What is the most interesting question you can ask to get to know someone?
08.06.2025 05:50
13- What is the craziest/scariest thing you've ever done?
17- Have you ever done drugs? Which ones? How often?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
What are the reasons why am I so tired before my period?
Have you ever? Care to Share?
83~ How do you feel about Porn?
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
The big, bad bond market could derail Trump’s big, beautiful bill - vox.com
Please share Did you stop?
25~ How do you feel about PDA? (Public Display of Affection)
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
What is it like to be a Christian in Iran?
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
84~ How do you feel about reading/listening to adult stories?
If yes, what?
11- List at least 5 things on your bucket list. Have you done any of them already?
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
How can I handle my distrust and jealousy for my partner?
Will you kiss after your partner has gone down on you? Swallow or spit semen?
80~ Share your top three fantasies/desires. (Be detailed) 😊
19- What’s your favorite fairytale? What’s your least favorite?
GameStop promise replacements after retail staff staples Switch 2 screens - OC3D
Nurse/Patient Celebrity/Fan
Any that are a turn off?
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
Wall Street sets Palantir stock price for next 12 months - Finbold
Nothing too Serious
What is your view on sex? Meaning, When/Where/ How often/
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
What are some funny stories of people calling 911 for non-emergencies?
(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…)
9~ How many times over your lifetime do you think you have had sex so far?
17- What’s your favorite holiday? What’s your least favorite?
How does a 45-year-old man get a girlfriend?
*** Random Questions ***
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
92~ Everyone needs a “safe” word. What is yours?
The Largest Black Hole Jet Ever Found Is 3 Times the Size of the Milky Way - The Daily Galaxy
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
*** Questions About Me ***
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?
Inflation slides to 1.9% in Europe, as worries shift from prices to Trump and tariffs - AP News
Prisoner/Prison Guard Landlord/Tenant
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
Would you read them together?
You know that I will be 100% truthful, so ask.
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
3- Should Pluto still be considered a planet? 4- How about smoking?
'Classmates threw Snickers at me to test my peanut anaphylaxis' - BBC
Would you ever want to be woken up with oral and/or intercourse?
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
Would you do it again, and would you rather 2 females or 2 males?
31- If given a chance to be immortal, would you take it? Why?
*** Questions about Relationships/Past ***
22- What is your favorite childhood memory? What is your least favorite?
47~ What would be your dream job and why?
What is your favorite position? Why?
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
9- Is there something you’ve always wanted to ask me but you’re afraid?
Do you like it when they show and tell you what they want?
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
20- What’s your favorite candy? What’s your least favorite?
61~ How willing would you be to try new sexual positions?
42~ What’s your biggest regret in life?
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
What do you dislike about me? I asked you to be 100% honest.
3- What’s your favorite smell? Do you a least favorite?
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
Model/Photographer Police/Criminal
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
32- What's your greatest talent? Can I see it right now?
14- What's your favorite dessert? Do you a least favorite?
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
45~ How do you feel about me blindfolding you? How about blindfolding me?
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
30~ What's something unexpected that turns you on?
81~ Do you have any kinks and/or fetishes?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
1- What was your first impression of me? Has it changed?
67~ Do you like it when your partner moans and/or is vocal during sex?
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?
34~ Do you like the lights on or off during sex?
Get this wrong and this could mean the end… :-) some funny, some not…
Repairman/Lonely Wife Virgin/Experienced
7- What if a person smells a certain way? 8- How about smoking?
29- How superstitious are you?
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
49~ How many times have you been married? Why did they end?
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
50~ How many children do you have? What are their ages?
92~ Have you ever had or have an STD? How many? What was it?
I would allow you to do it… What would you do to me?
77~ What are your thoughts on swapping or swinging or group sex? 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?
Would /have you ever given your partner a lap dance and Striptease?
If you say it, I will stop, and we can talk about it when you are ready.
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
65~ Describe the best orgasm you’ve ever had? Care to share?
18- What’s your favorite way to relax after a long day? What’s your least favorite?
29~ What are some things that turn you off? What is your biggest turn off?
7-What do I do in bed that drives you wild? How about, what turns you off?
70~ Would/do you have/like anal sex?
Any that are a turn off?
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
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?
Do you watch it? What is your favorite?
Can you Deep Throat? Do you like the taste of yourself?
15- What bad habit do you wish you could quit? Do you have any addictions?
27- What was/ is nickname? Does it have a meaning behind it?
49~ If you could, would you want to be the opposite sex for a day, week, or year?
8- What are your thoughts on politics?
That one or two things that made you go hmmmm, OMG or wow!
6- Do you have dreams? Can you remember them? What do you usually dream about?
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 about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
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)
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
2- What’s your favorite color? Do you a least favorite?
What was the longest? What was the shortest?
51~ Are you willing to play adult games with your partner?
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?
What would you say to prove to yourself that it was really you?
10- What is your favorite family tradition? What’s your least favorite?
21~ What was the best date you ever went on? What has been the worst?
