What is the most interesting question you can ask to get to know someone?
Last Updated: 22.06.2025 02:43
13- What’s your favorite drink? What’s your least favorite?
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
Do you have a favorite? Is it ok if your partner does?
Is it ok to be spanked by your parents if you are not in bed in your set bedtime?
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
13- How about having a certain hair cut/style?
Nicole Scherzinger and Sarah Snook win top prizes at Tony Awards - BBC
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
*** Questions about Relationships/Past ***
1- What’s your favorite animal? Do you a least favorite?
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?
12- What is the weirdest thing you've ever eaten?
Why can't they repair the damage caused by Elon Musk renaming Twitter to X?
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
10- What is your favorite family tradition? What’s your least favorite?
8- What are your thoughts on politics?
What styling mistake needs to be stopped in K-pop?
71~ Would you give your partner a hand or foot job? Would you receive one?
What is your favorite position? Why?
5- Have you ever been hypnotized? Would you allow yourself to be?
Why do Christians think voting for Trump is any better than voting for Kamala Harris?
Do you watch it? What is your favorite?
18- How often do you drink alcohol? What is your favorite drink?
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
Would you mind if your partner watched it? How about together vs alone?
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
Meta Set to Throw Billions at Startup That Leads AI Data Market - Bloomberg.com
What is your favorite toy? Ever wanted to try a specific toy?
17- What’s your favorite holiday? What’s your least favorite?
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
Scientists Just Found the Oldest Barred Spiral Galaxy – And It’s a Monster - SciTechDaily
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
If YES, was it with 2 men or 2 women? Did you enjoy it?
*** Questions About Me ***
Did Leonardo da Vinci paint two Mona Lisas? Where are they?
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
If you say it, I will stop, and we can talk about it when you are ready.
Doctor/Nurse Stripper/Client
Powerful solar flare erupts from sun triggering radio blackouts across North America (video) - Space
40~ What’s the weirdest place you’ve ever had sex?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
Don't miss the half-lit first quarter moon rise tonight — Here's what to look for - Space
33- Beach or Mountains? Or is there another place to like better?
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
31- If given a chance to be immortal, would you take it? Why?
13~ Is there a difference between, making love, having sex, and fucking?
If you lose, are you willing to be their sex slave for a day, (anything goes)?
39~ What are your love languages?
Nasa delays next flight of Boeing’s alternative to SpaceX Dragon - The Edge Malaysia
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?
1- What was your first impression of me? Has it changed?
Do you shave/trim your pubic hair? For you guys do you shave your balls?
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
*** What’s Your Favorite…? ***
11- List at least 5 things on your bucket list. Have you done any of them already?
I would allow you to do it… What would you do to me?
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
49~ How many times have you been married? Why did they end?
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
25~ How do you feel about PDA? (Public Display of Affection)
3- What was the most surprising thing you’ve learned about me throughout our relationship?
81~ Do you have any kinks and/or fetishes?
36~ What is your favorite time of day to have sex/make love?
* Which of the following turns you on the most? Do you have any not on this list? 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?
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?
3- Should Pluto still be considered a planet? 4- How about smoking?
48~ Have you ever paid or been paid for sex?
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
Would you allow me to clean every part of your body with my soapy hands and fingers?
What have you learned about yourself that you did not before this?
48~ Do you have any siblings? Are you close to your family?
(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…)
If you win, what will you make them do?
10- List 5 of your top pet peeves.
65~ Describe the best orgasm you’ve ever had? Care to share?
53~ How much can you tell me about the one thing you are most passionate about?
15- What's your favorite saying? What word or phrase is your least favorite?
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
Master/Slave Boss/Maid
8- What's your favorite flavor of ice cream? Do you a least favorite?
21~ What was the best date you ever went on? What has been the worst?
51~ Are you willing to play adult games with your partner?
47~ What would be your dream job and why?
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
18- What’s your favorite way to relax after a long day? What’s your least favorite?
19- Do/have you smoked? What do you prefer? How often?
14- What's your favorite dessert? Do you a least favorite?
If yes, what?
4- For a pet, Cat, dog or other?
How old are you? Male or Female?
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
Teacher/Student Stranger/One Night Stand
22~ What is the best pickup line anyone has ever used on you? What was the worst?
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?
19~ Who/when was your first “heartbreak”?
Does the thought excite you? Care to share?
29- How superstitious are you?
76~ Have you had a threesome? Care to Share?
3- What Superhero or Superpower would you want to be/have?
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
80~ Share your top three fantasies/desires. (Be detailed) 😊
15- What bad habit do you wish you could quit? Do you have any addictions?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
6- Do you have dreams? Can you remember them? What do you usually dream about?
60~ How important is oral sex? Do you like receiving? Do you like giving?
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
What’s the longest time you gone without having sex, after, having it? How much time between the others?
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
You know that I will be 100% truthful, so ask.
33- If you could visit any time period, when would you pick? Please explain why?
44~ Care to share something about yourself that no one else knows about you?
Nurse/Patient Celebrity/Fan
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?
