What is the most interesting question you can ask to get to know someone?
10.06.2025 04:28
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
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?
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
27- What was/ is nickname? Does it have a meaning behind it?
51~ What tends to bring a smile to your face?
Can you list every album you have ever listened to?
Do you watch it? What is your favorite?
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
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?
First American Spacewalk 60 Years Ago Today - The Weather Channel
45~ How do you feel about me blindfolding you? How about blindfolding me?
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
76~ Have you had a threesome? Care to Share?
48~ Have you ever paid or been paid for sex?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
3- What’s your favorite smell? Do you a least favorite?
28- What are some things that people do that irritate you?
6- Do you have dreams? Can you remember them? What do you usually dream about?
52~ Are you willing to make “those types” of bets with your partner?
Simulations find ghostly whirls of dark matter trailing galaxy arms - Ars Technica
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
92~ Have you ever had or have an STD? How many? What was it?
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
Why am I not getting any atheists to debate with? Are they scared?
21- What's your favorite way to spend a weekend or time off?
Do you like it when they show and tell you what they want?
18~ Who/when was your first “crush”?
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- Beach or Mountains? Or is there another place to like better?
How many partners have you had oral sex with? Who? Care to Share?
What is your first experience having sex with older men?
7- What are your thoughts on religion? Is there an afterlife?
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
22- Do you have any birth marks? How about scars? Care to share how you got them?
Witness testifies that Diddy dangled her over a balcony - BBC
8- What are your thoughts on politics?
Master/Slave Boss/Maid
29- How superstitious are you?
How do you get a teenage boy to care about hygiene?
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
How many times do you think you have “made love”?
*** Deal Breaker Questions ***
Intercontinental Title Match Added To WWE Money In The Bank 2025 - eWrestlingNews.com
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
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?
Would you do it again, and would you rather 2 females or 2 males?
Hillary thinks we must censor or "we lose total control". Why does she demand total control?
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
What is your view on sex? Meaning, When/Where/ How often/
Accidental discovery at New York planetarium unlocks secret into universe’s inner workings - PBS
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…
49~ How many times have you been married? Why did they end?
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…
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
50~ How many children do you have? What are their ages?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
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)
I would allow you to do it… What would you do to me?
2- What’s your favorite color? Do you a least favorite?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
49~ If you could, would you want to be the opposite sex for a day, week, or year?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
89~ Do you like taking showers together?
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
19- What’s your favorite fairytale? What’s your least favorite?
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
Get this wrong and this could mean the end… :-) some funny, some not…
*** Questions about Relationships/Past ***
Would you read them together?
28~ What are some things that turn on? What is your biggest turn on?
19~ Who/when was your first “heartbreak”?
22- What is your favorite childhood memory? What is your least favorite?
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
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?
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
1- What was your first impression of me? Has it changed?
38~ Share your most embarrassing sexual memory?
Any that are a turn off?
83~ How do you feel about Porn?
92~ Everyone needs a “safe” word. What is yours?
44~ Care to share something about yourself that no one else knows about you?
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
4- For a pet, Cat, dog or other?
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
Would you ever want to be woken up with oral and/or intercourse?
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
Doctor/Nurse Stripper/Client
Does the thought excite you? Care to share?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
12- What’s your favorite food? What’s your least favorite?
*** What’s Your Favorite…? ***
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,
64~ When was your very first orgasm? When was your first from having sex? Care to share?
Do you think this brought you closer together?
23- What is your dream job? What was it as a child?
If NO, would you ever have one? Would it be with 2 men or 2 women?
Family Relation Age Play
Can you Deep Throat? Do you like the taste of yourself?
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
How about if they talk dirty and/or call you names?
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
5~ When you first started having sex, was it what you thought it would be?
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
17- Have you ever done drugs? Which ones? How often?
What have you learned about me that was new and/or surprising?
3- Should Pluto still be considered a planet? 4- How about smoking?
That one or two things that made you go hmmmm, OMG or wow!
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
Any that are a turn off?
Repairman/Lonely Wife Virgin/Experienced
1- What’s your favorite animal? Do you a least favorite?
How old are you? Male or Female?
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
Do you shave/trim your pubic hair? For you guys do you shave your balls?
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
70~ Would/do you have/like anal sex?
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
What is your favorite position? Why?
14- What is an embarrassing moment in your life? How about your most embarrassing?
13- What is the craziest/scariest thing you've ever done?
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
11- How about if they like a certain sports team? 12-How about drinking too much?
33- If you could visit any time period, when would you pick? Please explain why?
9- If you could have three wishes, what would they be? Why?
* Give a rating for each one (0-100)
7- What if a person smells a certain way? 8- How about smoking?
81~ Do you have any kinks and/or fetishes?
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
What have you learned about yourself that you did not before this?
9- Is there something you’ve always wanted to ask me but you’re afraid?
