What is the most interesting question you can ask to get to know someone?
12.06.2025 14:55

How many times do you think you have “made love”?
12- What is the weirdest thing you've ever eaten?
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
Procter & Gamble to Cut 7,000 Jobs - WSJ
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?
81~ Do you have any kinks and/or fetishes?
Seahawks defenders want to "put the team on our back" - NBC Sports
What was the longest? What was the shortest?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
52~ What are your hobbies?
Jobs report shifts Fed interest rate forecasts - TheStreet
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
92~ Everyone needs a “safe” word. What is yours?
Does the thought excite you? Care to share?
Warming climate may flip the script on the amount of CO₂ released by trees, study finds - Phys.org
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
Can you Deep Throat? Do you like the taste of yourself?
5- Have you ever been hypnotized? Would you allow yourself to be?
Are there any queer Space Marine Legion in Warhammer 30k or 40k?
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
48~ Have you ever paid or been paid for sex?
If you lose, are you willing to be their sex slave for a day, (anything goes)?
Tim McGraw's daughter Gracie McGraw comes out as queer: 'Happy freaking Pride' - USA Today
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
Doctor/Nurse Stripper/Client
9- If you could have three wishes, what would they be? Why?
Kristin Davis Set The Record Straight On Whether She Dated Chris Noth - BuzzFeed
What is your favorite toy? Ever wanted to try a specific toy?
67~ Do you like it when your partner moans and/or is vocal during sex?
10~ How many dates are necessary before you to have sex with someone?
'Club World Ca$h Grab': Players don protest shirts at pregame - Sounder at Heart
31- If given a chance to be immortal, would you take it? Why?
51~ What tends to bring a smile to your face?
18- What’s your favorite way to relax after a long day? What’s your least favorite?
Derek Jeter Shares Brutal Reality for Yankees After Dodgers Loss - Sports Illustrated
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
37- Do you like your name? If you could change it, what would you change it too?
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
One year from World Cup opener, FIFA leaves questions unanswered on tickets and security - AP News
Do you like it when they show and tell you what they want?
19- Do/have you smoked? What do you prefer? How often?
45~ How do you feel about me blindfolding you? How about blindfolding me?
What was the hottest inappropriate sex you ever had?
65~ Describe the best orgasm you’ve ever had? Care to share?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
Rashod Bateman Signs Contract Extension - Baltimore Ravens
Do you watch it? What is your favorite?
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
30~ What's something unexpected that turns you on?
Inflation slides to 1.9% in Europe, as worries shift from prices to Trump and tariffs - AP News
21~ What was the best date you ever went on? What has been the worst?
If you win, what will you make them do?
64~ When was your very first orgasm? When was your first from having sex? 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?
Have you ever? Care to Share?
20- What’s your favorite candy? What’s your least favorite?
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
If you say it, I will stop, and we can talk about it when you are ready.
That one or two things that made you go hmmmm, OMG or wow!
82~ Do you have any fantasies involving Role-Playing?
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
Do you have a favorite? Is it ok if your partner does?
Do you like the “69” position? Do you prefer to be on top or bottom?
Will you kiss after your partner has gone down on you? Swallow or spit semen?
Do you shave/trim your pubic hair? For you guys do you shave your balls?
13~ Is there a difference between, making love, having sex, and fucking?
14- What's your favorite dessert? Do you a least favorite?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
11- List at least 5 things on your bucket list. Have you done any of them already?
34~ Do you like the lights on or off during sex?
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
11~ Have you ever been caught by your parents or children or others while having sex?
Would you allow me to clean every part of your body with my soapy hands and fingers?
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
22- What is your favorite childhood memory? What is your least favorite?
What do you dislike about me? I asked you to be 100% honest.
3- What’s your favorite smell? Do you a least favorite?
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
What have you learned about me that was new and/or surprising?
41~ Are there moments in your past that you would want to change? Please share 3 of them.
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
61~ How willing would you be to try new sexual positions?
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
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
89~ Do you like taking showers together?
33- Beach or Mountains? Or is there another place to like better?
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
19~ Who/when was your first “heartbreak”?
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 is your view on sex? Meaning, When/Where/ How often/
27- What was/ is nickname? Does it have a meaning behind it?
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
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?
80~ Share your top three fantasies/desires. (Be detailed) 😊
7- What are your thoughts on religion? Is there an afterlife?
Would /have you ever given your partner a lap dance and Striptease?
29- How superstitious are you?
Would you ever want to be woken up with oral and/or intercourse?
29~ What are some things that turn you off? What is your biggest turn off?
51~ Are you willing to play adult games with your partner?
If NO, would you ever have one? Would it be with 2 men or 2 women?
Nothing too Serious
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
*** Deal Breaker Questions ***
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
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?
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
38~ Share your most embarrassing sexual memory?
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
Get this wrong and this could mean the end… :-) some funny, some not…
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
62~ Have you used adult toys?
7-What do I do in bed that drives you wild? How about, what turns you off?
12- What’s your favorite food? What’s your least favorite?
17- What’s your favorite holiday? What’s your least favorite?
