What is the most interesting question you can ask to get to know someone?
08.06.2025 02:42
3- What was the most surprising thing you’ve learned about me throughout our relationship?
14- What's your favorite dessert? Do you a least favorite?
92~ Have you ever had or have an STD? How many? What was it?
What would you say to prove to yourself that it was really you?
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
49~ How many times have you been married? Why did they end?
Don't miss the half-lit first quarter moon rise tonight — Here's what to look for - Space
30~ What's something unexpected that turns you on?
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
52~ Are you willing to make “those types” of bets with your partner?
NASCAR Cup Series qualifying order for Michigan International Speedway - NASCAR.com
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
6- Do you have dreams? Can you remember them? What do you usually dream about?
James Bond game 007 First Light gets first trailer - The Verge
42~ What’s your biggest regret in life?
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
Youth overdoses from synthetic opioids are increasing. What parents should know - CNN
Repairman/Lonely Wife Virgin/Experienced
Do you like the “69” position? Do you prefer to be on top or bottom?
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
Heroes of the Storm Live Patch Notes - June 2, 2025 - Blizzard News
Family Relation Age Play
*** What’s Your Favorite…? ***
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
(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?
NYC’s Noisy Skies Get Electric With Beta’s Demo Flight Into JFK - Bloomberg.com
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
What were some things that the ancient Greeks excelled at compared to the Romans?
Master/Slave Boss/Maid
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
Do very hot men ever feel attracted to an ugly woman? Why?
13- How about having a certain hair cut/style?
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
51~ Are you willing to play adult games with your partner?
11- List at least 5 things on your bucket list. Have you done any of them already?
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
5- Have you ever been hypnotized? Would you allow yourself to be?
If you win, what will you make them do?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
18- What’s your favorite way to relax after a long day? What’s your least favorite?
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
29- How superstitious are you?
Would you do it again, and would you rather 2 females or 2 males?
18~ Who/when was your first “crush”?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
41~ Are there moments in your past that you would want to change? Please share 3 of them.
*** Random Questions ***
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
If YES, was it with 2 men or 2 women? Did you enjoy it?
38~ Share your most embarrassing sexual memory?
34~ Do you like the lights on or off during sex?
You know that I will be 100% truthful, so ask.
11- How about if they like a certain sports team? 12-How about drinking too much?
9~ How many times over your lifetime do you think you have had sex so far?
9- Is there something you’ve always wanted to ask me but you’re afraid?
Have you ever? Care to Share?
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
33- Beach or Mountains? Or is there another place to like better?
45~ How do you feel about me blindfolding you? How about blindfolding me?
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
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…
83~ How do you feel about Porn?
46~ Have you ever used furniture, or other types of things to aid you while having sex?
What is your view on sex? Meaning, When/Where/ How often/
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?
How many partners have you had oral sex with? Who? Care to Share?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
Would you read them together?
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
Nothing too Serious
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
4- For a pet, Cat, dog or other?
61~ How willing would you be to try new sexual positions?
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
Do you have a favorite? Is it ok if your partner does?
89~ Do you like taking showers together?
Will you cheat again? How can, you be sure? Define what cheating is to you.
40~ What’s the weirdest place you’ve ever had sex?
19~ Who/when was your first “heartbreak”?
Over time has your thoughts on sex changed?
3- Should Pluto still be considered a planet? 4- How about smoking?
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
Model/Photographer Police/Criminal
13- What is the craziest/scariest thing you've ever done?
Please share Did you stop?
What is your favorite toy? Ever wanted to try a specific toy?
I would allow you to do it… What would you do to me?
32- What's your greatest talent? Can I see it right now?
*** Questions about Relationships/Past ***
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?
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?
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
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?
7- What are your thoughts on religion? Is there an afterlife?
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
Does the thought excite you? Care to share?
Would you mind if your partner watched it? How about together vs alone?
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
1- What was your first impression of me? Has it changed?
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
12- What’s your favorite food? What’s your least favorite?
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?
26~ What side of the bed do you sleep on?
Escort/Client Job Applicant/Hiring Manager
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
84~ How do you feel about reading/listening to adult stories?
34- Ever been to a concert? What was your favorite? Who would you like to see?
62~ Have you used adult toys?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
3- What Superhero or Superpower would you want to be/have?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
33- If you could visit any time period, when would you pick? Please explain why?
82~ Do you have any fantasies involving Role-Playing?
13- What’s your favorite drink? What’s your least favorite?
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
Do you think this brought you closer together?
If NO, would you ever have one? Would it be with 2 men or 2 women?
* Give a rating for each one (0-100)
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
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?
If yes, what?
28- What are some things that people do that irritate you?
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
70~ Would/do you have/like anal sex?
Do you like it when they show and tell you what they want?
19- What’s your favorite fairytale? What’s your least favorite?
65~ Describe the best orgasm you’ve ever had? Care to share?
