What is the most interesting question you can ask to get to know someone?
12.06.2025 05:24
Do you shave/trim your pubic hair? For you guys do you shave your balls?
Model/Photographer Police/Criminal
13- How about having a certain hair cut/style?
I'm pretty sure that my dog is transgender, how would I go about transitioning it?
80~ Share your top three fantasies/desires. (Be detailed) đ
47~ What would be your dream job and why?
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?
Why is the covert narcissist actively avoiding me when they see me everyday?
10- What is your favorite family tradition? Whatâs your least favorite?
(Dildo, vibrator, nipple clamp, cock ring, butt plug and tail, couplesâ toys, pocket pussy/sleeves, Ben-wa balls, pumps, gags, strap-on, remote controlled, vibrating panties, ETCâŚ)
6- Do you have dreams? Can you remember them? What do you usually dream about?
Former church in Northern Kentucky now a heavenly home for sale - WWMT
93~ Now that this really long questionnaire is over, one last question, ok maybe 3âŚ
Do you think this brought you closer together?
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
IO Interactive Reveals 007 First Light, Full Trailer Out This Week - Game Informer
* Give a rating for each one (0-100)
If yes, what?
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
Why men with broken heart syndrome are more likely to die, according to experts - East Idaho News
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?
Would you do it again, and would you rather 2 females or 2 males?
89~ Do you like taking showers together?
5 Things to Know Before the Stock Market Opens - Yahoo Finance
Master/Slave Boss/Maid
92~ Everyone needs a âsafeâ word. What is yours?
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
Buffalo Trace Adds Eagle Rare 12 To Its Permanent Lineup Of Age-Stated Bourbons - Forbes
45~ How do you feel about me blindfolding you? How about blindfolding me?
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
Would you read them together?
Google quietly released an app that lets you download and run AI models locally - TechCrunch
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?
1- What was your first impression of me? Has it changed?
*** Random Questions ***
19- Do/have you smoked? What do you prefer? How often?
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
4- Whatâs your favorite genre of music? Whatâs your least favorite? Is there a song that triggers a memory?
7-What do I do in bed that drives you wild? How about, what turns you off?
11~ Have you ever been caught by your parents or children or others while having sex?
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
The âgolden summer of cheap flightsâ: Nowâs the time for last-minute deals - CNN
46~ Have you ever used furniture, or other types of things to aid you while having sex?
Will you cheat again? How can, you be sure? Define what cheating is to you.
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
AI Is Upending the Job Market, Even at AI Companies Like Anthropic - Business Insider
8- What's something unexpected that turns you on that I do to you? Donât be shy now, I really want to know.
22- Do you have any birth marks? How about scars? Care to share how you got them?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
Nvidia tops Microsoft, regains most valuable company title for first time since January - CNBC
19- Whatâs your favorite fairytale? Whatâs your least favorite?
33- Beach or Mountains? Or is there another place to like better?
67~ Do you like it when your partner moans and/or is vocal during sex?
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
Nurse/Patient Celebrity/Fan
22~ What is the best pickup line anyone has ever used on you? What was the worst?
Can you Deep Throat? Do you like the taste of yourself?
4- For a pet, Cat, dog or other?
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
14- Do you have a âDeal Breakerâ, anything that your partner has done or will do, a boundary that once crossed you are done with the relationships?
28- What are some things that people do that irritate you?
50~ How many children do you have? What are their ages?
*** Questions about Relationships/Past ***
48~ Have you ever paid or been paid for sex?
1- Whatâs your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
8- What are your thoughts on politics?
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
You know that I will be 100% truthful, so ask.
10- List 5 of your top pet peeves.
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
If you say it, I will stop, and we can talk about it when you are ready.
9- Whatâs your favorite season and why? Whatâs your least favorite?
How well do you know me? And some of your thoughts about me
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
I would allow you to do it⌠What would you do to me?
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
20- Whatâs your favorite candy? Whatâs your least favorite?
7- What are your thoughts on religion? Is there an afterlife?
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
29- How superstitious are you?
48~ Do you have any siblings? Are you close to your family?
