What is the most interesting question you can ask to get to know someone?
08.06.2025 08:45

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