What is the most interesting question you can ask to get to know someone?
08.06.2025 10:02
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
49~ How many times have you been married? Why did they end?
Family Relation Age Play
What's at the center of Mars? Maybe the stench of rotten eggs - Space
15- What's your favorite saying? What word or phrase is your least favorite?
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?
3- What’s your favorite smell? Do you a least favorite?
How many times do you think you have “made love”?
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?
Michael Altenhofen Is NASA Deputy Chief of Staff - NASA Watch
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
81~ Do you have any kinks and/or fetishes?
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
Is there a possibility that we are living in a simulation and that there is a concept of rebirth?
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
Doesn't Musk hire Security for his Tesla dealerships?
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?
32- What's your greatest talent? Can I see it right now?
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- What is the weirdest thing you've ever eaten?
29- How superstitious are you?
How does an experienced gay/bi guy handle a bi-courius guy on his first time?
10- List 5 of your top pet peeves.
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
Would you read them together?
SEC Raises Legal Questions Over Proposed Ethereum, Solana ETFs - Decrypt
If you say it, I will stop, and we can talk about it when you are ready.
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
80~ Share your top three fantasies/desires. (Be detailed) 😊
Tucker Barnhart Elects Free Agency - MLB Trade Rumors
What is your favorite toy? Ever wanted to try a specific toy?
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
13- How about having a certain hair cut/style?
What celebrity do you admire the most?
44~ Care to share something about yourself that no one else knows about you?
33- Beach or Mountains? Or is there another place to like better?
(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…)
What are mean nicknames to call my sister? She is always so mean to me.
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
How old are you? Male or Female?
67~ Do you like it when your partner moans and/or is vocal during sex?
Which is the worst Bollywood movie you have ever seen and why?
Would you mind if your partner watched it? How about together vs alone?
If yes, what?
*** Deal Breaker Questions ***
Why do I (45, male) feel like I'm crushing on a girl (19, female)?
3- What Superhero or Superpower would you want to be/have?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
Belmont Stakes 2025: Odds, horses, prediction, complete bettor’s guide - New York Post
82~ Do you have any fantasies involving Role-Playing?
If YES, was it with 2 men or 2 women? Did you enjoy it?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
61~ How willing would you be to try new sexual positions?
27- What was/ is nickname? Does it have a meaning behind it?
9- What’s your favorite season and why? What’s your least favorite?
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
8- What's your favorite flavor of ice cream? Do you a least favorite?
4- For a pet, Cat, dog or other?
53~ How much can you tell me about the one thing you are most passionate about?
What have you learned about me that was new and/or surprising?
Do you like it when they show and tell you what they want?
1- What’s your favorite animal? Do you a least favorite?
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
15- What bad habit do you wish you could quit? Do you have any addictions?
1~ How old were you when you had your first kiss? Who? Care to Share?
14- What is an embarrassing moment in your life? How about your most embarrassing?
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
36~ What is your favorite time of day to have sex/make love?
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…
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
47~ What would be your dream job and why?
Any that are a turn off?
3- Should Pluto still be considered a planet? 4- How about smoking?
34~ Do you like the lights on or off during sex?
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
39~ What are your love languages?
41~ Are there moments in your past that you would want to change? Please share 3 of them.
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
76~ Have you had a threesome? Care to Share?
Master/Slave Boss/Maid
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?
Prisoner/Prison Guard Landlord/Tenant
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
11- List at least 5 things on your bucket list. Have you done any of them already?
17- What’s your favorite holiday? What’s your least favorite?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
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?
51~ What tends to bring a smile to your face?
What have you learned about yourself that you did not before this?
10- What is your favorite family tradition? What’s your least favorite?
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
46~ Have you ever used furniture, or other types of things to aid you while having sex?
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
51~ Are you willing to play adult games with your partner?
19- What’s your favorite fairytale? 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?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
Get this wrong and this could mean the end… :-) some funny, some not…
Escort/Client Job Applicant/Hiring Manager
If NO, would you ever have one? Would it be with 2 men or 2 women?
Do you have a favorite? Is it ok if your partner does?
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?
Will you cheat again? How can, you be sure? Define what cheating is to you.
9~ How many times over your lifetime do you think you have had sex so far?
Doctor/Nurse Stripper/Client
22- What is your favorite childhood memory? What is your least favorite?
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
What is your favorite position? Why?
If you win, what will you make them do?
31- If given a chance to be immortal, would you take it? Why?
8- What are your thoughts on politics?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
3- What was the most surprising thing you’ve learned about me throughout our relationship?
50~ How many children do you have? What are their ages?
37- Do you like your name? If you could change it, what would you change it too?
52~ What are your hobbies?
29~ What are some things that turn you off? What is your biggest turn off?
7- What are your thoughts on religion? Is there an afterlife?
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
84~ How do you feel about reading/listening to adult stories?
24~ What are your expectations in a relationship? (I know a very big question, take your time)
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
Would you do it again, and would you rather 2 females or 2 males?
