What is the most interesting question you can ask to get to know someone?
12.06.2025 04:43
If YES, was it with 2 men or 2 women? Did you enjoy it?
33- If you could visit any time period, when would you pick? Please explain why?
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
Which Shakespeare words have completely changed meaning in modern English?
76~ Have you had a threesome? Care to Share?
3- Should Pluto still be considered a planet? 4- How about smoking?
36~ What is your favorite time of day to have sex/make love?
Why don't we hear our own snoring?
28~ What are some things that turn on? What is your biggest turn on?
If you lose, are you willing to be their sex slave for a day, (anything goes)?
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
Why do liberals have a problem with masculine men like Andrew Tate?
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
Would you ever want to be woken up with oral and/or intercourse?
11- List at least 5 things on your bucket list. Have you done any of them already?
My friend asked my crush and he said my crush hates me but not in a rude way. What does that mean?
52~ What are your hobbies?
Do you watch it? What is your favorite?
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
If you received hand-me-downs as a child, how did they make you feel?
Would you read them together?
Master/Slave Boss/Maid
20- What’s your favorite candy? What’s your least favorite?
30~ What's something unexpected that turns you on?
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
You know that I will be 100% truthful, so ask.
The Dogs of Chernobyl Are Experiencing Rapid Evolution, Study Suggests - MSN
7- What are your thoughts on religion? Is there an afterlife?
5~ When you first started having sex, was it what you thought it would be?
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
Shared Genetic Signatures Found Across Psychiatric Disorders - Neuroscience News
Nothing too Serious
29- How superstitious are you?
What is your favorite position? Why?
Heart Disease: What You Eat Matters More Than Cutting Carbs, Fat - Healthline
17- What’s your favorite holiday? What’s your least favorite?
14- What's your favorite dessert? Do you a least favorite?
34~ Do you like the lights on or off during sex?
Did you know that we white women prefer Black boyfriends?
How well do you know me? And some of your thoughts about me
81~ Do you have any kinks and/or fetishes?
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
What would you do if you found out that someone had broken into your home while you were sleeping?
7-What do I do in bed that drives you wild? How about, what turns you off?
*** 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)
What are 5 ways that can be done by the community to improve the public transport system?
15- What's your favorite saying? What word or phrase is your least favorite?
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
19- Do/have you smoked? What do you prefer? How often?
Why do boobs of some girls bounce when they walk?
18- What’s your favorite way to relax after a long day? What’s your least favorite?
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
Over time has your thoughts on sex changed?
What do you think of Tesla's Model Y coming in ninth among electric cars sales in Europe?
Escort/Client Job Applicant/Hiring Manager
How about if they talk dirty and/or call you names?
17- Have you ever done drugs? Which ones? How often?
9- What’s your favorite season and why? What’s your least favorite?
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
8- What's your favorite flavor of ice cream? Do you a least favorite?
42~ What’s your biggest regret in life?
10- What is your favorite family tradition? What’s your least favorite?
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
Do you think this brought you closer together?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
If you win, what will you make them do?
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
10~ How many dates are necessary before you to have sex with someone?
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
21~ What was the best date you ever went on? What has been the worst?
31- If given a chance to be immortal, would you take it? Why?
44~ Care to share something about yourself that no one else knows about you?
36- Do you play video games? What is your favorite? Do you a least favorite?
What was the longest? What was the shortest?
What is your favorite toy? Ever wanted to try a specific toy?
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?
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
48~ Do you have any siblings? Are you close to your family?
Any that are a turn off?
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
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?
Will you cheat again? How can, you be sure? Define what cheating is to you.
9~ How many times over your lifetime do you think you have had sex so far?
How old are you? Male or Female?
61~ How willing would you be to try new sexual positions?
14- What is an embarrassing moment in your life? How about your most embarrassing?
13- What’s your favorite drink? What’s your least favorite?
Do you like it when they show and tell you what they want?
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
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 have a favorite? Is it ok if your partner does?
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…
34- Ever been to a concert? What was your favorite? Who would you like to see?
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
80~ Share your top three fantasies/desires. (Be detailed) 😊
71~ Would you give your partner a hand or foot job? Would you receive one?
If yes, what?
What would you say to prove to yourself that it was really you?
13- What is the craziest/scariest thing you've ever done?
Do you shave/trim your pubic hair? For you guys do you shave your balls?
What do you dislike about me? I asked you to be 100% honest.
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?
*** Random Questions ***
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
13~ Is there a difference between, making love, having sex, and fucking?
The Ice Breaker Questions
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
15~ Have you ever been “in love”? Who? Care to Share?
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
Prisoner/Prison Guard Landlord/Tenant
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
82~ Do you have any fantasies involving Role-Playing?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
50~ How many children do you have? What are their ages?
How many partners have you had oral sex with? Who? Care to Share?
Get this wrong and this could mean the end… :-) some funny, some not…
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
48~ Have you ever paid or been paid for sex?
(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…)
Have you ever? Care to Share?
