What is the most interesting question you can ask to get to know someone?
08.06.2025 10:17
33- If you could visit any time period, when would you pick? Please explain why?
Do you like the “69” position? Do you prefer to be on top or bottom?
81~ Do you have any kinks and/or fetishes?
9- Is there something you’ve always wanted to ask me but you’re afraid?
71~ Would you give your partner a hand or foot job? Would you receive one?
Any that are a turn off?
Cosmic Dawn with Nobel Laureate John Mather - NASA (.gov)
62~ Have you used adult toys?
How about if they talk dirty and/or call you names?
12- What is the weirdest thing you've ever eaten?
Google’s NotebookLM now lets you share your notebook — and AI podcasts — publicly - The Verge
You know that I will be 100% truthful, so ask.
Nurse/Patient Celebrity/Fan
60~ How important is oral sex? Do you like receiving? Do you like giving?
Tesla is forced to remove 64 Superchargers on NJ Turnpike, Musk claims ‘corruption’ - Electrek
2- What’s your favorite color? Do you a least favorite?
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
Please share Did you stop?
AMD has limited Radeon RX 9060 XT 8GB sampling based on ‘regional market demand’ - VideoCardz.com
48~ Do you have any siblings? Are you close to your family?
If you say it, I will stop, and we can talk about it when you are ready.
20- What’s your favorite candy? What’s your least favorite?
Denise Austin’s 5 Habits to Tackle Stubborn Belly Fat - Eat This Not That
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
64~ When was your very first orgasm? When was your first from having sex? Care to share?
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
Nothing too Serious
38~ Share your most embarrassing sexual memory?
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
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?
18- What’s your favorite way to relax after a long day? What’s your least favorite?
8- What's your favorite flavor of ice cream? Do you a least favorite?
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
How do you write lyrics for a song that resonates with listeners?
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
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)
27- What was/ is nickname? Does it have a meaning behind it?
21- What's your favorite way to spend a weekend or time off?
Does the thought excite you? Care to share?
Would you mind if your partner watched it? How about together vs alone?
Cognitive changes before DBS not a dementia risk factor in Parkinson’s - Parkinson's News Today
26~ What side of the bed do you sleep on?
21~ What was the best date you ever went on? What has been the worst?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
*** What’s Your Favorite…? ***
Can you Deep Throat? Do you like the taste of yourself?
The Ice Breaker Questions
What kind of lights would you like to use for your home decor?
What is your favorite position? Why?
What’s the longest time you gone without having sex, after, having it? How much time between the others?
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
29- How superstitious are you?
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
4- For a pet, Cat, dog or other?
What was the longest? What was the shortest?
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
*** Questions About Me ***
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
How many partners have you had oral sex with? Who? Care to Share?
14- What's your favorite dessert? Do you a least favorite?
I would allow you to do it… What would you do to me?
36~ What is your favorite time of day to have sex/make love?
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
8- What are your thoughts on politics?
19- Do/have you smoked? What do you prefer? How often?
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
11~ Have you ever been caught by your parents or children or others while having sex?
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
9- What’s your favorite season and why? What’s your least favorite?
48~ Have you ever paid or been paid for sex?
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
11- List at least 5 things on your bucket list. Have you done any of them already?
29~ What are some things that turn you off? What is your biggest turn off?
*** Random Questions ***
41~ Are there moments in your past that you would want to change? Please share 3 of them.
15~ Have you ever been “in love”? Who? Care to Share?
76~ Have you had a threesome? Care to Share?
If yes, what?
Any that are a turn off?
5- Have you ever been hypnotized? Would you allow yourself to be?
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
Repairman/Lonely Wife Virgin/Experienced
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
Master/Slave Boss/Maid
49~ How many times have you been married? Why did they end?
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
28~ What are some things that turn on? What is your biggest turn on?
19- What’s your favorite fairytale? What’s your least favorite?
22- Do you have any birth marks? How about scars? Care to share how you got them?
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
Doctor/Nurse Stripper/Client
92~ Everyone needs a “safe” word. What is yours?
10- What is your favorite family tradition? What’s your least favorite?
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?
Get this wrong and this could mean the end… :-) some funny, some not…
Have you ever? Care to Share?
33- Beach or Mountains? Or is there another place to like better?
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
Do you like it when they show and tell you what they want?
40~ What’s the weirdest place you’ve ever had sex?
9- If you could have three wishes, what would they be? Why?
13- How about having a certain hair cut/style?
That one or two things that made you go hmmmm, OMG or wow!
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
What is your view on sex? Meaning, When/Where/ How often/
What have you learned about yourself that you did not before this?
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
51~ What tends to bring a smile to your face?
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
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?
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?
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
52~ What are your hobbies?
Do you think this brought you closer together?
50~ How many children do you have? What are their ages?
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
*** Deal Breaker Questions ***
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
3- What was the most surprising thing you’ve learned about me throughout our relationship?
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?
