What is the most interesting question you can ask to get to know someone?
11.06.2025 01:28
Will you cheat again? How can, you be sure? Define what cheating is to you.
36- Do you play video games? What is your favorite? Do you a least favorite?
15- What's your favorite saying? What word or phrase is your least favorite?
What are the defining characteristics of woke liberals and conservatives in the United States?
67~ Do you like it when your partner moans and/or is vocal during sex?
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,
92~ Everyone needs a “safe” word. What is yours?
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
Nothing too Serious
18- What’s your favorite way to relax after a long day? What’s your least favorite?
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1- What was your first impression of me? Has it changed?
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
3- Should Pluto still be considered a planet? 4- How about smoking?
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
20- What’s your favorite candy? What’s your least favorite?
15~ Have you ever been “in love”? Who? Care to Share?
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
6- Do you have dreams? Can you remember them? What do you usually dream about?
30~ What's something unexpected that turns you on?
42~ What’s your biggest regret in life?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
MSU Taps J Batt As Next Director of Athletics - Michigan State University Athletics
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
PS5 has a huge price advantage over Xbox and Switch 2 right now - Eurogamer
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
5~ When you first started having sex, was it what you thought it would be?
Do you like it when they show and tell you what they want?
New Study Reveals the #1 Sleep Mistake That Harms the Brain - AOL.com
1- What’s your favorite animal? Do you a least favorite?
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
Is it true that all men want a woman who looks like an Instagram “model”?
62~ Have you used adult toys?
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
Teen TikTok skin care craze may be harmful — and expensive, study finds - CNN
How about if they talk dirty and/or call you names?
48~ Have you ever paid or been paid for sex?
Doctor/Nurse Stripper/Client
Building the 'Moonhouse': Q&A with artist Mikael Genberg - Space
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
Over time has your thoughts on sex changed?
A Manson Family member was recommended for parole again. But she's not free just yet - NPR
13- How about having a certain hair cut/style?
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
(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…)
Microbiome: First bacteria we meet can keep us out of hospital - BBC
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
10- List 5 of your top pet peeves.
Master/Slave Boss/Maid
How many partners have you had oral sex with? Who? Care to Share?
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
Nurse/Patient Celebrity/Fan
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
82~ Do you have any fantasies involving Role-Playing?
65~ Describe the best orgasm you’ve ever had? Care to share?
9- If you could have three wishes, what would they be? Why?
76~ Have you had a threesome? Care to Share?
53~ How much can you tell me about the one thing you are most passionate about?
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
21- What's your favorite way to spend a weekend or time off?
11~ Have you ever been caught by your parents or children or others while having sex?
47~ What would be your dream job and why?
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
How many times do you think you have “made love”?
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
Do you have a favorite? Is it ok if your partner does?
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
* Give a rating for each one (0-100)
Would you allow me to clean every part of your body with my soapy hands and fingers?
What is your favorite position? Why?
Escort/Client Job Applicant/Hiring Manager
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
50~ How many children do you have? What are their ages?
*** What’s Your Favorite…? ***
Would you mind if your partner watched it? How about together vs alone?
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)
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?
51~ Are you willing to play adult games with your partner?
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
I would allow you to do it… What would you do to me?
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
89~ Do you like taking showers together?
Have you ever? Care to Share?
What’s the longest time you gone without having sex, after, having it? How much time between the others?
*** Deal Breaker Questions ***
If NO, would you ever have one? Would it be with 2 men or 2 women?
33- If you could visit any time period, when would you pick? Please explain why?
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
17- Have you ever done drugs? Which ones? How often?
3- What Superhero or Superpower would you want to be/have?
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
37- Do you like your name? If you could change it, what would you change it too?
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
39~ What are your love languages?
44~ Care to share something about yourself that no one else knows about you?
Do you like the “69” position? Do you prefer to be on top or bottom?
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
Would you do it again, and would you rather 2 females or 2 males?
How old are you? Male or Female?
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
7- What if a person smells a certain way? 8- How about smoking?
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?
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
If YES, was it with 2 men or 2 women? Did you enjoy it?
10~ How many dates are necessary before you to have sex with someone?
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
19- What’s your favorite fairytale? What’s your least favorite?
38~ Share your most embarrassing sexual memory?
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?
41~ Are there moments in your past that you would want to change? Please share 3 of them.
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?
Can you Deep Throat? Do you like the taste of yourself?
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
28- What are some things that people do that irritate you?
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
Any that are a turn off?
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
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…
92~ Have you ever had or have an STD? How many? What was it?
The Ice Breaker Questions
Model/Photographer Police/Criminal
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
If you lose, are you willing to be their sex slave for a day, (anything goes)?
What is your view on sex? Meaning, When/Where/ How often/
19~ Who/when was your first “heartbreak”?
Any that are a turn off?
29~ What are some things that turn you off? What is your biggest turn off?
