What is the most interesting question you can ask to get to know someone?
10.06.2025 04:18

Would you read them together?
53~ How much can you tell me about the one thing you are most passionate about?
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
Any that are a turn off?
52~ What are your hobbies?
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
Why aren't there any Indian girls married to Chinese guys but Chinese girls married to Indian guys?
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
92~ Everyone needs a “safe” word. What is yours?
9- What’s your favorite season and why? What’s your least favorite?
What bait should you use for ocean fishing?
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…
34~ Do you like the lights on or off during sex?
44~ Care to share something about yourself that no one else knows about you?
Why is that Hag Hillary Clinton so quiet these days? She is the dog that isn't barking
Escort/Client Job Applicant/Hiring Manager
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
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?
Oilers-Panthers tale of the tape: Who has the edge in Cup Final rematch? - theScore.com
12- What’s your favorite food? What’s your least favorite?
How old are you? Male or Female?
What would you say to prove to yourself that it was really you?
What is the correct way to say "my pleasure" in French in the context of having given a gift?
Would /have you ever given your partner a lap dance and Striptease?
52~ Are you willing to make “those types” of bets with your partner?
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
Apple’s latest AirPods Pro with USB-C just received a $70 discount - The Verge
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
22- What is your favorite childhood memory? What is your least favorite?
2- What’s your favorite color? Do you a least favorite?
6 foods you should be eating for stronger bones, according to nutritionists - AOL.com
11- How about if they like a certain sports team? 12-How about drinking too much?
24~ What are your expectations in a relationship? (I know a very big question, take your time)
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
34- Ever been to a concert? What was your favorite? Who would you like to see?
If you say it, I will stop, and we can talk about it when you are ready.
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
WWDC 2025: What to Expect From macOS 26 Tahoe - MacRumors
30~ What's something unexpected that turns you on?
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
10~ How many dates are necessary before you to have sex with someone?
You know that I will be 100% truthful, so ask.
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
25~ How do you feel about PDA? (Public Display of Affection)
*** Random Questions ***
48~ Have you ever paid or been paid for sex?
6- Do you have dreams? Can you remember them? What do you usually dream about?
Why can’t conservatives accept the fact that they are stupid?
If you lose, are you willing to be their sex slave for a day, (anything goes)?
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
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?
Why am I so triggered and depressed over a minor thing?
Can you Deep Throat? Do you like the taste of yourself?
Will you kiss after your partner has gone down on you? Swallow or spit semen?
29- How superstitious are you?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
62~ Have you used adult toys?
32- What's your greatest talent? Can I see it right now?
37- Do you like your name? If you could change it, what would you change it too?
What have you learned about me that was new and/or surprising?
23- What is your dream job? What was it as a child?
3- Should Pluto still be considered a planet? 4- How about smoking?
7- What are your thoughts on religion? Is there an afterlife?
Teacher/Student Stranger/One Night Stand
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
What’s the longest time you gone without having sex, after, having it? How much time between the others?
15- What bad habit do you wish you could quit? Do you have any addictions?
26~ What side of the bed do you sleep on?
Will you cheat again? How can, you be sure? Define what cheating is to you.
7- What if a person smells a certain way? 8- How about smoking?
51~ What tends to bring a smile to your face?
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
18- What’s your favorite way to relax after a long day? What’s your least favorite?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
12- What is the weirdest thing you've ever eaten?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
Prisoner/Prison Guard Landlord/Tenant
If YES, was it with 2 men or 2 women? Did you enjoy it?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
The Ice Breaker Questions
*** Deal Breaker Questions ***
84~ How do you feel about reading/listening to adult stories?
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
Get this wrong and this could mean the end… :-) some funny, some not…
9- If you could have three wishes, what would they be? Why?
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
42~ What’s your biggest regret in life?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
Have you ever? Care to Share?
13~ Is there a difference between, making love, having sex, and fucking?
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?
What do you dislike about me? I asked you to be 100% honest.
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
What was the longest? What was the shortest?
31- If given a chance to be immortal, would you take it? Why?
70~ Would/do you have/like anal sex?
What is your view on sex? Meaning, When/Where/ How often/
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,
20- What’s your favorite candy? 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?
Nothing too Serious
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
Do you like it when they show and tell you what they want?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
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?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
18- How often do you drink alcohol? What is your favorite drink?
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
48~ Do you have any siblings? Are you close to your family?
Do you watch it? What is your favorite?
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
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?
Do you shave/trim your pubic hair? For you guys do you shave your balls?
89~ Do you like taking showers together?
60~ How important is oral sex? Do you like receiving? Do you like giving?
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
* Give a rating for each one (0-100)
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
19- Do/have you smoked? What do you prefer? How often?
Do you have a favorite? Is it ok if your partner does?
64~ When was your very first orgasm? When was your first from having sex? Care to share?
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
1- What was your first impression of me? Has it changed?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
61~ How willing would you be to try new sexual positions?
