What is the most interesting question you can ask to get to know someone?
11.06.2025 02:56
What is your view on sex? Meaning, When/Where/ How often/
What was the longest? What was the shortest?
Do you watch it? What is your favorite?
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
*** Questions About Me ***
June's full 'Strawberry Moon' illuminates the night sky next week: Here's how to see it - Space
3- Should Pluto still be considered a planet? 4- How about smoking?
Nothing too Serious
What have you learned about me that was new and/or surprising?
What is it like to date a women 20 years younger than yourself?
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
What exactly is female squirting? Is it only urine or a combination of liquids?
How old are you? Male or Female?
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
Do you like the “69” position? Do you prefer to be on top or bottom?
Why do some people tell the girl I like that I don’t like her when I do like her?
18~ Who/when was your first “crush”?
48~ Do you have any siblings? Are you close to your family?
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
Colorado confirms 3 more infections in airport-linked measles outbreak - CIDRAP
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
36- Do you play video games? What is your favorite? Do you a least favorite?
81~ Do you have any kinks and/or fetishes?
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Prisoner/Prison Guard Landlord/Tenant
7-What do I do in bed that drives you wild? How about, what turns you off?
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?
Model/Photographer Police/Criminal
11- How about if they like a certain sports team? 12-How about drinking too much?
52~ Are you willing to make “those types” of bets with your partner?
PlayStation Plus new free game is the service's first 'AAAA' - GAMINGbible
3- What’s your favorite smell? Do you a least favorite?
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
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15- What's your favorite saying? What word or phrase is your least favorite?
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
32- What's your greatest talent? Can I see it right now?
How do Flat Earthers explain time zones?
9- What’s your favorite season and why? What’s your least favorite?
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
MongoDB (NASDAQ:MDB) Reports Strong Q1, Stock Jumps 14.3% - Yahoo Finance
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? 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)
How many times do you think you have “made love”?
Why do people think Mirko is boring in My Hero Academia?
Can you Deep Throat? Do you like the taste of yourself?
Would you read them together?
2- What’s your favorite color? Do you a least favorite?
Why are some people afraid of monsters?
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
14- What is an embarrassing moment in your life? How about your most embarrassing?
19~ Who/when was your first “heartbreak”?
17- Have you ever done drugs? Which ones? How often?
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~ How many times a week would you like to engage in sexual activities? What is the average for you now?
If YES, was it with 2 men or 2 women? Did you enjoy it?
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
28- What are some things that people do that irritate you?
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
*** Deal Breaker Questions ***
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?
39~ What are your love languages?
4- For a pet, Cat, dog or other?
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
70~ Would/do you have/like anal sex?
25~ How do you feel about PDA? (Public Display of Affection)
47~ What would be your dream job and why?
Would you mind if your partner watched it? How about together vs alone?
Repairman/Lonely Wife Virgin/Experienced
71~ Would you give your partner a hand or foot job? Would you receive one?
46~ Have you ever used furniture, or other types of things to aid you while having sex?
You know that I will be 100% truthful, so ask.
13- What is the craziest/scariest thing you've ever done?
9- If you could have three wishes, what would they be? Why?
If you say it, I will stop, and we can talk about it when you are ready.
44~ Care to share something about yourself that no one else knows about you?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
Would you do it again, and would you rather 2 females or 2 males?
41~ Are there moments in your past that you would want to change? Please share 3 of them.
45~ How do you feel about me blindfolding you? How about blindfolding me?
49~ If you could, would you want to be the opposite sex for a day, week, or year?
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
Escort/Client Job Applicant/Hiring Manager
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
38~ Share your most embarrassing sexual memory?
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
22~ What is the best pickup line anyone has ever used on you? What was the worst?
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…
14- What's your favorite dessert? Do you a least favorite?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
Would you ever want to be woken up with oral and/or intercourse?
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
Does the thought excite you? Care to share?
Family Relation Age Play
76~ Have you had a threesome? Care to Share?
22- Do you have any birth marks? How about scars? Care to share how you got them?
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?
36~ What is your favorite time of day to have sex/make love?
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
20- What’s your favorite candy? What’s your least favorite?
Will you kiss after your partner has gone down on you? Swallow or spit semen?
1~ How old were you when you had your first kiss? Who? Care to Share?
24~ What are your expectations in a relationship? (I know a very big question, take your time)
17- What’s your favorite holiday? What’s your least favorite?
Nurse/Patient Celebrity/Fan
I would allow you to do it… What would you do to me?
34- Ever been to a concert? What was your favorite? Who would you like to see?
37- Do you like your name? If you could change it, what would you change it too?
64~ When was your very first orgasm? When was your first from having sex? Care to share?
7- What are your thoughts on religion? Is there an afterlife?
*** What’s Your Favorite…? ***
12- What’s your favorite food? What’s your least favorite?
5~ When you first started having sex, was it what you thought it would be?
62~ Have you used adult toys?