9- Is there something you’ve always wanted to ask me but you’re afraid?
1~ How old were you when you had your first kiss? Who? Care to Share?
83~ How do you feel about Porn?
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
19- Do/have you smoked? What do you prefer? How often?
81~ Do you have any kinks and/or fetishes?
If you say it, I will stop, and we can talk about it when you are ready.
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?
13- What’s your favorite drink? What’s your least favorite?
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
9~ How many times over your lifetime do you think you have had sex so far?
22- Do you have any birth marks? How about scars? Care to share how you got them?
3- What’s your favorite smell? Do you a least favorite?
What is your favorite toy? Ever wanted to try a specific toy?
71~ Would you give your partner a hand or foot job? Would you receive one?
Please share Did you stop?
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
12- What is the weirdest thing you've ever eaten?
3- What was the most surprising thing you’ve learned about me throughout our relationship?
21~ What was the best date you ever went on? What has been the worst?
51~ What tends to bring a smile to your face?
That one or two things that made you go hmmmm, OMG or wow!
26~ What side of the bed do you sleep on?
11- What's your favorite restaurant? What’s your least favorite?
17- What’s your favorite holiday? What’s your least favorite?
7- What are your thoughts on religion? Is there an afterlife?
34~ Do you like the lights on or off during sex?
36~ What is your favorite time of day to have sex/make love?
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
40~ What’s the weirdest place you’ve ever had sex?
13~ Is there a difference between, making love, having sex, and fucking?
49~ How many times have you been married? Why did they end?
Does the thought excite you? Care to share?
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?
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
14- What is an embarrassing moment in your life? How about your most embarrassing?
8- What are your thoughts on politics?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
80~ Share your top three fantasies/desires. (Be detailed) 😊
32- What's your greatest talent? Can I see it right now?
29- How superstitious are you?
Would /have you ever given your partner a lap dance and Striptease?
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?
What do you dislike about me? I asked you to be 100% honest.
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
52~ Are you willing to make “those types” of bets with your partner?
Do you shave/trim your pubic hair? For you guys do you shave your balls?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
Would you ever want to be woken up with oral and/or intercourse?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
How well do you know me? And some of your thoughts about me
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
9- What’s your favorite season and why? What’s your least favorite?
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
13- What is the craziest/scariest thing you've ever done?
11- List at least 5 things on your bucket list. Have you done any of them already?
34- Ever been to a concert? What was your favorite? Who would you like to see?
25~ How do you feel about PDA? (Public Display of Affection)
5- Have you ever been hypnotized? Would you allow yourself to be?
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
8- What's your favorite flavor of ice cream? Do you a least favorite?
11- How about if they like a certain sports team? 12-How about drinking too much?
Family Relation Age Play
64~ When was your very first orgasm? When was your first from having sex? Care to share?
70~ Would/do you have/like anal sex?
33- Beach or Mountains? Or is there another place to like better?
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?
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
*** Random Questions ***
*** Questions about Relationships/Past ***
7-What do I do in bed that drives you wild? How about, what turns you off?
10- What is your favorite family tradition? What’s your least favorite?
Will you kiss after your partner has gone down on you? Swallow or spit semen?
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
61~ How willing would you be to try new sexual positions?
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
49~ If you could, would you want to be the opposite sex for a day, week, or year?
52~ What are your hobbies?
48~ Do you have any siblings? Are you close to your family?
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
What was the longest? What was the shortest?
18- How often do you drink alcohol? What is your favorite drink?
What have you learned about yourself that you did not before this?
15- What bad habit do you wish you could quit? Do you have any addictions?
60~ How important is oral sex? Do you like receiving? Do you like giving?
You know that I will be 100% truthful, so ask.
Do you think this brought you closer together?
Repairman/Lonely Wife Virgin/Experienced
Get this wrong and this could mean the end… :-) some funny, some not…
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
12- What’s your favorite food? What’s your least favorite?
46~ Have you ever used furniture, or other types of things to aid you while having sex?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
27- What was/ is nickname? Does it have a meaning behind it?
*** Questions About Me ***
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
Teacher/Student Stranger/One Night Stand
Would you read them together?
What have you learned about me that was new and/or surprising?
28~ What are some things that turn on? What is your biggest turn on?
24~ What are your expectations in a relationship? (I know a very big question, take your time)
If yes, what?
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
23- What is your dream job? What was it as a child?
Prisoner/Prison Guard Landlord/Tenant
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
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 would you say to prove to yourself that it was really you?
22- What is your favorite childhood memory? What is your least favorite?
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
14- What's your favorite dessert? Do you a least favorite?
31- If given a chance to be immortal, would you take it? Why?
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…
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
2- What’s your favorite color? Do you a least favorite?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
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?
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
If you win, what will you make them do?
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
Do you watch it? What is your favorite?
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
18~ Who/when was your first “crush”?
84~ How do you feel about reading/listening to adult stories?
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?