What is the most interesting question you can ask to get to know someone?
13.06.2025 04:23
How well do you know me? And some of your thoughts about me
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
67~ Do you like it when your partner moans and/or is vocal during sex?
What are the pros and cons of living in Male, Maldives?
Do you think this brought you closer together?
Would you do it again, and would you rather 2 females or 2 males?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
How Fast Are You Aging? Neuroscience Says These 3 Simple Tests Can Tell You - Inc.com
20- What’s your favorite candy? What’s your least favorite?
Get this wrong and this could mean the end… :-) some funny, some not…
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
Have you ever? Care to Share?
11- How about if they like a certain sports team? 12-How about drinking too much?
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
*** Deal Breaker Questions ***
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
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?
Did Meghan Markle Use Her College boyfriend For Star Power?
18- How often do you drink alcohol? What is your favorite drink?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
84~ How do you feel about reading/listening to adult stories?
Have you ever witnessed a remote beach show where hundreds of turtles crawling to the water?
If NO, would you ever have one? Would it be with 2 men or 2 women?
13- What’s your favorite drink? What’s your least favorite?
How many partners have you had oral sex with? Who? Care to Share?
Prisoner/Prison Guard Landlord/Tenant
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?
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…
40~ What’s the weirdest place you’ve ever had sex?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
I am glad you enjoyed my pictures. Do you have any photos to share?
What is your favorite toy? Ever wanted to try a specific toy?
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
What do you dislike about me? I asked you to be 100% honest.
Have you ever followed through being bi-curious?
Would /have you ever given your partner a lap dance and Striptease?
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
Why do so many 18 to 29-year-old men struggle in dating?
41~ Are there moments in your past that you would want to change? Please share 3 of them.
39~ What are your love languages?
Would you read them together?
Why in my 60s do I have a strong desire to suck cock and swallow?
7-What do I do in bed that drives you wild? How about, what turns you off?
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
45~ How do you feel about me blindfolding you? How about blindfolding me?
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…)
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?
Please share Did you stop?
Escort/Client Job Applicant/Hiring Manager
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
48~ Have you ever paid or been paid for sex?
32- What's your greatest talent? Can I see it right now?
30~ What's something unexpected that turns you on?
29- How superstitious are you?
10- List 5 of your top pet peeves.
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
89~ Do you like taking showers together?
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
Doctor/Nurse Stripper/Client
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
Would you ever want to be woken up with oral and/or intercourse?
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
Model/Photographer Police/Criminal
Would you mind if your partner watched it? How about together vs alone?
80~ Share your top three fantasies/desires. (Be detailed) 😊
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
26~ What side of the bed do you sleep on?
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
44~ Care to share something about yourself that no one else knows about you?
29~ What are some things that turn you off? What is your biggest turn off?
37- Do you like your name? If you could change it, what would you change it too?
If YES, was it with 2 men or 2 women? Did you enjoy it?
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
Any that are a turn off?
48~ Do you have any siblings? Are you close to your family?
13- What is the craziest/scariest thing you've ever done?
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
If you win, what will you make them do?
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…
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
4- For a pet, Cat, dog or other?
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
27- What was/ is nickname? Does it have a meaning behind it?
How about if they talk dirty and/or call you names?
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
15- What bad habit do you wish you could quit? Do you have any addictions?
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
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?
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’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
8- What are your thoughts on politics?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
Would you allow me to clean every part of your body with my soapy hands and fingers?
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
81~ Do you have any kinks and/or fetishes?
7- What are your thoughts on religion? Is there an afterlife?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
1- What was your first impression of me? Has it changed?
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
6- Do you have dreams? Can you remember them? What do you usually dream about?
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
18~ Who/when was your first “crush”?
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
* Give a rating for each one (0-100)
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
19~ Who/when was your first “heartbreak”?
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
Do you like the “69” position? Do you prefer to be on top or bottom?
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
52~ What are your hobbies?
That one or two things that made you go hmmmm, OMG or wow!
12- What’s your favorite food? What’s your least favorite?
65~ Describe the best orgasm you’ve ever had? Care to share?
50~ How many children do you have? What are their ages?
61~ How willing would you be to try new sexual positions?
8- What's your favorite flavor of ice cream? Do you a least favorite?
Will you kiss after your partner has gone down on you? Swallow or spit semen?
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
14- What is an embarrassing moment in your life? How about your most embarrassing?
17- What’s your favorite holiday? What’s your least favorite?
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
13~ Is there a difference between, making love, having sex, and fucking?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
*** Random Questions ***
7- What if a person smells a certain way? 8- How about smoking?
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
64~ When was your very first orgasm? When was your first from having sex? Care to share?
47~ What would be your dream job and why?
*** Questions About Me ***
Do you shave/trim your pubic hair? For you guys do you shave your balls?
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
31- If given a chance to be immortal, would you take it? Why?
