What is the most interesting question you can ask to get to know someone?
09.06.2025 05:09

Get this wrong and this could mean the end… :-) some funny, some not…
15- What's your favorite saying? What word or phrase is your least favorite?
3- What’s your favorite smell? Do you a least favorite?
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
Family Relation Age Play
24~ What are your expectations in a relationship? (I know a very big question, take your time)
Why is the covert narcissist actively avoiding me when they see me everyday?
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?
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
9- If you could have three wishes, what would they be? Why?
India Is Breaking Apart — Geologists Detect Deep Continental Fracture - The Daily Galaxy
*** What’s Your Favorite…? ***
46~ Have you ever used furniture, or other types of things to aid you while having sex?
*** Questions about Relationships/Past ***
President Xi Jinping Speaks with U.S. President Donald J. Trump on the Phone - fmprc.gov.cn
62~ Have you used adult toys?
Do you think this brought you closer together?
1- What was your first impression of me? Has it changed?
Was Michael Jackson really an innocent person?
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
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?
What was the first Native American tribe to inhabit Long Island, NY?
17- Have you ever done drugs? Which ones? How often?
19- What’s your favorite fairytale? What’s your least favorite?
8- What's your favorite flavor of ice cream? Do you a least favorite?
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
What have you learned about yourself that you did not before this?
6- Do you have dreams? Can you remember them? What do you usually dream about?
Adam Sandler will cast Derrick Henry in a movie if he rushes for 2,000 yards - NBC Sports
Over time has your thoughts on sex changed?
89~ Do you like taking showers together?
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
Walmart Nintendo Switch 2: it was in stock and will be back next week - The Shortcut | Matt Swider
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,
*** Random Questions ***
82~ Do you have any fantasies involving Role-Playing?
Pocket is shutting down, so I switched to a self-hosted alternative - Android Authority
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
92~ Have you ever had or have an STD? How many? What was it?
Prisoner/Prison Guard Landlord/Tenant
What’s a historical event you wish more people talked about?
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
12- What’s your favorite food? What’s your least favorite?
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
If NO, would you ever have one? Would it be with 2 men or 2 women?
You know that I will be 100% truthful, so ask.
80~ Share your top three fantasies/desires. (Be detailed) 😊
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
20- What’s your favorite candy? What’s your least favorite?
3- What Superhero or Superpower would you want to be/have?
11~ Have you ever been caught by your parents or children or others while having sex?
What is your favorite position? Why?
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
What was the longest? What was the shortest?
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?
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?
76~ Have you had a threesome? Care to Share?
50~ How many children do you have? What are their ages?
Does the thought excite you? Care to share?
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?
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
If you say it, I will stop, and we can talk about it when you are ready.
How many partners have you had oral sex with? Who? Care to Share?
(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…)
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
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)
How about if they talk dirty and/or call you names?
2- What’s your favorite color? Do you a least favorite?
22- Do you have any birth marks? How about scars? Care to share how you got them?
Will you cheat again? How can, you be sure? Define what cheating is to you.
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
22- What is your favorite childhood memory? What is your least favorite?
Do you watch it? What is your favorite?
How old are you? Male or Female?
12- What is the weirdest thing you've ever eaten?
19~ Who/when was your first “heartbreak”?
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
Nurse/Patient Celebrity/Fan
48~ Have you ever paid or been paid for sex?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
13- What’s your favorite drink? What’s your least favorite?
15- What bad habit do you wish you could quit? Do you have any addictions?
32- What's your greatest talent? Can I see it right now?
7- What are your thoughts on religion? Is there an afterlife?
40~ What’s the weirdest place you’ve ever had sex?
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
49~ If you could, would you want to be the opposite sex for a day, week, or year?
49~ How many times have you been married? Why did they end?
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
13~ Is there a difference between, making love, having sex, and fucking?
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
7-What do I do in bed that drives you wild? How about, what turns you off?
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…
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
Any that are a turn off?
92~ Everyone needs a “safe” word. What is yours?
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
Model/Photographer Police/Criminal
Will you kiss after your partner has gone down on you? Swallow or spit semen?
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
14- What's your favorite dessert? Do you a least favorite?
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
Nothing too Serious
52~ Are you willing to make “those types” of bets with your partner?
If you lose, are you willing to be their sex slave for a day, (anything goes)?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
If you win, what will you make them do?
48~ Do you have any siblings? Are you close to your family?
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
26~ What side of the bed do you sleep on?
8- What are your thoughts on politics?
Master/Slave Boss/Maid
18~ Who/when was your first “crush”?
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
Do you like the “69” position? Do you prefer to be on top or bottom?
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
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?
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?
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
10- What is your favorite family tradition? What’s your least favorite?
4- For a pet, Cat, dog or other?
60~ How important is oral sex? Do you like receiving? Do you like giving?
