What is the most interesting question you can ask to get to know someone?
Last Updated: 23.06.2025 03:48
14- What is an embarrassing moment in your life? How about your most embarrassing?
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
80~ Share your top three fantasies/desires. (Be detailed) đ
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
28~ What are some things that turn on? What is your biggest turn on?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
How is it not psychopathic to use someone for sex, even if they agree?
93~ Now that this really long questionnaire is over, one last question, ok maybe 3âŚ
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
If you lose, are you willing to be their sex slave for a day, (anything goes)?
Would you do it again, and would you rather 2 females or 2 males?
15~ Have you ever been âin loveâ? Who? Care to Share?
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
Is it considered rude to comment on someone's weight? Is it simply stating a fact?
23- What is your dream job? What was it as a child?
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
Would you mind if your partner watched it? How about together vs alone?
7- What are your thoughts on religion? Is there an afterlife?
24~ What are your expectations in a relationship? (I know a very big question, take your time)
44~ Care to share something about yourself that no one else knows about you?
What is unattractive about a nice guy? Why do some women donât choose nice guys?
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
Have you ever? Care to Share?
9- Whatâs your favorite season and why? Whatâs your least favorite?
Low-carb diets linked to reduced depression symptoms â but thereâs a catch - PsyPost
15- What bad habit do you wish you could quit? Do you have any addictions?
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
85~ If I gave you a âFree Passâ for you to do anything to me for one hour, knowing that no matter what you did,
AI could solve puzzles posed by twin stars in 'mere minutes or seconds on a single laptop' - Space
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
18~ Who/when was your first âcrushâ?
If you win, what will you make them do?
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
82~ Do you have any fantasies involving Role-Playing?
Dakota Johnson Is âAlways Psychedâ To Film Sex Scenes - The Cut
16~ Do you believe in âsoulmatesâ? Have you found yours? Who? Care to Share?
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
9- Is there something youâve always wanted to ask me but youâre afraid?
Neuroimaging study suggests mindfulness meditation lowers sensory gating - PsyPost
84~ How do you feel about reading/listening to adult stories?
Escort/Client Job Applicant/Hiring Manager
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 âPASSâ 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 yourselfâŚ
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
36~ What is your favorite time of day to have sex/make love?
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
71~ Would you give your partner a hand or foot job? Would you receive one?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
If yes, what?
What is your favorite toy? Ever wanted to try a specific toy?
89~ Do you like taking showers together?
13~ Is there a difference between, making love, having sex, and fucking?
5- Have you ever been hypnotized? Would you allow yourself to be?
Would you allow me to clean every part of your body with my soapy hands and fingers?
Take the short quiz here @ Discover Your Love LanguageÂŽ - The 5 Love LanguagesÂŽ
14- What's your favorite dessert? Do you a least favorite?
Nothing too Serious
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
2- Whatâs your favorite color? Do you a least favorite?
14- Do you have a âDeal Breakerâ, anything that your partner has done or will do, a boundary that once crossed you are done with the relationships?
78~ Have you ever thought about making out or having sex with someone of the same sex? 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?
What would you say to prove to yourself that it was really you?
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
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?
11~ Have you ever been caught by your parents or children or others while having sex?
66~ Whatâs the shortest time itâs ever taken for you to have an orgasm? And the longest?
What do you dislike about me? I asked you to be 100% honest.
42~ Whatâs your biggest regret in life?
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
Would you ever want to be woken up with oral and/or intercourse?
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 togetherâŚ
Teacher/Student Stranger/One Night Stand
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
62~ Have you used adult toys?
Model/Photographer Police/Criminal
19~ Who/when was your first âheartbreakâ?
If YES, was it with 2 men or 2 women? Did you enjoy it?
30~ What's something unexpected that turns you on?
36- Do you play video games? What is your favorite? Do you a least favorite?
49~ How many times have you been married? Why did they end?
Do you have a favorite? Is it ok if your partner does?
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
9~ How many times over your lifetime do you think you have had sex so far?
