What is the most interesting question you can ask to get to know someone?
Last Updated: 28.06.2025 10:01
47~ What would be your dream job and why?
30~ What's something unexpected that turns you on?
71~ Would you give your partner a hand or foot job? Would you receive one?
Why did Obito, a supposed "bad person," do good things for Kakashi?
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
Would /have you ever given your partner a lap dance and Striptease?
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
7-What do I do in bed that drives you wild? How about, what turns you off?
24~ What are your expectations in a relationship? (I know a very big question, take your time)
If you win, what will you make them do?
Alex Cora Takes Blame for Red Sox Woes After Extra Innings Loss - Sports Illustrated
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)
36~ What is your favorite time of day to have sex/make love?
How well do you know me? And some of your thoughts about me
Not into AI? This Windows 11 update improves gaming performance. - Windows Central
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
14- What's your favorite dessert? Do you a least favorite?
10- List 5 of your top pet peeves.
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
What does it mean when someone says "I'm feeling frisky"?
11~ Have you ever been caught by your parents or children or others while having sex?
12- What is the weirdest thing you've ever eaten?
13~ Is there a difference between, making love, having sex, and fucking?
Olfactory neurons use unexpected 'solid' clusters to achieve genetic precision - Phys.org
How many partners have you had oral sex with? Who? Care to Share?
Nurse/Patient Celebrity/Fan
I would allow you to do it… What would you do to me?
Marin health officer urges quick COVID vaccination - Marin Independent Journal
If yes, what?
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
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?
What would happen if Kakashi and Naruto switched places?
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?
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
Do you like the “69” position? Do you prefer to be on top or bottom?
If you lose, are you willing to be their sex slave for a day, (anything goes)?
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?
20- What’s your favorite candy? What’s your least favorite?
39~ What are your love languages?
What have you learned about yourself that you did not before this?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
8- What are your thoughts on politics?
(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…)
2- What’s your favorite color? Do you a least favorite?
Would you read them together?
Repairman/Lonely Wife Virgin/Experienced
11- How about if they like a certain sports team? 12-How about drinking too much?
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
Teacher/Student Stranger/One Night Stand
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
*** Deal Breaker Questions ***
7- What are your thoughts on religion? Is there an afterlife?
*** Questions About Me ***
*** Questions about Relationships/Past ***
27- What was/ is nickname? Does it have a meaning behind it?
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
34- Ever been to a concert? What was your favorite? Who would you like to see?
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
48~ Do you have any siblings? Are you close to your family?
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
13- How about having a certain hair cut/style?
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
15- What's your favorite saying? What word or phrase is your least favorite?
40~ What’s the weirdest place you’ve ever had sex?
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
Over time has your thoughts on sex changed?
52~ What are your hobbies?
* Give a rating for each one (0-100)
Any that are a turn off?
92~ Everyone needs a “safe” word. What is yours?
Doctor/Nurse Stripper/Client
If NO, would you ever have one? Would it be with 2 men or 2 women?
44~ Care to share something about yourself that no one else knows about you?
21~ What was the best date you ever went on? What has been the worst?
70~ Would/do you have/like anal sex?
Can you Deep Throat? Do you like the taste of yourself?
What would you say to prove to yourself that it was really you?
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
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?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
31- If given a chance to be immortal, would you take it? Why?
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
45~ How do you feel about me blindfolding you? How about blindfolding me?
67~ Do you like it when your partner moans and/or is vocal during sex?
What is your favorite toy? Ever wanted to try a specific toy?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
9- If you could have three wishes, what would they be? Why?
Master/Slave Boss/Maid
80~ Share your top three fantasies/desires. (Be detailed) 😊
23- What is your dream job? What was it as a child?
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
52~ Are you willing to make “those types” of bets with your partner?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
Please share Did you stop?
33- If you could visit any time period, when would you pick? Please 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?
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
32- What's your greatest talent? Can I see it right now?
18- What’s your favorite way to relax after a long day? What’s your least favorite?
36- Do you play video games? What is your favorite? Do you a least favorite?
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
1~ How old were you when you had your first kiss? Who? Care to Share?
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?
10~ How many dates are necessary before you to have sex with someone?
81~ Do you have any kinks and/or fetishes?
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
28~ What are some things that turn on? What is your biggest turn on?
1- What’s your favorite animal? Do you a least favorite?
*** What’s Your Favorite…? ***
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
50~ How many children do you have? What are their ages?
15~ Have you ever been “in love”? Who? Care to Share?
19- Do/have you smoked? What do you prefer? How often?
Family Relation Age Play
17- Have you ever done drugs? Which ones? How often?
13- What’s your favorite drink? What’s your least favorite?
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
22- What is your favorite childhood memory? What is your least favorite?
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
11- List at least 5 things on your bucket list. Have you done any of them already?