17- What’s your favorite holiday? What’s your least favorite?
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
I would allow you to do it… What would you do to me?
Do you like it when they show and tell you what they want?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
Escort/Client Job Applicant/Hiring Manager
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
That one or two things that made you go hmmmm, OMG or wow!
9~ How many times over your lifetime do you think you have had sex so far?
How well do you know me? And some of your thoughts about me
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
Repairman/Lonely Wife Virgin/Experienced
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
41~ Are there moments in your past that you would want to change? Please share 3 of them.
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
5- Have you ever been hypnotized? Would you allow yourself to be?
The Ice Breaker Questions
83~ How do you feel about Porn?
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
84~ How do you feel about reading/listening to adult stories?
What is your favorite toy? Ever wanted to try a specific toy?
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
3- What was the most surprising thing you’ve learned about me throughout our relationship?
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…
53~ How much can you tell me about the one thing you are most passionate about?
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
51~ Are you willing to play adult games with your partner?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
11- How about if they like a certain sports team? 12-How about drinking too much?
* Give a rating for each one (0-100)
45~ How do you feel about me blindfolding you? How about blindfolding me?
*** Questions About Me ***
If yes, what?
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
11- What's your favorite restaurant? What’s your least favorite?
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
47~ What would be your dream job and why?
Would you allow me to clean every part of your body with my soapy hands and fingers?
71~ Would you give your partner a hand or foot job? Would you receive one?
11- List at least 5 things on your bucket list. Have you done any of them already?
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
9- Is there something you’ve always wanted to ask me but you’re afraid?
Would /have you ever given your partner a lap dance and Striptease?
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
*** Deal Breaker Questions ***
Doctor/Nurse Stripper/Client
Please share Did you stop?
Would you do it again, and would you rather 2 females or 2 males?
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
9- What’s your favorite season and why? What’s your least favorite?
1- What’s your favorite animal? Do you a least favorite?
5~ When you first started having sex, was it what you thought it would be?
Would you mind if your partner watched it? How about together vs alone?
28~ What are some things that turn on? What is your biggest turn on?
65~ Describe the best orgasm you’ve ever had? Care to share?
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
What’s the longest time you gone without having sex, after, having it? How much time between the others?
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
29- How superstitious are you?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
33- If you could visit any time period, when would you pick? Please explain why?
67~ Do you like it when your partner moans and/or is vocal during sex?
Any that are a turn off?
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
Can you Deep Throat? Do you like the taste of yourself?
29~ What are some things that turn you off? What is your biggest turn off?
42~ What’s your biggest regret in life?
36~ What is your favorite time of day to have sex/make love?
23- What is your dream job? What was it as a child?
81~ Do you have any kinks and/or fetishes?
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?
61~ How willing would you be to try new sexual positions?
21- What's your favorite way to spend a weekend or time off?
Do you shave/trim your pubic hair? For you guys do you shave your balls?
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
Would you read them together?
Teacher/Student Stranger/One Night Stand
Would you ever want to be woken up with oral and/or intercourse?
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
33- Beach or Mountains? Or is there another place to like better?
Do you have a favorite? Is it ok if your partner does?
18- What’s your favorite way to relax after a long day? What’s your least favorite?
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
31- If given a chance to be immortal, would you take it? Why?
25~ How do you feel about PDA? (Public Display of Affection)
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
How many times do you think you have “made love”?
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
3- Should Pluto still be considered a planet? 4- How about smoking?
1~ How old were you when you had your first kiss? Who? Care to Share?
27- What was/ is nickname? Does it have a meaning behind it?
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
51~ What tends to bring a smile to your face?
14- What is an embarrassing moment in your life? How about your most embarrassing?
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
What have you learned about me that was new and/or surprising?
38~ Share your most embarrassing sexual memory?
44~ Care to share something about yourself that no one else knows about you?
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
37- Do you like your name? If you could change it, what would you change it too?
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
52~ What are your hobbies?
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?
34- Ever been to a concert? What was your favorite? Who would you like to see?
19- Do/have you smoked? What do you prefer? How often?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
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?
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
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?
13- How about having a certain hair cut/style?
30~ What's something unexpected that turns you on?
28- What are some things that people do that irritate you?
13- What is the craziest/scariest thing you've ever done?
36- Do you play video games? What is your favorite? Do you a least favorite?
18- How often do you drink alcohol? What is your favorite drink?
34~ Do you like the lights on or off during sex?
What is your view on sex? Meaning, When/Where/ How often/
What would you say to prove to yourself that it was really you?
10- List 5 of your top pet peeves.
What do you dislike about me? I asked you to be 100% honest.
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
39~ What are your love languages?
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
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?
64~ When was your very first orgasm? When was your first from having sex? Care to share?
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
70~ Would/do you have/like anal sex?
Have you ever? Care to Share?