What is the most interesting question you can ask to get to know someone?
12.06.2025 00:01
9- If you could have three wishes, what would they be? Why?
23- What is your dream job? What was it as a child?
26~ What side of the bed do you sleep on?
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
48~ Do you have any siblings? Are you close to your family?
Do you like it when they show and tell you what they want?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
82~ Do you have any fantasies involving Role-Playing?
Nurse/Patient Celebrity/Fan
What have you learned about me that was new and/or surprising?
67~ Do you like it when your partner moans and/or is vocal during sex?
What smell will you never forget?
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
52~ What are your hobbies?
8- What's your favorite flavor of ice cream? Do you a least favorite?
If Trump were to lose in 2024, would that be the end of his grip on the Republican Party?
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
Escort/Client Job Applicant/Hiring Manager
30~ What's something unexpected that turns you on?
Holocaust survivor who was burned in Boulder: 'We are better than this' - NBC News
Over time has your thoughts on sex changed?
What do you dislike about me? I asked you to be 100% honest.
15~ Have you ever been “in love”? Who? Care to Share?
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
Do you watch it? What is your favorite?
5~ When you first started having sex, was it what you thought it would be?
Science Mission Directorate Budget Virtual Community Meeting: Thursday, 12 June - NASA Watch
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
Nothing too Serious
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
If you get a chance to have sex with either Kajal Agarwal or Samantha, who would you choose and why?
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
3- What’s your favorite smell? Do you a least favorite?
3- What was the most surprising thing you’ve learned about me throughout our relationship?
How do you emotionally react to when others seem to feel sorry for you?
21- What's your favorite way to spend a weekend or time off?
4- For a pet, Cat, dog or other?
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
Meta Ray-Ban Glasses are at their Lowest Price Ever: Deal of the Day - NBC News
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
Would you ever want to be woken up with oral and/or intercourse?
If you say it, I will stop, and we can talk about it when you are ready.
What made you feel satisfied about your life today?
21~ What was the best date you ever went on? What has been the worst?
* Give a rating for each one (0-100)
60~ How important is oral sex? Do you like receiving? Do you like giving?
I would allow you to do it… What would you do to me?
1~ How old were you when you had your first kiss? Who? Care to Share?
83~ How do you feel about Porn?
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
48~ Have you ever paid or been paid for sex?
11- What's your favorite restaurant? What’s your least favorite?
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
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?
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
24~ What are your expectations in a relationship? (I know a very big question, take your time)
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?
3- Should Pluto still be considered a planet? 4- How about smoking?
Master/Slave Boss/Maid
13- What is the craziest/scariest thing you've ever done?
Would you do it again, and would you rather 2 females or 2 males?
20- What’s your favorite candy? What’s your 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?
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
32- What's your greatest talent? Can I see it right now?
If yes, what?
3- What Superhero or Superpower would you want to be/have?
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
1- What was your first impression of me? Has it changed?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
10- What is your favorite family tradition? What’s your least favorite?
13~ Is there a difference between, making love, having sex, and fucking?
17- What’s your favorite holiday? What’s your least favorite?
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
Does the thought excite you? Care to share?
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
9- Is there something you’ve always wanted to ask me but you’re afraid?
How many partners have you had oral sex with? Who? Care to Share?
17- Have you ever done drugs? Which ones? How often?
*** Deal Breaker Questions ***
11- List at least 5 things on your bucket list. Have you done any of them already?
Prisoner/Prison Guard Landlord/Tenant
9~ How many times over your lifetime do you think you have had sex so far?
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
34~ Do you like the lights on or off during sex?
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
49~ If you could, would you want to be the opposite sex for a day, week, or year?
81~ Do you have any kinks and/or fetishes?
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)
61~ How willing would you be to try new sexual positions?
12- What is the weirdest thing you've ever eaten?
If you lose, are you willing to be their sex slave for a day, (anything goes)?
Will you kiss after your partner has gone down on you? Swallow or spit semen?
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
36~ What is your favorite time of day to have sex/make love?
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…
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?
What is your favorite position? Why?
8- What are your thoughts on politics?
22- What is your favorite childhood memory? What is your least favorite?
14- What is an embarrassing moment in your life? How about your most embarrassing?
Would /have you ever given your partner a lap dance and Striptease?
*** Questions About Me ***
44~ Care to share something about yourself that no one else knows about you?
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
7- What if a person smells a certain way? 8- How about smoking?
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
How about if they talk dirty and/or call you names?
45~ How do you feel about me blindfolding you? How about blindfolding me?
89~ Do you like taking showers together?
What would you say to prove to yourself that it was really 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…)
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,
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?
50~ How many children do you have? What are their ages?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
76~ Have you had a threesome? Care to Share?
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
Have you ever? Care to Share?
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
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?
