What is the most interesting question you can ask to get to know someone?
10.06.2025 01:01
Nurse/Patient Celebrity/Fan
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
Escort/Client Job Applicant/Hiring Manager
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
32- What's your greatest talent? Can I see it right now?
MongoDB (NASDAQ:MDB) Reports Strong Q1, Stock Jumps 14.3% - Yahoo Finance
13~ Is there a difference between, making love, having sex, and fucking?
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
Enhanced Box Score: Nationals 2, Cubs 0 – June 4, 2025 - Bleacher Nation
28- What are some things that people do that irritate you?
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?
9- Is there something you’ve always wanted to ask me but you’re afraid?
FDA grants limited approval to new Covid vaccine from Moderna - NBC News
13- What is the craziest/scariest thing you've ever done?
39~ What are your love languages?
3- What’s your favorite smell? Do you a least favorite?
Mario Kart World Is Not An Open-World Game, Nintendo Says - GameSpot
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
What would you say to prove to yourself that it was really you?
How many partners have you had oral sex with? Who? Care to Share?
22- Do you have any birth marks? How about scars? Care to share how you got them?
3- What was the most surprising thing you’ve learned about me throughout our relationship?
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68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
Prisoner/Prison Guard Landlord/Tenant
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
Why does a college girl cover her face with a scarf in Bangalore?
29- How superstitious are you?
13- What’s your favorite drink? What’s your least favorite?
65~ Describe the best orgasm you’ve ever had? Care to share?
Can you make a fake K-pop group? It can be with any idols.
21~ What was the best date you ever went on? What has been the worst?
1- What’s your favorite animal? Do you a least favorite?
92~ Everyone needs a “safe” word. What is yours?
Carlos Alcaraz roars all the way back to win the French Open again - The Washington Post
33- If you could visit any time period, when would you pick? Please explain why?
The Ice Breaker Questions
13- How about having a certain hair cut/style?
Night Owls Face Faster Cognitive Decline - Neuroscience News
You know that I will be 100% truthful, so ask.
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)
What was the longest? What was the shortest?
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
Do you like the “69” position? Do you prefer to be on top or bottom?
Any that are a turn off?
Would you ever want to be woken up with oral and/or intercourse?
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
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…
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
Repairman/Lonely Wife Virgin/Experienced
30~ What's something unexpected that turns you on?
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
10- What is your favorite family tradition? What’s your least favorite?
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
19- Do/have you smoked? What do you prefer? How often?
38~ Share your most embarrassing sexual memory?
Model/Photographer Police/Criminal
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
84~ How do you feel about reading/listening to adult stories?
If you say it, I will stop, and we can talk about it when you are ready.
12- What is the weirdest thing you've ever eaten?
What do you dislike about me? I asked you to be 100% honest.
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
34~ Do you like the lights on or off during sex?
Would you allow me to clean every part of your body with my soapy hands and fingers?
51~ Are you willing to play adult games with your partner?
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
9- If you could have three wishes, what would they be? Why?
What’s the longest time you gone without having sex, after, having it? How much time between the others?
19- What’s your favorite fairytale? What’s your least favorite?
18- What’s your favorite way to relax after a long day? What’s your least favorite?
81~ Do you have any kinks and/or fetishes?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
Can you Deep Throat? Do you like the taste of yourself?
18- How often do you drink alcohol? What is your favorite drink?
9~ How many times over your lifetime do you think you have had sex so far?
19~ Who/when was your first “heartbreak”?
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!
What is your favorite position? Why?
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?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
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?
Please share Did you stop?
Would you mind if your partner watched it? How about together vs alone?
*** Random Questions ***
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
Would /have you ever given your partner a lap dance and Striptease?
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
51~ What tends to bring a smile to your face?
83~ How do you feel about Porn?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
49~ How many times have you been married? Why did they end?
3- What Superhero or Superpower would you want to be/have?
Any that are a turn off?
48~ Do you have any siblings? Are you close to your family?
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
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?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
36- Do you play video games? What is your favorite? Do you a least favorite?
Over time has your thoughts on sex changed?
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
1~ How old were you when you had your first kiss? Who? Care to Share?
52~ What are your hobbies?
34- Ever been to a concert? What was your favorite? Who would you like to see?
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
*** What’s Your Favorite…? ***
18~ Who/when was your first “crush”?
5- Have you ever been hypnotized? Would you allow yourself to be?
92~ Have you ever had or have an STD? How many? What was it?
41~ Are there moments in your past that you would want to change? Please share 3 of them.
Get this wrong and this could mean the end… :-) some funny, some not…
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
4- For a pet, Cat, dog or other?
8- What's your favorite flavor of ice cream? Do you a least favorite?
52~ Are you willing to make “those types” of bets with your partner?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
Do you watch it? What is your favorite?
9- What’s your favorite season and why? What’s your least favorite?
