What is the most interesting question you can ask to get to know someone?
13.06.2025 11:01
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 is your favorite position? Why?
*** Random Questions ***
What are some effective strategies for getting more upvotes on Quora?
Would you ever want to be woken up with oral and/or intercourse?
Nothing too Serious
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
How are Hinduism and Sikhism related, considering they both originated in Punjab, India?
50~ How many children do you have? What are their ages?
Does the thought excite you? Care to share?
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
47~ What would be your dream job and why?
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
49~ If you could, would you want to be the opposite sex for a day, week, or year?
Why is the band Nickelback unliked so much?
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
84~ How do you feel about reading/listening to adult stories?
How many partners have you had oral sex with? Who? Care to Share?
Bryce Huff thankful he landed with 49ers - NBC Sports
Family Relation Age Play
1~ How old were you when you had your first kiss? Who? Care to Share?
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
Why would a girl not want you to know she has a crush on you?
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
What do you like about McDonald's?
34~ Do you like the lights on or off during sex?
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…
92~ Everyone needs a “safe” word. What is yours?
How can you tell if someone is cunning?
64~ When was your very first orgasm? When was your first from having sex? Care to share?
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
18~ Who/when was your first “crush”?
Why are black people seen as scary or a threat to some people?
38~ Share your most embarrassing sexual memory?
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
82~ Do you have any fantasies involving Role-Playing?
Is the saying "nice guys finish last" true? Can good intentions always lead to positive outcomes?
31- If given a chance to be immortal, would you take it? Why?
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
You know that I will be 100% truthful, so ask.
60~ How important is oral sex? Do you like receiving? Do you like giving?
*** Questions about Relationships/Past ***
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
If you lose, are you willing to be their sex slave for a day, (anything goes)?
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
Why do I sweat so much at the gym?
19- What’s your favorite fairytale? What’s your least favorite?
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
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?
Why do people believe that global warming is man made?
52~ Are you willing to make “those types” of bets with your partner?
5~ When you first started having sex, was it what you thought it would be?
3- What was the most surprising thing you’ve learned about me throughout our relationship?
42~ What’s your biggest regret in life?
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
15- What's your favorite saying? What word or phrase is your least favorite?
How well do you know me? And some of your thoughts about me
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
Repairman/Lonely Wife Virgin/Experienced
81~ Do you have any kinks and/or fetishes?
15~ Have you ever been “in love”? Who? Care to Share?
How old are you? Male or Female?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
Escort/Client Job Applicant/Hiring Manager
Prisoner/Prison Guard Landlord/Tenant
4- For a pet, Cat, dog or other?
18- What’s your favorite way to relax after a long day? What’s your least favorite?
I would allow you to do it… What would you do to me?
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
*** Questions About Me ***
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
48~ Have you ever paid or been paid for sex?
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? 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,
Please share Did you stop?
52~ What are your hobbies?
14- What's your favorite dessert? Do you a least favorite?
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
32- What's your greatest talent? Can I see it right now?
Do you like it when they show and tell you what they want?
What is your favorite toy? Ever wanted to try a specific toy?
7-What do I do in bed that drives you wild? How about, what turns you off?
What have you learned about yourself that you did not before this?
22- Do you have any birth marks? How about scars? Care to share how you got them?
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
89~ Do you like taking showers together?
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
*** What’s Your Favorite…? ***
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
Can you Deep Throat? Do you like the taste of yourself?
25~ How do you feel about PDA? (Public Display of Affection)
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
36~ What is your favorite time of day to have sex/make love?
7- What if a person smells a certain way? 8- How about smoking?
Do you watch it? What is your favorite?
That one or two things that made you go hmmmm, OMG or wow!
20- What’s your favorite candy? What’s your least favorite?
70~ Would/do you have/like anal sex?
15- What bad habit do you wish you could quit? Do you have any addictions?
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?
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
29- How superstitious are you?
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
* Give a rating for each one (0-100)
Model/Photographer Police/Criminal
If you win, what will you make them do?
11- What's your favorite restaurant? What’s your least favorite?
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
Any that are a turn off?
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
41~ Are there moments in your past that you would want to change? Please share 3 of them.
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
83~ How do you feel about Porn?
Would you read them together?
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
19~ Who/when was your first “heartbreak”?
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
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?
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
53~ How much can you tell me about the one thing you are most passionate about?
9- If you could have three wishes, what would they be? Why?
If yes, what?
What do you dislike about me? I asked you to be 100% honest.
62~ Have you used adult toys?
51~ What tends to bring a smile to your face?
What would you say to prove to yourself that it was really you?
3- What Superhero or Superpower would you want to be/have?
9- Is there something you’ve always wanted to ask me but you’re afraid?
27- What was/ is nickname? Does it have a meaning behind it?
33- Beach or Mountains? Or is there another place to like better?
