What is the most interesting question you can ask to get to know someone?
15.06.2025 08:01
How well do you know me? And some of your thoughts about me
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
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?
How is sex with a woman for gay men?
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
67~ Do you like it when your partner moans and/or is vocal during sex?
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
Google reportedly plans to cut ties with Scale AI - TechCrunch
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
8- What's your favorite flavor of ice cream? Do you a least favorite?
Nurse/Patient Celebrity/Fan
What should I do if I love someone who does not love me?
21~ What was the best date you ever went on? What has been the worst?
18- How often do you drink alcohol? What is your favorite drink?
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
Escort/Client Job Applicant/Hiring Manager
If YES, was it with 2 men or 2 women? Did you enjoy it?
9~ How many times over your lifetime do you think you have had sex so far?
What does 'Whose flesh is like the flesh of donkeys’ mean (Ezekiel 23:20)?
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
10~ How many dates are necessary before you to have sex with someone?
Why do untreated borderlines always blame their partners when they actually think they are normal?
37- Do you like your name? If you could change it, what would you change it too?
Do you have a favorite? Is it ok if your partner does?
51~ Are you willing to play adult games with your partner?
61~ How willing would you be to try new sexual positions?
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
Family Relation Age Play
89~ Do you like taking showers together?
3- What’s your favorite smell? Do you a least favorite?
26~ What side of the bed do you sleep on?
Atheists who have read the Bible and think that contains immoral things, why do you assume that?
Do you like it when they show and tell you what they want?
39~ What are your love languages?
7- What if a person smells a certain way? 8- How about smoking?
Why are Indians so influenced by the Western culture, when the Indian tradition has so much to give?
8- What are your thoughts on politics?
If yes, what?
49~ How many times have you been married? Why did they end?
How do I find a luxury service apartment in Gurgaon?
1~ How old were you when you had your first kiss? Who? Care to Share?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
What happens when you get sick in a country with universal healthcare? What's the process like?
Would you ever want to be woken up with oral and/or intercourse?
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
How many times do you think you have “made love”?
Why did Obito, a supposed "bad person," do good things for Kakashi?
92~ Everyone needs a “safe” word. What is yours?
Model/Photographer Police/Criminal
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
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?
What is your view on sex? Meaning, When/Where/ How often/
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
Do you like the “69” position? Do you prefer to be on top or bottom?
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
What is your favorite toy? Ever wanted to try a specific toy?
34- Ever been to a concert? What was your favorite? Who would you like to see?
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?
The Ice Breaker Questions
10- List 5 of your top pet peeves.
44~ Care to share something about yourself that no one else knows about you?
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
19- Do/have you smoked? What do you prefer? How often?
If you say it, I will stop, and we can talk about it when you are ready.
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?
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
18- What’s your favorite way to relax after a long day? What’s your least favorite?
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
38~ Share your most embarrassing sexual memory?
7- What are your thoughts on religion? Is there an afterlife?
Repairman/Lonely Wife Virgin/Experienced
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
48~ Have you ever paid or been paid for sex?
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
23- What is your dream job? What was it as a child?
18~ Who/when was your first “crush”?
3- What was the most surprising thing you’ve learned about me throughout our relationship?
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
How many partners have you had oral sex with? Who? Care to Share?
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
34~ Do you like the lights on or off during sex?
6- Do you have dreams? Can you remember them? What do you usually dream about?
82~ Do you have any fantasies involving Role-Playing?
11- What's your favorite restaurant? What’s your least favorite?
That one or two things that made you go hmmmm, OMG or wow!
2- What’s your favorite color? Do you a least favorite?
28~ What are some things that turn on? What is your biggest turn on?
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
36~ What is your favorite time of day to have sex/make love?
Would you do it again, and would you rather 2 females or 2 males?
9- What’s your favorite season and why? What’s your least favorite?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
*** Questions About Me ***
13- What’s your favorite drink? What’s your least favorite?
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
71~ Would you give your partner a hand or foot job? Would you receive one?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
70~ Would/do you have/like anal sex?
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?
Would you mind if your partner watched it? How about together vs alone?
Any that are a turn off?
65~ Describe the best orgasm you’ve ever had? Care to share?
17- Have you ever done drugs? Which ones? How often?
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
11- List at least 5 things on your bucket list. Have you done any of them already?
83~ How do you feel about Porn?
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
You know that I will be 100% truthful, so ask.
13~ Is there a difference between, making love, having sex, and fucking?
9- Is there something you’ve always wanted to ask me but you’re afraid?
5- Have you ever been hypnotized? Would you allow yourself to be?
Would you read them together?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
Teacher/Student Stranger/One Night Stand
53~ How much can you tell me about the one thing you are most passionate about?
12- What is the weirdest thing you've ever eaten?
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
15~ Have you ever been “in love”? Who? Care to Share?