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
You know that I will be 100% truthful, so ask.
60~ How important is oral sex? Do you like receiving? Do you like giving?
Prisoner/Prison Guard Landlord/Tenant
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
If YES, was it with 2 men or 2 women? Did you enjoy it?
7- What if a person smells a certain way? 8- How about smoking?
1- What was your first impression of me? Has it changed?
82~ Do you have any fantasies involving Role-Playing?
89~ Do you like taking showers together?
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
What is your favorite position? Why?
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
3- What was the most surprising thing you’ve learned about me throughout our relationship?
18~ Who/when was your first “crush”?
49~ How many times have you been married? Why did they end?
29- How superstitious are you?
3- Should Pluto still be considered a planet? 4- How about smoking?
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
Will you kiss after your partner has gone down on you? Swallow or spit semen?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
9- Is there something you’ve always wanted to ask me but you’re afraid?
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 have you learned about me that was new and/or surprising?
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
*** Random Questions ***
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
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?
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
3- What’s your favorite smell? Do you a least favorite?
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
Have you ever? Care to Share?
26~ What side of the bed do you sleep on?
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
Escort/Client Job Applicant/Hiring Manager
17- What’s your favorite holiday? What’s your least favorite?
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
What was the longest? What was the shortest?
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
13- What is the craziest/scariest thing you've ever done?
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
Does the thought excite you? Care to share?
3- What Superhero or Superpower would you want to be/have?
29~ What are some things that turn you off? What is your biggest turn off?
48~ Have you ever paid or been paid for sex?
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
19- What’s your favorite fairytale? What’s your least favorite?
76~ Have you had a threesome? Care to Share?
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
How old are you? Male or Female?
25~ How do you feel about PDA? (Public Display of Affection)
Would you ever want to be woken up with oral and/or intercourse?
Do you like it when they show and tell you what they want?
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
53~ How much can you tell me about the one thing you are most passionate about?
Do you shave/trim your pubic hair? For you guys do you shave your balls?
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?
6- Do you have dreams? Can you remember them? What do you usually dream about?
Any that are a turn off?
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?
What’s the longest time you gone without having sex, after, having it? How much time between the others?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
Get this wrong and this could mean the end… :-) some funny, some not…
8- What's your favorite flavor of ice cream? Do you a least favorite?
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
Nothing too Serious
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
How about if they talk dirty and/or call you names?
Would you allow me to clean every part of your body with my soapy hands and fingers?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
4- For a pet, Cat, dog or other?
61~ How willing would you be to try new sexual positions?
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?
51~ Are you willing to play adult games with your partner?
92~ Have you ever had or have an STD? How many? What was it?
64~ When was your very first orgasm? When was your first from having sex? Care to share?
65~ Describe the best orgasm you’ve ever had? Care to share?
How many times do you think you have “made love”?
83~ How do you feel about Porn?
Do you think this brought you closer together?
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
19~ Who/when was your first “heartbreak”?
34~ Do you like the lights on or off during sex?
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
Model/Photographer Police/Criminal
62~ Have you used adult toys?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
46~ Have you ever used furniture, or other types of things to aid you while having sex?
Will you cheat again? How can, you be sure? Define what cheating is to you.
28- What are some things that people do that irritate you?
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
The Ice Breaker Questions
Would you do it again, and would you rather 2 females or 2 males?
49~ If you could, would you want to be the opposite sex for a day, week, or year?
5~ When you first started having sex, was it what you thought it would be?
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
15- What bad habit do you wish you could quit? Do you have any addictions?
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
Do you watch it? What is your favorite?
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
12- What’s your favorite food? What’s your least favorite?
51~ What tends to bring a smile to your face?
If you say it, I will stop, and we can talk about it when you are ready.
18- How often do you drink alcohol? What is your favorite drink?
Do you have a favorite? Is it ok if your partner does?
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,
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
10- What is your favorite family tradition? What’s your least favorite?
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
38~ Share your most embarrassing sexual memory?
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
14- What is an embarrassing moment in your life? How about your most embarrassing?
37- Do you like your name? If you could change it, what would you change it too?
Would you mind if your partner watched it? How about together vs alone?
22- Do you have any birth marks? How about scars? Care to share how you got them?
42~ What’s your biggest regret in life?
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
11- What's your favorite restaurant? What’s your least favorite?
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…
33- Beach or Mountains? Or is there another place to like better?
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
84~ How do you feel about reading/listening to adult stories?
5- Have you ever been hypnotized? Would you allow yourself to be?
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/
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?
21- What's your favorite way to spend a weekend or time off?
9~ How many times over your lifetime do you think you have had sex so far?
That one or two things that made you go hmmmm, OMG or wow!
41~ Are there moments in your past that you would want to change? Please share 3 of them.
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…