share your most embarrassing sexual memory?
Love Island Cast Member Leaves the Villa on Day Two - Vulture
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
Prisoner/Prison Guard Landlord/Tenant
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
Why do some people have loving parents and some do not?
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
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…
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?
Do you like the “69” position? Do you prefer to be on top or bottom?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
*** Questions About Me ***
12- What’s your favorite food? What’s your least favorite?
Will you kiss after your partner has gone down on you? Swallow or spit semen?
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
*** Deal Breaker Questions ***
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
Repairman/Lonely Wife Virgin/Experienced
51~ Are you willing to play adult games with your partner?
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
48~ Do you have any siblings? Are you close to your family?
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
You know that I will be 100% truthful, so ask.
What do you dislike about me? I asked you to be 100% honest.
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
89~ Do you like taking showers together?
What would you say to prove to yourself that it was really you?
If you win, what will you make them do?
9- If you could have three wishes, what would they be? Why?
7- What are your thoughts on religion? Is there an afterlife?
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,
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
4- For a pet, Cat, dog or other?
28~ What are some things that turn on? What is your biggest turn on?
50~ How many children do you have? What are their ages?
15- What bad habit do you wish you could quit? Do you have any addictions?
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
Get this wrong and this could mean the end… :-) some funny, some not…
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
19- Do/have you smoked? What do you prefer? How often?
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
29~ What are some things that turn you off? What is your biggest turn off?
32- What's your greatest talent? Can I see it right now?
Do you watch it? What is your favorite?
8- What's your favorite flavor of ice cream? Do you a least favorite?
46~ Have you ever used furniture, or other types of things to aid you while having sex?
*** What’s Your Favorite…? ***
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
34~ Do you like the lights on or off during sex?
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
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?
65~ Describe the best orgasm you’ve ever had? Care to share?
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
92~ Have you ever had or have an STD? How many? What was it?
11- How about if they like a certain sports team? 12-How about drinking too much?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
61~ How willing would you be to try new sexual positions?
Will you cheat again? How can, you be sure? Define what cheating is to you.
8- What are your thoughts on politics?
2- What’s your favorite color? Do you a least favorite?
33- Beach or Mountains? Or is there another place to like better?
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
If you say it, I will stop, and we can talk about it when you are ready.
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
If yes, what?
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
40~ What’s the weirdest place you’ve ever had sex?
Would you mind if your partner watched it? How about together vs alone?
Would you ever want to be woken up with oral and/or intercourse?
62~ Have you used adult toys?
Escort/Client Job Applicant/Hiring Manager
7-What do I do in bed that drives you wild? How about, what turns you off?
Model/Photographer Police/Criminal
19~ Who/when was your first “heartbreak”?
45~ How do you feel about me blindfolding you? How about blindfolding me?
29- How superstitious are you?
Would /have you ever given your partner a lap dance and Striptease?
7- What if a person smells a certain way? 8- How about smoking?
60~ How important is oral sex? Do you like receiving? Do you like giving?
Please share Did you stop?
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
Master/Slave Boss/Maid
Have you ever? Care to Share?
52~ Are you willing to make “those types” of bets with your partner?
21~ What was the best date you ever went on? What has been the worst?
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
19- What’s your favorite fairytale? What’s your least favorite?
80~ Share your top three fantasies/desires. (Be detailed) 😊
9- Is there something you’ve always wanted to ask me but you’re afraid?
64~ When was your very first orgasm? When was your first from having sex? Care to share?
15~ Have you ever been “in love”? Who? Care to Share?
22- What is your favorite childhood memory? What is your least favorite?
76~ Have you had a threesome? Care to Share?
What have you learned about me that was new and/or surprising?
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
Can you Deep Throat? Do you like the taste of yourself?
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
The Ice Breaker Questions
What is your view on sex? Meaning, When/Where/ How often/
Do you shave/trim your pubic hair? For you guys do you shave your balls?
36~ What is your favorite time of day to have sex/make love?
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
49~ If you could, would you want to be the opposite sex for a day, week, or year?
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?
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?
Nothing too Serious
25~ How do you feel about PDA? (Public Display of Affection)
What have you learned about yourself that you did not before this?
