What is the most interesting question you can ask to get to know someone?
Last Updated: 19.06.2025 03:29
3- What’s your favorite smell? Do you a least favorite?
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
Does believing in God and Satan cause schizophrenia?
10- List 5 of your top pet peeves.
40~ What’s the weirdest place you’ve ever had sex?
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
What did Chandrashekhar Azad say about Hinduism during a podcast?
Nothing too Serious
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
29~ What are some things that turn you off? What is your biggest turn off?
Why do companies cull employees during financial downturns without saying so?
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
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)
37- Do you like your name? If you could change it, what would you change it too?
Why do I feel so lazy every time I get into my room?
5~ When you first started having sex, was it what you thought it would be?
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
80~ Share your top three fantasies/desires. (Be detailed) 😊
25~ How do you feel about PDA? (Public Display of Affection)
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
21- What's your favorite way to spend a weekend or time off?
*** Deal Breaker Questions ***
Get this wrong and this could mean the end… :-) some funny, some not…
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
If Iran’s Oil Is Cut Off, China Will Pay the Price - WSJ
53~ How much can you tell me about the one thing you are most passionate about?
That one or two things that made you go hmmmm, OMG or wow!
You know that I will be 100% truthful, so ask.
I see lots of pictures of women who have huge clits are they real or what?
21~ What was the best date you ever went on? What has been the worst?
12- What’s your favorite food? What’s your least favorite?
7- What are your thoughts on religion? Is there an afterlife?
92~ Everyone needs a “safe” word. What is yours?
*** Questions about Relationships/Past ***
45~ How do you feel about me blindfolding you? How about blindfolding me?
What are some difficulties in a JEE aspirant's life?
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
If you win, what will you make them do?
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
27- What was/ is nickname? Does it have a meaning behind it?
13- How about having a certain hair cut/style?
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
What are some examples of unofficial acts by presidents?
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
Prisoner/Prison Guard Landlord/Tenant
Any that are a turn off?
How did the Nazis figure out whether a person or community is 'Aryan' or not?
Doctor/Nurse Stripper/Client
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
*** Random Questions ***
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
If NO, would you ever have one? Would it be with 2 men or 2 women?
60~ How important is oral sex? Do you like receiving? Do you like giving?
What is your view on sex? Meaning, When/Where/ How often/
What do you dislike about me? I asked you to be 100% honest.
13- What is the craziest/scariest thing you've ever done?
36- Do you play video games? What is your favorite? Do you a least favorite?
22- What is your favorite childhood memory? What is your least favorite?
3- Should Pluto still be considered a planet? 4- How about smoking?
14- What's your favorite dessert? Do you a least favorite?
52~ Are you willing to make “those types” of bets with your partner?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
15~ Have you ever been “in love”? Who? Care to Share?
I would allow you to do it… What would you do to me?
50~ How many children do you have? What are their ages?
13~ Is there a difference between, making love, having sex, and fucking?
32- What's your greatest talent? Can I see it right now?
What was the longest? What was the shortest?
Do you shave/trim your pubic hair? For you guys do you shave your balls?
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
52~ What are your hobbies?
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
Do you watch it? What is your favorite?
15- What bad habit do you wish you could quit? Do you have any addictions?
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
Does the thought excite you? Care to share?
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
19- What’s your favorite fairytale? What’s your least favorite?
Would you mind if your partner watched it? How about together vs alone?
2- What’s your favorite color? Do you a least favorite?
How many partners have you had oral sex with? Who? Care to Share?
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
61~ How willing would you be to try new sexual positions?
39~ What are your love languages?
44~ Care to share something about yourself that no one else knows about you?
The Ice Breaker Questions
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
23- What is your dream job? What was it as a child?
31- If given a chance to be immortal, would you take it? Why?
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?
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
10- What is your favorite family tradition? What’s your least favorite?
9- Is there something you’ve always wanted to ask me but you’re afraid?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
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?
Would you ever want to be woken up with oral and/or intercourse?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
Do you like the “69” position? Do you prefer to be on top or bottom?
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
36~ What is your favorite time of day to have sex/make love?
34- Ever been to a concert? What was your favorite? Who would you like to see?
Master/Slave Boss/Maid
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
20- What’s your favorite candy? What’s your 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?
26~ What side of the bed do you sleep on?
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,
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
11- What's your favorite restaurant? What’s your least favorite?
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
46~ Have you ever used furniture, or other types of things to aid you while having sex?
11- How about if they like a certain sports team? 12-How about drinking too much?
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
What would you say to prove to yourself that it was really you?
19- Do/have you smoked? What do you prefer? How often?
6- Do you have dreams? Can you remember them? What do you usually dream about?