29~ What are some things that turn you off? What is your biggest turn off?
Teacher/Student Stranger/One Night Stand
2- What’s your favorite color? Do you a 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?
33- Beach or Mountains? Or is there another place to like better?
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?
14- What is an embarrassing moment in your life? How about your most embarrassing?
42~ What’s your biggest regret in life?
10- List 5 of your top pet peeves.
82~ Do you have any fantasies involving Role-Playing?
Do you shave/trim your pubic hair? For you guys do you shave your balls?
15~ Have you ever been “in love”? Who? Care to Share?
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,
If yes, what?
48~ Have you ever paid or been paid for sex?
8- What are your thoughts on politics?
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
Would you read them together?
15- What's your favorite saying? What word or phrase is your least favorite?
45~ How do you feel about me blindfolding you? How about blindfolding me?
44~ Care to share something about yourself that no one else knows about you?
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
27- What was/ is nickname? Does it have a meaning behind it?
*** Questions About Me ***
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?
25~ How do you feel about PDA? (Public Display of Affection)
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
How well do you know me? And some of your thoughts about me
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
How many times do you think you have “made love”?
3- Should Pluto still be considered a planet? 4- How about smoking?
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
28~ What are some things that turn on? What is your biggest turn on?
12- What’s your favorite food? What’s your least favorite?
23- What is your dream job? What was it as a child?
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
* Give a rating for each one (0-100)
49~ If you could, would you want to be the opposite sex for a day, week, or year?
Master/Slave Boss/Maid
Doctor/Nurse Stripper/Client
64~ When was your very first orgasm? When was your first from having sex? Care to share?
Would you do it again, and would you rather 2 females or 2 males?
5~ When you first started having sex, was it what you thought it would be?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
I would allow you to do it… What would you do to me?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
What is your favorite toy? Ever wanted to try a specific toy?
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
Will you kiss after your partner has gone down on you? Swallow or spit semen?
17- Have you ever done drugs? Which ones? How often?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
*** Deal Breaker Questions ***
46~ Have you ever used furniture, or other types of things to aid you while having sex?
How old are you? Male or Female?
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
If NO, would you ever have one? Would it be with 2 men or 2 women?
37- Do you like your name? If you could change it, what would you change it too?
Will you cheat again? How can, you be sure? Define what cheating is to you.
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?
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
61~ How willing would you be to try new sexual positions?
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
31- If given a chance to be immortal, would you take it? Why?
What have you learned about yourself that you did not before this?
If YES, was it with 2 men or 2 women? Did you enjoy it?
17- What’s your favorite holiday? What’s your least favorite?
21- What's your favorite way to spend a weekend or time off?
7- What if a person smells a certain way? 8- How about smoking?
Does the thought excite you? Care to share?
89~ Do you like taking showers together?
26~ What side of the bed do you sleep on?
71~ Would you give your partner a hand or foot job? Would you receive one?
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…
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
Do you have a favorite? Is it ok if your partner does?
If you lose, are you willing to be their sex slave for a day, (anything goes)?
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
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?
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
11- List at least 5 things on your bucket list. Have you done any of them already?
7- What are your thoughts on religion? Is there an afterlife?
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
11- How about if they like a certain sports team? 12-How about drinking too much?
40~ What’s the weirdest place you’ve ever had sex?
53~ How much can you tell me about the one thing you are most passionate about?
60~ How important is oral sex? Do you like receiving? Do you like giving?
80~ Share your top three fantasies/desires. (Be detailed) 😊
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
Family Relation Age Play
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
Nothing too Serious
70~ Would/do you have/like anal sex?
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
47~ What would be your dream job and why?
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
What is your view on sex? Meaning, When/Where/ How often/
15- What bad habit do you wish you could quit? Do you have any addictions?
67~ Do you like it when your partner moans and/or is vocal during sex?
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
7-What do I do in bed that drives you wild? How about, what turns you off?
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
20- What’s your favorite candy? What’s your least favorite?
Do you think this brought you closer together?
If you win, what will you make them do?
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
Do you like it when they show and tell you what they want?
6- Do you have dreams? Can you remember them? What do you usually dream about?
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
62~ Have you used adult toys?
What have you learned about me that was new and/or surprising?
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
11- What's your favorite restaurant? What’s your least favorite?
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
10~ How many dates are necessary before you to have sex with someone?
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
1- What was your first impression of me? Has it changed?
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
36~ What is your favorite time of day to have sex/make love?
11~ Have you ever been caught by your parents or children or others while having 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?
24~ What are your expectations in a relationship? (I know a very big question, take your time)
(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…)
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
How about if they talk dirty and/or call you names?
50~ How many children do you have? What are their ages?
*** Questions about Relationships/Past ***
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
14- What's your favorite dessert? Do you a least favorite?
76~ Have you had a threesome? Care to Share?
22- What is your favorite childhood memory? What is your least favorite?