* 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?
1- What’s your favorite animal? Do you a least favorite?
14- What is an embarrassing moment in your life? How about your most embarrassing?
Any that are a turn off?
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?
How many times do you think you have “made love”?
Over time has your thoughts on sex changed?
3- What’s your favorite smell? 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?
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?
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
70~ Would/do you have/like anal sex?
3- Should Pluto still be considered a planet? 4- How about smoking?
How old are you? Male or Female?
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
11~ Have you ever been caught by your parents or children or others while having sex?
If you lose, are you willing to be their sex slave for a day, (anything goes)?
Do you think this brought you closer together?
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
36- Do you play video games? What is your favorite? Do you a least favorite?
Does the thought excite you? Care to share?
*** Random Questions ***
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
If NO, would you ever have one? Would it be with 2 men or 2 women?
Nurse/Patient Celebrity/Fan
*** Questions about Relationships/Past ***
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
3- What Superhero or Superpower would you want to be/have?
42~ What’s your biggest regret in life?
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
Do you have a favorite? Is it ok if your partner does?
That one or two things that made you go hmmmm, OMG or wow!
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
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?
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
Do you like it when they show and tell you what they want?
71~ Would you give your partner a hand or foot job? Would you receive one?
10~ How many dates are necessary before you to have sex with someone?
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
39~ What are your love languages?
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
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?
27- What was/ is nickname? Does it have a meaning behind it?
Would you read them together?
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
13~ Is there a difference between, making love, having sex, and fucking?
14- What's your favorite dessert? Do you a least favorite?
51~ What tends to bring a smile to your face?
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
34- Ever been to a concert? What was your favorite? Who would you like to see?
12- What is the weirdest thing you've ever eaten?
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
11- What's your favorite restaurant? What’s your least favorite?
17- Have you ever done drugs? Which ones? How often?
(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…)
How about if they talk dirty and/or call you names?
41~ Are there moments in your past that you would want to change? Please share 3 of them.
53~ How much can you tell me about the one thing you are most passionate about?
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
Teacher/Student Stranger/One Night Stand
1- What was your first impression of me? Has it changed?
How many partners have you had oral sex with? Who? Care to Share?
67~ Do you like it when your partner moans and/or is vocal during sex?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
83~ How do you feel about Porn?
3- What was the most surprising thing you’ve learned about me throughout our relationship?
What’s the longest time you gone without having sex, after, having it? How much time between the others?
6- Do you have dreams? Can you remember them? What do you usually dream about?
13- What’s your favorite drink? What’s your least favorite?
18- What’s your favorite way to relax after a long day? What’s your least favorite?
18~ Who/when was your first “crush”?
23- What is your dream job? What was it as a child?
33- If you could visit any time period, when would you pick? Please explain why?
9~ How many times over your lifetime do you think you have had sex so far?
31- If given a chance to be immortal, would you take it? Why?
Would you allow me to clean every part of your body with my soapy hands and fingers?
47~ What would be your dream job and why?
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
What is your favorite position? Why?
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
28- What are some things that people do that irritate you?
1~ How old were you when you had your first kiss? Who? Care to Share?
What is your favorite toy? Ever wanted to try a specific toy?
84~ How do you feel about reading/listening to adult stories?
21- What's your favorite way to spend a weekend or time off?
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
15- What's your favorite saying? What word or phrase is your least favorite?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
20- What’s your favorite candy? What’s your least favorite?
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
81~ Do you have any kinks and/or fetishes?
52~ What are your hobbies?
Doctor/Nurse Stripper/Client
48~ Have you ever paid or been paid for sex?
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?
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
44~ Care to share something about yourself that no one else knows about you?
10- List 5 of your top pet peeves.
13- How about having a certain hair cut/style?
10- What is your favorite family tradition? What’s your least favorite?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
92~ Everyone needs a “safe” word. What is yours?
13- What is the craziest/scariest thing you've ever done?
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
Any that are a turn off?
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
9- What’s your favorite season and why? What’s your least favorite?
5- Have you ever been hypnotized? Would you allow yourself to be?