Meaning if you ever say it no matter how long we have been together or where we are in the momentâŚ
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
65~ Describe the best orgasm youâve ever had? Care to share?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
92~ Have you ever had or have an STD? How many? What was it?
48~ Have you ever paid or been paid for sex?
What is your favorite position? Why?
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
Do you prefer your partnerâs pubic hair trimmed, Landing Strip, full bush or completely bare?
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
70~ Would/do you have/like anal sex?
4- For a pet, Cat, dog or other?
3- What was the most surprising thing youâve learned about me throughout our relationship?
52~ Are you willing to make âthose typesâ of bets with your partner?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
49~ If you could, would you want to be the opposite sex for a day, week, or year?
27- What was/ is nickname? Does it have a meaning behind it?
The Ice Breaker Questions
14 â Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
* Which of the following turns you on the most? Do you have any not on this list? 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?
13- What is the craziest/scariest thing you've ever done?
7- What if a person smells a certain way? 8- How about smoking?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
Would /have you ever given your partner a lap dance and Striptease?
1- What was your first impression of me? Has it changed?
19- Whatâs your favorite fairytale? Whatâs your least favorite?
33- Beach or Mountains? Or is there another place to like better?
22- Do you have any birth marks? How about scars? Care to share how you got them?
*** Random Questions ***
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
81~ Do you have any kinks and/or fetishes?
Prisoner/Prison Guard Landlord/Tenant
34~ Do you like the lights on or off during sex?
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
39~ What are your love languages?
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
How well do you know me? And some of your thoughts about me
16- Whatâs your favorite vacation you have been on? Whatâs your least favorite? Where would you like to go?
Master/Slave Boss/Maid
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
Any that are a turn off?
52~ What are your hobbies?
Nurse/Patient Celebrity/Fan
Repairman/Lonely Wife Virgin/Experienced
21~ What was the best date you ever went on? What has been the worst?
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
13- How about having a certain hair cut/style?
How old are you? Male or Female?
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
20- Whatâs your favorite candy? Whatâs your least favorite?
10- What is your favorite family tradition? Whatâs your least favorite?
Whatâs the longest time you gone without having sex, after, having it? How much time between the others?
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
31- If given a chance to be immortal, would you take it? Why?
8- What's your favorite flavor of ice cream? Do you a least favorite?
45~ How do you feel about me blindfolding you? How about blindfolding me?
83~ How do you feel about Porn?
17- Whatâs your favorite holiday? Whatâs your least favorite?
What have you learned about yourself that you did not before this?
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
60~ How important is oral sex? Do you like receiving? Do you like giving?
Over time has your thoughts on sex changed?
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
29~ What are some things that turn you off? What is your biggest turn off?
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 meâŚ
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)
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
Do you like the â69â position? Do you prefer to be on top or bottom?
That one or two things that made you go hmmmm, OMG or wow!
*** Questions About Me ***
How many partners have you had oral sex with? Who? Care to Share?
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?
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
1~ How old were you when you had your first kiss? Who? Care to Share?
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
51~ What tends to bring a smile to your face?
Doctor/Nurse Stripper/Client
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
6- Whatâs your favorite TV series? Do you have a favorite genre? Do you a least favorite?
Will you cheat again? How can, you be sure? Define what cheating is to you.
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
Do you like it when they show and tell you what they want?
*** Questions about Relationships/Past ***
3- Should Pluto still be considered a planet? 4- How about smoking?
* Give a rating for each one (0-100)
10~ How many dates are necessary before you to have sex with someone?
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
11- What's your favorite restaurant? Whatâs your least favorite?
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
7-What do I do in bed that drives you wild? How about, what turns you off?
If you say it, I will stop, and we can talk about it when you are ready.
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
Can you Deep Throat? Do you like the taste of yourself?
1- Whatâs your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
Family Relation Age Play
47~ What would be your dream job and why?
Will you kiss after your partner has gone down on you? Swallow or spit semen?
40~ Whatâs the weirdest place youâve ever had sex?