8- What's your favorite flavor of ice cream? Do you a least favorite?
1~ How old were you when you had your first kiss? Who? Care to Share?
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
36- Do you play video games? What is your favorite? Do you a least favorite?
Any that are a turn off?
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?
Would you ever want to be woken up with oral and/or intercourse?
17- Have you ever done drugs? Which ones? How often?
Please share Did you stop?
How many partners have you had oral sex with? Who? Care to Share?
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
What have you learned about yourself that you did not before this?
46~ Have you ever used furniture, or other types of things to aid you while having sex?
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
Repairman/Lonely Wife Virgin/Experienced
9~ How many times over your lifetime do you think you have had sex so far?
Do you like the “69” position? Do you prefer to be on top or bottom?
*** What’s Your Favorite…? ***
14- What is an embarrassing moment in your life? How about your most embarrassing?
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
38~ Share your most embarrassing sexual memory?
Master/Slave Boss/Maid
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
19- What’s your favorite fairytale? What’s your least favorite?
33- If you could visit any time period, when would you pick? Please explain why?
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?
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
65~ Describe the best orgasm you’ve ever had? Care to share?
11~ Have you ever been caught by your parents or children or others while having sex?
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
Would you mind if your partner watched it? How about together vs alone?
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
36~ What is your favorite time of day to have sex/make love?
29~ What are some things that turn you off? What is your biggest turn off?
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
(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…)
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
5- Have you ever been hypnotized? Would you allow yourself to be?
71~ Would you give your partner a hand or foot job? Would you receive one?
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
Model/Photographer Police/Criminal
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
76~ Have you had a threesome? Care to Share?
If yes, what?
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
40~ What’s the weirdest place you’ve ever had sex?
I would allow you to do it… What would you do to me?
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
47~ What would be your dream job and why?
What is your favorite position? Why?
Would you allow me to clean every part of your body with my soapy hands and fingers?
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
11- List at least 5 things on your bucket list. Have you done any of them already?
54~ Would you ever go skinny dipping 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…
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?
3- What was the most surprising thing you’ve learned about me throughout our relationship?
50~ How many children do you have? What are their ages?
*** Questions about Relationships/Past ***
3- What’s your favorite smell? Do you a least favorite?
1- What’s your favorite animal? Do you a least favorite?
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
How many times do you think you have “made love”?
Do you think this brought you closer together?
49~ How many times have you been married? Why did they end?
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
33- Beach or Mountains? Or is there another place to like better?
81~ Do you have any kinks and/or fetishes?
If NO, would you ever have one? Would it be with 2 men or 2 women?
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
10- What is your favorite family tradition? What’s your least favorite?
19~ Who/when was your first “heartbreak”?
7-What do I do in bed that drives you wild? How about, what turns you off?
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
22- Do you have any birth marks? How about scars? Care to share how you got them?
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?
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
*** Questions About Me ***
13- How about having a certain hair cut/style?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
80~ Share your top three fantasies/desires. (Be detailed) 😊
67~ Do you like it when your partner moans and/or is vocal during sex?
Nurse/Patient Celebrity/Fan
83~ How do you feel about Porn?
14- What's your favorite dessert? Do you a least favorite?
8- What are your thoughts on politics?
15- What's your favorite saying? What word or phrase is your least favorite?
39~ What are your love languages?
13- What’s your favorite drink? What’s your least favorite?
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
51~ Are you willing to play adult games with your partner?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
3- What Superhero or Superpower would you want to be/have?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
Would you do it again, and would you rather 2 females or 2 males?
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
4- For a pet, Cat, dog or other?
13- What is the craziest/scariest thing you've ever done?
28~ What are some things that turn on? What is your biggest turn on?
49~ If you could, would you want to be the opposite sex for a day, week, or year?
21~ What was the best date you ever went on? What has been the worst?
82~ Do you have any fantasies involving Role-Playing?
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
45~ How do you feel about me blindfolding you? How about blindfolding me?
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?
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
Does the thought excite you? Care to share?
10- List 5 of your top pet peeves.
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
How about if they talk dirty and/or call you names?
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
28- What are some things that people do that irritate you?
How well do you know me? And some of your thoughts about me
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?
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
15~ Have you ever been “in love”? Who? Care to Share?
11- What's your favorite restaurant? What’s your least favorite?
Doctor/Nurse Stripper/Client
That one or two things that made you go hmmmm, OMG or wow!
If you win, what will you make them do?
9- Is there something you’ve always wanted to ask me but you’re afraid?
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…
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
18~ Who/when was your first “crush”?
What is your favorite toy? Ever wanted to try a specific toy?
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
21- What's your favorite way to spend a weekend or time off?
27- What was/ is nickname? Does it have a meaning behind it?
Over time has your thoughts on sex changed?
Family Relation Age Play
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)
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
41~ Are there moments in your past that you would want to change? Please share 3 of them.
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
17- What’s your favorite holiday? What’s your 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?