What is the most interesting question you can ask to get to know someone?
10.06.2025 07:50
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
1~ How old were you when you had your first kiss? Who? Care to Share?
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)
Clint Eastwood Shades Era of Remakes: Do Something New or Stay at Home - Variety
Please share Did you stop?
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
50~ How many children do you have? What are their ages?
Video: Street Fighter 6 Showcases Four New Character Outfits - Nintendo Life
Will you kiss after your partner has gone down on you? Swallow or spit semen?
49~ How many times have you been married? Why did they end?
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?
Alex Cora Takes Blame for Red Sox Woes After Extra Innings Loss - Sports Illustrated
21- What's your favorite way to spend a weekend or time off?
51~ Are you willing to play adult games with your partner?
How many times do you think you have “made love”?
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14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
11- What's your favorite restaurant? What’s your least favorite?
Have you ever? Care to Share?
A new COVID variant is spreading across California. Could we see a summer surge? - Sacramento Bee
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
15~ Have you ever been “in love”? Who? Care to Share?
19- What’s your favorite fairytale? What’s your least favorite?
Can I use the LEG PRESS to build muscle?
*** Random Questions ***
What have you learned about yourself that you did not before this?
If you lose, are you willing to be their sex slave for a day, (anything goes)?
Would you ever want to be woken up with oral and/or intercourse?
29~ What are some things that turn you off? What is your biggest turn off?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
QUALITY OVER QUANTITY FOR BERTONE’S GOLDEN PRAGUE PUSH - ifsc-climbing.
Any that are a turn off?
76~ Have you had a threesome? Care to Share?
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
Ground beef sold at national grocery chain might be contaminated with E. coli, USDA warns - AL.com
What have you learned about me that was new and/or surprising?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
11- List at least 5 things on your bucket list. Have you done any of them already?
Hegseth warns China poses 'imminent' threat to Taiwan and urges Asia to boost defence - BBC
64~ When was your very first orgasm? When was your first from having sex? Care to share?
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
22- What is your favorite childhood memory? What is your least favorite?
Mundfish Reveals The Cube, An MMORPG Shooter Set In The Atomic Heart Universe - Game Informer
*** Questions about Relationships/Past ***
33- If you could visit any time period, when would you pick? Please explain why?
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
Nintendo Switch update 20.1.1 out now, patch notes - Nintendo Everything
52~ What are your hobbies?
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
34- Ever been to a concert? What was your favorite? Who would you like to see?
9- What’s your favorite season and why? What’s your least favorite?
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
If you win, what will you make them do?
14- What's your favorite dessert? Do you a least favorite?
24~ What are your expectations in a relationship? (I know a very big question, take your time)
Would you mind if your partner watched it? How about together vs alone?
15- What bad habit do you wish you could quit? Do you have any addictions?
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
That one or two things that made you go hmmmm, OMG or wow!
17- What’s your favorite holiday? What’s your least favorite?
81~ Do you have any kinks and/or fetishes?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
53~ How much can you tell me about the one thing you are most passionate about?
10- What is your favorite family tradition? What’s your least favorite?
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?
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
3- What Superhero or Superpower would you want to be/have?
9- If you could have three wishes, what would they be? Why?
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
52~ Are you willing to make “those types” of bets with your partner?
31- If given a chance to be immortal, would you take it? Why?
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
48~ Do you have any siblings? Are you close to your family?
60~ How important is oral sex? Do you like receiving? Do you like giving?
Any that are a turn off?
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
32- What's your greatest talent? Can I see it right now?
Nothing too Serious
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
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?
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
5- Have you ever been hypnotized? Would you allow yourself to be?
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…
33- Beach or Mountains? Or is there another place to like better?
49~ If you could, would you want to be the opposite sex for a day, week, or year?
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
Would /have you ever given your partner a lap dance and Striptease?
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
40~ What’s the weirdest place you’ve ever had sex?
8- What are your thoughts on politics?
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
21~ What was the best date you ever went on? What has been the worst?
71~ Would you give your partner a hand or foot job? Would you receive one?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
12- What’s your favorite food? What’s your least favorite?
27- What was/ is nickname? Does it have a meaning behind it?
(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…)
I would allow you to do it… What would you do to me?
8- What's your favorite flavor of ice cream? 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?
Nurse/Patient Celebrity/Fan
80~ Share your top three fantasies/desires. (Be detailed) 😊
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
You know that I will be 100% truthful, so ask.
17- Have you ever done drugs? Which ones? How often?
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
7- What if a person smells a certain way? 8- How about smoking?
How well do you know me? And some of your thoughts about me
1- What was your first impression of me? Has it changed?
*** Questions About Me ***
Over time has your thoughts on sex changed?
46~ Have you ever used furniture, or other types of things to aid you while having sex?
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
Do you have a favorite? Is it ok if your partner does?
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
What do you dislike about me? I asked you to be 100% honest.
18- What’s your favorite way to relax after a long day? What’s your least favorite?
3- What’s your favorite smell? Do you a least favorite?
