What is the most interesting question you can ask to get to know someone?
Last Updated: 21.06.2025 06:35
37- Do you like your name? If you could change it, what would you change it too?
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
Does eating bread before bed make you fat? If so, why?
13- What’s your favorite drink? What’s your least favorite?
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?
21~ What was the best date you ever went on? What has been the worst?
Reports: Bills RB James Cook ‘won’t be in Buffalo anytime soon’ - Buffalo Rumblings
If NO, would you ever have one? Would it be with 2 men or 2 women?
3- Should Pluto still be considered a planet? 4- How about smoking?
7- What if a person smells a certain way? 8- How about smoking?
What's the difference between “ce”, “ça”, and “cela”, and when do I use each (French)?
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
HIV Drugs Linked to Lower Alzheimer’s Risk - Neuroscience News
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
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?
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?
Nvidia CEO Pays Tribute To Late Nintendo President Satoru Iwata In New Switch 2 Video - Kotaku
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
80~ Share your top three fantasies/desires. (Be detailed) 😊
The mystery rise of lung cancer in non-smokers - BBC
15~ Have you ever been “in love”? Who? Care to Share?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
67~ Do you like it when your partner moans and/or is vocal during sex?
Which unexpected celebrity has done a bold or revealing photoshoot?
What is your favorite toy? Ever wanted to try a specific toy?
92~ Everyone needs a “safe” word. What is yours?
82~ Do you have any fantasies involving Role-Playing?
Why do narcissist move on so easily?
Would you read them together?
9- What’s your favorite season and why? What’s your least favorite?
49~ How many times have you been married? Why did they end?
Any that are a turn off?
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
That one or two things that made you go hmmmm, OMG or wow!
Webb telescope took a direct image of two exoplanets. See it now. - Mashable
36~ What is your favorite time of day to have sex/make love?
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
Model/Photographer Police/Criminal
WBD Shareholders Nix David Zaslav’s 2024 Pay Package In Non-Binding Vote - Deadline
46~ Have you ever used furniture, or other types of things to aid you while having sex?
Would you allow me to clean every part of your body with my soapy hands and fingers?
62~ Have you used adult toys?
Doctor/Nurse Stripper/Client
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
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,
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
1- What’s your favorite animal? Do you a least favorite?
61~ How willing would you be to try new sexual positions?
47~ What would be your dream job and why?
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
3- What was the most surprising thing you’ve learned about me throughout our relationship?
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
38~ Share your most embarrassing sexual memory?
17- Have you ever done drugs? Which ones? How often?
10- What is your favorite family tradition? What’s your least favorite?
If yes, what?
* Give a rating for each one (0-100)
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
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?
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
33- If you could visit any time period, when would you pick? Please explain why?
33- Beach or Mountains? Or is there another place to like better?
What have you learned about yourself that you did not before this?
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
42~ What’s your biggest regret in life?
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
What is your view on sex? Meaning, When/Where/ How often/
29~ What are some things that turn you off? What is your biggest turn off?
How many times do you think you have “made love”?
18- What’s your favorite way to relax after a long day? What’s your least favorite?
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
41~ Are there moments in your past that you would want to change? Please share 3 of them.
48~ Do you have any siblings? Are you close to your family?
13~ Is there a difference between, making love, having sex, and fucking?
(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…)
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
What was the longest? What was the shortest?
13- What is the craziest/scariest thing you've ever done?
How many partners have you had oral sex with? Who? Care to Share?
1- What was your first impression of me? Has it changed?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
Do you watch it? What is your favorite?
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
11- List at least 5 things on your bucket list. Have you done any of them already?
76~ Have you had a threesome? Care to Share?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
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…
Have you ever? Care to Share?
20- What’s your favorite candy? What’s your least favorite?
3- What Superhero or Superpower would you want to be/have?
6- Do you have dreams? Can you remember them? What do you usually dream about?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
11- How about if they like a certain sports team? 12-How about drinking too much?
14- What is an embarrassing moment in your life? How about your most embarrassing?
Will you cheat again? How can, you be sure? Define what cheating is to you.
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
31- If given a chance to be immortal, would you take it? Why?
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
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?
Do you have a favorite? Is it ok if your partner does?
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
17- What’s your favorite holiday? What’s your least favorite?
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
Does the thought excite you? Care to share?
48~ Have you ever paid or been paid for sex?
8- What are your thoughts on politics?
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
30~ What's something unexpected that turns you on?
*** Deal Breaker Questions ***
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
If you lose, are you willing to be their sex slave for a day, (anything goes)?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
How old are you? Male or Female?
Do you like the “69” position? Do you prefer to be on top or bottom?
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
*** What’s Your Favorite…? ***
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
25~ How do you feel about PDA? (Public Display of Affection)
28- What are some things that people do that irritate you?
65~ Describe the best orgasm you’ve ever had? Care to share?
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
39~ What are your love languages?
13- How about having a certain hair cut/style?
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
11~ Have you ever been caught by your parents or children or others while having sex?