49~ If you could, would you want to be the opposite sex for a day, week, or year?
What have you learned about me that was new and/or surprising?
21- What's your favorite way to spend a weekend or time off?
How well do you know me? And some of your thoughts about me
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
Prisoner/Prison Guard Landlord/Tenant
31- If given a chance to be immortal, would you take it? Why?
81~ Do you have any kinks and/or fetishes?
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
20- What’s your favorite candy? What’s your least favorite?
39~ What are your love languages?
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
28~ What are some things that turn on? What is your biggest turn on?
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
27- What was/ is nickname? Does it have a meaning behind it?
9- What’s your favorite season and why? What’s your least favorite?
52~ What are your hobbies?
71~ Would you give your partner a hand or foot job? Would you receive one?
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
How old are you? Male or Female?
92~ Everyone needs a “safe” word. What is yours?
44~ Care to share something about yourself that no one else knows about you?
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
*** Deal Breaker Questions ***
10- What is your favorite family tradition? What’s your least favorite?
How about if they talk dirty and/or call you names?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
10~ How many dates are necessary before you to have sex with someone?
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?
Get this wrong and this could mean the end… :-) some funny, some not…
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
7- What if a person smells a certain way? 8- How about smoking?
29~ What are some things that turn you off? What is your biggest turn off?
If you say it, I will stop, and we can talk about it when you are ready.
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
1- What’s your favorite animal? Do you a least favorite?
15~ Have you ever been “in love”? Who? Care to Share?
54~ Would you ever go skinny dipping with your partner? Have you ever been? 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…
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?
11~ Have you ever been caught by your parents or children or others while having sex?
18- How often do you drink alcohol? What is your favorite drink?
What is your favorite position? Why?
Would you ever want to be woken up with oral and/or intercourse?
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
Will you kiss after your partner has gone down on you? Swallow or spit semen?
15- What's your favorite saying? What word or phrase is your least 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)
8- What are your thoughts on politics?
17- What’s your favorite holiday? What’s your least favorite?
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
What’s the longest time you gone without having sex, after, having it? How much time between the others?
14- What is an embarrassing moment in your life? How about your most embarrassing?
47~ What would be your dream job and why?
Would /have you ever given your partner a lap dance and Striptease?
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
*** Questions About Me ***
The Ice Breaker Questions
12- What is the weirdest thing you've ever eaten?
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
Any that are a turn off?
37- Do you like your name? If you could change it, what would you change it too?
That one or two things that made you go hmmmm, OMG or wow!
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?
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?
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
Any that are a turn off?
What do you dislike about me? I asked you to be 100% honest.
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
24~ What are your expectations in a relationship? (I know a very big question, take your time)
8- What's your favorite flavor of ice cream? Do you a least favorite?
If you lose, are you willing to be their sex slave for a day, (anything goes)?
76~ Have you had a threesome? Care to Share?
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
13~ Is there a difference between, making love, having sex, and fucking?
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
21~ What was the best date you ever went on? What has been the worst?
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
53~ How much can you tell me about the one thing you are most passionate about?
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
Doctor/Nurse Stripper/Client
3- What’s your favorite smell? Do you a least favorite?
19- Do/have you smoked? What do you prefer? How often?
Can you Deep Throat? Do you like the taste of yourself?
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
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,
1~ How old were you when you had your first kiss? Who? Care to Share?
Do you watch it? What is your favorite?
7-What do I do in bed that drives you wild? How about, what turns you off?
60~ How important is oral sex? Do you like receiving? Do you like giving?
What was the longest? What was the shortest?
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
Nurse/Patient Celebrity/Fan
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
36- Do you play video games? What is your favorite? Do you a least favorite?
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
51~ What tends to bring a smile to your face?
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
10- List 5 of your top pet peeves.
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
80~ Share your top three fantasies/desires. (Be detailed) 😊
17- Have you ever done drugs? Which ones? How often?
Would you allow me to clean every part of your body with my soapy hands and fingers?
25~ How do you feel about PDA? (Public Display of Affection)
11- What's your favorite restaurant? What’s your least favorite?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
48~ Do you have any siblings? Are you close to your family?
67~ Do you like it when your partner moans and/or is vocal during sex?
22- What is your favorite childhood memory? What is your least favorite?
Do you shave/trim your pubic hair? For you guys do you shave your balls?
64~ When was your very first orgasm? When was your first from having sex? Care to share?
How many times do you think you have “made love”?
36~ What is your favorite time of day to have sex/make love?
15- What bad habit do you wish you could quit? Do you have any addictions?
23- What is your dream job? What was it as a child?
9- If you could have three wishes, what would they be? Why?
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
22- Do you have any birth marks? How about scars? Care to share how you got them?
48~ Have you ever paid or been paid for sex?
Teacher/Student Stranger/One Night Stand
2- What’s your favorite color? Do you a least favorite?
5- What do I do outside the bedroom that turns you on? 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?
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.