Doctor/Nurse Stripper/Client
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?
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
The Ice Breaker Questions
13- What’s your favorite drink? What’s your least favorite?
28- What are some things that people do that irritate you?
13~ Is there a difference between, making love, having sex, and fucking?
37- Do you like your name? If you could change it, what would you change it too?
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
18- How often do you drink alcohol? What is your favorite drink?
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
13- How about having a certain hair cut/style?
25~ How do you feel about PDA? (Public Display of Affection)
92~ Everyone needs a “safe” word. What is yours?
*** What’s Your Favorite…? ***
Escort/Client Job Applicant/Hiring Manager
36- Do you play video games? What is your favorite? Do you a least favorite?
Would you do it again, and would you rather 2 females or 2 males?
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,
62~ Have you used adult toys?
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
What is your favorite toy? Ever wanted to try a specific toy?
Family Relation Age Play
If YES, was it with 2 men or 2 women? Did you enjoy it?
How old are you? Male or Female?
11- How about if they like a certain sports team? 12-How about drinking too much?
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
84~ How do you feel about reading/listening to adult stories?
How many partners have you had oral sex with? Who? Care to Share?
Do you shave/trim your pubic hair? For you guys do you shave your balls?
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
Prisoner/Prison Guard Landlord/Tenant
Will you cheat again? How can, you be sure? Define what cheating is to you.
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
41~ Are there moments in your past that you would want to change? Please share 3 of them.
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?
If NO, would you ever have one? Would it be with 2 men or 2 women?
What is your favorite position? Why?
How about if they talk dirty and/or call you names?
83~ How do you feel about Porn?
14- What is an embarrassing moment in your life? How about your most embarrassing?
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
Get this wrong and this could mean the end… :-) some funny, some not…
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
3- Should Pluto still be considered a planet? 4- How about smoking?
7- What are your thoughts on religion? Is there an afterlife?
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
44~ Care to share something about yourself that no one else knows about you?
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
What’s the longest time you gone without having sex, after, having it? How much time between the others?
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
Can you Deep Throat? Do you like the taste of yourself?
Would you read them together?
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
34~ Do you like the lights on or off during sex?
If yes, what?
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
39~ What are your love languages?
82~ Do you have any fantasies involving Role-Playing?
36~ What is your favorite time of day to have sex/make love?
47~ What would be your dream job and why?
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
42~ What’s your biggest regret in life?
12- What is the weirdest thing you've ever eaten?
26~ What side of the bed do you sleep on?
Do you think this brought you closer together?
Do you like the “69” position? Do you prefer to be on top or bottom?
61~ How willing would you be to try new sexual positions?
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
38~ Share your most embarrassing sexual memory?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
4- For a pet, Cat, dog or other?
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?
19~ Who/when was your first “heartbreak”?
Do you like it when they show and tell you what they want?
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
28~ What are some things that turn on? What is your biggest turn 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?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
Model/Photographer Police/Criminal
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
23- What is your dream job? What was it as a child?
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?
* Give a rating for each one (0-100)
70~ Would/do you have/like anal sex?
If you say it, I will stop, and we can talk about it when you are ready.
What would you say to prove to yourself that it was really you?
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
What was the longest? What was the shortest?
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
Master/Slave Boss/Maid
9~ How many times over your lifetime do you think you have had sex so far?
Teacher/Student Stranger/One Night Stand
22- Do you have any birth marks? How about scars? Care to share how you got them?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
18~ Who/when was your first “crush”?
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
Does the thought excite you? Care to share?
30~ What's something unexpected that turns you on?
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
What is your view on sex? Meaning, When/Where/ How often/
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
1- What’s your favorite animal? Do you a least favorite?
*** Deal Breaker Questions ***
2- What’s your favorite color? 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?
45~ How do you feel about me blindfolding you? How about blindfolding me?
7-What do I do in bed that drives you wild? How about, what turns you off?
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
65~ Describe the best orgasm you’ve ever had? Care to share?
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)
11~ Have you ever been caught by your parents or children or others while having sex?
5~ When you first started having sex, was it what you thought it would be?
Repairman/Lonely Wife Virgin/Experienced
9- Is there something you’ve always wanted to ask me but you’re afraid?
29- How superstitious are you?
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
10~ How many dates are necessary before you to have sex with someone?
51~ What tends to bring a smile to your face?
15- What's your favorite saying? What word or phrase is your least favorite?
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
48~ Have you ever paid or been paid for sex?
89~ Do you like taking showers together?
Would you allow me to clean every part of your body with my soapy hands and fingers?
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
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?
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
20- What’s your favorite candy? What’s your least favorite?
56~ Would you ever go to a strip club 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?
3- What was the most surprising thing you’ve learned about me throughout our relationship?
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
Do you watch it? What is your favorite?
10- List 5 of your top pet peeves.
6- Do you have dreams? Can you remember them? What do you usually dream about?
92~ Have you ever had or have an STD? How many? What was it?
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
19- Do/have you smoked? What do you prefer? How often?