What is the most interesting question you can ask to get to know someone?
10.06.2025 03:56
How well do you know me? And some of your thoughts about me
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)
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
What's at the center of Mars? Maybe the stench of rotten eggs - Space
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
What is your favorite position? Why?
What are LGBT+ people tired of hearing?
19~ Who/when was your first “heartbreak”?
15- What's your favorite saying? What word or phrase is your least favorite?
82~ Do you have any fantasies involving Role-Playing?
New Study Reveals the #1 Sleep Mistake That Harms the Brain - AOL.com
17- What’s your favorite holiday? What’s your least favorite?
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
What do you dislike about me? I asked you to be 100% honest.
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
Model/Photographer Police/Criminal
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
The Law Firms That Appeased Trump—and Angered Their Clients - WSJ
Please share Did you stop?
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?
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…
Coco Gauff tops Aryna Sabalenka to give the French Open an American champion - The Washington Post
What is your view on sex? Meaning, When/Where/ How often/
You know that I will be 100% truthful, so ask.
How about if they talk dirty and/or call you names?
What is something you have to share?
What have you learned about yourself that you did not before this?
Family Relation Age Play
How old are you? Male or Female?
Why do older people have a hard time using technology?
11~ Have you ever been caught by your parents or children or others while having sex?
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
Is crossdressing being a transvestite?
44~ Care to share something about yourself that no one else knows about you?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
*** Questions About Me ***
How is digital marketing important for business?
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
*** What’s Your Favorite…? ***
11- How about if they like a certain sports team? 12-How about drinking too much?
92~ Everyone needs a “safe” word. What is yours?
18~ Who/when was your first “crush”?
What do you do when you are struggling to fall asleep?
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
What would you say to prove to yourself that it was really you?
19- What’s your favorite fairytale? 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?
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
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?
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
If NO, would you ever have one? Would it be with 2 men or 2 women?
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?
1- What was your first impression of me? Has it changed?
60~ How important is oral sex? Do you like receiving? Do you like giving?
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
Would you mind if your partner watched it? How about together vs alone?
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
What’s the longest time you gone without having sex, after, having it? How much time between the others?
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
9- What’s your favorite season and why? What’s your least favorite?
3- What Superhero or Superpower would you want to be/have?
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
If yes, what?
4- For a pet, Cat, dog or other?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
34- Ever been to a concert? What was your favorite? Who would you like to see?
13- What’s your favorite drink? What’s your least favorite?
What have you learned about me that was new and/or surprising?
Master/Slave Boss/Maid
Would you do it again, and would you rather 2 females or 2 males?
50~ How many children do you have? What are their ages?
*** Random Questions ***
Get this wrong and this could mean the end… :-) some funny, some not…
If you say it, I will stop, and we can talk about it when you are ready.
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
28- What are some things that people do that irritate you?
18- How often do you drink alcohol? What is your favorite drink?
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?
83~ How do you feel about Porn?
71~ Would you give your partner a hand or foot job? Would you receive one?
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
45~ How do you feel about me blindfolding you? How about blindfolding me?
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
51~ What tends to bring a smile to your face?
53~ How much can you tell me about the one thing you are most passionate about?
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
49~ If you could, would you want to be the opposite sex for a day, week, or year?
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
Would /have you ever given your partner a lap dance and Striptease?
22- What is your favorite childhood memory? What is your least favorite?
If you lose, are you willing to be their sex slave for a day, (anything goes)?
14- What is an embarrassing moment in your life? How about your most embarrassing?
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
24~ What are your expectations in a relationship? (I know a very big question, take your time)
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
5~ When you first started having sex, was it what you thought it would be?
Will you cheat again? How can, you be sure? Define what cheating is to you.
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
84~ How do you feel about reading/listening to adult stories?
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?
* Give a rating for each one (0-100)
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
34~ Do you like the lights on or off during sex?
12- What is the weirdest thing you've ever eaten?
22- Do you have any birth marks? How about scars? Care to share how you got them?
What was the longest? What was the shortest?
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
81~ Do you have any kinks and/or fetishes?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
Would you allow me to clean every part of your body with my soapy hands and fingers?
9- If you could have three wishes, what would they be? Why?
3- Should Pluto still be considered a planet? 4- How about smoking?
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
10- List 5 of your top pet peeves.
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
15~ Have you ever been “in love”? Who? Care to Share?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
8- What are your thoughts on politics?
80~ Share your top three fantasies/desires. (Be detailed) 😊
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
37- Do you like your name? If you could change it, what would you change it too?
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
The Ice Breaker Questions
62~ Have you used adult toys?
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
17- Have you ever done drugs? Which ones? How often?
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?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
Have you ever? 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?
18- What’s your favorite way to relax after a long day? What’s your least favorite?
21~ What was the best date you ever went on? What has been the worst?
