What is the most interesting question you can ask to get to know someone?
11.06.2025 10:55
Would you do it again, and would you rather 2 females or 2 males?
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)
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
Scientists Stunned by Evidence of Ancient Birds Nested in the Arctic - The Daily Galaxy
Do you have a favorite? Is it ok if your partner does?
How many partners have you had oral sex with? Who? Care to Share?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
7- What are your thoughts on religion? Is there an afterlife?
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
Packers waive receiver, open up roster spot - Acme Packing Company
84~ How do you feel about reading/listening to adult stories?
Prisoner/Prison Guard Landlord/Tenant
13- What is the craziest/scariest thing you've ever done?
* Give a rating for each one (0-100)
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
3- What’s your favorite smell? Do you a least favorite?
15- What bad habit do you wish you could quit? Do you have any addictions?
Will you kiss after your partner has gone down on you? Swallow or spit semen?
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
Over 3,000 Private Credit Deals From Just 20 Analysts Raise Questions on Wall Street - Bloomberg.com
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 do you dislike about me? I asked you to be 100% honest.
10~ How many dates are necessary before you to have sex with someone?
Why is there no evidence of a multiverse theory?
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
67~ Do you like it when your partner moans and/or is vocal during sex?
76~ Have you had a threesome? Care to Share?
What habits do happy couples have?
Would /have you ever given your partner a lap dance and Striptease?
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
Why Cutting Carbs Usually Backfires—and What to Do Instead - EatingWell
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?
Would you allow me to clean every part of your body with my soapy hands and fingers?
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
36- Do you play video games? What is your favorite? Do you a least favorite?
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…
That one or two things that made you go hmmmm, OMG or wow!
19- Do/have you smoked? What do you prefer? How often?
9- What’s your favorite season and why? What’s your least favorite?
Oldest depiction of the Milky Way galaxy discovered in an Egyptian sarcophagus - Earth.com
What is your view on sex? Meaning, When/Where/ How often/
Over time has your thoughts on sex changed?
What’s the longest time you gone without having sex, after, having it? How much time between the others?
DOOM: The Dark Ages | Update 1 Release Notes - Slayers Club
What would you say to prove to yourself that it was really you?
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?
Model/Photographer Police/Criminal
Titan's Atmosphere 'Wobbles Like a Gyroscope' – And No One Knows Why - ScienceAlert
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
Would you mind if your partner watched it? How about together vs alone?
What is your favorite position? Why?
14- What is an embarrassing moment in your life? How about your most embarrassing?
Please share Did you stop?
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,
What was the longest? What was the shortest?
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
Will you cheat again? How can, you be sure? Define what cheating is to you.
5~ When you first started having sex, was it what you thought it would be?
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
17- What’s your favorite holiday? What’s your least favorite?
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
41~ Are there moments in your past that you would want to change? Please share 3 of them.
70~ Would/do you have/like anal sex?
Teacher/Student Stranger/One Night Stand
48~ Do you have any siblings? Are you close to your family?
27- What was/ is nickname? Does it have a meaning behind it?
42~ What’s your biggest regret in life?
83~ How do you feel about Porn?
Repairman/Lonely Wife Virgin/Experienced
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?
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
51~ What tends to bring a smile to your face?
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
*** Deal Breaker Questions ***
How many times do you think you have “made love”?
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?
38~ Share your most embarrassing sexual memory?
47~ What would be your dream job and why?
46~ Have you ever used furniture, or other types of things to aid you while having sex?
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
65~ Describe the best orgasm you’ve ever had? Care to share?
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
If NO, would you ever have one? Would it be with 2 men or 2 women?
13- How about having a certain hair cut/style?
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
*** What’s Your Favorite…? ***
82~ Do you have any fantasies involving Role-Playing?
6- Do you have dreams? Can you remember them? What do you usually dream about?
Do you like it when they show and tell you what they want?
3- Should Pluto still be considered a planet? 4- How about smoking?
21~ What was the best date you ever went on? What has been the worst?
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
Nothing too Serious
Family Relation Age Play
If yes, what?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
You know that I will be 100% truthful, so ask.
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
32- What's your greatest talent? Can I see it right now?
19- What’s your favorite fairytale? What’s your least favorite?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
8- What's your favorite flavor of ice cream? Do you a least favorite?
Master/Slave Boss/Maid
92~ Have you ever had or have an STD? How many? What was it?
21- What's your favorite way to spend a weekend or time off?
26~ What side of the bed do you sleep on?
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
28- What are some things that people do that irritate you?
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
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?
89~ Do you like taking showers together?
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
64~ When was your very first orgasm? When was your first from having sex? Care to share?
19~ Who/when was your first “heartbreak”?
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
*** Questions About Me ***
52~ What are your hobbies?