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)
If NO, would you ever have one? Would it be with 2 men or 2 women?
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
6- Do you have dreams? Can you remember them? What do you usually dream about?
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
7- What are your thoughts on religion? Is there an afterlife?
Do you have a favorite? Is it ok if your partner does?
18- What’s your favorite way to relax after a long day? What’s your 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…
38~ Share your most embarrassing sexual memory?
41~ Are there moments in your past that you would want to change? Please share 3 of them.
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
Do you like the “69” position? Do you prefer to be on top or bottom?
19~ Who/when was your first “heartbreak”?
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
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?
7-What do I do in bed that drives you wild? How about, what turns you off?
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
37- Do you like your name? If you could change it, what would you change it too?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
13- What’s your favorite drink? What’s your least favorite?
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
42~ What’s your biggest regret in life?
* 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?
1- What’s your favorite animal? Do you a least favorite?
64~ When was your very first orgasm? When was your first from having sex? Care to share?
Will you cheat again? How can, you be sure? Define what cheating is to you.
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
What’s the longest time you gone without having sex, after, having it? How much time between the others?
18- How often do you drink alcohol? What is your favorite drink?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
That one or two things that made you go hmmmm, OMG or wow!
Would you allow me to clean every part of your body with my soapy hands and fingers?
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?
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
10~ How many dates are necessary before you to have sex with someone?
36- Do you play video games? What is your favorite? Do you a least favorite?
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
What is your favorite toy? Ever wanted to try a specific toy?
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
65~ Describe the best orgasm you’ve ever had? Care to share?
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
84~ How do you feel about reading/listening to adult stories?
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
70~ Would/do you have/like anal sex?
Get this wrong and this could mean the end… :-) some funny, some not…
51~ What tends to bring a smile to your face?
What was the longest? What was the shortest?
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
11~ Have you ever been caught by your parents or children or others while having sex?
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
53~ How much can you tell me about the one thing you are most passionate about?
Teacher/Student Stranger/One Night Stand
22- Do you have any birth marks? How about scars? Care to share how you got them?
How many times do you think you have “made love”?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
Doctor/Nurse Stripper/Client
Any that are a turn off?
How old are you? Male or Female?
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
19- Do/have you smoked? What do you prefer? How often?
52~ Are you willing to make “those types” of bets with your partner?
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
Any that are a turn off?
19- What’s your favorite fairytale? What’s your least favorite?
40~ What’s the weirdest place you’ve ever had sex?
Please share Did you stop?
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
80~ Share your top three fantasies/desires. (Be detailed) 😊
33- If you could visit any time period, when would you pick? Please explain why?
25~ How do you feel about PDA? (Public Display of Affection)
Would you mind if your partner watched it? How about together vs alone?
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
13- How about having a certain hair cut/style?
62~ Have you used adult toys?
33- Beach or Mountains? Or is there another place to like better?
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
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?
What is your view on sex? Meaning, When/Where/ How often/
5- Have you ever been hypnotized? Would you allow yourself to be?
The Ice Breaker Questions
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
27- What was/ is nickname? Does it have a meaning behind it?
12- What’s your favorite food? What’s your least favorite?
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
46~ Have you ever used furniture, or other types of things to aid you while having sex?
10- List 5 of your top pet peeves.
49~ How many times have you been married? Why did they end?
Repairman/Lonely Wife Virgin/Experienced
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
28~ What are some things that turn on? What is your biggest turn on?
11- How about if they like a certain sports team? 12-How about drinking too much?
47~ What would be your dream job and why?
15- What's your favorite saying? What word or phrase is your least favorite?
*** What’s Your Favorite…? ***
9- What’s your favorite season and why? What’s your least favorite?
How well do you know me? And some of your thoughts about me
*** Questions about Relationships/Past ***
Family Relation Age Play
31- If given a chance to be immortal, would you take it? Why?
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
28- What are some things that people do that irritate you?
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
39~ What are your love languages?
2- What’s your favorite color? Do you a least favorite?
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
Do you shave/trim your pubic hair? For you guys do you shave your balls?
34- Ever been to a concert? What was your favorite? Who would you like to see?
71~ Would you give your partner a hand or foot job? Would you receive one?
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
92~ Have you ever had or have an STD? How many? What was it?
Model/Photographer Police/Criminal
What have you learned about yourself that you did not before this?
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
Do you think this brought you closer together?
18~ Who/when was your first “crush”?
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.
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
Can you Deep Throat? Do you like the taste of yourself?
29- How superstitious are you?
92~ Everyone needs a “safe” word. What is yours?
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?
15- What bad habit do you wish you could quit? Do you have any addictions?
14- What's your favorite dessert? Do you a least favorite?
Would you read them together?
If YES, was it with 2 men or 2 women? Did you enjoy it?
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
*** Random Questions ***