What is the most interesting question you can ask to get to know someone?
12.06.2025 16:27
How old are you? Male or Female?
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
Do you watch it? What is your favorite?
Nasa delays next flight of Boeing’s alternative to SpaceX Dragon - The Edge Malaysia
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
10~ How many dates are necessary before you to have sex with someone?
You know that I will be 100% truthful, so ask.
34- Ever been to a concert? What was your favorite? Who would you like to see?
49~ If you could, would you want to be the opposite sex for a day, week, or year?
Heart Disease: What You Eat Matters More Than Cutting Carbs, Fat - Healthline
21~ What was the best date you ever went on? What has been the worst?
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
44~ Care to share something about yourself that no one else knows about you?
What are some downsides to living in Newfoundland and Labrador (besides the weather)?
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
What do you dislike about me? I asked you to be 100% honest.
Would you mind if your partner watched it? How about together vs alone?
Tulsa, Oklahoma, plans more than $105m in reparations for America's 'hidden' massacre - BBC
How many times do you think you have “made love”?
25~ How do you feel about PDA? (Public Display of Affection)
4- For a pet, Cat, dog or other?
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
How about if they talk dirty and/or call you names?
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
Have you ever? Care to Share?
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
1- What was your first impression of me? Has it changed?
If there exists a “New York of Australia”, is it Sydney or Melbourne?
70~ Would/do you have/like anal sex?
Do you shave/trim your pubic hair? For you guys do you shave your balls?
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
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52~ What are your hobbies?
80~ Share your top three fantasies/desires. (Be detailed) 😊
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
Brain’s Reward Center Tracks Not Just What, But When Rewards Arrive - Neuroscience News
Prisoner/Prison Guard Landlord/Tenant
Nothing too Serious
If YES, was it with 2 men or 2 women? Did you enjoy it?
Why are men so attracted to big breasts?
9- If you could have three wishes, what would they be? Why?
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
Would you read them together?
How do you perform a lap dance for your boyfriend or husband?
46~ Have you ever used furniture, or other types of things to aid you while having sex?
19- Do/have you smoked? What do you prefer? How often?
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?
Night Owls More Impulsive Than Morning Larks - Neuroscience News
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
Windows 11 Pro Is Going for Pennies on the Dollar, a 92% Price Drop Makes It Almost Free - Gizmodo
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?
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
Bettor banned for heckling Olympic star Thomas - ESPN
11- How about if they like a certain sports team? 12-How about drinking too much?
50~ How many children do you have? What are their ages?
24~ What are your expectations in a relationship? (I know a very big question, take your time)
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
13- What’s your favorite drink? What’s your least favorite?
51~ Are you willing to play adult games with your partner?
71~ Would you give your partner a hand or foot job? Would you receive one?
14- What's your favorite dessert? Do you a least favorite?
67~ Do you like it when your partner moans and/or is vocal during sex?
Will you kiss after your partner has gone down on you? Swallow or spit semen?
10- List 5 of your top pet peeves.
What’s the longest time you gone without having sex, after, having it? How much time between the others?
1- What’s your favorite animal? Do you a least favorite?
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?
7-What do I do in bed that drives you wild? How about, what turns you off?
49~ How many times have you been married? Why did they end?
13- What is the craziest/scariest thing you've ever done?
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?
41~ Are there moments in your past that you would want to change? Please share 3 of them.
14- What is an embarrassing moment in your life? How about your most embarrassing?
What is your favorite toy? Ever wanted to try a specific toy?
Any that are a turn off?
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
3- What’s your favorite smell? Do you a least favorite?
92~ Have you ever had or have an STD? How many? What was it?
36- Do you play video games? What is your favorite? Do you a least favorite?
11~ Have you ever been caught by your parents or children or others while having sex?
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
3- Should Pluto still be considered a planet? 4- How about smoking?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
26~ What side of the bed do you sleep on?
15~ Have you ever been “in love”? Who? Care to Share?
Family Relation Age Play
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
28~ What are some things that turn on? What is your biggest turn on?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
45~ How do you feel about me blindfolding you? How about blindfolding me?
48~ Do you have any siblings? Are you close to your family?
What have you learned about yourself that you did not before this?
Would you do it again, and would you rather 2 females or 2 males?
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
38~ Share your most embarrassing sexual memory?
84~ How do you feel about reading/listening to adult stories?
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
30~ What's something unexpected that turns you on?
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
21- What's your favorite way to spend a weekend or time off?
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
48~ Have you ever paid or been paid for sex?
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
22- Do you have any birth marks? How about scars? Care to share how you got them?
32- What's your greatest talent? Can I see it right now?
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
76~ Have you had a threesome? Care to Share?
81~ Do you have any kinks and/or fetishes?
* Give a rating for each one (0-100)
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
8- What's your favorite flavor of ice cream? Do you a least favorite?
3- What was the most surprising thing you’ve learned about me throughout our relationship?