46~ Have you ever used furniture, or other types of things to aid you while having sex?
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
1- Whatâs your favorite animal? Do you a least favorite?
11- How about if they like a certain sports team? 12-How about drinking too much?
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
38~ Share your most embarrassing sexual memory?
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
Do you watch it? What is your favorite?
18- How often do you drink alcohol? What is your favorite drink?
10- List 5 of your top pet peeves.
12- What is the weirdest thing you've ever eaten?
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
53~ How much can you tell me about the one thing you are most passionate about?
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?
33- If you could visit any time period, when would you pick? Please explain why?
50~ How many children do you have? What are their ages?
Please share Did you stop?
8- What's something unexpected that turns you on that I do to you? Donât be shy now, I really want to know.
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
3- What Superhero or Superpower would you want to be/have?
32- What's your greatest talent? Can I see it right now?
67~ Do you like it when your partner moans and/or is vocal during sex?
26~ What side of the bed do you sleep on?
5~ When you first started having sex, was it what you thought it would be?
9- If you could have three wishes, what would they be? Why?
If NO, would you ever have one? Would it be with 2 men or 2 women?
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
11- List at least 5 things on your bucket list. Have you done any of them already?
37- Do you like your name? If you could change it, what would you change it too?
*** Whatâs Your FavoriteâŚ? ***
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
12- Whatâs your favorite food? Whatâs your least favorite?
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
48~ Do you have any siblings? Are you close to your family?
Would you read them together?
51~ Are you willing to play adult games with your partner?
4- Whatâs your favorite genre of music? Whatâs your least favorite? Is there a song that triggers a memory?
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?
What is your view on sex? Meaning, When/Where/ How often/
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
18- Whatâs your favorite way to relax after a long day? Whatâs your least favorite?
7- Whatâs your favorite book? Do you have a favorite genre? Do you a least favorite?
61~ How willing would you be to try new sexual positions?
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?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
17- Have you ever done drugs? Which ones? How often?
How about if they talk dirty and/or call you names?
13- Whatâs your favorite drink? Whatâs your least favorite?
Any that are a turn off?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
34- Ever been to a concert? What was your favorite? Who would you like to see?
5- Whatâs your favorite movie genre? Whatâs your favorite movie of all time? How many times have you watched it?
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
Get this wrong and this could mean the end⌠:-) some funny, some notâŚ
Does the thought excite you? Care to share?
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
What have you learned about me that was new and/or surprising?
I would allow you to do it⌠What would you do to me?
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
19- Do/have you smoked? What do you prefer? How often?
What was the longest? What was the shortest?
25~ How do you feel about PDA? (Public Display of Affection)
How many times do you think you have âmade loveâ?
41~ Are there moments in your past that you would want to change? Please share 3 of them.
8- What are your thoughts on politics?
3- Whatâs your favorite smell? Do you a least favorite?
92~ Everyone needs a âsafeâ word. What is yours?
22- What is your favorite childhood memory? What is your least favorite?
28- What are some things that people do that irritate you?
76~ Have you had a threesome? Care to Share?
88~ Do you prefer me to be naked or in lingerie, PJâs when you are sleeping?
64~ When was your very first orgasm? When was your first from having sex? Care to share?
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
You know that I will be 100% truthful, so ask.
*** Deal Breaker Questions ***
15- What's your favorite saying? What word or phrase is your least favorite?
14~ When was the first time you said, âI Love Youâ? (romantically) Did you mean it? Who? Care to Share?
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?
85~ If you gave me a âfree Passâ to have me do anything for one hour, what would you want me to do to you?
Do you shave/trim your pubic hair? For you guys do you shave your balls?
29- How superstitious are you?
(Dildo, vibrator, nipple clamp, cock ring, butt plug and tail, couplesâ toys, pocket pussy/sleeves, Ben-wa balls, pumps, gags, strap-on, remote controlled, vibrating panties, ETCâŚ)
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
21- What's your favorite way to spend a weekend or time off?
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?