23- What is your dream job? What was it as a child?
Nothing too Serious
Would you do it again, and would you rather 2 females or 2 males?
21- What's your favorite way to spend a weekend or time off?
What would you say to prove to yourself that it was really you?
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?
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
11- What's your favorite restaurant? What’s your least favorite?
92~ Have you ever had or have an STD? How many? What was it?
18~ Who/when was your first “crush”?
Any that are a turn off?
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
The Ice Breaker Questions
24~ What are your expectations in a relationship? (I know a very big question, take your time)
3- What’s your favorite smell? Do you a least favorite?
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
If you win, what will you make them do?
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
10~ How many dates are necessary before you to have sex with someone?
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
2- What’s your favorite color? Do you a least favorite?
64~ When was your very first orgasm? When was your first from having sex? Care to share?
*** Random Questions ***
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)
5- Have you ever been hypnotized? Would you allow yourself to be?
50~ How many children do you have? What are their ages?
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
60~ How important is oral sex? Do you like receiving? Do you like giving?
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?
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
You know that I will be 100% truthful, so ask.
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
71~ Would you give your partner a hand or foot job? Would you receive one?
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…
18- How often do you drink alcohol? What is your favorite drink?
10- List 5 of your top pet peeves.
28~ What are some things that turn on? What is your biggest turn on?
How well do you know me? And some of your thoughts about me
Teacher/Student Stranger/One Night Stand
Repairman/Lonely Wife Virgin/Experienced
Would /have you ever given your partner a lap dance and Striptease?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
84~ How do you feel about reading/listening to adult stories?
14- What's your favorite dessert? Do you a least favorite?
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
9- Is there something you’ve always wanted to ask me but you’re afraid?
Please share Did you stop?
If YES, was it with 2 men or 2 women? Did you enjoy it?
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
Would you mind if your partner watched it? How about together vs alone?
19~ Who/when was your first “heartbreak”?
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
Do you shave/trim your pubic hair? For you guys do you shave your balls?
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
15- What's your favorite saying? What word or phrase is your least favorite?
26~ What side of the bed do you sleep on?
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
8- What's your favorite flavor of ice cream? Do you a least favorite?
12- What is the weirdest thing you've ever eaten?
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
81~ Do you have any kinks and/or fetishes?
5~ When you first started having sex, was it what you thought it would be?
22- Do you have any birth marks? How about scars? Care to share how you got them?
49~ If you could, would you want to be the opposite sex for a day, week, or year?
What have you learned about me that was new and/or surprising?
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
Master/Slave Boss/Maid
51~ Are you willing to play adult games with your partner?
19- What’s your favorite fairytale? What’s your least favorite?
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
9- If you could have three wishes, what would they be? Why?
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
34- Ever been to a concert? What was your favorite? Who would you like to see?
51~ What tends to bring a smile to your face?
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?
1~ How old were you when you had your first kiss? Who? Care to Share?
83~ How do you feel about Porn?
4- For a pet, Cat, dog or other?
*** Questions About Me ***
Will you kiss after your partner has gone down on you? Swallow or spit semen?
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
34~ Do you like the lights on or off during sex?
What’s the longest time you gone without having sex, after, having it? How much time between the others?
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
52~ What are your hobbies?
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
If you say it, I will stop, and we can talk about it when you are ready.
22~ What is the best pickup line anyone has ever used on you? What was the worst?
70~ Would/do you have/like anal sex?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
Get this wrong and this could mean the end… :-) some funny, some not…
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
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?
Over time has your thoughts on sex changed?
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
12- What’s your favorite food? What’s your least favorite?
40~ What’s the weirdest place you’ve ever had sex?
89~ Do you like taking showers together?
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
9~ How many times over your lifetime do you think you have had sex so far?
44~ Care to share something about yourself that no one else knows about you?
Nurse/Patient Celebrity/Fan
Prisoner/Prison Guard Landlord/Tenant
36- Do you play video games? What is your favorite? Do you a least favorite?
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
32- What's your greatest talent? Can I see it right now?
7- What are your thoughts on religion? Is there an afterlife?
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
Can you Deep Throat? Do you like the taste of yourself?
What is your favorite position? Why?
7-What do I do in bed that drives you wild? How about, what turns you off?
29- How superstitious are you?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
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?
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
15- What bad habit do you wish you could quit? Do you have any addictions?
Family Relation Age Play
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
27- What was/ is nickname? Does it have a meaning behind it?
19- Do/have you smoked? What do you prefer? How often?
Escort/Client Job Applicant/Hiring Manager
I would allow you to do it… What would you do to me?
45~ How do you feel about me blindfolding you? How about blindfolding me?
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
22- What is your favorite childhood memory? What is your least favorite?
*** Questions about Relationships/Past ***
53~ How much can you tell me about the one thing you are most passionate about?
Do you think this brought you closer together?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
How about if they talk dirty and/or call you names?
What do you dislike about me? I asked you to be 100% honest.