What is the most interesting question you can ask to get to know someone?
10.06.2025 00:54

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