What is the most interesting question you can ask to get to know someone?
13.06.2025 17:46
Do you watch it? What is your favorite?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
Are narcissists happy people generally?
4- For a pet, Cat, dog or other?
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?
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
What do you dislike about me? I asked you to be 100% honest.
12- What is the weirdest thing you've ever eaten?
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
11- List at least 5 things on your bucket list. Have you done any of them already?
14- What is an embarrassing moment in your life? How about your most embarrassing?
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
What are some life hacks for living on your own?
15~ Have you ever been “in love”? Who? Care to Share?
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
Family Relation Age Play
Image of giant volcano on Mars captured by NASA orbiter - ABC News
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
Would /have you ever given your partner a lap dance and Striptease?
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
Here’s what Ozempic and Wegovy are really doing to your mouth - The Independent
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?
28- What are some things that people do that irritate you?
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 flat-Earthers think the Earth is flat?
37- Do you like your name? If you could change it, what would you change it too?
*** Random Questions ***
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
Why is Jack Smith arguing that presidents should not have full immunities as Trump is requesting?
What would you say to prove to yourself that it was really you?
92~ Have you ever had or have an STD? How many? What was it?
23- What is your dream job? What was it as a child?
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?
18~ Who/when was your first “crush”?
Teacher/Student Stranger/One Night Stand
Aaron Judge's 469-Foot Home Run in Kansas City Left Baseball World in Disbelief - Sports Illustrated
25~ How do you feel about PDA? (Public Display of Affection)
14- What's your favorite dessert? Do you a least favorite?
22- What is your favorite childhood memory? What is your least favorite?
How can I watch porn on TikTok?
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
41~ Are there moments in your past that you would want to change? Please share 3 of them.
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
What are the defining characteristics of woke liberals and conservatives in the United States?
10- List 5 of your top pet peeves.
Would you ever want to be woken up with oral and/or intercourse?
13- How about having a certain hair cut/style?
˗ˋˏ ♡ ˎˊ˗ NEW WOMAN - analysis ˗ˋˏ ♡ ˎˊ˗
3- What’s your favorite smell? Do you a least favorite?
13- What’s your favorite drink? What’s your least favorite?
76~ Have you had a threesome? Care to Share?
If you lose, are you willing to be their sex slave for a day, (anything goes)?
20- What’s your favorite candy? What’s your least favorite?
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?
Nurse/Patient Celebrity/Fan
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
Do you like the “69” position? Do you prefer to be on top or bottom?
9- Is there something you’ve always wanted to ask me but you’re afraid?
33- Beach or Mountains? Or is there another place to like better?
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
28~ What are some things that turn on? What is your biggest turn on?
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
46~ Have you ever used furniture, or other types of things to aid you while having sex?
2- What’s your favorite color? Do you a least favorite?
11~ Have you ever been caught by your parents or children or others while having sex?
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
Prisoner/Prison Guard Landlord/Tenant
3- What Superhero or Superpower would you want to be/have?
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?
Doctor/Nurse Stripper/Client
Would you do it again, and would you rather 2 females or 2 males?
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
Can you Deep Throat? Do you like the taste of yourself?
52~ What are your hobbies?
26~ What side of the bed do you sleep on?
47~ What would be your dream job and why?
1~ How old were you when you had your first kiss? Who? Care to Share?
Model/Photographer Police/Criminal
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
9- What’s your favorite season and why? What’s your least favorite?
(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?
Escort/Client Job Applicant/Hiring Manager
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
52~ Are you willing to make “those types” of bets with your partner?
17- What’s your favorite holiday? What’s your least favorite?
Over time has your thoughts on sex changed?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
3- Should Pluto still be considered a planet? 4- How about smoking?
27- What was/ is nickname? Does it have a meaning behind it?
What is your favorite position? Why?
89~ Do you like taking showers together?
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
84~ How do you feel about reading/listening to adult stories?
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
Nothing too Serious
80~ Share your top three fantasies/desires. (Be detailed) 😊
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)
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
Master/Slave Boss/Maid
Will you kiss after your partner has gone down on you? Swallow or spit semen?
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
18- How often do you drink alcohol? What is your favorite drink?
Do you think this brought you closer together?
21- What's your favorite way to spend a weekend or time off?
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
I would allow you to do it… What would you do to me?
Repairman/Lonely Wife Virgin/Experienced
67~ Do you like it when your partner moans and/or is vocal during sex?
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
1- What’s your favorite animal? Do you a least favorite?
That one or two things that made you go hmmmm, OMG or wow!
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
7- What if a person smells a certain way? 8- How about smoking?
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
53~ How much can you tell me about the one thing you are most passionate about?
How many partners have you had oral sex with? Who? Care to Share?
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
*** Questions About Me ***
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
29~ What are some things that turn you off? What is your biggest turn off?
If yes, what?
If you win, what will you make them do?
39~ What are your love languages?
