What is the most interesting question you can ask to get to know someone?
11.06.2025 00:10
23- What is your dream job? What was it as a child?
The Ice Breaker Questions
15- What's your favorite saying? What word or phrase is your least favorite?
Repairman/Lonely Wife Virgin/Experienced
52~ What are your hobbies?
92~ Everyone needs a “safe” word. What is yours?
India's central bank beats market expectations to deliver an outsized rate cut of 50 points - CNBC
Doctor/Nurse Stripper/Client
89~ Do you like taking showers together?
19- What’s your favorite fairytale? What’s your least favorite?
65~ Describe the best orgasm you’ve ever had? Care to share?
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
1- What was your first impression of me? Has it changed?
What was your first gay male experience?
Do you like it when they show and tell you what they want?
39~ What are your love languages?
48~ Do you have any siblings? Are you close to your family?
46~ Have you ever used furniture, or other types of things to aid you while having sex?
44~ Care to share something about yourself that no one else knows about you?
3- What’s your favorite smell? Do you a least favorite?
As measles spreads across the Americas, outbreaks in Mexico and Canada have also turned deadly - CNN
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
62~ Have you used adult toys?
Does the West have a defense against China's PL17 air-air missile?
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
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?
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…
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
33- If you could visit any time period, when would you pick? Please explain why?
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
Kuorans, what are some things unique to your country?
28~ What are some things that turn on? What is your biggest turn on?
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
Have you ever? Care to Share?
Why do some men love sucking cocks?
10- List 5 of your top pet peeves.
92~ Have you ever had or have an STD? How many? What was it?
3- What was the most surprising thing you’ve learned about me throughout our relationship?
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?
* Give a rating for each one (0-100)
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
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44~ Have you ever been tied up during sex? What are your thoughts on bondage?
Do you like the “69” position? Do you prefer to be on top or bottom?
36~ What is your favorite time of day to have sex/make love?
What thing happened to you as a child that you haven’t let go of to this day?
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
17- Have you ever done drugs? Which ones? How often?
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
1- What’s your favorite animal? Do you a least favorite?
41~ Are there moments in your past that you would want to change? Please share 3 of them.
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
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Nothing too Serious
7-What do I do in bed that drives you wild? How about, what turns you off?
48~ Have you ever paid or been paid for sex?
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
17- What’s your favorite holiday? What’s your least favorite?
80~ Share your top three fantasies/desires. (Be detailed) 😊
11~ Have you ever been caught by your parents or children or others while having sex?
71~ Would you give your partner a hand or foot job? Would you receive one?
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
Can you Deep Throat? Do you like the taste of yourself?
Prisoner/Prison Guard Landlord/Tenant
61~ How willing would you be to try new sexual positions?
25~ How do you feel about PDA? (Public Display of Affection)
40~ What’s the weirdest place you’ve ever had sex?
50~ How many children do you have? What are their ages?
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
12- What is the weirdest thing you've ever eaten?
Escort/Client Job Applicant/Hiring Manager
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?
I would allow you to do it… What would you do to me?
13- How about having a certain hair cut/style?
1~ How old were you when you had your first kiss? Who? Care to Share?
How many times do you think you have “made love”?
Model/Photographer Police/Criminal
Get this wrong and this could mean the end… :-) some funny, some not…
18- What’s your favorite way to relax after a long day? What’s your least favorite?
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
83~ How do you feel about Porn?
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
10~ How many dates are necessary before you to have sex with someone?
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
*** Questions About Me ***
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
Over time has your thoughts on sex changed?
Do you have a favorite? Is it ok if your partner does?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
If you lose, are you willing to be their sex slave for a day, (anything goes)?
13- What is the craziest/scariest thing you've ever done?
52~ Are you willing to make “those types” of bets with your partner?
21- What's your favorite way to spend a weekend or time off?
37- Do you like your name? If you could change it, what would you change it too?
5- Have you ever been hypnotized? Would you allow yourself to be?
19~ Who/when was your first “heartbreak”?
22- What is your favorite childhood memory? What is your least favorite?
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
30~ What's something unexpected that turns you on?
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
33- Beach or Mountains? Or is there another place to like better?
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
18~ Who/when was your first “crush”?
28- What are some things that people do that irritate you?
8- What are your thoughts on politics?
Do you watch it? What is your favorite?
82~ Do you have any fantasies involving Role-Playing?
That one or two things that made you go hmmmm, OMG or wow!
What is your view on sex? Meaning, When/Where/ How often/
What have you learned about me that was new and/or surprising?
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
26~ What side of the bed do you sleep on?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
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?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
34~ Do you like the lights on or off during sex?
Any that are a turn off?
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?
24~ What are your expectations in a relationship? (I know a very big question, take your time)
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
*** What’s Your Favorite…? ***
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave 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?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
If yes, what?