14~ When was the first time you said, âI Love Youâ? (romantically) Did you mean it? Who? Care to Share?
51~ Are you willing to play adult games with your partner?
44~ Care to share something about yourself that no one else knows about you?
Nothing too Serious
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?
Do you like it when they show and tell you what they want?
*** Whatâs Your FavoriteâŚ? ***
14- What is an embarrassing moment in your life? How about your most embarrassing?
9- Is there something youâve always wanted to ask me but youâre afraid?
Would you mind if your partner watched it? How about together vs alone?
5- Whatâs your favorite movie genre? Whatâs your favorite movie of all time? How many times have you watched it?
Do you watch it? What is your favorite?
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?
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
60~ How important is oral sex? Do you like receiving? Do you like giving?
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
26~ What side of the bed do you sleep on?
13- What is the craziest/scariest thing you've ever done?
What have you learned about yourself that you did not before this?
23- What is your dream job? What was it as a child?
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
What do you dislike about me? I asked you to be 100% honest.
2- Whatâs your favorite color? Do you a least favorite?
11- List at least 5 things on your bucket list. Have you done any of them already?
Do you like the â69â position? Do you prefer to be on top or bottom?
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 togetherâŚ
1~ How old were you when you had your first kiss? Who? Care to Share?
3- What was the most surprising thing youâve learned about me throughout our relationship?
Would /have you ever given your partner a lap dance and Striptease?
Any that are a turn off?
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
*** Deal Breaker Questions ***
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
If NO, would you ever have one? Would it be with 2 men or 2 women?
If you win, what will you make them do?
64~ When was your very first orgasm? When was your first from having sex? Care to share?
3- Whatâs your favorite smell? Do you a least favorite?
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
Over time has your thoughts on sex changed?
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)
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
Family Relation Age Play
14- What's your favorite dessert? Do you a least favorite?
31- If given a chance to be immortal, would you take it? Why?
If YES, was it with 2 men or 2 women? Did you enjoy it?
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
How many times do you think you have âmade loveâ?
34~ Do you like the lights on or off during sex?
17- Have you ever done drugs? Which ones? How often?
9- If you could have three wishes, what would they be? Why?
What is your favorite toy? Ever wanted to try a specific toy?
71~ Would you give your partner a hand or foot job? Would you receive one?
33- If you could visit any time period, when would you pick? Please explain why?
3- Should Pluto still be considered a planet? 4- How about smoking?
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
What have you learned about me that was new and/or surprising?
11- How about if they like a certain sports team? 12-How about drinking too much?
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
13~ Is there a difference between, making love, having sex, and fucking?
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
62~ Have you used adult toys?
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
51~ What tends to bring a smile to your face?
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
30~ What's something unexpected that turns you on?
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
What is your view on sex? Meaning, When/Where/ How often/
85~ If I gave you a âFree Passâ for you to do anything to me for one hour, knowing that no matter what you did,
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
15~ Have you ever been âin loveâ? Who? Care to Share?
3- What Superhero or Superpower would you want to be/have?
What would you say to prove to yourself that it was really you?
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?
88~ Do you prefer me to be naked or in lingerie, PJâs when you are sleeping?
17- Whatâs your favorite holiday? Whatâs your least favorite?
Take the short quiz here @ Discover Your Love LanguageÂŽ - The 5 Love LanguagesÂŽ
49~ If you could, would you want to be the opposite sex for a day, week, or year?
How many partners have you had oral sex with? Who? Care to Share?
11- What's your favorite restaurant? Whatâs your least favorite?
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
What is your favorite position? Why?
16~ Do you believe in âsoulmatesâ? Have you found yours? Who? Care to Share?
That one or two things that made you go hmmmm, OMG or wow!
81~ Do you have any kinks and/or fetishes?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
Whatâs the longest time you gone without having sex, after, having it? How much time between the others?
49~ How many times have you been married? Why did they end?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
82~ Do you have any fantasies involving Role-Playing?
15- What bad habit do you wish you could quit? Do you have any addictions?
9~ How many times over your lifetime do you think you have had sex so far?
42~ Whatâs your biggest regret in life?
