What is the most interesting question you can ask to get to know someone?
12.06.2025 12:30
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
84~ How do you feel about reading/listening to adult stories?
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
83~ How do you feel about Porn?
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
What's your take on Eternal Sunshine of the Spotless Mind? How has it affected you?
19- What’s your favorite fairytale? What’s your least favorite?
89~ Do you like taking showers together?
76~ Have you had a threesome? Care to Share?
Bill Atkinson, architect of the Mac’s graphical soul, dies at 74 - Ars Technica
10- What is your favorite family tradition? What’s your least favorite?
51~ What tends to bring a smile to your face?
The Ice Breaker Questions
New Research Reveals That Humans Are Seasonal Animals - SciTechDaily
37- Do you like your name? If you could change it, what would you change it too?
7- What if a person smells a certain way? 8- How about smoking?
18~ Who/when was your first “crush”?
How to watch Apple’s WWDC 2025 keynote - TechCrunch
Would you mind if your partner watched it? How about together vs alone?
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
Do people really have sex with animals?
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
36- Do you play video games? What is your favorite? Do you a least favorite?
What is your favorite position? Why?
52~ Are you willing to make “those types” of bets with your partner?
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
Travis Kelce Salutes Taylor Swift for Buying Her Masters Back, 'It's Finally Hers' - Bleacher Report
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
23- What is your dream job? What was it as a child?
18- What’s your favorite way to relax after a long day? What’s your least favorite?
Why do I feel bad when I see white girls dating black guys, am I racist?
14- What's your favorite dessert? Do you a least favorite?
Does the thought excite you? Care to share?
92~ Have you ever had or have an STD? How many? What was it?
What should a young woman do to control sagging breasts?
5~ When you first started having sex, was it what you thought it would be?
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
10~ How many dates are necessary before you to have sex with someone?
60 years ago, Ed White went out for walk photo of the day for June 3, 2025 - Space
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
How old are you? Male or Female?
Does the Hamas charter specifically call for the death of all Jews and the destruction of Israel?
Have you ever? Care to Share?
What is your favorite toy? Ever wanted to try a specific toy?
9- What’s your favorite season and why? What’s your least favorite?
Best Pokémon to Vote for in August 2025 Community Day (PvP Analysis) - Pokémon GO Hub
34~ Do you like the lights on or off during sex?
11- What's your favorite restaurant? What’s your least favorite?
60~ How important is oral sex? Do you like receiving? Do you like giving?
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?
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
14- What is an embarrassing moment in your life? How about your most embarrassing?
If yes, what?
28~ What are some things that turn on? What is your biggest turn on?
What have you learned about yourself that you did not before this?
What was the longest? What was the shortest?
Do you think this brought you closer together?
Prisoner/Prison Guard Landlord/Tenant
53~ How much can you tell me about the one thing you are most passionate about?
17- Have you ever done drugs? Which ones? How often?
If NO, would you ever have one? Would it be with 2 men or 2 women?
18- How often do you drink alcohol? What is your favorite drink?
21- Do you have any piercings? 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…
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
9~ How many times over your lifetime do you think you have had sex so far?
47~ What would be your dream job and why?
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
Family Relation Age Play
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
44~ Care to share something about yourself that no one else knows about you?
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
21- What's your favorite way to spend a weekend or time off?
52~ What are your hobbies?
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
15- What's your favorite saying? What word or phrase is your least favorite?
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
38~ Share your most embarrassing sexual memory?
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
Please share Did you stop?
1- What was your first impression of me? Has it changed?
11- List at least 5 things on your bucket list. Have you done any of them already?
12- What is the weirdest thing you've ever eaten?
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
Do you have a favorite? Is it ok if your partner does?
Over time has your thoughts on sex changed?
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
4- For a pet, Cat, dog or other?
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
33- Beach or Mountains? Or is there another place to like better?
You know that I will be 100% truthful, so ask.
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
Will you cheat again? How can, you be sure? Define what cheating is to you.
Can you Deep Throat? Do you like the taste of yourself?
*** Deal Breaker Questions ***
62~ Have you used adult toys?
5- Have you ever been hypnotized? Would you allow yourself to be?
Model/Photographer Police/Criminal
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?
65~ Describe the best orgasm you’ve ever had? Care to share?
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
Would you do it again, and would you rather 2 females or 2 males?
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
49~ If you could, would you want to be the opposite sex for a day, week, or year?
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
Get this wrong and this could mean the end… :-) some funny, some not…
*** What’s Your Favorite…? ***
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)
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
32- What's your greatest talent? Can I see it right now?
61~ How willing would you be to try new sexual positions?
22- What is your favorite childhood memory? What is your least favorite?
Any that are a turn off?
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,
22- Do you have any birth marks? How about scars? Care to share how you got them?
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
7-What do I do in bed that drives you wild? How about, what turns you off?
Repairman/Lonely Wife Virgin/Experienced
*** Questions about Relationships/Past ***
If you win, what will you make them do?