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
Have you ever? Care to Share?
16~ Do you believe in “soulmates”? Have you found yours? 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?
34~ Do you like the lights on or off during sex?
65~ Describe the best orgasm you’ve ever had? Care to share?
12- What’s your favorite food? What’s your least favorite?
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
Get this wrong and this could mean the end… :-) some funny, some not…
Would you read them together?
8- What's your favorite flavor of ice cream? Do you a least favorite?
How about if they talk dirty and/or call you names?
82~ Do you have any fantasies involving Role-Playing?
Any that are a turn off?
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
19~ Who/when was your first “heartbreak”?
If NO, would you ever have one? Would it be with 2 men or 2 women?
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
36~ What is your favorite time of day to have sex/make love?
What have you learned about me that was new and/or surprising?
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
44~ Care to share something about yourself that no one else knows about you?
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
Do you shave/trim your pubic hair? For you guys do you shave your balls?
22- Do you have any birth marks? How about scars? Care to share how you got them?
13~ Is there a difference between, making love, having sex, and fucking?
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
83~ How do you feel about Porn?
If YES, was it with 2 men or 2 women? Did you enjoy it?
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
What was the longest? What was the shortest?
The Ice Breaker Questions
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?
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
64~ When was your very first orgasm? When was your first from having sex? Care to share?
51~ Are you willing to play adult games with your partner?
How well do you know me? And some of your thoughts about me
If you say it, I will stop, and we can talk about it when you are ready.
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
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…
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
1- What was your first impression of me? Has it changed?
45~ How do you feel about me blindfolding you? How about blindfolding me?
31- If given a chance to be immortal, would you take it? Why?
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
How many times do you think you have “made love”?
Any that are a turn off?
Do you like it when they show and tell you what they want?
Would you mind if your partner watched it? How about together vs alone?
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?
71~ Would you give your partner a hand or foot job? Would you receive one?
How old are you? Male or Female?
36- Do you play video games? What is your favorite? Do you a least favorite?
60~ How important is oral sex? Do you like receiving? Do you like giving?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
*** Questions about Relationships/Past ***
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
10- What is your favorite family tradition? What’s your least favorite?
19- What’s your favorite fairytale? What’s your least favorite?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
3- What was the most surprising thing you’ve learned about me throughout our relationship?
* Give a rating for each one (0-100)
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
11- What's your favorite restaurant? What’s your least favorite?
29- How superstitious are you?
8- What are your thoughts on politics?
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
48~ Have you ever paid or been paid for sex?
11- How about if they like a certain sports team? 12-How about drinking too much?
19- Do/have you smoked? What do you prefer? How often?
Do you have a favorite? Is it ok if your partner does?
62~ Have you used adult toys?
13- What is the craziest/scariest thing you've ever done?
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
61~ How willing would you be to try new sexual positions?
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
42~ What’s your biggest regret in life?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
49~ How many times have you been married? Why did they end?
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
50~ How many children do you have? What are their ages?
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
38~ Share your most embarrassing sexual memory?
15- What's your favorite saying? What word or phrase is your least favorite?
24~ What are your expectations in a relationship? (I know a very big question, take your time)
What is your view on sex? Meaning, When/Where/ How often/
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
34- Ever been to a concert? What was your favorite? Who would you like to see?
30~ What's something unexpected that turns you on?
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?
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
70~ Would/do you have/like anal sex?
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…
9~ How many times over your lifetime do you think you have had sex so far?
6- Do you have dreams? Can you remember them? What do you usually dream about?
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
*** Deal Breaker Questions ***
17- Have you ever done drugs? Which ones? How often?
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
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,
18- What’s your favorite way to relax after a long day? What’s your least favorite?
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
Does the thought excite you? Care to share?
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
81~ Do you have any kinks and/or fetishes?
32- What's your greatest talent? Can I see it right now?
10~ How many dates are necessary before you to have sex with someone?
You know that I will be 100% truthful, so ask.
Would you allow me to clean every part of your body with my soapy hands and fingers?
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
Will you cheat again? How can, you be sure? Define what cheating is to you.
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
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?
48~ Do you have any siblings? Are you close to your family?
What have you learned about yourself that you did not before this?
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
*** What’s Your Favorite…? ***
40~ What’s the weirdest place you’ve ever had sex?
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
(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…)
5- Have you ever been hypnotized? Would you allow yourself to be?
21~ What was the best date you ever went on? What has been the worst?
9- If you could have three wishes, what would they be? Why?
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
7- What are your thoughts on religion? Is there an afterlife?
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
What’s the longest time you gone without having sex, after, having it? How much time between the others?
49~ If you could, would you want to be the opposite sex for a day, week, or year?
5~ When you first started having sex, was it what you thought it would be?
15- What bad habit do you wish you could quit? Do you have any addictions?
33- If you could visit any time period, when would you pick? Please explain why?
Please share Did you stop?
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
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?