6- Do you have dreams? Can you remember them? What do you usually dream about?
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…
39~ What are your love languages?
84~ How do you feel about reading/listening to adult stories?
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
Does the thought excite you? Care to share?
How many times do you think you have “made love”?
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,
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
13- How about having a certain hair cut/style?
25~ How do you feel about PDA? (Public Display of Affection)
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
45~ How do you feel about me blindfolding you? How about blindfolding me?
3- What’s your favorite smell? Do you a least favorite?
49~ How many times have you been married? Why did they end?
64~ When was your very first orgasm? When was your first from having sex? Care to share?
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
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?
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
5- Have you ever been hypnotized? Would you allow yourself to be?
9- If you could have three wishes, what would they be? Why?
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
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?
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
What’s the longest time you gone without having sex, after, having it? How much time between the others?
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
Can you Deep Throat? Do you like the taste of yourself?
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
1~ How old were you when you had your first kiss? Who? Care to Share?
28- What are some things that people do that irritate you?
18- How often do you drink alcohol? What is your favorite drink?
* Give a rating for each one (0-100)
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
Would you mind if your partner watched it? How about together vs alone?
Would /have you ever given your partner a lap dance and Striptease?
Would you do it again, and would you rather 2 females or 2 males?
10- List 5 of your top pet peeves.
53~ How much can you tell me about the one thing you are most passionate about?
32- What's your greatest talent? Can I see it right now?
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
3- What was the most surprising thing you’ve learned about me throughout our relationship?
7- What if a person smells a certain way? 8- How about smoking?
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?
I would allow you to do it… What would you do to me?
52~ Are you willing to make “those types” of bets with your partner?
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
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?
What have you learned about yourself that you did not before this?
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
Family Relation Age Play
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
22- Do you have any birth marks? How about scars? Care to share how you got them?
92~ Everyone needs a “safe” word. What is yours?
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
27- What was/ is nickname? Does it have a meaning behind it?
49~ If you could, would you want to be the opposite sex for a day, week, or year?
60~ How important is oral sex? Do you like receiving? Do you like giving?
Nurse/Patient Celebrity/Fan
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
Please share Did you stop?
3- What Superhero or Superpower would you want to be/have?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
1- What was your first impression of me? Has it changed?
4- For a pet, Cat, dog or other?
26~ What side of the bed do you sleep on?
47~ What would be your dream job and why?
24~ What are your expectations in a relationship? (I know a very big question, take your time)
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
11- How about if they like a certain sports team? 12-How about drinking too much?
What is your view on sex? Meaning, When/Where/ How often/
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
51~ Are you willing to play adult games with your partner?
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
*** Questions About Me ***
89~ Do you like taking showers together?
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
11- What's your favorite restaurant? What’s your least favorite?
Repairman/Lonely Wife Virgin/Experienced
40~ What’s the weirdest place you’ve ever had sex?
92~ Have you ever had or have an STD? How many? What was it?
If you say it, I will stop, and we can talk about it when you are ready.
67~ Do you like it when your partner moans and/or is vocal during sex?
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
22- What is your favorite childhood memory? What is your least favorite?
Doctor/Nurse Stripper/Client
12- What is the weirdest thing you've ever eaten?
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? 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?
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?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
Do you like the “69” position? Do you prefer to be on top or bottom?
62~ Have you used adult toys?
That one or two things that made you go hmmmm, OMG or wow!
41~ Are there moments in your past that you would want to change? Please share 3 of them.
What have you learned about me that was new and/or surprising?
18~ Who/when was your first “crush”?
38~ Share your most embarrassing sexual memory?
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?
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
12- What’s your favorite food? What’s your least favorite?
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?
8- What are your thoughts on politics?
19~ Who/when was your first “heartbreak”?
Any that are a turn off?
2- What’s your favorite color? Do you a least favorite?
11~ Have you ever been caught by your parents or children or others while having sex?
33- Beach or Mountains? Or is there another place to like better?
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
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?
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
Teacher/Student Stranger/One Night Stand
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
21- What's your favorite way to spend a weekend or time off?
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
46~ Have you ever used furniture, or other types of things to aid you while having sex?
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
1- What’s your favorite animal? Do you a least favorite?
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
*** Deal Breaker Questions ***
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
70~ Would/do you have/like anal sex?
29~ What are some things that turn you off? What is your biggest turn off?
*** Questions about Relationships/Past ***
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
Model/Photographer Police/Criminal
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?
65~ Describe the best orgasm you’ve ever had? Care to share?
23- What is your dream job? What was it as a child?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
Will you kiss after your partner has gone down on you? Swallow or spit semen?
Would you allow me to clean every part of your body with my soapy hands and fingers?
37- Do you like your name? If you could change it, what would you change it too?
19- What’s your favorite fairytale? What’s your least favorite?
51~ What tends to bring a smile to your face?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
83~ How do you feel about Porn?
If NO, would you ever have one? Would it be with 2 men or 2 women?
9- Is there something you’ve always wanted to ask me but you’re afraid?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?