31- If given a chance to be immortal, would you take it? Why?
Would you ever want to be woken up with oral and/or intercourse?
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
12- What’s your favorite food? What’s your least favorite?
33- Beach or Mountains? Or is there another place to like better?
12- What is the weirdest thing you've ever eaten?
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
80~ Share your top three fantasies/desires. (Be detailed) 😊
18- What’s your favorite way to relax after a long day? What’s your least favorite?
7- What if a person smells a certain way? 8- How about smoking?
How well do you know me? And some of your thoughts about me
15- What's your favorite saying? What word or phrase is your least favorite?
48~ Have you ever paid or been paid for sex?
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
Escort/Client Job Applicant/Hiring Manager
2- What’s your favorite color? Do you a least favorite?
(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…)
9- Is there something you’ve always wanted to ask me but you’re afraid?
25~ How do you feel about PDA? (Public Display of Affection)
1- What’s your favorite animal? Do you a least favorite?
11- List at least 5 things on your bucket list. Have you done any of them already?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
34~ Do you like the lights on or off during sex?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
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?
92~ Everyone needs a “safe” word. What is yours?
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
Can you Deep Throat? Do you like the taste of yourself?
What is your favorite toy? Ever wanted to try a specific toy?
1~ How old were you when you had your first kiss? Who? Care to Share?
17- Have you ever done drugs? Which ones? How often?
29~ What are some things that turn you off? What is your biggest turn off?
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
Do you shave/trim your pubic hair? For you guys do you shave your balls?
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)?
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
10- What is your favorite family tradition? What’s your least favorite?
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
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?
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
20- What’s your favorite candy? What’s your least favorite?
Do you watch it? What is your 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?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
I would allow you to do it… What would you do to me?
9~ How many times over your lifetime do you think you have had sex so far?
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
30~ What's something unexpected that turns you on?
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
34- Ever been to a concert? What was your favorite? Who would you like to see?
Do you like the “69” position? Do you prefer to be on top or bottom?
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
23- What is your dream job? What was it as a child?
Do you think this brought you closer together?
11- What's your favorite restaurant? What’s your least favorite?
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
62~ Have you used adult toys?
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
If you say it, I will stop, and we can talk about it when you are ready.
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
37- Do you like your name? If you could change it, what would you change it too?
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
Get this wrong and this could mean the end… :-) some funny, some not…
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
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?
10- List 5 of your top pet peeves.
Doctor/Nurse Stripper/Client
3- What Superhero or Superpower would you want to be/have?
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
61~ How willing would you be to try new sexual positions?
28~ What are some things that turn on? What is your biggest turn on?
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
81~ Do you have any kinks and/or fetishes?
40~ What’s the weirdest place you’ve ever had sex?
*** Random Questions ***
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
If you win, what will you make them do?
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
71~ Would you give your partner a hand or foot job? Would you receive one?
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
7-What do I do in bed that drives you wild? How about, what turns you 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?
13~ Is there a difference between, making love, having sex, and fucking?
39~ What are your love languages?
The Ice Breaker Questions
53~ How much can you tell me about the one thing you are most passionate about?
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
Does the thought excite you? Care to share?
11- How about if they like a certain sports team? 12-How about drinking too much?
51~ Are you willing to play adult games with your partner?
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
What have you learned about yourself that you did not before this?
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
22- What is your favorite childhood memory? What is your least favorite?
Have you ever? Care to Share?
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
13- What’s your favorite drink? What’s your least favorite?
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
4- For a pet, Cat, dog or other?
How old are you? Male or Female?
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
9- If you could have three wishes, what would they be? Why?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
49~ If you could, would you want to be the opposite sex for a day, week, or year?
45~ How do you feel about me blindfolding you? How about blindfolding me?
36~ What is your favorite time of day to have sex/make love?
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?
60~ How important is oral sex? Do you like receiving? Do you like giving?
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
3- What was the most surprising thing you’ve learned about me throughout our relationship?
5- Have you ever been hypnotized? Would you allow yourself to be?
29- How superstitious are you?
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
33- If you could visit any time period, when would you pick? Please explain why?
49~ How many times have you been married? Why did they end?
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…
Nurse/Patient Celebrity/Fan
18- How often do you drink alcohol? What is your favorite drink?
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
Any that are a turn off?
Would you read them together?
44~ Care to share something about yourself that no one else knows about you?
Any that are a turn off?
14- What's your favorite dessert? Do you a least favorite?
1- What was your first impression of me? Has it changed?
What have you learned about me that was new and/or surprising?
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~ How many children do you have? What are their ages?
8- What are your thoughts on politics?
18~ Who/when was your first “crush”?
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
22- Do you have any birth marks? How about scars? Care to share how you got them?
*** Questions about Relationships/Past ***