What is the most interesting question you can ask to get to know someone?
08.06.2025 05:51
26~ What side of the bed do you sleep on?
51~ What tends to bring a smile to your face?
33- If you could visit any time period, when would you pick? Please explain why?
Is it possible for doctors to diagnose prostate cancer just by looking at a patient?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, 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?
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
Do you like it when they show and tell you what they want?
32- What's your greatest talent? Can I see it right now?
How were cows used in ancient India?
Would you mind if your partner watched it? How about together vs alone?
20- What’s your favorite candy? What’s your least favorite?
83~ How do you feel about Porn?
How is TikTok able to censor porn?
25~ How do you feel about PDA? (Public Display of Affection)
Do you watch it? What is your favorite?
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,
Are Americans really as uneducated and ignorant as portrayed in the media?
3- Should Pluto still be considered a planet? 4- How about smoking?
40~ What’s the weirdest place you’ve ever had sex?
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
What should I expect after a BBL surgery?
71~ Would you give your partner a hand or foot job? Would you receive one?
*** Questions about Relationships/Past ***
*** Questions About Me ***
DF Weekly: Why would Microsoft "sideline" its next generation handheld? - Eurogamer
Nurse/Patient Celebrity/Fan
64~ When was your very first orgasm? When was your first from having sex? Care to share?
70~ Would/do you have/like anal sex?
Why do all the stupid people think Donald J. Trump is stupid?
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
What is the best way to get my wife to become a hotwife?
10~ How many dates are necessary before you to have sex with someone?
11- How about if they like a certain sports team? 12-How about drinking too much?
17- What’s your favorite holiday? What’s your least favorite?
Have you ever answered your door in lingerie?
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
What have you learned about me that was new and/or surprising?
42~ What’s your biggest regret in life?
How come Taiwan is LGBT friendly, yet Japan and South Korea are not?
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
39~ What are your love languages?
84~ How do you feel about reading/listening to adult stories?
Did Obito ever fully redeem himself in everyone's eyes?
13~ Is there a difference between, making love, having sex, and fucking?
38~ Share your most embarrassing sexual memory?
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)
Can you provide a list of cities named after animals and the animals they were named after?
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
Take the short quiz here @ Discover Your Love Language® - The 5 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…)
50~ How many children do you have? What are their ages?
46~ Have you ever used furniture, or other types of things to aid you while having sex?
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
Reds star Elly De La Cruz homers after learning of the death of his sister - AP News
14- What is an embarrassing moment in your life? How about your most embarrassing?
Would you do it again, and would you rather 2 females or 2 males?
31- If given a chance to be immortal, would you take it? Why?
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
15~ Have you ever been “in love”? Who? Care to Share?
7- What are your thoughts on religion? Is there an afterlife?
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
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?
11- List at least 5 things on your bucket list. Have you done any of them already?
Family Relation Age Play
Do you think this brought you closer together?
What is your favorite toy? Ever wanted to try a specific toy?
3- What Superhero or Superpower would you want to be/have?
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?
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
5- Have you ever been hypnotized? Would you allow yourself to be?
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
9~ How many times over your lifetime do you think you have had sex so far?
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
22- What is your favorite childhood memory? What is your least favorite?
10- What is your favorite family tradition? What’s your least favorite?
Repairman/Lonely Wife Virgin/Experienced
36- Do you play video games? What is your favorite? Do you a 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?
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
Prisoner/Prison Guard Landlord/Tenant
Do you like the “69” position? Do you prefer to be on top or bottom?
6- What’s your favorite TV series? Do you have a favorite genre? 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?
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
3- What was the most surprising thing you’ve learned about me throughout our relationship?
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
89~ Do you like taking showers together?
10- List 5 of your top pet peeves.
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
15- What bad habit do you wish you could quit? Do you have any addictions?
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?
67~ Do you like it when your partner moans and/or is vocal during sex?
9- What’s your favorite season and why? What’s your least favorite?
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
If you lose, are you willing to be their sex slave for a day, (anything goes)?
4- For a pet, Cat, dog or other?
45~ How do you feel about me blindfolding you? How about blindfolding me?
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
Can you Deep Throat? Do you like the taste of yourself?
49~ How many times have you been married? Why did they end?
How many times do you think you have “made love”?
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…
How old are you? Male or Female?
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
14- What's your favorite dessert? Do you a least favorite?
41~ Are there moments in your past that you would want to change? Please share 3 of them.
44~ Care to share something about yourself that no one else knows about you?
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
13- How about having a certain hair cut/style?
Does the thought excite you? Care to share?
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?
Teacher/Student Stranger/One Night Stand
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
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?
Will you cheat again? How can, you be sure? Define what cheating is to you.
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
19~ Who/when was your first “heartbreak”?
27- What was/ is nickname? Does it have a meaning behind it?
18- How often do you drink alcohol? What is your favorite drink?
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
92~ Have you ever had or have an STD? How many? What was it?
You know that I will be 100% truthful, so ask.
