What is the most interesting question you can ask to get to know someone?
11.06.2025 17:53
15~ Have you ever been “in love”? Who? Care to Share?
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
Terraforming Mars Isn’t Sci-Fi Anymore – Here’s What It Would Take - SciTechDaily
Model/Photographer Police/Criminal
*** What’s Your Favorite…? ***
9- Is there something you’ve always wanted to ask me but you’re afraid?
Bitcoin Price, XRP Fall. The House Just Introduced a New Crypto Bill. - Barron's
44~ Care to share something about yourself that no one else knows about you?
52~ What are your hobbies?
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?
Scientists Crack 30-Year Mystery Behind “Holy Grail” Cancer Drug - SciTechDaily
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
19~ Who/when was your first “heartbreak”?
20- What’s your favorite candy? What’s your least favorite?
SpaceX launches 500th orbital Falcon rocket on 15th anniversary of the Falcon 9 - Spaceflight Now
48~ Have you ever paid or been paid for sex?
The Ice Breaker Questions
92~ Everyone needs a “safe” word. What is yours?
Nasa delays next flight of Boeing’s alternative to SpaceX Dragon - The Edge Malaysia
Will you kiss after your partner has gone down on you? Swallow or spit semen?
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
Is modular building a fix for NY's housing crisis? State officials hope so. - Gothamist
10~ How many dates are necessary before you to have sex with someone?
9- What’s your favorite season and why? What’s your least favorite?
14- What is an embarrassing moment in your life? How about your most embarrassing?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
That one or two things that made you go hmmmm, OMG or wow!
Nothing too Serious
Doctors Have Been Saying Sugar Is Bad – But They Missed This - SciTechDaily
Would /have you ever given your partner a lap dance and Striptease?
62~ Have you used adult toys?
1~ How old were you when you had your first kiss? Who? Care to Share?
George E. Smith, Nobel laureate who envisioned digital imagery, dies at 95 - The Washington Post
What is your view on sex? Meaning, When/Where/ How often/
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
If yes, what?
What do flat Earthers think causes the "magical downward force"?
92~ Have you ever had or have an STD? How many? What was it?
*** Deal Breaker Questions ***
38~ Share your most embarrassing sexual memory?
28~ What are some things that turn on? What is your biggest turn on?
10- List 5 of your top pet peeves.
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
7-What do I do in bed that drives you wild? How about, what turns you off?
* Give a rating for each one (0-100)
7- What if a person smells a certain way? 8- How about smoking?
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~ How many times over your lifetime do you think you have had sex so far?
*** Questions About Me ***
45~ How do you feel about me blindfolding you? How about blindfolding me?
What’s the longest time you gone without having sex, after, having it? How much time between the others?
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
Have you ever? Care to Share?
17- Have you ever done drugs? Which ones? How often?
3- Should Pluto still be considered a planet? 4- How about smoking?
34- Ever been to a concert? What was your favorite? Who would you like to see?
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?
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
What would you say to prove to yourself that it was really you?
Escort/Client Job Applicant/Hiring Manager
1- What’s your favorite animal? Do you a least favorite?
53~ How much can you tell me about the one thing you are most passionate about?
22- What is your favorite childhood memory? What is your least favorite?
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
If you say it, I will stop, and we can talk about it when you are ready.
36- Do you play video games? What is your favorite? Do you a least favorite?
15- What bad habit do you wish you could quit? Do you have any addictions?
I would allow you to do it… What would you do to me?
13- What’s your favorite drink? What’s your least favorite?
If YES, was it with 2 men or 2 women? Did you enjoy it?
What is your favorite toy? Ever wanted to try a specific toy?
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
What is your favorite position? Why?
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
31- If given a chance to be immortal, would you take it? Why?
18- How often do you drink alcohol? What is your favorite drink?
28- What are some things that people do that irritate you?
Would you mind if your partner watched it? How about together vs alone?
13~ Is there a difference between, making love, having sex, and fucking?
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?
3- What Superhero or Superpower would you want to be/have?
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
50~ How many children do you have? What are their ages?
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
19- What’s your favorite fairytale? What’s your least favorite?
67~ Do you like it when your partner moans and/or is vocal during sex?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
Get this wrong and this could mean the end… :-) some funny, some not…
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
6- Do you have dreams? Can you remember them? What do you usually dream about?
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
8- What's your favorite flavor of ice cream? Do you a least favorite?
21- What's your favorite way to spend a weekend or time off?
26~ What side of the bed do you sleep on?
2- What’s your favorite color? Do you a least favorite?
Nurse/Patient Celebrity/Fan
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
Do you watch it? What is your favorite?
Do you like the “69” position? Do you prefer to be on top or bottom?
How old are you? Male or Female?
71~ Would you give your partner a hand or foot job? Would you receive one?
Does the thought excite you? Care to share?
83~ How do you feel about Porn?
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
11- What's your favorite restaurant? What’s your least favorite?