What’s the longest time you gone without having sex, after, having it? How much time between the others?
15~ Have you ever been “in love”? Who? Care to Share?
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
37- Do you like your name? If you could change it, what would you change it too?
Escort/Client Job Applicant/Hiring Manager
20- What’s your favorite candy? What’s your least favorite?
62~ Have you used adult toys?
10~ How many dates are necessary before you to have sex with someone?
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?
52~ What are your hobbies?
36~ What is your favorite time of day to have sex/make love?
67~ Do you like it when your partner moans and/or is vocal during sex?
Would /have you ever given your partner a lap dance and Striptease?
39~ What are your love languages?
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
26~ What side of the bed do you sleep on?
31- If given a chance to be immortal, would you take it? Why?
Have you ever? Care to Share?
48~ Do you have any siblings? Are you close to your family?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
18- How often do you drink alcohol? What is your favorite drink?
*** Random Questions ***
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
15- What's your favorite saying? What word or phrase is your least favorite?
If you lose, are you willing to be their sex slave for a day, (anything goes)?
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
(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…)
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?
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
36- Do you play video games? What is your favorite? Do you a least favorite?
What was the longest? What was the shortest?
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
14- What's your favorite dessert? Do you a least favorite?
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
24~ What are your expectations in a relationship? (I know a very big question, take your time)
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
What do you dislike about me? I asked you to be 100% honest.
Model/Photographer Police/Criminal
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
*** Questions About Me ***
46~ Have you ever used furniture, or other types of things to aid you while having sex?
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
What is your favorite toy? Ever wanted to try a specific toy?
The Ice Breaker Questions
32- What's your greatest talent? Can I see it right now?
1~ How old were you when you had your first kiss? Who? Care to Share?
30~ What's something unexpected that turns you on?
61~ How willing would you be to try new sexual positions?
21~ What was the best date you ever went on? What has been the worst?
Will you cheat again? How can, you be sure? Define what cheating is to you.
80~ Share your top three fantasies/desires. (Be detailed) 😊
12- What is the weirdest thing you've ever eaten?
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
25~ How do you feel about PDA? (Public Display of Affection)
19- Do/have you smoked? What do you prefer? How often?
8- What's your favorite flavor of ice cream? Do you a least favorite?
42~ What’s your biggest regret in life?
40~ What’s the weirdest place you’ve ever had sex?
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
13~ Is there a difference between, making love, having sex, and fucking?
You know that I will be 100% truthful, so ask.
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
7-What do I do in bed that drives you wild? How about, what turns you off?
41~ Are there moments in your past that you would want to change? Please share 3 of them.
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
47~ What would be your dream job and why?
51~ Are you willing to play adult games with your partner?
Please share Did you stop?
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
11- List at least 5 things on your bucket list. Have you done any of them already?
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
11~ Have you ever been caught by your parents or children or others while having sex?
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
13- How about having a certain hair cut/style?
Do you like the “69” position? Do you prefer to be on top or bottom?
Prisoner/Prison Guard Landlord/Tenant
60~ How important is oral sex? Do you like receiving? Do you like giving?
Nothing too Serious
How well do you know me? And some of your thoughts about me
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
If yes, what?
3- What Superhero or Superpower would you want to be/have?
Will you kiss after your partner has gone down on you? Swallow or spit semen?
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
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?
Teacher/Student Stranger/One Night Stand
29~ What are some things that turn you off? What is your biggest turn off?
What would you say to prove to yourself that it was really you?
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
53~ How much can you tell me about the one thing you are most passionate about?
If YES, was it with 2 men or 2 women? Did you enjoy it?
Over time has your thoughts on sex changed?
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?
34~ Do you like the lights on or off during sex?
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?
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
10- List 5 of your top pet peeves.
82~ Do you have any fantasies involving Role-Playing?
Do you have a favorite? Is it ok if your partner does?
84~ How do you feel about reading/listening to adult stories?
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
If you say it, I will stop, and we can talk about it when you are ready.
18- What’s your favorite way to relax after a long day? What’s your 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?
9~ How many times over your lifetime do you think you have had sex so far?
13- What’s your favorite drink? What’s your least favorite?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
If you win, what will you make them do?
Would you allow me to clean every part of your body with my soapy hands and fingers?
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
34- Ever been to a concert? What was your favorite? Who would you like to see?
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
17- What’s your favorite holiday? What’s your least favorite?
71~ Would you give your partner a hand or foot job? Would you receive one?
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
15- What bad habit do you wish you could quit? Do you have any addictions?
5- Have you ever been hypnotized? Would you allow yourself to be?
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
Nurse/Patient Celebrity/Fan
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
Would you mind if your partner watched it? How about together vs alone?
11- What's your favorite restaurant? What’s your least favorite?
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
9- What’s your favorite season and why? What’s your least favorite?
3- What was the most surprising thing you’ve learned about me throughout our relationship?
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?