What is the most interesting question you can ask to get to know someone?
12.06.2025 06:03
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
What did your best friend do that ended your friendship?
Would you ever want to be woken up with oral and/or intercourse?
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
What is your favorite position? Why?
Trump is forcing this dirty, costly coal plant to stay open - The Washington Post
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
* Give a rating for each one (0-100)
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
Existing PS Plus Members Using Clever Trick to Get a Discount - PlayStation LifeStyle
Would you allow me to clean every part of your body with my soapy hands and fingers?
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
If yes, what?
Any that are a turn off?
9- Is there something you’ve always wanted to ask me but you’re afraid?
18- What’s your favorite way to relax after a long day? What’s your least favorite?
How do you write lyrics for a song that resonates with listeners?
51~ Are you willing to play adult games with your partner?
Do you like it when they show and tell you what they want?
What have you learned about yourself that you did not before this?
How can we become the best humans? How can we trust each other?
21- What's your favorite way to spend a weekend or time off?
If you say it, I will stop, and we can talk about it when you are ready.
11- What's your favorite restaurant? What’s your least favorite?
Texas woman dies from brain-eating amoeba after using tap water for nasal rinse - Scripps News
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
An Extreme Drop in Oxygen Will Eventually Suffocate Most Life on Earth - ScienceAlert
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
38~ Share your most embarrassing sexual memory?
What have you learned about me that was new and/or surprising?
30~ What's something unexpected that turns you on?
Get this wrong and this could mean the end… :-) some funny, some not…
I would allow you to do it… What would you do to me?
It's time to make friends with your viruses - Salon.com
11- How about if they like a certain sports team? 12-How about drinking too much?
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
Nothing too Serious
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
3- Should Pluto still be considered a planet? 4- How about smoking?
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
Alabama reports its first 2025 case of this dangerous virus - AL.com
22- Do you have any birth marks? How about scars? Care to share how you got them?
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
Family Relation Age Play
FX’s ‘Alien: Earth’ Official Trailer Reveals a Predatory Twist - The Hollywood Reporter
53~ How much can you tell me about the one thing you are most passionate about?
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
17- Have you ever done drugs? Which ones? How often?
84~ How do you feel about reading/listening to adult stories?
52~ Are you willing to make “those types” of bets with your partner?
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?
Earth's atmosphere hasn't had this much CO2 in millions of years - NBC News
Please share Did you stop?
17- What’s your favorite holiday? What’s your least favorite?
45~ How do you feel about me blindfolding you? How about blindfolding me?
27- What was/ is nickname? Does it have a meaning behind it?
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
5~ When you first started having sex, was it what you thought it would be?
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
Do you have a favorite? Is it ok if your partner does?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
Do you watch it? What is your favorite?
28~ What are some things that turn on? What is your biggest turn 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,
22- What is your favorite childhood memory? What is your least favorite?
6- Do you have dreams? Can you remember them? What do you usually dream about?
13- What’s your favorite drink? What’s your least favorite?
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
Would you read them together?
52~ What are your hobbies?
48~ Have you ever paid or been paid for sex?
*** Questions about Relationships/Past ***
If YES, was it with 2 men or 2 women? Did you enjoy it?
What is your view on sex? Meaning, When/Where/ How often/
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
Any that are a turn off?
13- What is the craziest/scariest thing you've ever done?
11- List at least 5 things on your bucket list. Have you done any of them already?
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)
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…
10- What is your favorite family tradition? What’s your least favorite?
Escort/Client Job Applicant/Hiring Manager
What do you dislike about me? I asked you to be 100% honest.
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
14- What is an embarrassing moment in your life? How about your most embarrassing?
(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…)
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?
82~ Do you have any fantasies involving Role-Playing?
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
Will you kiss after your partner has gone down on you? Swallow or spit semen?
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?
48~ Do you have any siblings? Are you close to your family?
You know that I will be 100% truthful, so ask.
1- What was your first impression of me? Has it changed?
20- What’s your favorite candy? What’s your least favorite?
3- What’s your favorite smell? Do you a least favorite?
12- What’s your favorite food? What’s your least favorite?
Teacher/Student Stranger/One Night Stand
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
33- If you could visit any time period, when would you pick? Please explain why?
Repairman/Lonely Wife Virgin/Experienced
How many times do you think you have “made love”?
83~ How do you feel about Porn?
If you win, what will you make them do?
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
9~ How many times over your lifetime do you think you have had sex so far?
44~ Care to share something about yourself that no one else knows about you?
How old are you? Male or Female?
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
Would you mind if your partner watched it? How about together vs alone?
1- What’s your favorite animal? Do you a least favorite?
Over time has your thoughts on sex changed?
19- Do/have you smoked? What do you prefer? How often?
49~ How many times have you been married? Why did they end?
81~ Do you have any kinks and/or fetishes?
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
92~ Have you ever had or have an STD? How many? What was it?