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
47~ What would be your dream job and why?
Do you like the “69” position? Do you prefer to be on top or bottom?
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
49~ How many times have you been married? Why did they end?
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
19- Do/have you smoked? What do you prefer? How often?
Would you ever want to be woken up with oral and/or intercourse?
Prisoner/Prison Guard Landlord/Tenant
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
Doctor/Nurse Stripper/Client
21- What's your favorite way to spend a weekend or time off?
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
3- What’s your favorite smell? Do you a least favorite?
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?
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
65~ Describe the best orgasm you’ve ever had? Care to share?
How many partners have you had oral sex with? Who? Care to Share?
Do you shave/trim your pubic hair? For you guys do you shave your balls?
Does the thought excite you? Care to share?
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
1- What’s your favorite animal? Do you a least favorite?
What is your favorite toy? Ever wanted to try a specific toy?
36~ What is your favorite time of day to have sex/make love?
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
39~ What are your love languages?
(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…)
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
46~ Have you ever used furniture, or other types of things to aid you while having sex?
36- Do you play video games? What is your favorite? Do you a least favorite?
13- How about having a certain hair cut/style?
48~ Do you have any siblings? Are you close to your family?
Repairman/Lonely Wife Virgin/Experienced
That one or two things that made you go hmmmm, OMG or wow!
*** Questions about Relationships/Past ***
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
33- If you could visit any time period, when would you pick? Please explain why?
13~ Is there a difference between, making love, having sex, and fucking?
64~ When was your very first orgasm? When was your first from having sex? Care to share?
*** Deal Breaker Questions ***
14- What's your favorite dessert? Do you a least favorite?
48~ Have you ever paid or been paid for sex?
7- What if a person smells a certain way? 8- How about smoking?
Do you think this brought you closer together?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
89~ Do you like taking showers together?
Can you Deep Throat? Do you like the taste of yourself?
Any that are a turn off?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
7-What do I do in bed that drives you wild? How about, what turns you off?
52~ What are your hobbies?
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,
42~ What’s your biggest regret in life?
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?
13- What is the craziest/scariest thing you've ever done?
30~ What's something unexpected that turns you on?
76~ Have you had a threesome? Care to Share?
10~ How many dates are necessary before you to have sex with someone?
Nurse/Patient Celebrity/Fan
29~ What are some things that turn you off? What is your biggest turn off?
1~ How old were you when you had your first kiss? Who? Care to Share?
Do you have a favorite? Is it ok if your partner does?
12- What’s your favorite food? What’s your least favorite?
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?
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?
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
If YES, was it with 2 men or 2 women? Did you enjoy it?
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
Teacher/Student Stranger/One Night Stand
If you win, what will you make them do?
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
92~ Have you ever had or have an STD? How many? What was it?
7- What are your thoughts on religion? Is there an afterlife?
33- Beach or Mountains? Or is there another place to like better?
67~ Do you like it when your partner moans and/or is vocal during sex?
26~ What side of the bed do you sleep on?
23- What is your dream job? What was it as a child?
9~ How many times over your lifetime do you think you have had sex so far?
52~ Are you willing to make “those types” of bets with your partner?
41~ Are there moments in your past that you would want to change? Please share 3 of them.
5- Have you ever been hypnotized? Would you allow yourself to be?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
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…
29- How superstitious are you?
32- What's your greatest talent? Can I see it right now?
How many times do you think you have “made love”?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
51~ Are you willing to play adult games with your partner?
Do you watch it? What is your favorite?
Would you read them together?
Over time has your thoughts on sex changed?
38~ Share your most embarrassing sexual memory?
61~ How willing would you be to try new sexual positions?
Will you kiss after your partner has gone down on you? Swallow or spit semen?
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
6- Do you have dreams? Can you remember them? What do you usually dream about?
20- What’s your favorite candy? What’s your least favorite?
Nothing too Serious
I would allow you to do it… What would you do to me?
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
3- What was the most surprising thing you’ve learned about me throughout our relationship?
70~ Would/do you have/like anal sex?
2- What’s your favorite color? Do you a least favorite?
28~ What are some things that turn on? What is your biggest turn on?
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
(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?
25~ How do you feel about PDA? (Public Display of Affection)
11- List at least 5 things on your bucket list. Have you done any of them already?
9- Is there something you’ve always wanted to ask me but you’re afraid?
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
Any that are a turn off?
31- If given a chance to be immortal, would you take it? Why?
27- What was/ is nickname? Does it have a meaning behind it?
8- What's your favorite flavor of ice cream? Do you a least favorite?
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
11- What's your favorite restaurant? What’s your least favorite?
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
10- What is your favorite family tradition? What’s your least favorite?
40~ What’s the weirdest place you’ve ever had sex?
Escort/Client Job Applicant/Hiring Manager