What is the most interesting question you can ask to get to know someone?
11.06.2025 09:01
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
48~ Have you ever paid or been paid for sex?
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
Why am I so wanting to suck a penis?
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?
What is your favorite toy? Ever wanted to try a specific toy?
Have you ever? Care to Share?
Why do I sweat (mostly on face) when I eat usually spicy food?
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
What would you say to prove to yourself that it was really you?
13- What is the craziest/scariest thing you've ever done?
51~ Are you willing to play adult games with your partner?
10- List 5 of your top pet peeves.
92~ Everyone needs a “safe” word. What is yours?
Man called in bomb threat after missing flight at Detroit Metro Airport, feds say - The Detroit News
Model/Photographer Police/Criminal
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…
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?
Was there a British ‘genocide’ of Aboriginal Australians?
4- For a pet, Cat, dog or other?
1- What’s your favorite animal? Do you a least favorite?
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
Scientists measure a photonic pulse in dozens of dimensions - Earth.com
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
13~ Is there a difference between, making love, having sex, and fucking?
13- How about having a certain hair cut/style?
What was the longest? What was the shortest?
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
Prisoner/Prison Guard Landlord/Tenant
52~ Are you willing to make “those types” of bets with your partner?
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
25~ How do you feel about PDA? (Public Display of Affection)
49~ How many times have you been married? Why did they end?
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?
23andMe Sets New Auction With $305 Million New Bid From Ex-CEO - Bloomberg
70~ Would/do you have/like anal sex?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
29- How superstitious are you?
Sydney Sweeney visits Central NY, leads Boxing Hall of Fame parade (photos, video) - Syracuse.com
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?
What do you dislike about me? I asked you to be 100% honest.
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
How do you view men and women who cheat?
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
12- What is the weirdest thing you've ever eaten?
Do you watch it? What is your favorite?
Tesla Stock Is Falling. Why June Is Starting With a Loss. - Barron's
10~ How many dates are necessary before you to have sex with someone?
*** What’s Your Favorite…? ***
50~ How many children do you have? What are their ages?
Is it possible for buyers to negotiate after an inspection if the appraisal is lower than expected?
How many times do you think you have “made love”?
29~ What are some things that turn you off? What is your biggest turn off?
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
19~ Who/when was your first “heartbreak”?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
33- Beach or Mountains? Or is there another place to like better?
7- What are your thoughts on religion? Is there an afterlife?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
Please share Did you stop?
Would you mind if your partner watched it? How about together vs alone?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
22- What is your favorite childhood memory? What is your least favorite?
Over time has your thoughts on sex changed?
6- Do you have dreams? Can you remember them? What do you usually dream about?
11- What's your favorite restaurant? What’s your least favorite?
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
30~ What's something unexpected that turns you on?
Do you have a favorite? Is it ok if your partner does?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
Do you think this brought you closer together?
21- What's your favorite way to spend a weekend or time off?
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
23- What is your dream job? What was it as a child?
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
38~ Share your most embarrassing sexual memory?
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
64~ When was your very first orgasm? When was your first from having sex? Care to share?
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
53~ How much can you tell me about the one thing you are most passionate about?
13- What’s your favorite drink? What’s your least favorite?
19- What’s your favorite fairytale? What’s your least favorite?
Will you cheat again? How can, you be sure? Define what cheating is to you.
89~ Do you like taking showers together?
34- Ever been to a concert? What was your favorite? Who would you like to see?
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
What is your view on sex? Meaning, When/Where/ How often/
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
67~ Do you like it when your partner moans and/or is vocal during sex?
1- What was your first impression of me? Has it changed?
That one or two things that made you go hmmmm, OMG or wow!
52~ What are your hobbies?
28~ What are some things that turn on? What is your biggest turn on?
Does the thought excite you? Care to share?
24~ What are your expectations in a relationship? (I know a very big question, take your time)
How many partners have you had oral sex with? Who? Care to Share?
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
37- Do you like your name? If you could change it, what would you change it too?
*** Random Questions ***
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
Escort/Client Job Applicant/Hiring Manager
61~ How willing would you be to try new sexual positions?
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
20- What’s your favorite candy? What’s your least favorite?
Will you kiss after your partner has gone down on you? Swallow or spit semen?
19- Do/have you smoked? What do you prefer? How often?
7- What if a person smells a certain way? 8- How about smoking?
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
15- What's your favorite saying? What word or phrase is your least favorite?
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?
Do you like it when they show and tell you what they want?
48~ Do you have any siblings? Are you close to your family?
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
44~ Care to share something about yourself that no one else knows about you?
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
15- What bad habit do you wish you could quit? Do you have any addictions?
47~ What would be your dream job and why?
11~ Have you ever been caught by your parents or children or others while having sex?
Would you ever want to be woken up with oral and/or intercourse?
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…
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
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- What’s your favorite food? What’s your least favorite?
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
17- What’s your favorite holiday? What’s your least favorite?
3- What’s your favorite smell? Do you a least favorite?
