What is the most interesting question you can ask to get to know someone?
09.06.2025 01:10
34- Ever been to a concert? What was your favorite? Who would you like to see?
64~ When was your very first orgasm? When was your first from having sex? Care to share?
2- What’s your favorite color? Do you a least favorite?
Who writes and reads novels nowadays?
13- What’s your favorite drink? What’s your least favorite?
80~ Share your top three fantasies/desires. (Be detailed) 😊
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
What are some common examples of human hypocrisy?
Repairman/Lonely Wife Virgin/Experienced
21~ What was the best date you ever went on? What has been the worst?
6- Do you have dreams? Can you remember them? What do you usually dream about?
11~ Have you ever been caught by your parents or children or others while having sex?
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
14- What's your favorite dessert? Do you a least favorite?
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
At 53, Jennie Garth Poses in Her First-Ever Underwear Campaign - instyle.com
9- If you could have three wishes, what would they be? Why?
How many partners have you had oral sex with? Who? Care to Share?
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
007 First Light Trailer Reveals The First-Ever James Bond Origin Story - GameSpot
22- What is your favorite childhood memory? What is your least favorite?
Would you mind if your partner watched it? How about together vs alone?
71~ Would you give your partner a hand or foot job? Would you receive one?
Red Cross says at least 21 killed and dozens shot in Gaza aid incident - BBC
52~ Are you willing to make “those types” of bets with your partner?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
67~ Do you like it when your partner moans and/or is vocal during sex?
Nurse/Patient Celebrity/Fan
10~ How many dates are necessary before you to have sex with someone?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
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?
26~ What side of the bed do you sleep on?
What's it like to have an IQ of 140 to 170? Do people notice you're different?
Would you ever want to be woken up with oral and/or intercourse?
3- Should Pluto still be considered a planet? 4- How about smoking?
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
Google Photos albums redesign adds Material 3 Expressive toolbar, QR code sharing - 9to5Google
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
49~ How many times have you been married? Why did they end?
39~ What are your love languages?
Nothing too Serious
89~ Do you like taking showers together?
If you say it, I will stop, and we can talk about it when you are ready.
Infrared contact lens enables humans to see in dark - DW
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
What’s the longest time you gone without having sex, after, having it? How much time between the others?
What have you learned about me that was new and/or surprising?
Why was the rock band Kiss so successful?
Would you read them together?
Does the thought excite you? Care to share?
Model/Photographer Police/Criminal
Why should you never do drugs? Will this story absolutely shock you?
14- What is an embarrassing moment in your life? How about your most embarrassing?
70~ Would/do you have/like anal sex?
18- How often do you drink alcohol? What is your favorite drink?
Teacher/Student Stranger/One Night Stand
*** What’s Your Favorite…? ***
37- Do you like your name? If you could change it, what would you change it too?
19- What’s your favorite fairytale? What’s your least favorite?
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
32- What's your greatest talent? Can I see it right now?
Get this wrong and this could mean the end… :-) some funny, some not…
*** Questions About Me ***
15- What's your favorite saying? What word or phrase is your least favorite?
What is your favorite toy? Ever wanted to try a specific toy?
9~ How many times over your lifetime do you think you have had sex so far?
The Ice Breaker Questions
65~ Describe the best orgasm you’ve ever had? Care to share?
44~ Care to share something about yourself that no one else knows about you?
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
If NO, would you ever have one? Would it be with 2 men or 2 women?
9- Is there something you’ve always wanted to ask me but you’re afraid?
Can you Deep Throat? Do you like the taste of yourself?
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
22- Do you have any birth marks? How about scars? Care to share how you got them?
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
33- Beach or Mountains? Or is there another place to like better?
Family Relation Age Play
5~ When you first started having sex, was it what you thought it would be?
10- List 5 of your top pet peeves.
41~ Are there moments in your past that you would want to change? Please share 3 of them.
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
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?
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
How about if they talk dirty and/or call you names?
12- What’s your favorite food? What’s your least favorite?
61~ How willing would you be to try new sexual positions?
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
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- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
76~ Have you had a threesome? Care to Share?
20- What’s your favorite candy? What’s your least favorite?
50~ How many children do you have? What are their ages?
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
Doctor/Nurse Stripper/Client
What is your view on sex? Meaning, When/Where/ How often/
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
Do you have a favorite? Is it ok if your partner does?
48~ Do you have any siblings? Are you close to your family?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
* Give a rating for each one (0-100)
52~ What are your hobbies?
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
11- List at least 5 things on your bucket list. Have you done any of them already?
42~ What’s your biggest regret in life?
62~ Have you used adult toys?
81~ Do you have any kinks and/or fetishes?
53~ How much can you tell me about the one thing you are most passionate about?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
You know that I will be 100% truthful, so ask.
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
8- What's your favorite flavor of ice cream? Do you a least favorite?
