What is the most interesting question you can ask to get to know someone?
11.06.2025 19:55
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
4- For a pet, Cat, dog or other?
9- If you could have three wishes, what would they be? Why?
*** Questions About Me ***
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
13- What’s your favorite drink? What’s your least favorite?
Prisoner/Prison Guard Landlord/Tenant
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
What do you typically do while on meth?
12- What is the weirdest thing you've ever eaten?
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
11- List at least 5 things on your bucket list. Have you done any of them already?
macOS Tahoe Name Leaked Ahead of Apple's WWDC Event Next Week - MacRumors
Will you cheat again? How can, you be sure? Define what cheating is to you.
13- How about having a certain hair cut/style?
If you win, what will you make them do?
Do many women shave their vaginas?
36- Do you play video games? What is your favorite? Do you a least favorite?
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
34~ Do you like the lights on or off during sex?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
31- If given a chance to be immortal, would you take it? Why?
49~ How many times have you been married? Why did they end?
1- What was your first impression of me? Has it changed?
That one or two things that made you go hmmmm, OMG or wow!
14- What is an embarrassing moment in your life? How about your most embarrassing?
What is a good tool for product analytics besides Google Analytics?
15- What's your favorite saying? What word or phrase is your least favorite?
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?
I would allow you to do it… What would you do to me?
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
Escort/Client Job Applicant/Hiring Manager
Master/Slave Boss/Maid
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
UFC 316 results: Kayla Harrison finishes Julianna Peña, squares off with Amanda Nunes - MMA Junkie
34- Ever been to a concert? What was your favorite? Who would you like to see?
17- What’s your favorite holiday? What’s your least favorite?
What have you learned about yourself that you did not before this?
9- Is there something you’ve always wanted to ask me but you’re afraid?
The Ice Breaker Questions
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
Why can't white people just surrender their white privilege?
9- What’s your favorite season and why? What’s your least favorite?
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
39~ What are your love languages?
Why is my ex mad I moved on when he dumped me?
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?
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)
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
Carrying own bag after splitting with caddie, Max Homa fails to qualify for U.S. Open - NBC Sports
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
2- What’s your favorite color? Do you a least favorite?
Would you do it again, and would you rather 2 females or 2 males?
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
32- What's your greatest talent? Can I see it right now?
84~ How do you feel about reading/listening to adult stories?
12- What’s your favorite food? What’s your least 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?
40~ What’s the weirdest place you’ve ever had sex?
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
5~ When you first started having sex, was it what you thought it would be?
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
8- What's your favorite flavor of ice cream? Do you a least favorite?
19- Do/have you smoked? What do you prefer? How often?
What is your favorite toy? Ever wanted to try a specific toy?
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
92~ Everyone needs a “safe” word. What is yours?
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?
Any that are a turn off?
Please share Did you stop?
Any that are a turn off?
10- What is your favorite family tradition? What’s your least favorite?
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
67~ Do you like it when your partner moans and/or is vocal during sex?
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
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?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
71~ Would you give your partner a hand or foot job? Would you receive one?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
If you say it, I will stop, and we can talk about it when you are ready.
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?
49~ If you could, would you want to be the opposite sex for a day, week, or year?
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?
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
64~ When was your very first orgasm? When was your first from having sex? Care to share?
What do you dislike about me? I asked you to be 100% honest.
21~ What was the best date you ever went on? What has been the worst?
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
How many partners have you had oral sex with? Who? Care to Share?
Do you like it when they show and tell you what they want?
51~ Are you willing to play adult games with your partner?
51~ What tends to bring a smile to your face?
33- Beach or Mountains? Or is there another place to like better?
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
83~ How do you feel about Porn?
28~ What are some things that turn on? What is your biggest turn on?
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
Will you kiss after your partner has gone down on you? Swallow or spit semen?
22- Do you have any birth marks? How about scars? Care to share how you got them?
What’s the longest time you gone without having sex, after, having it? How much time between the others?
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
7- What if a person smells a certain way? 8- How about smoking?
Family Relation Age Play
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
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~ Who/when was your first “crush”?
11- How about if they like a certain sports team? 12-How about drinking too much?
Over time has your thoughts on sex changed?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
14- What's your favorite dessert? Do you a least favorite?
*** What’s Your Favorite…? ***
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
41~ Are there moments in your past that you would want to change? Please share 3 of them.
76~ Have you had a threesome? Care to Share?
70~ Would/do you have/like anal sex?
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
44~ Care to share something about yourself that no one else knows about you?
If NO, would you ever have one? Would it be with 2 men or 2 women?
3- Should Pluto still be considered a planet? 4- How about smoking?
47~ What would be your dream job and why?
21- What's your favorite way to spend a weekend or time off?