7-What do I do in bed that drives you wild? How about, what turns you off?
Would you ever want to be woken up with oral and/or intercourse?
11- How about if they like a certain sports team? 12-How about drinking too much?
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…
What was the longest? What was the shortest?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
5~ When you first started having sex, was it what you thought it would be?
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
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?
70~ Would/do you have/like anal sex?
1~ How old were you when you had your first kiss? Who? Care to Share?
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
How about if they talk dirty and/or call you names?
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
*** Deal Breaker Questions ***
Any that are a turn off?
Get this wrong and this could mean the end… :-) some funny, some not…
82~ Do you have any fantasies involving Role-Playing?
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
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?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
Can you Deep Throat? Do you like the taste of yourself?
How many times do you think you have “made love”?
32- What's your greatest talent? Can I see it right now?
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
Any that are a turn off?
34- Ever been to a concert? What was your favorite? Who would you like to see?
52~ Are you willing to make “those types” of bets with your partner?
Family Relation Age Play
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
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…
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
9- Is there something you’ve always wanted to ask me but you’re afraid?
7- What are your thoughts on religion? Is there an afterlife?
28~ What are some things that turn on? What is your biggest turn on?
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
14- What is an embarrassing moment in your life? How about your most embarrassing?
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
Will you kiss after your partner has gone down on you? Swallow or spit semen?
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
12- What’s your favorite food? What’s your least favorite?
67~ Do you like it when your partner moans and/or is vocal during sex?
Escort/Client Job Applicant/Hiring Manager
89~ Do you like taking showers together?
Model/Photographer Police/Criminal
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
29~ What are some things that turn you off? What is your biggest turn off?
27- What was/ is nickname? Does it have a meaning behind 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?
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
Do you think this brought you closer together?
38~ Share your most embarrassing sexual memory?
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
What have you learned about me that was new and/or surprising?
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
24~ What are your expectations in a relationship? (I know a very big question, take your time)
11- What's your favorite restaurant? What’s your least favorite?
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
10~ How many dates are necessary before you to have sex with someone?
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
50~ How many children do you have? What are their ages?
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
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?
9- If you could have three wishes, what would they be? Why?
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
* Give a rating for each one (0-100)
36- Do you play video games? What is your favorite? Do you a least favorite?
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
30~ What's something unexpected that turns you on?
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
11~ Have you ever been caught by your parents or children or others while having sex?
92~ Have you ever had or have an STD? How many? What was it?
That one or two things that made you go hmmmm, OMG or wow!
Over time has your thoughts on sex changed?
42~ What’s your biggest regret in life?
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?
What do you dislike about me? I asked you to be 100% honest.
22- What is your favorite childhood memory? What is your least favorite?
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
3- What’s your favorite smell? Do you a least favorite?
28- What are some things that people do that irritate you?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
Have you ever? Care to Share?
9~ How many times over your lifetime do you think you have had sex so far?
Prisoner/Prison Guard Landlord/Tenant
49~ If you could, would you want to be the opposite sex for a day, week, or year?
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
Please share Did you stop?
9- What’s your favorite season and why? What’s your least favorite?
41~ Are there moments in your past that you would want to change? Please share 3 of them.
46~ Have you ever used furniture, or other types of things to aid you while having sex?
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
83~ How do you feel about Porn?
What would you say to prove to yourself that it was really you?
How many partners have you had oral sex with? Who? Care to Share?
18~ Who/when was your first “crush”?
84~ How do you feel about reading/listening to adult stories?
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
Repairman/Lonely Wife Virgin/Experienced
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)
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
How well do you know me? And some of your thoughts about me
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
23- What is your dream job? What was it as a child?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
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,
52~ What are your hobbies?
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
51~ What tends to bring a smile to your face?
Would /have you ever given your partner a lap dance and Striptease?
15~ Have you ever been “in love”? Who? Care to Share?
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?
Do you like the “69” position? Do you prefer to be on top or bottom?
61~ How willing would you be to try new sexual positions?
22- Do you have any birth marks? How about scars? Care to share how you got them?
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
62~ Have you used adult toys?
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?
What is your view on sex? Meaning, When/Where/ How often/
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
Will you cheat again? How can, you be sure? Define what cheating is to you.
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
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?
13- What is the craziest/scariest thing you've ever done?
92~ Everyone needs a “safe” word. What is yours?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
If NO, would you ever have one? Would it be with 2 men or 2 women?
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?
*** Random Questions ***
2- What’s your favorite color? Do you a least favorite?
45~ How do you feel about me blindfolding you? How about blindfolding me?
17- Have you ever done drugs? Which ones? How often?
The Ice Breaker Questions
20- What’s your favorite candy? What’s your least favorite?
Would you do it again, and would you rather 2 females or 2 males?
Nothing too Serious
37- Do you like your name? If you could change it, what would you change it too?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
34~ Do you like the lights on or off during sex?
7- What if a person smells a certain way? 8- How about smoking?
64~ When was your very first orgasm? When was your first from having sex? Care to share?
Would you read them together?