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
28~ What are some things that turn on? What is your biggest turn on?
19~ Who/when was your first âheartbreakâ?
Will you kiss after your partner has gone down on you? Swallow or spit semen?
22- What is your favorite childhood memory? What is your least favorite?
61~ How willing would you be to try new sexual positions?
41~ Are there moments in your past that you would want to change? Please share 3 of them.
38~ Share your most embarrassing sexual memory?
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
The Ice Breaker Questions
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
7- Whatâs your favorite book? Do you have a favorite genre? Do you a least favorite?
14 â Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
18- How often do you drink alcohol? What is your favorite drink?
36- Do you play video games? What is your favorite? Do you a least favorite?
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
85~ If you gave me a âfree Passâ to have me do anything for one hour, what would you want me to do to you?
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
29~ What are some things that turn you off? What is your biggest turn off?
27- What was/ is nickname? Does it have a meaning behind it?
Would you ever want to be woken up with oral and/or intercourse?
84~ How do you feel about reading/listening to adult stories?
Prisoner/Prison Guard Landlord/Tenant
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?
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?
Does the thought excite you? Care to share?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
7- What if a person smells a certain way? 8- How about smoking?
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
52~ What are your hobbies?
How about if they talk dirty and/or call you names?
Get this wrong and this could mean the end⌠:-) some funny, some notâŚ
18~ Who/when was your first âcrushâ?
1- Whatâs your favorite animal? Do you a least favorite?
40~ Whatâs the weirdest place youâve ever had sex?
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
21- What's your favorite way to spend a weekend or time off?
8- What's your favorite flavor of ice cream? Do you a least favorite?
Escort/Client Job Applicant/Hiring Manager
39~ What are your love languages?
18- Whatâs your favorite way to relax after a long day? Whatâs your least favorite?
12- Whatâs your favorite food? Whatâs your least favorite?
25~ How do you feel about PDA? (Public Display of Affection)
Piecing, tattoo, color hair, dress up a certain way, it could be anything⌠Shave meâŚ
34- Ever been to a concert? What was your favorite? Who would you like to see?
Meaning if you ever say it no matter how long we have been together or where we are in the momentâŚ
5- Have you ever been hypnotized? Would you allow yourself to be?
Please share Did you stop?
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 âPASSâ 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 yourselfâŚ
5~ When you first started having sex, was it what you thought it would be?
Doctor/Nurse Stripper/Client
If you lose, are you willing to be their sex slave for a day, (anything goes)?
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 clean every part of your body with my soapy hands and fingers?
6- Whatâs your favorite TV series? Do you have a favorite genre? Do you a least favorite?
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
16- Whatâs your favorite vacation you have been on? Whatâs your least favorite? Where would you like to go?
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
What was the longest? What was the shortest?
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
36~ What is your favorite time of day to have sex/make love?
76~ Have you had a threesome? Care to Share?
65~ Describe the best orgasm youâve ever had? Care to share?
10~ How many dates are necessary before you to have sex with someone?
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
Repairman/Lonely Wife Virgin/Experienced
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
24~ What are your expectations in a relationship? (I know a very big question, take your time)
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
12- What is the weirdest thing you've ever eaten?
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
53~ How much can you tell me about the one thing you are most passionate about?
*** Questions About Me ***
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
83~ How do you feel about Porn?
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
37- Do you like your name? If you could change it, what would you change it too?
15- What's your favorite saying? What word or phrase is your least favorite?
Do you prefer your partnerâs pubic hair trimmed, Landing Strip, full bush or completely bare?
92~ Have you ever had or have an STD? How many? What was it?
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
66~ Whatâs the shortest time itâs ever taken for you to have an orgasm? And the longest?
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
Teacher/Student Stranger/One Night Stand
Do you have a favorite? Is it ok if your partner does?
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
Any that are a turn off?
Have you ever? Care to Share?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
21~ What was the best date you ever went on? What has been the worst?
52~ Are you willing to make âthose typesâ of bets with your partner?
13- Whatâs your favorite drink? Whatâs your least favorite?
70~ Would/do you have/like anal sex?
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
How old are you? Male or Female?