31- If given a chance to be immortal, would you take it? Why?
17- Have you ever done drugs? Which ones? How often?
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
22- What is your favorite childhood memory? What is your least favorite?
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
Over time has your thoughts on sex changed?
18~ Who/when was your first “crush”?
1~ How old were you when you had your first kiss? Who? Care to Share?
If NO, would you ever have one? Would it be with 2 men or 2 women?
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
What do you dislike about me? I asked you to be 100% honest.
24~ What are your expectations in a relationship? (I know a very big question, take your time)
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
Will you kiss after your partner has gone down on you? Swallow or spit semen?
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?
* Give a rating for each one (0-100)
52~ Are you willing to make “those types” of bets with your partner?
39~ What are your love languages?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
Will you cheat again? How can, you be sure? Define what cheating is to you.
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
(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…)
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
Escort/Client Job Applicant/Hiring Manager
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
12- What’s your favorite food? What’s your least favorite?
1- What’s your favorite animal? Do you a least favorite?
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
18- How often do you drink alcohol? What is your favorite drink?
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?
If you win, what will you make them do?
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,
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
56~ Would you ever go to a strip club 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)
3- What Superhero or Superpower would you want to be/have?
7- What are your thoughts on religion? Is there an afterlife?
46~ Have you ever used furniture, or other types of things to aid you while having sex?
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…
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
13- What’s your favorite drink? What’s your least favorite?
How well do you know me? And some of your thoughts about me
6- Do you have dreams? Can you remember them? What do you usually dream about?
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
*** Questions about Relationships/Past ***
49~ If you could, would you want to be the opposite sex for a day, week, or year?
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
19~ Who/when was your first “heartbreak”?
How many times do you think you have “made love”?
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?
36- Do you play video games? What is your favorite? Do you a least favorite?
61~ How willing would you be to try new sexual positions?
30~ What's something unexpected that turns you on?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
What is your favorite toy? Ever wanted to try a specific toy?
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?
34~ Do you like the lights on or off during sex?
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
If you lose, are you willing to be their sex slave for a day, (anything goes)?
67~ Do you like it when your partner moans and/or is vocal during sex?
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
Family Relation Age Play
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…
Would you read them together?
32- What's your greatest talent? Can I see it right now?
7- What if a person smells a certain way? 8- How about smoking?
51~ Are you willing to play adult games with your partner?
Do you watch it? What is your favorite?
34- Ever been to a concert? What was your favorite? Who would you like to see?
Prisoner/Prison Guard Landlord/Tenant
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
11- What's your favorite restaurant? What’s your least favorite?
Teacher/Student Stranger/One Night Stand
13~ Is there a difference between, making love, having sex, and fucking?
11- How about if they like a certain sports team? 12-How about drinking too much?
3- Should Pluto still be considered a planet? 4- How about smoking?
What have you learned about me that was new and/or surprising?
28- What are some things that people do that irritate you?
83~ How do you feel about Porn?
10- List 5 of your top pet peeves.
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
70~ Would/do you have/like anal sex?
15- What bad habit do you wish you could quit? Do you have any addictions?
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
Model/Photographer Police/Criminal
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
How old are you? Male or Female?
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
15- What's your favorite saying? What word or phrase is your least favorite?
If YES, was it with 2 men or 2 women? Did you enjoy it?
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
82~ Do you have any fantasies involving Role-Playing?
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
13- What is the craziest/scariest thing you've ever done?
89~ Do you like taking showers together?
Would you allow me to clean every part of your body with my soapy hands and fingers?
17- What’s your favorite holiday? What’s your least favorite?
7-What do I do in bed that drives you wild? How about, what turns you off?
Would /have you ever given your partner a lap dance and Striptease?
1- What was your first impression of me? Has it changed?
65~ Describe the best orgasm you’ve ever had? Care to share?
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
14- What is an embarrassing moment in your life? How about your most embarrassing?
45~ How do you feel about me blindfolding you? How about blindfolding me?
92~ Have you ever had or have an STD? How many? What was it?
80~ Share your top three fantasies/desires. (Be detailed) 😊
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?
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
25~ How do you feel about PDA? (Public Display of Affection)
9~ How many times over your lifetime do you think you have had sex so far?
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
53~ How much can you tell me about the one thing you are most passionate about?
42~ What’s your biggest regret in life?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
What would you say to prove to yourself that it was really you?
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?
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
84~ How do you feel about reading/listening to adult stories?
Do you shave/trim your pubic hair? For you guys do you shave your balls?
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
23- What is your dream job? What was it as a child?
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
Would you do it again, and would you rather 2 females or 2 males?
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
5~ When you first started having sex, was it what you thought it would be?
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
Do you have a favorite? Is it ok if your partner does?
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
10~ How many dates are necessary before you to have sex with someone?
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
3- What’s your favorite smell? Do you a least favorite?
Would you ever want to be woken up with oral and/or intercourse?
47~ What would be your dream job and why?