What is the most interesting question you can ask to get to know someone?
Last Updated: 22.06.2025 04:20
Can you Deep Throat? Do you like the taste of yourself?
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?
Exclusive | Kimberly-Clark Nears Roughly $3.5 Billion Sale of International Tissue Business - WSJ
9- What’s your favorite season and why? What’s your least favorite?
3- Should Pluto still be considered a planet? 4- How about smoking?
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
Harvey Weinstein Was Abused, Defense Says in Retrial Closing Argument - Variety
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
Would you read them together?
Nurse/Patient Celebrity/Fan
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
65~ Describe the best orgasm you’ve ever had? Care to share?
29~ What are some things that turn you off? What is your biggest turn off?
Fallout 76: Gone Fission Release Notes - Bethesda.net
*** Random Questions ***
32- What's your greatest talent? Can I see it right now?
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
92~ Have you ever had or have an STD? How many? What was it?
17- What’s your favorite holiday? What’s your least favorite?
Why do unattractive men assume that a pretty woman like me want them?
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…
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
15- What bad habit do you wish you could quit? Do you have any addictions?
Hell Is Us' Intriguingly Bold Design Decisions Refuse To Give You A Hint - GameSpot
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
33- Beach or Mountains? Or is there another place to like better?
Aaron Judge's 469-Foot Home Run in Kansas City Left Baseball World in Disbelief - Sports Illustrated
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
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?
48~ Have you ever paid or been paid for sex?
Chemists find a surprisingly simple way to remove microplastics from tap water - Earth.com
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
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?
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
Tesla’s head of Optimus humanoid robot leaves the ‘$25 trillion’ product behind - Electrek
67~ Do you like it when your partner moans and/or is vocal during sex?
19~ Who/when was your first “heartbreak”?
18- What’s your favorite way to relax after a long day? What’s your least favorite?
Any that are a turn off?
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
31- If given a chance to be immortal, would you take it? Why?
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
7- What are your thoughts on religion? Is there an afterlife?
42~ What’s your biggest regret in life?
Simone Biles calls Riley Gaines 'sick' over criticism of transgender athletes - NBC News
Nothing too Serious
39~ What are your love languages?
6- Do you have dreams? Can you remember them? What do you usually dream about?
MAHA kids’ health report misinforms about tonsillectomies and ear tubes - statnews.com
52~ What are your hobbies?
How well do you know me? And some of your thoughts about me
8- What's your favorite flavor of ice cream? Do you a 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?
3- What’s your favorite smell? Do you a least favorite?
36- Do you play video games? What is your favorite? Do you a least favorite?
29- How superstitious are you?
If YES, was it with 2 men or 2 women? Did you enjoy it?
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
5- Have you ever been hypnotized? Would you allow yourself to be?
Get this wrong and this could mean the end… :-) some funny, some not…
24~ What are your expectations in a relationship? (I know a very big question, take your time)
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
Prisoner/Prison Guard Landlord/Tenant
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
How about if they talk dirty and/or call you names?
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
36~ What is your favorite time of day to have sex/make love?
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
How many partners have you had oral sex with? Who? Care to Share?
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
Does the thought excite you? Care to share?
What do you dislike about me? I asked you to be 100% honest.
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
37- Do you like your name? If you could change it, what would you change it too?
1- What was your first impression of me? Has it changed?
62~ Have you used adult toys?
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
Repairman/Lonely Wife Virgin/Experienced
7- What if a person smells a certain way? 8- How about smoking?
71~ Would you give your partner a hand or foot job? Would you receive one?
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?
If you say it, I will stop, and we can talk about it when you are ready.
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
51~ Are you willing to play adult games with your partner?
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?
52~ Are you willing to make “those types” of bets with your partner?
34- Ever been to a concert? What was your favorite? Who would you like to see?
80~ Share your top three fantasies/desires. (Be detailed) 😊
19- What’s your favorite fairytale? What’s your least favorite?
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
18~ Who/when was your first “crush”?
9~ How many times over your lifetime do you think you have had sex so far?
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
44~ Care to share something about yourself that no one else knows about you?
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
*** Questions about Relationships/Past ***
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
Would you do it again, and would you rather 2 females or 2 males?
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
30~ What's something unexpected that turns you on?
If yes, what?
20- What’s your favorite candy? What’s your least favorite?
15- What's your favorite saying? What word or phrase is your least favorite?
27- What was/ is nickname? Does it have a meaning behind it?
Do you think this brought you closer together?
83~ How do you feel about Porn?
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…
Do you like it when they show and tell you what they want?
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
92~ Everyone needs a “safe” word. What is yours?
If you lose, are you willing to be their sex slave for a day, (anything goes)?
49~ How many times have you been married? Why did they end?
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
What is your favorite toy? Ever wanted to try a specific toy?
Would you ever want to be woken up with oral and/or intercourse?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
Do you like the “69” position? Do you prefer to be on top or bottom?