Prisoner/Prison Guard Landlord/Tenant
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
How well do you know me? And some of your thoughts about me
13- How about having a certain hair cut/style?
*** Random Questions ***
51~ What tends to bring a smile to your face?
28- What are some things that people do that irritate you?
18~ Who/when was your first “crush”?
3- What was the most surprising thing you’ve learned about me throughout our relationship?
What would you say to prove to yourself that it was really you?
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
Do you like the “69” position? Do you prefer to be on top or bottom?
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
The Ice Breaker Questions
18- How often do you drink alcohol? What is your favorite drink?
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
1~ How old were you when you had your first kiss? Who? Care to Share?
Model/Photographer Police/Criminal
That one or two things that made you go hmmmm, OMG or wow!
36~ What is your favorite time of day to have sex/make love?
29~ What are some things that turn you off? What is your biggest turn off?
*** What’s Your Favorite…? ***
37- Do you like your name? If you could change it, what would you change it too?
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
What was the longest? What was the shortest?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
29- How superstitious are you?
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?
13~ Is there a difference between, making love, having sex, and fucking?
19~ Who/when was your first “heartbreak”?
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
39~ What are your love languages?
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
*** Questions About Me ***
9- If you could have three wishes, what would they be? Why?
Would /have you ever given your partner a lap dance and Striptease?
34- Ever been to a concert? What was your favorite? Who would you like to see?
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
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?
7-What do I do in bed that drives you wild? How about, what turns you off?
10- List 5 of your top pet peeves.
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
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?
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
14- What's your favorite dessert? Do you a least favorite?
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?
Does the thought excite you? Care to share?
34~ Do you like the lights on or off during sex?
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
8- What are your thoughts on politics?
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
31- If given a chance to be immortal, would you take it? Why?
76~ Have you had a threesome? Care to Share?
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
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?
19- What’s your favorite fairytale? What’s your least favorite?
Master/Slave Boss/Maid
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
7- What are your thoughts on religion? Is there an afterlife?
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
7- What if a person smells a certain way? 8- How about smoking?
46~ Have you ever used furniture, or other types of things to aid you while having sex?
Do you shave/trim your pubic hair? For you guys do you shave your balls?
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
If NO, would you ever have one? Would it be with 2 men or 2 women?
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
36- Do you play video games? What is your favorite? Do you a least favorite?
25~ How do you feel about PDA? (Public Display of Affection)
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
How many partners have you had oral sex with? Who? Care to Share?
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?
80~ Share your top three fantasies/desires. (Be detailed) 😊
49~ If you could, would you want to be the opposite sex for a day, week, or year?
33- Beach or Mountains? Or is there another place to like better?
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
5- Have you ever been hypnotized? Would you allow yourself to be?
21~ What was the best date you ever went on? What has been the worst?
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?
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
23- What is your dream job? What was it as a child?
42~ What’s your biggest regret in life?
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
60~ How important is oral sex? Do you like receiving? Do you like giving?
Will you cheat again? How can, you be sure? Define what cheating is to you.
47~ What would be your dream job and why?
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
Do you think this brought you closer together?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
70~ Would/do you have/like anal sex?
How about if they talk dirty and/or call you names?
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
Doctor/Nurse Stripper/Client
Would you do it again, and would you rather 2 females or 2 males?
9- What’s your favorite season and why? 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.
92~ Everyone needs a “safe” word. What is yours?
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
71~ Would you give your partner a hand or foot job? Would you receive one?
64~ When was your very first orgasm? When was your first from having sex? Care to share?
50~ How many children do you have? What are their ages?
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
What’s the longest time you gone without having sex, after, having it? How much time between the others?
Nurse/Patient Celebrity/Fan
15- What's your favorite saying? What word or phrase is your least favorite?
*** Deal Breaker Questions ***
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
12- What is the weirdest thing you've ever eaten?
62~ Have you used adult toys?
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?
40~ What’s the weirdest place you’ve ever had sex?
15- What bad habit do you wish you could quit? Do you have any addictions?
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
41~ Are there moments in your past that you would want to change? Please share 3 of them.
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
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…
Have you ever? Care to Share?
26~ What side of the bed do you sleep on?
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
4- For a pet, Cat, dog or other?
Can you Deep Throat? Do you like the taste of yourself?
15~ Have you ever been “in love”? Who? Care to Share?
If you lose, are you willing to be their sex slave for a day, (anything goes)?
What is your favorite toy? Ever wanted to try a specific toy?
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
24~ What are your expectations in a relationship? (I know a very big question, take your time)
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?
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
89~ Do you like taking showers together?
61~ How willing would you be to try new sexual positions?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
3- What Superhero or Superpower would you want to be/have?
65~ Describe the best orgasm you’ve ever had? Care to share?
67~ Do you like it when your partner moans and/or is vocal during sex?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
32- What's your greatest talent? Can I see it right now?