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
30~ What's something unexpected that turns you on?
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?
18~ Who/when was your first “crush”?
What have you learned about me that was new and/or surprising?
32- What's your greatest talent? Can I see it right now?
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
5~ When you first started having sex, was it what you thought it would be?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
How about if they talk dirty and/or call you names?
60~ How important is oral sex? Do you like receiving? Do you like giving?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
18- What’s your favorite way to relax after a long day? What’s your least favorite?
You know that I will be 100% truthful, so ask.
49~ If you could, would you want to be the opposite sex for a day, week, or year?
4- For a pet, Cat, dog or other?
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
14- What's your favorite dessert? 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…
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
Would you ever want to be woken up with oral and/or intercourse?
48~ Do you have any siblings? Are you close to your family?
12- What is the weirdest thing you've ever eaten?
*** Questions about Relationships/Past ***
11- How about if they like a certain sports team? 12-How about drinking too much?
39~ What are your love languages?
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
76~ Have you had a threesome? Care to Share?
Any that are a turn off?
(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…)
Teacher/Student Stranger/One Night Stand
*** Random Questions ***
19- Do/have you smoked? What do you prefer? How often?
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
3- What’s your favorite smell? Do you a least favorite?
22- Do you have any birth marks? How about scars? Care to share how you got them?
Prisoner/Prison Guard Landlord/Tenant
If you lose, are you willing to be their sex slave for a day, (anything goes)?
37- Do you like your name? If you could change it, what would you change it too?
49~ How many times have you been married? Why did they end?
Please share Did you stop?
12- What’s your favorite food? What’s your least favorite?
1- What was your first impression of me? Has it changed?
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
8- What are your thoughts on politics?
65~ Describe the best orgasm you’ve ever had? Care to share?
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
Would you allow me to clean every part of your body with my soapy hands and fingers?
33- If you could visit any time period, when would you pick? Please explain why?
29~ What are some things that turn you off? What is your biggest turn off?
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
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?
13- How about having a certain hair cut/style?
Master/Slave Boss/Maid
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
29- How superstitious are you?
Any that are a turn off?
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
11- List at least 5 things on your bucket list. Have you done any of them already?
9- If you could have three wishes, what would they be? Why?
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
33- Beach or Mountains? Or is there another place to like better?
61~ How willing would you be to try new sexual positions?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
84~ How do you feel about reading/listening to adult stories?
47~ What would be your dream job and why?
40~ What’s the weirdest place you’ve ever had sex?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
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…
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
21~ What was the best date you ever went on? What has been the worst?
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?
82~ Do you have any fantasies involving Role-Playing?
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)
How many partners have you had oral sex with? Who? Care to Share?
7- What are your thoughts on religion? Is there an afterlife?
64~ When was your very first orgasm? When was your first from having sex? Care to share?
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
Do you have a favorite? Is it ok if your partner does?
Would you do it again, and would you rather 2 females or 2 males?
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?
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
Would you read them together?
5- Have you ever been hypnotized? Would you allow yourself to be?
How many times do you think you have “made love”?
What was the longest? What was the shortest?
51~ Are you willing to play adult games with your partner?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
46~ Have you ever used furniture, or other types of things to aid you while having sex?
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
34~ Do you like the lights on or off during sex?
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
Repairman/Lonely Wife Virgin/Experienced
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
36~ What is your favorite time of day to have sex/make love?
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
25~ How do you feel about PDA? (Public Display of Affection)
Will you cheat again? How can, you be sure? Define what cheating is to you.
Over time has your thoughts on sex changed?
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?
15- What's your favorite saying? What word or phrase is your least favorite?
10- What is your favorite family tradition? What’s your least favorite?
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
81~ Do you have any kinks and/or fetishes?
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
51~ What tends to bring a smile to your face?
How well do you know me? And some of your thoughts about me
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
27- What was/ is nickname? Does it have a meaning behind it?
Doctor/Nurse Stripper/Client
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
89~ Do you like taking showers together?
23- What is your dream job? What was it as a child?
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
Family Relation Age Play
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
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)
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
70~ Would/do you have/like anal sex?
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
Do you like it when they show and tell you what they want?
42~ What’s your biggest regret in life?
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
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?
80~ Share your top three fantasies/desires. (Be detailed) 😊
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
17- What’s your favorite holiday? What’s your least favorite?
3- What was the most surprising thing you’ve learned about me throughout our relationship?
Do you shave/trim your pubic hair? For you guys do you shave your balls?
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
Can you Deep Throat? Do you like the taste of yourself?
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
41~ Are there moments in your past that you would want to change? Please share 3 of them.
If NO, would you ever have one? Would it be with 2 men or 2 women?
What have you learned about yourself that you did not before this?
52~ Are you willing to make “those types” of bets with your partner?
Do you think this brought you closer together?
13- What is the craziest/scariest thing you've ever done?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
If you win, what will you make them do?
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
11~ Have you ever been caught by your parents or children or others while having sex?
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?