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