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
7- What if a person smells a certain way? 8- How about smoking?
Would you do it again, and would you rather 2 females or 2 males?
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)
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
60~ How important is oral sex? Do you like receiving? Do you like giving?
Nurse/Patient Celebrity/Fan
70~ Would/do you have/like anal sex?
84~ How do you feel about reading/listening to adult stories?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
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…
*** Deal Breaker Questions ***
18- How often do you drink alcohol? What is your favorite drink?
9- What’s your favorite season and why? What’s your least favorite?
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
You know that I will be 100% truthful, so ask.
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
What would you say to prove to yourself that it was really you?
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
53~ How much can you tell me about the one thing you are most passionate about?
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
If you say it, I will stop, and we can talk about it when you are ready.
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
34- Ever been to a concert? What was your favorite? Who would you like to see?
3- Should Pluto still be considered a planet? 4- How about smoking?
Would you ever want to be woken up with oral and/or intercourse?
3- What Superhero or Superpower would you want to be/have?
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?
What is your favorite toy? Ever wanted to try a specific toy?
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
Do you think this brought you closer together?
Teacher/Student Stranger/One Night Stand
How many partners have you had oral sex with? Who? Care to Share?
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
14- What's your favorite dessert? Do you a least favorite?
36- Do you play video games? What is your favorite? Do you a least favorite?
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
15- What bad habit do you wish you could quit? Do you have any addictions?
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
If you win, what will you make them do?
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)
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
What’s the longest time you gone without having sex, after, having it? How much time between the others?
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?
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
20- What’s your favorite candy? What’s your least favorite?
32- What's your greatest talent? Can I see it right now?
19- Do/have you smoked? What do you prefer? How often?
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
Would you allow me to clean every part of your body with my soapy hands and fingers?
51~ What tends to bring a smile to your face?
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
(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…)
Master/Slave Boss/Maid
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
67~ Do you like it when your partner moans and/or is vocal during sex?
13~ Is there a difference between, making love, having sex, and fucking?
Would you mind if your partner watched it? How about together vs alone?
29~ What are some things that turn you off? What is your biggest turn off?
4- For a pet, Cat, dog or other?
22- Do you have any birth marks? How about scars? Care to share how you got them?
51~ Are you willing to play adult games with your partner?
6- Do you have dreams? Can you remember them? What do you usually dream about?
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
What have you learned about yourself that you did not before this?
7- What are your thoughts on religion? Is there an afterlife?
Does the thought excite you? Care to share?
31- If given a chance to be immortal, would you take it? Why?
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
47~ What would be your dream job and why?
10- What is your favorite family tradition? What’s your least favorite?
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
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?
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?
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
If YES, was it with 2 men or 2 women? Did you enjoy it?
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
*** Random Questions ***
13- What’s your favorite drink? What’s your least favorite?
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
How well do you know me? And some of your thoughts about me
38~ Share your most embarrassing sexual memory?
Would you read them together?
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
What do you dislike about me? I asked you to be 100% honest.
*** Questions about Relationships/Past ***
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
Please share Did you stop?
Will you cheat again? How can, you be sure? Define what cheating is to you.
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
How about if they talk dirty and/or call you names?
What was the longest? What was the shortest?
9- If you could have three wishes, what would they be? Why?
Any that are a turn off?
76~ Have you had a threesome? Care to Share?
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,
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
8- What's your favorite flavor of ice cream? Do you a least favorite?
2- What’s your favorite color? Do you a least favorite?
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
Will you kiss after your partner has gone down on you? Swallow or spit semen?
Would /have you ever given your partner a lap dance and Striptease?
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
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?
5~ When you first started having sex, was it what you thought it would be?
81~ Do you have any kinks and/or fetishes?
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
Do you shave/trim your pubic hair? For you guys do you shave your balls?
11- List at least 5 things on your bucket list. Have you done any of them already?
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
Family Relation Age Play
11- How about if they like a certain sports team? 12-How about drinking too much?
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
15~ Have you ever been “in love”? Who? Care to Share?
12- What’s your favorite food? What’s your least favorite?
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
9~ How many times over your lifetime do you think you have had sex so far?
What is your favorite position? Why?
49~ If you could, would you want to be the opposite sex for a day, week, or year?
14- What is an embarrassing moment in your life? How about your most embarrassing?
49~ How many times have you been married? Why did they end?
29- How superstitious are you?
27- What was/ is nickname? Does it have a meaning behind it?
21~ What was the best date you ever went on? What has been the worst?
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
42~ What’s your biggest regret in life?
If NO, would you ever have one? Would it be with 2 men or 2 women?
45~ How do you feel about me blindfolding you? How about blindfolding me?
9- Is there something you’ve always wanted to ask me but you’re afraid?