76~ Have you had a threesome? Care to Share?
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
70~ Would/do you have/like anal sex?
Would you read them together?
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
Would you do it again, and would you rather 2 females or 2 males?
9~ How many times over your lifetime do you think you have had sex so far?
* Give a rating for each one (0-100)
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
What is your favorite position? Why?
13- What is the craziest/scariest thing you've ever done?
10- List 5 of your top pet peeves.
10- What is your favorite family tradition? What’s your least favorite?
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
18~ Who/when was your first “crush”?
Prisoner/Prison Guard Landlord/Tenant
21- What's your favorite way to spend a weekend or time off?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
Model/Photographer Police/Criminal
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
Would you mind if your partner watched it? How about together vs alone?
53~ How much can you tell me about the one thing you are most passionate about?
40~ What’s the weirdest place you’ve ever had sex?
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
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?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
47~ What would be your dream job and why?
How many partners have you had oral sex with? Who? Care to Share?
71~ Would you give your partner a hand or foot job? Would you receive one?
50~ How many children do you have? What are their ages?
*** Questions about Relationships/Past ***
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?
39~ What are your love languages?
84~ How do you feel about reading/listening to adult stories?
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
*** Random Questions ***
34- Ever been to a concert? What was your favorite? Who would you like to see?
9- What’s your favorite season and why? What’s your least favorite?
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
42~ What’s your biggest regret in life?
3- What was the most surprising thing you’ve learned about me throughout our relationship?
Nurse/Patient Celebrity/Fan
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
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?
Will you cheat again? How can, you be sure? Define what cheating is to you.
8- What are your thoughts on politics?
*** What’s Your Favorite…? ***
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
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?
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
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…
(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…)
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
Any that are a turn off?
3- What Superhero or Superpower would you want to be/have?
Teacher/Student Stranger/One Night Stand
17- Have you ever done drugs? Which ones? How often?
*** Questions About Me ***
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
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,
13- How about having a certain hair cut/style?
What would you say to prove to yourself that it was really you?
1- What was your first impression of me? Has it changed?
9- Is there something you’ve always wanted to ask me but you’re afraid?
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
I would allow you to do it… What would you do to me?
1~ How old were you when you had your first kiss? Who? Care to Share?
You know that I will be 100% truthful, so ask.
22- Do you have any birth marks? How about scars? Care to share how you got them?
Over time has your thoughts on sex changed?
8- What's your favorite flavor of ice cream? Do you a least favorite?
28- What are some things that people do that irritate you?
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
1- What’s your favorite animal? Do you a least favorite?
36~ What is your favorite time of day to have sex/make love?
Master/Slave Boss/Maid
11- How about if they like a certain sports team? 12-How about drinking too much?
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
19- What’s your favorite fairytale? What’s your least favorite?
If YES, was it with 2 men or 2 women? Did you enjoy it?
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
6- Do you have dreams? Can you remember them? What do you usually dream about?
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 allow me to shave your legs? How about your pubic hair? How about shower sex?
60~ How important is oral sex? Do you like receiving? Do you like giving?
49~ If you could, would you want to be the opposite sex for a day, week, or year?
3- Should Pluto still be considered a planet? 4- How about smoking?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
44~ Care to share something about yourself that no one else knows about you?
32- What's your greatest talent? Can I see it right now?
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
15~ Have you ever been “in love”? Who? Care to Share?
24~ What are your expectations in a relationship? (I know a very big question, take your time)
83~ How do you feel about Porn?
2- What’s your favorite color? Do you a least favorite?
26~ What side of the bed do you sleep on?
If yes, what?
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
15- What's your favorite saying? What word or phrase is your least favorite?
13- What’s your favorite drink? What’s your least favorite?
92~ Have you ever had or have an STD? How many? What was it?
4- For a pet, Cat, dog or other?
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
Please share Did you stop?
Escort/Client Job Applicant/Hiring Manager
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
48~ Do you have any siblings? Are you close to your family?
33- If you could visit any time period, when would you pick? Please explain why?
How well do you know me? And some of your thoughts about me
Do you think this brought you closer together?
Repairman/Lonely Wife Virgin/Experienced
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
14- What is an embarrassing moment in your life? How about your most embarrassing?
15- What bad habit do you wish you could quit? Do you have any addictions?
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
18- How often do you drink alcohol? What is your favorite drink?
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
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)
Family Relation Age Play
46~ Have you ever used furniture, or other types of things to aid you while having sex?
49~ How many times have you been married? Why did they end?
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
23- What is your dream job? What was it as a child?
What’s the longest time you gone without having sex, after, having it? How much time between the others?
5~ When you first started having sex, was it what you thought it would be?
How old are you? Male or Female?
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?
What have you learned about yourself that you did not before this?
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
Any that are a turn off?
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
36- Do you play video games? What is your favorite? Do you a least favorite?
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
52~ Are you willing to make “those types” of bets with your partner?
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
11- What's your favorite restaurant? What’s your least favorite?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
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…
7- What if a person smells a certain way? 8- How about smoking?