11- How about if they like a certain sports team? 12-How about drinking too much?
Master/Slave Boss/Maid
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
Do you think this brought you closer together?
What have you learned about me that was new and/or surprising?
10- What is your favorite family tradition? What’s your least favorite?
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
What was the longest? What was the shortest?
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
31- If given a chance to be immortal, would you take it? Why?
22- What is your favorite childhood memory? What is your least favorite?
Have you ever? Care to Share?
*** Questions about Relationships/Past ***
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
33- Beach or Mountains? Or is there another place to like better?
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
20- What’s your favorite candy? What’s 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.
Does the thought excite you? Care to share?
19- What’s your favorite fairytale? What’s your least favorite?
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
51~ What tends to bring a smile to your face?
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
32- What's your greatest talent? Can I see it right now?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
33- If you could visit any time period, when would you pick? Please explain why?
52~ Are you willing to make “those types” of bets with your partner?
45~ How do you feel about me blindfolding you? How about blindfolding me?
40~ What’s the weirdest place you’ve ever had sex?
Would you allow me to clean every part of your body with my soapy hands and fingers?
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
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)
*** What’s Your Favorite…? ***
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
Doctor/Nurse Stripper/Client
13- How about having a certain hair cut/style?
If NO, would you ever have one? Would it be with 2 men or 2 women?
12- What’s your favorite food? What’s your least favorite?
76~ Have you had a threesome? Care to Share?
Get this wrong and this could mean the end… :-) some funny, some not…
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
Will you kiss after your partner has gone down on you? Swallow or spit semen?
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
What do you dislike about me? I asked you to be 100% honest.
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
81~ Do you have any kinks and/or fetishes?
13- What is the craziest/scariest thing you've ever done?
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
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,
I would allow you to do it… What would you do to me?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
9- If you could have three wishes, what would they be? Why?
29~ What are some things that turn you off? What is your biggest turn off?
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
*** Random Questions ***
14- What's your favorite dessert? Do you a least favorite?
1- What was your first impression of me? Has it changed?
Nothing too Serious
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
92~ Have you ever had or have an STD? How many? What was it?
(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…)
15- What's your favorite saying? What word or phrase is your least favorite?
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?
25~ How do you feel about PDA? (Public Display of Affection)
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
3- What Superhero or Superpower would you want to be/have?
Please share Did you stop?
Over time has your thoughts on sex changed?
24~ What are your expectations in a relationship? (I know a very big question, take your time)
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?
Will you cheat again? How can, you be sure? Define what cheating is to you.
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
What have you learned about yourself that you did not before this?
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
47~ What would be your dream job and why?
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
How old are you? Male or Female?
46~ Have you ever used furniture, or other types of things to aid you while having sex?
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
Would /have you ever given your partner a lap dance and Striptease?
*** Deal Breaker Questions ***
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
What would you say to prove to yourself that it was really you?
48~ Do you have any siblings? Are you close to your family?
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
How about if they talk dirty and/or call you names?
27- What was/ is nickname? Does it have a meaning behind it?
19~ Who/when was your first “heartbreak”?
* Give a rating for each one (0-100)
3- Should Pluto still be considered a planet? 4- How about smoking?
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
4- For a pet, Cat, dog or other?
If you win, what will you make them do?
Any that are a turn off?
49~ If you could, would you want to be the opposite sex for a day, week, or year?
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
Prisoner/Prison Guard Landlord/Tenant
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
If you lose, are you willing to be their sex slave for a day, (anything goes)?
17- What’s your favorite holiday? What’s your least favorite?
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
21- What's your favorite way to spend a weekend or time off?
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…
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…
52~ What are your hobbies?
84~ How do you feel about reading/listening to adult stories?
What is your favorite position? Why?
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?
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
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?
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
28- What are some things that people do that irritate you?
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
80~ Share your top three fantasies/desires. (Be detailed) 😊
15- What bad habit do you wish you could quit? Do you have any addictions?
36- Do you play video games? What is your favorite? Do you a least favorite?
29- How superstitious are you?
What’s the longest time you gone without having sex, after, having it? How much time between the others?
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
7-What do I do in bed that drives you wild? How about, what turns you off?
50~ How many children do you have? What are their ages?
62~ Have you used adult toys?
Do you shave/trim your pubic hair? For you guys do you shave your balls?
64~ When was your very first orgasm? When was your first from having sex? Care to share?
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?
11~ Have you ever been caught by your parents or children or others while having sex?
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?
60~ How important is oral sex? Do you like receiving? Do you like giving?
1- What’s your favorite animal? Do you a least favorite?
14- What is an embarrassing moment in your life? How about your most embarrassing?
41~ Are there moments in your past that you would want to change? Please share 3 of them.
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?
30~ What's something unexpected that turns you on?
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
Do you watch it? What is your favorite?