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