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