45~ How do you feel about me blindfolding you? How about blindfolding me?
38~ Share your most embarrassing sexual memory?
Any that are a turn off?
If you lose, are you willing to be their sex slave for a day, (anything goes)?
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
The Ice Breaker Questions
Do you like the “69” position? Do you prefer to be on top or bottom?
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
30~ What's something unexpected that turns you on?
1- What was your first impression of me? Has it changed?
Do you watch it? What is your favorite?
20- What’s your favorite candy? What’s your least favorite?
*** Questions about Relationships/Past ***
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
18~ Who/when was your first “crush”?
2- What’s your favorite color? Do you a least favorite?
Teacher/Student Stranger/One Night Stand
7- What if a person smells a certain way? 8- How about smoking?
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
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?
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
Over time has your thoughts on sex changed?
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)
70~ Would/do you have/like anal sex?
What is your view on sex? Meaning, When/Where/ How often/
10~ How many dates are necessary before you to have sex with someone?
How well do you know me? And some of your thoughts about me
9- Is there something you’ve always wanted to ask me but you’re afraid?
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
11- How about if they like a certain sports team? 12-How about drinking too much?
Does the thought excite you? Care to share?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
28~ What are some things that turn on? What is your biggest turn on?
*** What’s Your Favorite…? ***
17- Have you ever done drugs? Which ones? How often?
26~ What side of the bed do you sleep on?
92~ Everyone needs a “safe” word. What is yours?
5- Have you ever been hypnotized? Would you allow yourself to be?
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
22- Do you have any birth marks? How about scars? Care to share how you got them?
65~ Describe the best orgasm you’ve ever had? Care to share?
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
That one or two things that made you go hmmmm, OMG or wow!
25~ How do you feel about PDA? (Public Display of Affection)
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
14- What's your favorite dessert? Do you a least favorite?
Nothing too Serious
7-What do I do in bed that drives you wild? How about, what turns you off?
71~ Would you give your partner a hand or foot job? Would you receive one?
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
Do you shave/trim your pubic hair? For you guys do you shave your balls?
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
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…
19~ Who/when was your first “heartbreak”?
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
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?
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
Model/Photographer Police/Criminal
6- Do you have dreams? Can you remember them? What do you usually dream about?
11- What's your favorite restaurant? What’s your least favorite?
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
49~ If you could, would you want to be the opposite sex for a day, week, or year?
60~ How important is oral sex? Do you like receiving? Do you like giving?
What’s the longest time you gone without having sex, after, having it? How much time between the others?
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?
15~ Have you ever been “in love”? Who? Care to Share?
Can you Deep Throat? Do you like the taste of yourself?
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
83~ How do you feel about Porn?
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
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?
Nurse/Patient Celebrity/Fan
*** Random Questions ***
13- What is the craziest/scariest thing you've ever done?
You know that I will be 100% truthful, so ask.
92~ Have you ever had or have an STD? How many? What was it?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
What do you dislike about me? I asked you to be 100% honest.
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
13- What’s your favorite drink? What’s your least favorite?
Will you kiss after your partner has gone down on you? Swallow or spit semen?
Repairman/Lonely Wife Virgin/Experienced
23- What is your dream job? What was it as a child?
18- How often do you drink alcohol? What is your favorite drink?
21- What's your favorite way to spend a weekend or time off?
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
How many partners have you had oral sex with? Who? Care to Share?
Have you ever? Care to Share?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
18- What’s your favorite way to relax after a long day? What’s your least favorite?
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
64~ When was your very first orgasm? When was your first from having sex? Care to share?
62~ Have you used adult toys?
12- What’s your favorite food? What’s your least favorite?
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
36- Do you play video games? What is your favorite? Do you a least favorite?
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
52~ Are you willing to make “those types” of bets with your partner?
Would /have you ever given your partner a lap dance and Striptease?
I would allow you to do it… What would you do to me?
Would you ever want to be woken up with oral and/or intercourse?
9- If you could have three wishes, what would they be? Why?
What was the longest? What was the shortest?
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
33- If you could visit any time period, when would you pick? Please explain why?
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
40~ What’s the weirdest place you’ve ever had sex?
28- What are some things that people do that irritate you?
34- Ever been to a concert? What was your favorite? Who would you like to see?
21~ What was the best date you ever went on? What has been the worst?
13~ Is there a difference between, making love, having sex, and fucking?
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
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?
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
19- Do/have you smoked? What do you prefer? How often?
11~ Have you ever been caught by your parents or children or others while having sex?
42~ What’s your biggest regret in life?
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
*** Questions About Me ***
5~ When you first started having sex, was it what you thought it would be?
Would you allow me to clean every part of your body with my soapy hands and fingers?
48~ Do you have any siblings? Are you close to your family?
Please share Did you stop?
48~ Have you ever paid or been paid for sex?
Do you think this brought you closer together?
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
What would you say to prove to yourself that it was really you?
* Give a rating for each one (0-100)