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
64~ When was your very first orgasm? When was your first from having sex? Care to share?
84~ How do you feel about reading/listening to adult stories?
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
Master/Slave Boss/Maid
89~ Do you like taking showers together?
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
Family Relation Age Play
61~ How willing would you be to try new sexual positions?
46~ Have you ever used furniture, or other types of things to aid you while having sex?
48~ Do you have any siblings? Are you close to your family?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
14- What is an embarrassing moment in your life? How about your most embarrassing?
47~ What would be your dream job and why?
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…)
22- What is your favorite childhood memory? What is your least favorite?
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
3- What Superhero or Superpower would you want to be/have?
Over time has your thoughts on sex changed?
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?
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
12- What is the weirdest thing you've ever eaten?
40~ What’s the weirdest place you’ve ever had 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?
11- What's your favorite restaurant? What’s your least favorite?
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?
38~ Share your most embarrassing sexual memory?
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
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?
Would /have you ever given your partner a lap dance and Striptease?
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
Escort/Client Job Applicant/Hiring Manager
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
13~ Is there a difference between, making love, having sex, and fucking?
Have you ever? Care to Share?
Teacher/Student Stranger/One Night Stand
Would you mind if your partner watched it? How about together vs alone?
* Give a rating for each one (0-100)
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
I would allow you to do it… What would you do to me?
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
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?
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
25~ How do you feel about PDA? (Public Display of Affection)
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
10~ How many dates are necessary before you to have sex with someone?
26~ What side of the bed do you sleep on?
If NO, would you ever have one? Would it be with 2 men or 2 women?
14- What's your favorite dessert? Do you a least favorite?
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
11~ Have you ever been caught by your parents or children or others while having sex?
4- For a pet, Cat, dog or other?
23- What is your dream job? What was it as a child?
53~ How much can you tell me about the one thing you are most passionate about?
Doctor/Nurse Stripper/Client
That one or two things that made you go hmmmm, OMG or wow!
13- How about having a certain hair cut/style?
50~ How many children do you have? What are their ages?
Will you cheat again? How can, you be sure? Define what cheating is to you.
13- What is the craziest/scariest thing you've ever done?
What was the longest? What was the shortest?
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
1- What’s your favorite animal? Do you a least favorite?
28- What are some things that people do that irritate you?
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
You know that I will be 100% truthful, so ask.
21~ What was the best date you ever went on? What has been the worst?
Would you allow me to clean every part of your body with my soapy hands and fingers?
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
If you win, what will you make them do?
49~ If you could, would you want to be the opposite sex for a day, week, or year?
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
The Ice Breaker Questions
What would you say to prove to yourself that it was really you?
13- What’s your favorite drink? What’s your least favorite?
15~ Have you ever been “in love”? Who? Care to Share?
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?
51~ What tends to bring a smile to your face?
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
19- Do/have you smoked? What do you prefer? How often?
7-What do I do in bed that drives you wild? How about, what turns you off?
76~ Have you had a threesome? Care to Share?
Will you kiss after your partner has gone down on you? Swallow or spit semen?
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
11- List at least 5 things on your bucket list. Have you done any of them already?
What is your view on sex? Meaning, When/Where/ How often/
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
2- What’s your favorite color? 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?
*** What’s Your Favorite…? ***
10- What is your favorite family tradition? What’s your least favorite?
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
*** Questions About Me ***
16~ Do you believe in “soulmates”? Have you found yours? Who? 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?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
What is your favorite position? Why?
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) 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)
1~ How old were you when you had your first kiss? Who? Care to Share?
3- What was the most surprising thing you’ve learned about me throughout our relationship?
What have you learned about me that was new and/or surprising?
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
How old are you? Male or Female?
9- If you could have three wishes, what would they be? Why?
Do you watch it? What is your favorite?
Any that are a turn off?
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
5~ When you first started having sex, was it what you thought it would be?
60~ How important is oral sex? Do you like receiving? Do you like giving?
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
41~ Are there moments in your past that you would want to change? Please share 3 of them.
Do you have a favorite? Is it ok if your partner does?
10- List 5 of your top pet peeves.
45~ How do you feel about me blindfolding you? How about blindfolding me?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
*** Deal Breaker Questions ***
70~ Would/do you have/like anal sex?
Please share Did you stop?
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
81~ Do you have any kinks and/or fetishes?
8- What are your thoughts on politics?
28~ What are some things that turn on? What is your biggest turn on?
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
82~ Do you have any fantasies involving Role-Playing?
21- What's your favorite way to spend a weekend or time off?
What have you learned about yourself that you did not before this?
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
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 shave/trim your pubic hair? For you guys do you shave your balls?
Model/Photographer Police/Criminal
18- How often do you drink alcohol? What is your favorite drink?
22- Do you have any birth marks? How about scars? Care to share how you got them?
12- What’s your favorite food? What’s your least favorite?
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
How many times do you think you have “made love”?
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’s the longest time you gone without having sex, after, having it? How much time between the others?