What is the most interesting question you can ask to get to know someone?
08.06.2025 02:34

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