82~ Do you have any fantasies involving Role-Playing?
48~ Do you have any siblings? Are you close to your family?
10- List 5 of your top pet peeves.
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
81~ Do you have any kinks and/or fetishes?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
46~ Have you ever used furniture, or other types of things to aid you while having sex?
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
89~ Do you like taking showers together?
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?
11- What's your favorite restaurant? What’s your least favorite?
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
45~ How do you feel about me blindfolding you? How about blindfolding me?
How many times do you think you have “made love”?
If you lose, are you willing to be their sex slave for a day, (anything goes)?
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
9~ How many times over your lifetime do you think you have had sex so far?
20- Do you have any tattoos? 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?
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
How old are you? Male or Female?
Would you ever want to be woken up with oral and/or intercourse?
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?
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?
Does the thought excite you? Care to share?
18- How often do you drink alcohol? What is your favorite drink?
Can you Deep Throat? Do you like the taste of yourself?
*** Questions about Relationships/Past ***
What would you say to prove to yourself that it was really you?
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
(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- What’s your favorite smell? Do you a least favorite?
What was the longest? What was the shortest?
52~ Are you willing to make “those types” of bets with your partner?
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
42~ What’s your biggest regret in life?
What is your view on sex? Meaning, When/Where/ How often/
29~ What are some things that turn you off? What is your biggest turn off?
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
Would you allow me to clean every part of your body with my soapy hands and fingers?
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
33- If you could visit any time period, when would you pick? Please explain why?
Model/Photographer Police/Criminal
37- Do you like your name? If you could change it, what would you change it too?
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
15- What bad habit do you wish you could quit? Do you have any addictions?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
How about if they talk dirty and/or call you names?
Have you ever? Care to Share?
Repairman/Lonely Wife Virgin/Experienced
3- What was the most surprising thing you’ve learned about me throughout our relationship?
Teacher/Student Stranger/One Night Stand
Would /have you ever given your partner a lap dance and Striptease?
28- What are some things that people do that irritate you?
30~ What's something unexpected that turns you on?
19~ Who/when was your first “heartbreak”?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
20- What’s your favorite candy? What’s your least favorite?
11~ Have you ever been caught by your parents or children or others while having sex?
You know that I will be 100% truthful, so ask.
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
Nothing too Serious
13- What is the craziest/scariest thing you've ever done?
If YES, was it with 2 men or 2 women? Did you enjoy 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…
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
13~ Is there a difference between, making love, having sex, and fucking?
65~ Describe the best orgasm you’ve ever had? Care to share?
19- What’s your favorite fairytale? What’s your least favorite?
92~ Have you ever had or have an STD? How many? What was it?
25~ How do you feel about PDA? (Public Display of Affection)
5- Have you ever been hypnotized? Would you allow yourself to be?
Do you think this brought you closer together?
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
8- What are your thoughts on politics?
What have you learned about me that was new and/or surprising?
17- Have you ever done drugs? Which ones? How often?
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?
80~ Share your top three fantasies/desires. (Be detailed) 😊
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
62~ Have you used adult toys?
* Give a rating for each one (0-100)
38~ Share your most embarrassing sexual memory?
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…
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
Do you have a favorite? Is it ok if your partner does?
Get this wrong and this could mean the end… :-) some funny, some not…
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
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?
*** Deal Breaker Questions ***
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
Would you mind if your partner watched it? How about together vs alone?
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?
*** Random Questions ***
How well do you know me? And some of your thoughts about me
If yes, what?
Would you read them together?
1~ How old were you when you had your first kiss? Who? Care to Share?
What is your favorite position? Why?
1- What’s your favorite animal? Do you a least favorite?
61~ How willing would you be to try new sexual positions?
29- How superstitious are you?
50~ How many children do you have? What are their ages?
36~ What is your favorite time of day to have sex/make love?
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
6- Do you have dreams? Can you remember them? What do you usually dream about?
15~ Have you ever been “in love”? Who? Care to Share?
26~ What side of the bed do you sleep on?
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
7- What are your thoughts on religion? Is there an afterlife?
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
Nurse/Patient Celebrity/Fan
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
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?
52~ What are your hobbies?
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
Doctor/Nurse Stripper/Client
48~ Have you ever paid or been paid for sex?
22- What is your favorite childhood memory? What is your least favorite?
18- What’s your favorite way to relax after a long day? What’s your least 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,
Do you like the “69” position? Do you prefer to be on top or bottom?
10~ How many dates are necessary before you to have sex with someone?
24~ What are your expectations in a relationship? (I know a very big question, take your time)
23- What is your dream job? What was it as a child?
27- What was/ is nickname? Does it have a meaning behind it?
60~ How important is oral sex? Do you like receiving? Do you like giving?