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
Master/Slave Boss/Maid
83~ How do you feel about Porn?
If you say it, I will stop, and we can talk about it when you are ready.
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
2- What’s your favorite color? Do you a least favorite?
Escort/Client Job Applicant/Hiring Manager
If NO, would you ever have one? Would it be with 2 men or 2 women?
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
9- Is there something you’ve always wanted to ask me but you’re afraid?
29- How superstitious are you?
I would allow you to do it… What would you do to me?
22- What is your favorite childhood memory? What is your least favorite?
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
65~ Describe the best orgasm you’ve ever had? Care to share?
How well do you know me? And some of your thoughts about me
53~ How much can you tell me about the one thing you are most passionate about?
36~ What is your favorite time of day to have sex/make love?
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
Does the thought excite you? 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?
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
What would you say to prove to yourself that it was really you?
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
92~ Everyone needs a “safe” word. What is yours?
*** What’s Your Favorite…? ***
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
13~ Is there a difference between, making love, having sex, and fucking?
Do you think this brought you closer together?
18- How often do you drink alcohol? What is your favorite drink?
7- What are your thoughts on religion? Is there an afterlife?
18~ Who/when was your first “crush”?
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
28- What are some things that people do that irritate you?
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
12- What’s your favorite food? What’s your least favorite?
If you lose, are you willing to be their sex slave for a day, (anything goes)?
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
11- What's your favorite restaurant? What’s your least favorite?
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
12- What is the weirdest thing you've ever eaten?
*** Random Questions ***
17- What’s your favorite holiday? What’s your least favorite?
Do you like the “69” position? Do you prefer to be on top or bottom?
19~ Who/when was your first “heartbreak”?
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?
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
1~ How old were you when you had your first kiss? Who? Care to Share?
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
17- Have you ever done drugs? Which ones? How often?
60~ How important is oral sex? Do you like receiving? Do you like giving?
9~ How many times over your lifetime do you think you have had sex so far?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
Nurse/Patient Celebrity/Fan
61~ How willing would you be to try new sexual positions?
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
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)
47~ What would be your dream job and why?
5~ When you first started having sex, was it what you thought it would be?
Model/Photographer Police/Criminal
How many partners have you had oral sex with? Who? Care to Share?
29~ What are some things that turn you off? What is your biggest turn off?
Any that are a turn off?
23- What is your dream job? What was it as a child?
Doctor/Nurse Stripper/Client
If you win, what will you make them do?
64~ When was your very first orgasm? When was your first from having sex? Care to share?
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
15- What's your favorite saying? What word or phrase is your least favorite?
Would /have you ever given your partner a lap dance and Striptease?
Do you like it when they show and tell you what they want?
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?
33- If you could visit any time period, when would you pick? Please explain why?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
8- What are your thoughts on politics?
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
42~ What’s your biggest regret in life?
62~ Have you used adult toys?
52~ Are you willing to make “those types” of bets with your partner?
*** Questions about Relationships/Past ***
Get this wrong and this could mean the end… :-) some funny, some not…
That one or two things that made you go hmmmm, OMG or wow!
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,
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?
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
31- If given a chance to be immortal, would you take it? Why?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
13- How about having a certain hair cut/style?
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
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…
Do you have a favorite? Is it ok if your partner does?
*** Questions About Me ***
82~ Do you have any fantasies involving Role-Playing?
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
Over time has your thoughts on sex changed?
18- What’s your favorite way to relax after a long day? What’s your least favorite?
(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…)
The Ice Breaker Questions
27- What was/ is nickname? Does it have a meaning behind it?
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
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?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
Will you cheat again? How can, you be sure? Define what cheating is to you.
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?
20- What’s your favorite candy? What’s your least favorite?
5- Have you ever been hypnotized? Would you allow yourself to be?
Teacher/Student Stranger/One Night Stand
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
9- What’s your favorite season and why? What’s your least favorite?
10- What is your favorite family tradition? What’s your least favorite?
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?
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?
Please share Did you stop?
6- Do you have dreams? Can you remember them? What do you usually dream about?
19- What’s your favorite fairytale? 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?
What was the longest? What was the shortest?
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…
Would you allow me to clean every part of your body with my soapy hands and fingers?
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
11- List at least 5 things on your bucket list. Have you done any of them already?
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
40~ What’s the weirdest place you’ve ever had sex?
7- What if a person smells a certain way? 8- How about smoking?
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
51~ What tends to bring a smile to your face?
Repairman/Lonely Wife Virgin/Experienced
If yes, what?
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
3- What Superhero or Superpower would you want to be/have?
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
What is your favorite position? Why?
34~ Do you like the lights on or off during sex?
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
What is your view on sex? Meaning, When/Where/ How often/
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
39~ What are your love languages?
*** Deal Breaker Questions ***
58~ Have you ever taken Nude or Hard-core photos and/or videos? 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?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
89~ Do you like taking showers together?