28- What are some things that people do that irritate you?
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
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?
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
34~ Do you like the lights on or off during sex?
Escort/Client Job Applicant/Hiring Manager
12- What’s your favorite food? What’s your least favorite?
Do you shave/trim your pubic hair? For you guys do you shave your balls?
Over time has your thoughts on sex changed?
51~ Are you willing to play adult games with your partner?
Would you allow me to clean every part of your body with my soapy hands and fingers?
Doctor/Nurse Stripper/Client
19- Do/have you smoked? What do you prefer? How often?
29~ What are some things that turn you off? What is your biggest turn off?
80~ Share your top three fantasies/desires. (Be detailed) 😊
15- What's your favorite saying? What word or phrase is your least favorite?
How well do you know me? And some of your thoughts about me
49~ If you could, would you want to be the opposite sex for a day, week, or year?
Master/Slave Boss/Maid
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
8- What are your thoughts on politics?
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?
What have you learned about yourself that you did not before this?
5~ When you first started having sex, was it what you thought it would be?
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
That one or two things that made you go hmmmm, OMG or wow!
48~ Do you have any siblings? Are you close to your family?
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
33- Beach or Mountains? Or is there another place to like better?
The Ice Breaker Questions
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
Get this wrong and this could mean the end… :-) some funny, some not…
9- Is there something you’ve always wanted to ask me but you’re afraid?
13- What is the craziest/scariest thing you've ever done?
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
What do you dislike about me? I asked you to be 100% honest.
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
48~ Have you ever paid or been paid for sex?
22- Do you have any birth marks? How about scars? Care to share how you got them?
18- What’s your favorite way to relax after a long day? What’s your least favorite?
Would /have you ever given your partner a lap dance and Striptease?
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
8- What's your favorite flavor of ice cream? Do you a least favorite?
53~ How much can you tell me about the one thing you are most passionate about?
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
17- Have you ever done drugs? Which ones? How often?
Model/Photographer Police/Criminal
What is your view on sex? Meaning, When/Where/ How often/
9- If you could have three wishes, what would they be? Why?
81~ Do you have any kinks and/or fetishes?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
6- Do you have dreams? Can you remember them? What do you usually dream about?
19- What’s your favorite fairytale? What’s your least favorite?
Any that are a turn off?
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
Any that are a turn off?
7-What do I do in bed that drives you wild? How about, what turns you off?
24~ What are your expectations in a relationship? (I know a very big question, take your time)
62~ Have you used adult toys?
I would allow you to do it… What would you do to me?
Nothing too Serious
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
21- What's your favorite way to spend a weekend or time off?
29- How superstitious are you?
1- What’s your favorite animal? Do you a least favorite?
Would you ever want to be woken up with oral and/or intercourse?
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
52~ What are your hobbies?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
What was the longest? What was the shortest?
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
Will you kiss after your partner has gone down on you? Swallow or spit semen?
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
2- What’s your favorite color? Do you a least favorite?
Do you have a favorite? Is it ok if your partner does?
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
If you say it, I will stop, and we can talk about it when you are ready.
How about if they talk dirty and/or call you names?
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
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?
If NO, would you ever have one? Would it be with 2 men or 2 women?
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
What would you say to prove to yourself that it was really you?
34- Ever been to a concert? What was your favorite? Who would you like to see?
54~ Would you ever go skinny dipping with your partner? Have you ever been? 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?
If you win, what will you make them do?
Have you ever? Care to Share?
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
*** Deal Breaker Questions ***
61~ How willing would you be to try new sexual positions?
47~ What would be your dream job and why?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
11~ Have you ever been caught by your parents or children or others while having sex?
11- What's your favorite restaurant? What’s your least favorite?
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 shave your legs? How about your pubic hair? How about shower sex?
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
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?
18~ Who/when was your first “crush”?
What is your favorite position? Why?
28~ What are some things that turn on? What is your biggest turn on?
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?
How many partners have you had oral sex with? Who? Care to Share?
65~ Describe the best orgasm you’ve ever had? Care to share?
76~ Have you had a threesome? Care to Share?
If YES, was it with 2 men or 2 women? Did you enjoy it?
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
*** Random Questions ***
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
Would you read them together?
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?
12- What is the weirdest thing you've ever eaten?
*** What’s Your Favorite…? ***
37- Do you like your name? If you could change it, what would you change it too?
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
7- What if a person smells a certain way? 8- How about smoking?
Please share Did you stop?
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
What’s the longest time you gone without having sex, after, having it? How much time between the others?
82~ Do you have any fantasies involving Role-Playing?
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
If yes, what?
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?
1~ How old were you when you had your first kiss? Who? Care to Share?
36~ What is your favorite time of day to have sex/make love?
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
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…
21~ What was the best date you ever went on? What has been the worst?
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
23- What is your dream job? What was it as a child?
13- What’s your favorite drink? What’s your least favorite?
92~ Everyone needs a “safe” word. What is yours?
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
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?
* Give a rating for each one (0-100)
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?