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
Escort/Client Job Applicant/Hiring Manager
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?
Do you watch it? What is your favorite?
11- How about if they like a certain sports team? 12-How about drinking too much?
47~ What would be your dream job and why?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
17- What’s your favorite holiday? What’s your least favorite?
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
83~ How do you feel about Porn?
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
Any that are a turn off?
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
1- What was your first impression of me? Has it changed?
92~ Have you ever had or have an STD? How many? What was it?
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
How old are you? Male or Female?
31- If given a chance to be immortal, would you take it? Why?
36~ What is your favorite time of day to have sex/make love?
48~ Have you ever paid or been paid for sex?
Would you allow me to clean every part of your body with my soapy hands and fingers?
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
*** Random Questions ***
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 favorite animal? Do you a least favorite?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
27- What was/ is nickname? Does it have a meaning behind it?
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
Master/Slave Boss/Maid
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
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,
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
29- How superstitious are you?
That one or two things that made you go hmmmm, OMG or wow!
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
13~ Is there a difference between, making love, having sex, and fucking?
Please share Did you stop?
21- What's your favorite way to spend a weekend or time off?
84~ How do you feel about reading/listening to adult stories?
15~ Have you ever been “in love”? Who? Care to Share?
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
8- What are your thoughts on politics?
Over time has your thoughts on sex changed?
10- What is your favorite family tradition? What’s your least favorite?
23- What is your dream job? What was it as a child?
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
24~ What are your expectations in a relationship? (I know a very big question, take your time)
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?
How well do you know me? And some of your thoughts about me
I would allow you to do it… What would you do to me?
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
13- How about having a certain hair cut/style?
51~ Are you willing to play adult games with your partner?
15- What bad habit do you wish you could quit? Do you have any addictions?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
What do you dislike about me? I asked you to be 100% honest.
40~ What’s the weirdest place you’ve ever had sex?
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
4- For a pet, Cat, dog or other?
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
7-What do I do in bed that drives you wild? How about, what turns you off?
3- What’s your favorite smell? Do you a least favorite?
38~ Share your most embarrassing sexual memory?
Will you kiss after your partner has gone down on you? Swallow or spit semen?
If you lose, are you willing to be their sex slave for a day, (anything goes)?
Would you do it again, and would you rather 2 females or 2 males?
34~ Do you like the lights on or off during sex?
Will you cheat again? How can, you be sure? Define what cheating is to you.
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
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?
19- Do/have you smoked? What do you prefer? How often?
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
Do you like the “69” position? Do you prefer to be on top or bottom?
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 /have you ever given your partner a lap dance and Striptease?
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
Do you like it when they show and tell you what they want?
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)
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?
9- What’s your favorite season and why? What’s your least favorite?
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…
60~ How important is oral sex? Do you like receiving? Do you like giving?
If YES, was it with 2 men or 2 women? Did you enjoy it?
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
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?
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
What have you learned about yourself that you did not before this?
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
Any that are a turn off?
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
Do you shave/trim your pubic hair? For you guys do you shave your balls?
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
*** Questions about Relationships/Past ***
36- Do you play video games? What is your favorite? Do you a least favorite?
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
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?
92~ Everyone needs a “safe” word. What is yours?
What was the longest? What was the shortest?
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
12- What is the weirdest thing you've ever eaten?
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
*** Deal Breaker Questions ***
28~ What are some things that turn on? What is your biggest turn on?
29~ What are some things that turn you off? What is your biggest turn off?
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
What would you say to prove to yourself that it was really you?
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
28- What are some things that people do that irritate you?
How many times do you think you have “made love”?
If yes, what?
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
25~ How do you feel about PDA? (Public Display of Affection)
7- What if a person smells a certain way? 8- How about smoking?
Prisoner/Prison Guard Landlord/Tenant
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
5- Have you ever been hypnotized? Would you allow yourself to be?
18- What’s your favorite way to relax after a long day? What’s your least favorite?
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
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?
18~ Who/when was your first “crush”?
82~ Do you have any fantasies involving Role-Playing?
3- What was the most surprising thing you’ve learned about me throughout our relationship?
45~ How do you feel about me blindfolding you? How about blindfolding me?
11- What's your favorite restaurant? What’s your least favorite?
What is your favorite position? Why?
30~ What's something unexpected that turns you on?
(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…)
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
17- Have you ever done drugs? Which ones? How often?
1~ How old were you when you had your first kiss? Who? Care to Share?
19~ Who/when was your first “heartbreak”?
Have you ever? Care to Share?
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?
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
If you win, what will you make them do?
Do you think this brought you closer together?
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…
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
7- What are your thoughts on religion? Is there an afterlife?
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
46~ Have you ever used furniture, or other types of things to aid you while having sex?
3- What Superhero or Superpower would you want to be/have?
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
13- What is the craziest/scariest thing you've ever done?