12- What is the weirdest thing you've ever eaten?
What was the longest? What was the shortest?
26~ What side of the bed do you sleep on?
Would you do it again, and would you rather 2 females or 2 males?
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
5- Have you ever been hypnotized? Would you allow yourself to be?
13~ Is there a difference between, making love, having sex, and fucking?
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
17- What’s your favorite holiday? What’s your least favorite?
2- What’s your favorite color? Do you a least favorite?
If YES, was it with 2 men or 2 women? Did you enjoy it?
18- How often do you drink alcohol? What is your favorite drink?
33- If you could visit any time period, when would you pick? Please explain why?
71~ Would you give your partner a hand or foot job? Would you receive one?
10- What is your favorite family tradition? What’s your least favorite?
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
11- List at least 5 things on your bucket list. Have you done any of them already?
Will you kiss after your partner has gone down on you? Swallow or spit semen?
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
Doctor/Nurse Stripper/Client
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?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
How about if they talk dirty and/or call you names?
Any that are a turn off?
30~ What's something unexpected that turns you on?
What have you learned about me that was new and/or surprising?
Will you cheat again? How can, you be sure? Define what cheating is to you.
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
21~ What was the best date you ever went on? What has been the worst?
Do you like the “69” position? Do you prefer to be on top or bottom?
49~ How many times have you been married? Why did they end?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
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?
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
Over time has your thoughts on sex changed?
39~ What are your love languages?
36- Do you play video games? What is your favorite? Do you a least favorite?
(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…)
11- How about if they like a certain sports team? 12-How about drinking too much?
61~ How willing would you be to try new sexual positions?
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
34- Ever been to a concert? What was your favorite? Who would you like to see?
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
17- Have you ever done drugs? Which ones? How often?
11~ Have you ever been caught by your parents or children or others while having sex?
67~ Do you like it when your partner moans and/or is vocal during sex?
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?
24~ What are your expectations in a relationship? (I know a very big question, take your time)
13- What’s your favorite drink? What’s your least favorite?
9~ How many times over your lifetime do you think you have had sex so far?
14- What is an embarrassing moment in your life? How about your most embarrassing?
80~ Share your top three fantasies/desires. (Be detailed) 😊
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
92~ Have you ever had or have an STD? How many? What was it?
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?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
19- Do/have you smoked? What do you prefer? How often?
44~ Care to share something about yourself that no one else knows about you?
29~ What are some things that turn you off? What is your biggest turn off?
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
Teacher/Student Stranger/One Night Stand
8- What are your thoughts on politics?
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
28~ What are some things that turn on? What is your biggest turn on?
12- What’s your favorite food? What’s your least favorite?
45~ How do you feel about me blindfolding you? How about blindfolding me?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
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?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
Have you ever? Care to Share?
76~ Have you had a threesome? Care to Share?
Would you mind if your partner watched it? How about together vs alone?
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
How many times do you think you have “made love”?
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
Would you allow me to clean every part of your body with my soapy hands and fingers?
10~ How many dates are necessary before you to have sex with someone?
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…
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
What’s the longest time you gone without having sex, after, having it? How much time between the others?
23- What is your dream job? What was it as a child?
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
51~ Are you willing to play adult games with your partner?
65~ Describe the best orgasm you’ve ever had? Care to share?
Get this wrong and this could mean the end… :-) some funny, some not…
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
28- What are some things that people do that irritate you?
10- List 5 of your top pet peeves.
If you say it, I will stop, and we can talk about it when you are ready.
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
37- Do you like your name? If you could change it, what would you change it too?
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?
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
22- What is your favorite childhood memory? What is your least favorite?
Do you shave/trim your pubic hair? For you guys do you shave your balls?
The Ice Breaker Questions
13- How about having a certain hair cut/style?
40~ What’s the weirdest place you’ve ever had sex?
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
Nurse/Patient Celebrity/Fan
Do you have a favorite? Is it ok if your partner does?
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
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?
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?
If NO, would you ever have one? Would it be with 2 men or 2 women?
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
9- What’s your favorite season and why? What’s your least favorite?
*** Deal Breaker Questions ***
7- What are your thoughts on religion? Is there an afterlife?
Master/Slave Boss/Maid
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
3- What’s your favorite smell? Do you a least favorite?
Do you think this brought you closer together?
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
21- What's your favorite way to spend a weekend or time off?
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
6- Do you have dreams? Can you remember them? What do you usually dream about?
1- What was your first impression of me? Has it changed?
3- Should Pluto still be considered a planet? 4- How about smoking?
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
Would /have you ever given your partner a lap dance and Striptease?
What is your view on sex? Meaning, When/Where/ How often/
8- What's your favorite flavor of ice cream? Do you a least favorite?
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
46~ Have you ever used furniture, or other types of things to aid you while having sex?
1- What’s your favorite animal? Do you a least favorite?
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?