What is the most interesting question you can ask to get to know someone?
13.06.2025 00:39

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