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
81~ Do you have any kinks and/or fetishes?
51~ What tends to bring a smile to your face?
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?
1~ How old were you when you had your first kiss? Who? Care to Share?
84~ How do you feel about reading/listening to adult stories?
15~ Have you ever been “in love”? Who? Care to Share?
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
26~ What side of the bed do you sleep on?
32- What's your greatest talent? Can I see it right now?
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
83~ How do you feel about Porn?
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
If YES, was it with 2 men or 2 women? Did you enjoy it?
5- Have you ever been hypnotized? Would you allow yourself to be?
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
Would /have you ever given your partner a lap dance and Striptease?
How well do you know me? And some of your thoughts about me
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
(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…)
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
What have you learned about yourself that you did not before this?
*** Questions About Me ***
17- Have you ever done drugs? Which ones? How often?
What’s the longest time you gone without having sex, after, having it? How much time between the others?
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
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,
If NO, would you ever have one? Would it be with 2 men or 2 women?
62~ Have you used adult toys?
42~ What’s your biggest regret in life?
Get this wrong and this could mean the end… :-) some funny, some not…
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
82~ Do you have any fantasies involving Role-Playing?
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
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?
60~ How important is oral sex? Do you like receiving? Do you like giving?
8- What are your thoughts on politics?
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
3- What was the most surprising thing you’ve learned about me throughout our relationship?
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
Nurse/Patient Celebrity/Fan
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
I would allow you to do it… What would you do to me?
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
18~ Who/when was your first “crush”?
9- Is there something you’ve always wanted to ask me but you’re afraid?
21~ What was the best date you ever went on? What has been the worst?
If yes, what?
76~ Have you had a threesome? Care to Share?
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
11- How about if they like a certain sports team? 12-How about drinking too much?
27- What was/ is nickname? Does it have a meaning behind it?
9~ How many times over your lifetime do you think you have had sex so far?
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
If you win, what will you make them do?
9- What’s your favorite season and why? What’s your least favorite?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
18- How often do you drink alcohol? What is your favorite drink?
49~ If you could, would you want to be the opposite sex for a day, week, or year?
18- What’s your favorite way to relax after a long day? What’s your least favorite?
How old are you? Male or Female?
Teacher/Student Stranger/One Night Stand
If you say it, I will stop, and we can talk about it when you are ready.
8- What's your favorite flavor of ice cream? 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?
80~ Share your top three fantasies/desires. (Be detailed) 😊
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
Would you allow me to clean every part of your body with my soapy hands and fingers?
Master/Slave Boss/Maid
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
5~ When you first started having sex, was it what you thought it would be?
*** Deal Breaker Questions ***
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
Can you Deep Throat? Do you like the taste of yourself?
Any that are a turn off?
40~ What’s the weirdest place you’ve ever had sex?
46~ Have you ever used furniture, or other types of things to aid you while having sex?
Do you shave/trim your pubic hair? For you guys do you shave your balls?
Repairman/Lonely Wife Virgin/Experienced
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?
41~ Are there moments in your past that you would want to change? Please share 3 of them.
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
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)
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
92~ Have you ever had or have an STD? How many? What was it?
36- Do you play video games? What is your favorite? Do you a least favorite?
*** Questions about Relationships/Past ***
How about if they talk dirty and/or call you names?
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
45~ How do you feel about me blindfolding you? How about blindfolding me?
Do you like the “69” position? Do you prefer to be on top or bottom?
Would you read them together?
3- What Superhero or Superpower would you want to be/have?
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
Family Relation Age Play
What have you learned about me that was new and/or surprising?
Any that are a turn off?
Doctor/Nurse Stripper/Client
Would you do it again, and would you rather 2 females or 2 males?
65~ Describe the best orgasm you’ve ever had? Care to share?
22- Do you have any birth marks? How about scars? Care to share how you got them?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
14- What is an embarrassing moment in your life? How about your most embarrassing?
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
31- If given a chance to be immortal, would you take it? Why?
36~ What is your favorite time of day to have sex/make love?
3- Should Pluto still be considered a planet? 4- How about smoking?
The Ice Breaker Questions
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
9- If you could have three wishes, what would they be? Why?
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?
What is your favorite position? Why?
* Give a rating for each one (0-100)
10- What is your favorite family tradition? What’s your least favorite?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
You know that I will be 100% truthful, so ask.
28- What are some things that people do that irritate you?
Nothing too Serious
34~ Do you like the lights on or off during sex?
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
11- List at least 5 things on your bucket list. Have you done any of them already?
71~ Would you give your partner a hand or foot job? Would you receive one?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
2- What’s your favorite color? Do you a least favorite?
33- If you could visit any time period, when would you pick? Please explain why?
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
7-What do I do in bed that drives you wild? How about, what turns you off?
39~ What are your love languages?
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
54~ Would you ever go skinny dipping 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?
14- What's your favorite dessert? Do you a least favorite?
If you lose, are you willing to be their sex slave for a day, (anything goes)?