If you say it, I will stop, and we can talk about it when you are ready.
Would /have you ever given your partner a lap dance and Striptease?
(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…)
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
24~ What are your expectations in a relationship? (I know a very big question, take your time)
Nurse/Patient Celebrity/Fan
What’s the longest time you gone without having sex, after, having it? How much time between the others?
11~ Have you ever been caught by your parents or children or others while having sex?
34- Ever been to a concert? What was your favorite? Who would you like to see?
80~ Share your top three fantasies/desires. (Be detailed) 😊
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
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 about if they talk dirty and/or call you names?
Any that are a turn off?
82~ Do you have any fantasies involving Role-Playing?
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
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?
How well do you know me? And some of your thoughts about me
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
Doctor/Nurse Stripper/Client
67~ Do you like it when your partner moans and/or is vocal during sex?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
50~ How many children do you have? What are their ages?
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
3- What’s your favorite smell? Do you a least favorite?
*** Questions About Me ***
3- Should Pluto still be considered a planet? 4- How about smoking?
1- What’s your favorite animal? Do you a least favorite?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
I would allow you to do it… What would you do to me?
Do you like the “69” position? Do you prefer to be on top or bottom?
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?
What have you learned about me that was new and/or surprising?
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
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?
33- If you could visit any time period, when would you pick? Please explain why?
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
2- What’s your favorite color? Do you a least favorite?
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
71~ Would you give your partner a hand or foot job? Would you receive one?
8- What's your favorite flavor of ice cream? Do you a least favorite?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
That one or two things that made you go hmmmm, OMG or wow!
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
19- Do/have you smoked? What do you prefer? How often?
92~ Everyone needs a “safe” word. What is yours?
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
64~ When was your very first orgasm? When was your first from having sex? Care to share?
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
7- What are your thoughts on religion? Is there an afterlife?
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
Do you watch it? What is your favorite?
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
29- How superstitious are you?
36~ What is your favorite time of day to have sex/make love?
13- What’s your favorite drink? What’s your least favorite?
Would you ever want to be woken up with oral and/or intercourse?
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?
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
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- How about if they like a certain sports team? 12-How about drinking too much?
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
How many partners have you had oral sex with? Who? Care to Share?
What is your view on sex? Meaning, When/Where/ How often/
49~ How many times have you been married? Why did they end?
40~ What’s the weirdest place you’ve ever had sex?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
81~ Do you have any kinks and/or fetishes?
Escort/Client Job Applicant/Hiring Manager
48~ Do you have any siblings? Are you close to your family?
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
28- What are some things that people do that irritate you?
1~ How old were you when you had your first kiss? Who? Care to Share?
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
19~ Who/when was your first “heartbreak”?
41~ Are there moments in your past that you would want to change? Please share 3 of them.
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?
48~ Have you ever paid or been paid for sex?
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
Master/Slave Boss/Maid
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
21~ What was the best date you ever went on? What has been the worst?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
15~ Have you ever been “in love”? Who? Care to Share?
*** Random Questions ***
10- List 5 of your top pet peeves.
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
Do you shave/trim your pubic hair? For you guys do you shave your balls?
46~ Have you ever used furniture, or other types of things to aid you while having sex?
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
Would you allow me to clean every part of your body with my soapy hands and fingers?
13- What is the craziest/scariest thing you've ever done?
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?
9- Is there something you’ve always wanted to ask me but you’re afraid?
Would you read them together?
30~ What's something unexpected that turns you on?
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?
15- What bad habit do you wish you could quit? Do you have any addictions?
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?
6- Do you have dreams? Can you remember them? What do you usually dream about?
39~ What are your love languages?
* Give a rating for each one (0-100)
26~ What side of the bed do you sleep on?
42~ What’s your biggest regret in life?
29~ What are some things that turn you off? What is your biggest turn off?
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
Nothing too Serious
Do you like it when they show and tell you what they want?
13- How about having a certain hair cut/style?
3- What Superhero or Superpower would you want to be/have?
If YES, was it with 2 men or 2 women? Did you enjoy it?
What do you dislike about me? I asked you to be 100% honest.
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
20- What’s your favorite candy? What’s your least favorite?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
70~ Would/do you have/like anal sex?
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
25~ How do you feel about PDA? (Public Display of Affection)
If you lose, are you willing to be their sex slave for a day, (anything goes)?
17- What’s your favorite holiday? What’s your least favorite?
45~ How do you feel about me blindfolding you? How about blindfolding me?
How many times do you think you have “made love”?
9- If you could have three wishes, what would they be? Why?
51~ Are you willing to play adult games with your partner?
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
What would you say to prove to yourself that it was really you?
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
12- What’s your favorite food? What’s your least favorite?
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
13~ Is there a difference between, making love, having sex, and fucking?
3- What was the most surprising thing you’ve learned about me throughout our relationship?
Teacher/Student Stranger/One Night Stand
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
Will you kiss after your partner has gone down on you? Swallow or spit semen?