What is the most interesting question you can ask to get to know someone?
12.06.2025 06:53
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
Is it possible to become homeless after being released from jail or prison in the United States?
10- List 5 of your top pet peeves.
26~ What side of the bed do you sleep on?
46~ Have you ever used furniture, or other types of things to aid you while having sex?
7- What if a person smells a certain way? 8- How about smoking?
Repairman/Lonely Wife Virgin/Experienced
28- What are some things that people do that irritate you?
Ask Ethan: What are the "first stars" in the Universe? - Big Think
Get this wrong and this could mean the end… :-) some funny, some not…
Would you mind if your partner watched it? How about together vs alone?
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
Is BPD real or just an excuse?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
27- What was/ is nickname? Does it have a meaning behind it?
Bitcoin nears $105K as Donald Trump demands 'full point' Fed rate cut - Cointelegraph
19- What’s your favorite fairytale? What’s your least favorite?
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
45~ How do you feel about me blindfolding you? How about blindfolding me?
Why was the rock band Kiss so successful?
Would you do it again, and would you rather 2 females or 2 males?
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
Do you watch it? What is your favorite?
78~ Have you ever thought about making out or having sex with someone of the same sex? 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?
*** Random Questions ***
—— indirects on kuorans, irl and idols
How well do you know me? And some of your thoughts about me
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
Escort/Client Job Applicant/Hiring Manager
What do flat earthers think about Antarctica?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
Do you shave/trim your pubic hair? For you guys do you shave your balls?
MIT Discovers Magnetic Superconductor in Pencil Lead - SciTechDaily
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
Can you Deep Throat? Do you like the taste of yourself?
Do you agree with Kamala Harris that Donald Trump is dangerous?
What would you say to prove to yourself that it was really you?
11~ Have you ever been caught by your parents or children or others while having sex?
80~ Share your top three fantasies/desires. (Be detailed) 😊
Aussie firms Soul Patts and Brickworks' $9 billion merger sends their shares rocketing - CNBC
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
6- Do you have dreams? Can you remember them? What do you usually dream about?
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
15- What bad habit do you wish you could quit? Do you have any addictions?
(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…)
What do you dislike about me? I asked you to be 100% honest.
29~ What are some things that turn you off? What is your biggest turn off?
47~ What would be your dream job and why?
92~ Everyone needs a “safe” word. What is yours?
What is your favorite position? Why?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
30~ What's something unexpected that turns you on?
17- What’s your favorite holiday? What’s your least favorite?
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
Do you have a favorite? Is it ok if your partner does?
Teacher/Student Stranger/One Night Stand
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- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
Will you cheat again? How can, you be sure? Define what cheating is to you.
8- What's your favorite flavor of ice cream? Do you a least favorite?
64~ When was your very first orgasm? When was your first from having sex? Care to share?
Do you like the “69” position? Do you prefer to be on top or bottom?
18- How often do you drink alcohol? What is your favorite drink?
3- What Superhero or Superpower would you want to be/have?
33- If you could visit any time period, when would you pick? Please explain why?
What is your favorite toy? Ever wanted to try a specific toy?
What’s the longest time you gone without having sex, after, having it? How much time between the others?
14- What is an embarrassing moment in your life? How about your most embarrassing?
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
If YES, was it with 2 men or 2 women? Did you enjoy 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?
60~ How important is oral sex? Do you like receiving? Do you like giving?
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
13- How about having a certain hair cut/style?
89~ Do you like taking showers together?
What have you learned about yourself that you did not before this?
I would allow you to do it… What would you do to me?
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
What was the longest? What was the shortest?
44~ Care to share something about yourself that no one else knows about you?
10- What is your favorite family tradition? What’s your least favorite?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
Would /have you ever given your partner a lap dance and Striptease?
Please share Did you stop?
3- What’s your favorite smell? Do you a least favorite?
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
Nothing too Serious
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?
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?
52~ What are your hobbies?
How many partners have you had oral sex with? Who? Care to Share?
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
Any that are a turn off?
13- What is the craziest/scariest thing you've ever done?
Master/Slave Boss/Maid
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
* Give a rating for each one (0-100)
1- What’s your favorite animal? 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?
92~ Have you ever had or have an STD? How many? What was it?
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
28~ What are some things that turn on? What is your biggest turn on?
3- What was the most surprising thing you’ve learned about me throughout our relationship?
14- What's your favorite dessert? Do you a least favorite?
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
36- Do you play video games? What is your favorite? Do you a least favorite?
Would you allow me to clean every part of your body with my soapy hands and fingers?
Family Relation Age Play
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…
12- What is the weirdest thing you've ever eaten?
61~ How willing would you be to try new sexual positions?
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
5- Have you ever been hypnotized? Would you allow yourself to be?
34~ Do you like the lights on or off during sex?
Would you read them 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)
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
22- What is your favorite childhood memory? What is your least favorite?
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?
How old are you? Male or Female?