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
What do you dislike about me? I asked you to be 100% honest.
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
What is your favorite toy? Ever wanted to try a specific toy?
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?
29- How superstitious are you?
Do you shave/trim your pubic hair? For you guys do you shave your balls?
If you win, what will you make them do?
21- What's your favorite way to spend a weekend or time off?
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?
80~ Share your top three fantasies/desires. (Be detailed) 😊
11~ Have you ever been caught by your parents or children or others while having sex?
9- Is there something you’ve always wanted to ask me but you’re afraid?
6- Do you have dreams? Can you remember them? What do you usually dream about?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
8- What's your favorite flavor of ice cream? Do you a least favorite?
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
Do you think this brought you closer together?
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
83~ How do you feel about Porn?
11- List at least 5 things on your bucket list. Have you done any of them already?
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?
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
* Give a rating for each one (0-100)
22- What is your favorite childhood memory? What is your least favorite?
34~ Do you like the lights on or off during sex?
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
Do you have a favorite? Is it ok if your partner does?
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
*** Questions about Relationships/Past ***
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
Do you like it when they show and tell you what they want?
Teacher/Student Stranger/One Night Stand
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
52~ What are your hobbies?
1- What was your first impression of me? Has it changed?
27- What was/ is nickname? Does it have a meaning behind it?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
Over time has your thoughts on sex changed?
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
What’s the longest time you gone without having sex, after, having it? How much time between the others?
If NO, would you ever have one? Would it be with 2 men or 2 women?
5- Have you ever been hypnotized? Would you allow yourself to be?
29~ What are some things that turn you off? What is your biggest turn off?
92~ Have you ever had or have an STD? How many? What was it?
42~ What’s your biggest regret in life?
3- What was the most surprising thing you’ve learned about me throughout our relationship?
10- List 5 of your top pet peeves.
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
Master/Slave Boss/Maid
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
21~ What was the best date you ever went on? What has been the worst?
10~ How many dates are necessary before you to have sex with someone?
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
28~ What are some things that turn on? What is your biggest turn on?
Will you cheat again? How can, you be sure? Define what cheating is to you.
8- What are your thoughts on politics?
26~ What side of the bed do you sleep on?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
15- What bad habit do you wish you could quit? Do you have any addictions?
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
33- If you could visit any time period, when would you pick? Please explain why?
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
89~ Do you like taking showers together?
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
What have you learned about yourself that you did not before this?
Please share Did you stop?
*** Random Questions ***
Get this wrong and this could mean the end… :-) some funny, some not…
51~ Are you willing to play adult games with your partner?
31- If given a chance to be immortal, would you take it? Why?
65~ Describe the best orgasm you’ve ever had? Care to share?
19- Do/have you smoked? What do you prefer? How often?
33- Beach or Mountains? Or is there another place to like better?
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
40~ What’s the weirdest place you’ve ever had sex?
60~ How important is oral sex? Do you like receiving? Do you like giving?
15~ Have you ever been “in love”? Who? Care to Share?
7- What if a person smells a certain way? 8- How about smoking?
13- What’s your favorite drink? What’s your least favorite?
51~ What tends to bring a smile to your face?
How many partners have you had oral sex with? Who? Care to Share?
How well do you know me? And some of your thoughts about me
Would you allow me to clean every part of your body with my soapy hands and fingers?
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
That one or two things that made you go hmmmm, OMG or wow!
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
(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…)
9~ How many times over your lifetime do you think you have had sex so far?
10- What is your favorite family tradition? What’s your least favorite?
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
48~ Have you ever paid or been paid for sex?
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
50~ How many children do you have? What are their ages?
If yes, what?
84~ How do you feel about reading/listening to adult stories?
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?
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?
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
Any that are a turn off?
19- What’s your favorite fairytale? What’s your least favorite?
Doctor/Nurse Stripper/Client
11- What's your favorite restaurant? What’s your least favorite?
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
12- What is the weirdest thing you've ever eaten?
18- How often do you drink alcohol? What is your favorite drink?
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?
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?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
If you lose, are you willing to be their sex slave for a day, (anything goes)?
13~ Is there a difference between, making love, having sex, and fucking?
1- What’s your favorite animal? Do you a least favorite?
What is your favorite position? Why?
Any that are a turn off?
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
49~ How many times have you been married? Why did they end?
Have you ever? Care to Share?
67~ Do you like it when your partner moans and/or is vocal during sex?
53~ How much can you tell me about the one thing you are most passionate about?
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?
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
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?
82~ Do you have any fantasies involving Role-Playing?
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…
What would you say to prove to yourself that it was really you?
Would /have you ever given your partner a lap dance and Striptease?
18- What’s your favorite way to relax after a long day? What’s your least favorite?
92~ Everyone needs a “safe” word. What is yours?
23- What is your dream job? What was it as a child?
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
30~ What's something unexpected that turns you on?
The Ice Breaker Questions
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?
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
61~ How willing would you be to try new sexual positions?