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
Escort/Client Job Applicant/Hiring Manager
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
15- What's your favorite saying? What word or phrase is your least favorite?
1- What’s your favorite animal? Do you a least favorite?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
If YES, was it with 2 men or 2 women? Did you enjoy it?
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
18- What’s your favorite way to relax after a long day? What’s your least favorite?
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
Do you like it when they show and tell you what they want?
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?
47~ What would be your dream job and why?
67~ Do you like it when your partner moans and/or is vocal during sex?
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
28- What are some things that people do that irritate you?
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?
Can you Deep Throat? Do you like the taste of yourself?
Teacher/Student Stranger/One Night Stand
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
5- Have you ever been hypnotized? Would you allow yourself to be?
(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…)
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
8- What are your thoughts on politics?
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
4- For a pet, Cat, dog or other?
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
1~ How old were you when you had your first kiss? Who? 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?
12- What is the weirdest thing you've ever eaten?
Have you ever? Care to Share?
41~ Are there moments in your past that you would want to change? Please share 3 of them.
How about if they talk dirty and/or call you names?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
11~ Have you ever been caught by your parents or children or others while having sex?
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
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?
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
14- What is an embarrassing moment in your life? How about your most embarrassing?
9- What’s your favorite season and why? What’s your least favorite?
51~ What tends to bring a smile to your face?
38~ Share your most embarrassing sexual memory?
If you say it, I will stop, and we can talk about it when you are ready.
Please share Did you stop?
1- What was your first impression of me? Has it changed?
Would you read them together?
48~ Do you have any siblings? Are you close to your family?
Will you cheat again? How can, you be sure? Define what cheating is to you.
33- If you could visit any time period, when would you pick? Please explain why?
22- Do you have any birth marks? How about scars? Care to share how you got them?
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 Your Favorite…? ***
19~ Who/when was your first “heartbreak”?
18~ Who/when was your first “crush”?
If yes, what?
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…
Nurse/Patient Celebrity/Fan
81~ Do you have any kinks and/or fetishes?
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
Would you allow me to clean every part of your body with my soapy hands and fingers?
How many times do you think you have “made love”?
17- Have you ever done drugs? Which ones? How often?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
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....)
3- What Superhero or Superpower would you want to be/have?
7-What do I do in bed that drives you wild? How about, what turns you off?
Would /have you ever given your partner a lap dance and Striptease?
24~ What are your expectations in a relationship? (I know a very big question, take your time)
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
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…
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
Model/Photographer Police/Criminal
34~ Do you like the lights on or off during sex?
18- How often do you drink alcohol? What is your favorite drink?
9~ How many times over your lifetime do you think you have had sex so far?
83~ How do you feel about Porn?
Repairman/Lonely Wife Virgin/Experienced
30~ What's something unexpected that turns you on?
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
65~ Describe the best orgasm you’ve ever had? Care to share?
9- If you could have three wishes, what would they be? Why?
49~ How many times have you been married? Why did they end?
What have you learned about yourself that you did not before this?
3- What was the most surprising thing you’ve learned about me throughout our relationship?
8- What's your favorite flavor of ice cream? Do you a least favorite?
82~ Do you have any fantasies involving Role-Playing?
How well do you know me? And some of your thoughts about me
17- What’s your favorite holiday? What’s your least favorite?
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…
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
48~ Have you ever paid or been paid for sex?
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
Any that are a turn off?
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
70~ Would/do you have/like anal sex?
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
How old are you? Male or Female?
Do you have a favorite? Is it ok if your partner does?
What’s the longest time you gone without having sex, after, having it? How much time between the others?
10~ How many dates are necessary before you to have sex with someone?
7- What if a person smells a certain way? 8- How about smoking?
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
Family Relation Age Play
If you lose, are you willing to be their sex slave for a day, (anything goes)?
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
* Give a rating for each one (0-100)
28~ What are some things that turn on? What is your biggest turn on?
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
92~ Have you ever had or have an STD? How many? What was it?
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
What is your favorite position? Why?
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?
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
What is your favorite toy? Ever wanted to try a specific toy?
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
89~ Do you like taking showers together?
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
13- What’s your favorite drink? What’s your least favorite?
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
33- Beach or Mountains? Or is there another place to like better?
What have you learned about me that was new and/or surprising?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
76~ Have you had a threesome? Care to Share?
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
*** Questions About Me ***
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
29- How superstitious are you?
Over time has your thoughts on sex changed?
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
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?
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?
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
42~ What’s your biggest regret in life?
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
Do you think this brought you closer together?
62~ Have you used adult toys?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
71~ Would you give your partner a hand or foot job? Would you receive one?
Would you do it again, and would you rather 2 females or 2 males?
11- List at least 5 things on your bucket list. Have you done any of them already?
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?