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
Will you cheat again? How can, you be sure? Define what cheating is to you.
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?
Over time has your thoughts on sex changed?
4- For a pet, Cat, dog or other?
5- Have you ever been hypnotized? Would you allow yourself to be?
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
What is your favorite toy? Ever wanted to try a specific toy?
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
Does the thought excite you? Care to share?
44~ Care to share something about yourself that no one else knows about you?
33- Beach or Mountains? Or is there another place to like better?
Escort/Client Job Applicant/Hiring Manager
12- What’s your favorite food? 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.
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?
10- List 5 of your top pet peeves.
14- What is an embarrassing moment in your life? How about your most embarrassing?
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
3- What was the most surprising thing you’ve learned about me throughout our relationship?
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
*** Deal Breaker Questions ***
18- How often do you drink alcohol? What is your favorite drink?
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
Would you mind if your partner watched it? How about together vs alone?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
The Ice Breaker Questions
24~ What are your expectations in a relationship? (I know a very big question, take your time)
Doctor/Nurse Stripper/Client
What have you learned about me that was new and/or surprising?
What’s the longest time you gone without having sex, after, having it? How much time between the others?
8- What's your favorite flavor of ice cream? Do you a least favorite?
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
19~ Who/when was your first “heartbreak”?
38~ Share your most embarrassing sexual memory?
How many partners have you had oral sex with? Who? Care to Share?
60~ How important is oral sex? Do you like receiving? Do you like giving?
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
1- What’s your favorite animal? Do you a least favorite?
13- What’s your favorite drink? What’s your least favorite?
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
28- What are some things that people do that irritate you?
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
Master/Slave Boss/Maid
76~ Have you had a threesome? Care to Share?
Do you think this brought you closer together?
46~ Have you ever used furniture, or other types of things to aid you while having sex?
37- Do you like your name? If you could change it, what would you change it too?
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
52~ What are your hobbies?
Do you like the “69” position? Do you prefer to be on top or bottom?
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
If you lose, are you willing to be their sex slave for a day, (anything goes)?
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
1~ How old were you when you had your first kiss? Who? Care to Share?
39~ What are your love languages?
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
If you win, what will you make them do?
How old are you? Male or Female?
21- What's your favorite way to spend a weekend or time off?
34- Ever been to a concert? What was your favorite? Who would you like to see?
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
28~ What are some things that turn on? What is your biggest turn on?
Would you allow me to clean every part of your body with my soapy hands and fingers?
How many times do you think you have “made love”?
48~ Do you have any siblings? Are you close to your family?
11~ Have you ever been caught by your parents or children or others while having sex?
13~ Is there a difference between, making love, having sex, and fucking?
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
* Give a rating for each one (0-100)
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
Do you have a favorite? Is it ok if your partner does?
19- Do/have you smoked? What do you prefer? How often?
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
52~ Are you willing to make “those types” of bets with your partner?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
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?
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…
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
64~ When was your very first orgasm? When was your first from having sex? Care to share?
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
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…
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
51~ What tends to bring a smile to your face?
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?
9- What’s your favorite season and why? What’s your least favorite?
Do you shave/trim your pubic hair? For you guys do you shave your balls?
11- What's your favorite restaurant? What’s your least favorite?
15- What's your favorite saying? What word or phrase is your least favorite?
89~ Do you like taking showers together?
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
If YES, was it with 2 men or 2 women? Did you enjoy it?
13- How about having a certain hair cut/style?
15~ Have you ever been “in love”? Who? Care to Share?
11- How about if they like a certain sports team? 12-How about drinking too much?
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?
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
33- If you could visit any time period, when would you pick? Please explain why?
Family Relation Age Play
Teacher/Student Stranger/One Night Stand
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
71~ Would you give your partner a hand or foot job? Would you receive one?
*** What’s Your Favorite…? ***
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
10~ How many dates are necessary before you to have sex with someone?
What have you learned about yourself that you did not before this?
48~ Have you ever paid or been paid for sex?
36~ What is your favorite time of day to have sex/make love?
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?
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
62~ Have you used adult toys?
82~ Do you have any fantasies involving Role-Playing?
53~ How much can you tell me about the one thing you are most passionate about?
40~ What’s the weirdest place you’ve ever had sex?
36- Do you play video games? What is your favorite? Do you a least favorite?
3- What Superhero or Superpower would you want to be/have?
23- What is your dream job? What was it as a child?
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
5~ When you first started having sex, was it what you thought it would be?
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
12- What is the weirdest thing you've ever eaten?
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
9- If you could have three wishes, what would they be? Why?
41~ Are there moments in your past that you would want to change? Please share 3 of them.
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?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
7- What are your thoughts on religion? Is there an afterlife?
If NO, would you ever have one? Would it be with 2 men or 2 women?
18~ Who/when was your first “crush”?
How well do you know me? And some of your thoughts about me
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
22- Do you have any birth marks? How about scars? Care to share how you got them?