1~ How old were you when you had your first kiss? Who? Care to Share?
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
9- Is there something you’ve always wanted to ask me but you’re afraid?
The Ice Breaker Questions
Does the thought excite you? Care to share?
Do you like it when they show and tell you what they want?
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
9- If you could have three wishes, what would they be? Why?
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
38~ Share your most embarrassing sexual memory?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
41~ Are there moments in your past that you would want to change? Please share 3 of them.
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
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…
39~ What are your love languages?
71~ Would you give your partner a hand or foot job? Would you receive one?
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
13- What’s your favorite drink? What’s your least favorite?
If yes, what?
83~ How do you feel about Porn?
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
If you win, what will you make them do?
82~ Do you have any fantasies involving Role-Playing?
17- Have you ever done drugs? Which ones? How often?
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
11- What's your favorite restaurant? What’s your least favorite?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
48~ Have you ever paid or been paid for sex?
5~ When you first started having sex, was it what you thought it would be?
3- Should Pluto still be considered a planet? 4- How about smoking?
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
7- What are your thoughts on religion? Is there an afterlife?
If you say it, I will stop, and we can talk about it when you are ready.
9~ How many times over your lifetime do you think you have had sex so far?
19- Do/have you smoked? What do you prefer? How often?
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
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?
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
42~ What’s your biggest regret in life?
23- What is your dream job? What was it as a child?
How about if they talk dirty and/or call you names?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
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?
24~ What are your expectations in a relationship? (I know a very big question, take your time)
15~ Have you ever been “in love”? Who? Care to Share?
You know that I will be 100% truthful, so ask.
70~ Would/do you have/like anal sex?
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
52~ Are you willing to make “those types” of bets with your partner?
11- List at least 5 things on your bucket list. Have you done any of them already?
Model/Photographer Police/Criminal
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?
7-What do I do in bed that drives you wild? How about, what turns you off?
Have you ever? Care to Share?
49~ If you could, would you want to be the opposite sex for a day, week, or year?
11- How about if they like a certain sports team? 12-How about drinking too much?
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
Would you ever want to be woken up with oral and/or intercourse?
32- What's your greatest talent? Can I see it right now?
62~ Have you used adult toys?
*** What’s Your Favorite…? ***
51~ Are you willing to play adult games with your partner?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
15- What's your favorite saying? What word or phrase is your least favorite?
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
22- Do you have any birth marks? How about scars? Care to share how you got them?
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
84~ How do you feel about reading/listening to adult stories?
2- What’s your favorite color? Do you a least favorite?
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
*** Deal Breaker Questions ***
How many times do you think you have “made love”?
48~ Do you have any siblings? Are you close to your family?
Do you think this brought you closer together?
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
If NO, would you ever have one? Would it be with 2 men or 2 women?
34- Ever been to a concert? What was your favorite? Who would you like to see?
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?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
19~ Who/when was your first “heartbreak”?
21~ What was the best date you ever went on? What has been the worst?
4- For a pet, Cat, dog or other?
18- What’s your favorite way to relax after a long day? What’s your least favorite?
10~ How many dates are necessary before you to have sex with someone?
67~ Do you like it when your partner moans and/or is vocal during sex?
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
29- How superstitious are you?
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
49~ How many times have you been married? Why did they end?
20- What’s your favorite candy? What’s your least favorite?
40~ What’s the weirdest place you’ve ever had sex?
Nurse/Patient Celebrity/Fan
76~ Have you had a threesome? Care to Share?
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
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,
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
21- What's your favorite way to spend a weekend or time off?
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
25~ How do you feel about PDA? (Public Display of Affection)
*** Questions About Me ***
36~ What is your favorite time of day to have sex/make love?
What have you learned about me that was new and/or surprising?
13~ Is there a difference between, making love, having sex, and fucking?
81~ Do you have any kinks and/or fetishes?
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
33- Beach or Mountains? Or is there another place to like better?
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
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?
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
53~ How much can you tell me about the one thing you are most passionate about?
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
That one or two things that made you go hmmmm, OMG or wow!
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
50~ How many children do you have? What are their ages?
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
65~ Describe the best orgasm you’ve ever had? Care to share?
Prisoner/Prison Guard Landlord/Tenant
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
Doctor/Nurse Stripper/Client
18~ Who/when was your first “crush”?
Any that are a turn off?
8- What are your thoughts on politics?
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
9- What’s your favorite season and why? What’s your least favorite?
Will you kiss after your partner has gone down on you? Swallow or spit semen?
12- What’s your favorite food? What’s your least favorite?
*** Questions about Relationships/Past ***
1- What was your first impression of me? Has it changed?
31- If given a chance to be immortal, would you take it? Why?
37- Do you like your name? If you could change it, what would you change it too?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
If you lose, are you willing to be their sex slave for a day, (anything goes)?
51~ What tends to bring a smile to your face?
Over time has your thoughts on sex changed?
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
Is it ok for a man to perform oral sex after he has ejaculated inside of you?