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
Nothing too Serious
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
28~ What are some things that turn on? What is your biggest turn on?
Does the thought excite you? Care to share?
51~ Are you willing to play adult games with your partner?
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
25~ How do you feel about PDA? (Public Display of Affection)
18- What’s your favorite way to relax after a long day? What’s your least favorite?
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
What have you learned about yourself that you did not before this?
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
22- Do you have any birth marks? How about scars? Care to share how you got them?
23- What is your dream job? What was it as a child?
13- How about having a certain hair cut/style?
3- Should Pluto still be considered a planet? 4- How about smoking?
15~ Have you ever been “in love”? Who? Care to Share?
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
49~ How many times have you been married? Why did they end?
14- What's your favorite dessert? Do you a least favorite?
5~ When you first started having sex, was it what you thought it would be?
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?
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
11~ Have you ever been caught by your parents or children or others while having sex?
12- What is the weirdest thing you've ever eaten?
9- If you could have three wishes, what would they be? Why?
28- What are some things that people do that irritate you?
60~ How important is oral sex? Do you like receiving? Do you like giving?
92~ Have you ever had or have an STD? How many? What was it?
9- Is there something you’ve always wanted to ask me but you’re afraid?
If you say it, I will stop, and we can talk about it when you are ready.
The Ice Breaker Questions
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
83~ How do you feel about Porn?
Do you watch it? What is your favorite?
38~ Share your most embarrassing sexual memory?
10~ How many dates are necessary before you to have sex with someone?
5- Have you ever been hypnotized? Would you allow yourself to be?
If you lose, are you willing to be their sex slave for a day, (anything goes)?
42~ What’s your biggest regret in life?
Over time has your thoughts on sex changed?
21- What's your favorite way to spend a weekend or time off?
Will you cheat again? How can, you be sure? Define what cheating is to you.
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
9~ How many times over your lifetime do you think you have had sex so far?
What is your favorite position? Why?
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
82~ Do you have any fantasies involving Role-Playing?
What have you learned about me that was new and/or surprising?
15- What's your favorite saying? What word or phrase is your least favorite?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
17- Have you ever done drugs? Which ones? How often?
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
Can you Deep Throat? Do you like the taste of yourself?
36- Do you play video games? What is your favorite? Do you a least favorite?
76~ Have you had a threesome? Care to Share?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
24~ What are your expectations in a relationship? (I know a very big question, take your time)
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,
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?
34~ Do you like the lights on or off during sex?
1~ How old were you when you had your first kiss? Who? Care to Share?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
*** What’s Your Favorite…? ***
Family Relation Age Play
19- Do/have you smoked? What do you prefer? How often?
34- Ever been to a concert? What was your favorite? Who would you like to see?
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
53~ How much can you tell me about the one thing you are most passionate about?
I would allow you to do it… What would you do to me?
9- What’s your favorite season and why? What’s your least favorite?
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
92~ Everyone needs a “safe” word. What is yours?
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
49~ If you could, would you want to be the opposite sex for a day, week, or year?
Do you like it when they show and tell you what they want?
1- What’s your favorite animal? Do you a least favorite?
19- What’s your favorite fairytale? What’s your least favorite?
Nurse/Patient Celebrity/Fan
11- List at least 5 things on your bucket list. Have you done any of them already?
2- What’s your favorite color? Do you a least favorite?
22- What is your favorite childhood memory? What is your least favorite?
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
10- What is your favorite family tradition? What’s your least favorite?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
21~ What was the best date you ever went on? What has been the worst?
3- What was the most surprising thing you’ve learned about me throughout our relationship?
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?
You know that I will be 100% truthful, so ask.
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
3- What’s your favorite smell? Do you a least favorite?
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?
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?
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)
Do you have a favorite? Is it ok if your partner does?
3- What Superhero or Superpower would you want to be/have?
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
How many times do you think you have “made love”?
70~ Would/do you have/like anal sex?
*** Questions about Relationships/Past ***
52~ Are you willing to make “those types” of bets with your partner?
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?
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)
33- If you could visit any time period, when would you pick? Please explain why?
What’s the longest time you gone without having sex, after, having it? How much time between the others?
Master/Slave Boss/Maid
What would you say to prove to yourself that it was really you?
51~ What tends to bring a smile to your face?
If yes, what?
Any that are a turn off?
Repairman/Lonely Wife Virgin/Experienced
78~ Have you ever thought about making out or having sex with someone of the same sex? 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.
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
How old are you? Male or Female?
62~ Have you used adult toys?
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?
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
Teacher/Student Stranger/One Night Stand
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
46~ Have you ever used furniture, or other types of things to aid you while having sex?
71~ Would you give your partner a hand or foot job? Would you receive one?
What was the longest? What was the shortest?
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
What is your view on sex? Meaning, When/Where/ How often/
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?