What is the most interesting question you can ask to get to know someone?
15.06.2025 02:19
36~ What is your favorite time of day to have sex/make love?
What is your view on sex? Meaning, When/Where/ How often/
21~ What was the best date you ever went on? What has been the worst?
15- What's your favorite saying? What word or phrase is your least favorite?
17- What’s your favorite holiday? What’s your least favorite?
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
What is one thing you've learned from life?
51~ What tends to bring a smile to your face?
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
12- What’s your favorite food? What’s your least favorite?
Why does cocaine makes me want to dress up and get fuck
3- What was the most surprising thing you’ve learned about me throughout our relationship?
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
19- What’s your favorite fairytale? What’s your least favorite?
What exactly is female squirting? Is it only urine or a combination of liquids?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
8- What are your thoughts on politics?
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
Do you like it when they show and tell you what they want?
Nothing too Serious
If you win, what will you make them do?
What is your review of House of the Dragon, season 2, episode 8, "The Queen Who Ever Was"?
92~ Everyone needs a “safe” word. What is yours?
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
33- If you could visit any time period, when would you pick? Please explain why?
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
When was the first time your wife had beastiality?
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
31- If given a chance to be immortal, would you take it? Why?
Why cant I motivate myself to go to school (grade 10)?
Would you ever want to be woken up with oral and/or intercourse?
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
Why do companies cull employees during financial downturns without saying so?
23- What is your dream job? What was it as a child?
What is your favorite toy? Ever wanted to try a specific toy?
80~ Share your top three fantasies/desires. (Be detailed) 😊
How do I express sarcasm in non-dialogue text when writing a fiction novel?
11- List at least 5 things on your bucket list. Have you done any of them already?
64~ When was your very first orgasm? When was your first from having sex? Care to share?
*** Random Questions ***
Was Michael Jackson really an innocent person?
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,
How about if they talk dirty and/or call you names?
11~ Have you ever been caught by your parents or children or others while having sex?
Is Trump the greatest spiritual leader since Jesus?
39~ What are your love languages?
Nurse/Patient Celebrity/Fan
24~ What are your expectations in a relationship? (I know a very big question, take your time)
What symptoms did you notice before being diagnosed with cancer?
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
13- What is the craziest/scariest thing you've ever done?
Do flat Earthers really exist? Why do they believe the Earth is flat?
Do you have a favorite? Is it ok if your partner does?
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
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…
If YES, was it with 2 men or 2 women? Did you enjoy it?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
5~ When you first started having sex, was it what you thought it would be?
Escort/Client Job Applicant/Hiring Manager
How old are you? Male or Female?
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
Model/Photographer Police/Criminal
2- What’s your favorite color? Do you a least favorite?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
36- Do you play video games? What is your favorite? Do you a least favorite?
If NO, would you ever have one? Would it be with 2 men or 2 women?
How well do you know me? And some of your thoughts about me
Family Relation Age Play
14- What's your favorite dessert? Do you a least favorite?
Get this wrong and this could mean the end… :-) some funny, some not…
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
13- How about having a certain hair cut/style?
7- What are your thoughts on religion? Is there an afterlife?
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?
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?
10- What is your favorite family tradition? What’s your least favorite?
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
Teacher/Student Stranger/One Night Stand
*** What’s Your Favorite…? ***
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
19- Do/have you smoked? What do you prefer? How often?
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
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?
9- If you could have three wishes, what would they be? Why?
34- Ever been to a concert? What was your favorite? Who would you like to see?
28- What are some things that people do that irritate you?
22- What is your favorite childhood memory? What is your least favorite?
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
Over time has your thoughts on sex changed?
What was the longest? What was the shortest?
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
53~ How much can you tell me about the one thing you are most passionate about?
60~ How important is oral sex? Do you like receiving? Do you like giving?
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
3- What’s your favorite smell? Do you a least favorite?
33- Beach or Mountains? Or is there another place to like better?
Would you mind if your partner watched it? How about together vs alone?
10~ How many dates are necessary before you to have sex with someone?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
3- What Superhero or Superpower would you want to be/have?
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
7-What do I do in bed that drives you wild? How about, what turns you off?
27- What was/ is nickname? Does it have a meaning behind it?
18- How often do you drink alcohol? What is your favorite drink?
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
52~ Are you willing to make “those types” of bets with your partner?
40~ What’s the weirdest place you’ve ever had sex?
1- What’s your favorite animal? Do you a least favorite?
13~ Is there a difference between, making love, having sex, and fucking?
17- Have you ever done drugs? Which ones? How often?
You know that I will be 100% truthful, so ask.
14- What is an embarrassing moment in your life? How about your most embarrassing?
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
Do you watch it? What is your favorite?
How many partners have you had oral sex with? Who? Care to Share?
32- What's your greatest talent? Can I see it right now?
49~ How many times have you been married? Why did they end?
What is your favorite position? Why?
71~ Would you give your partner a hand or foot job? Would you receive one?
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?
46~ Have you ever used furniture, or other types of things to aid you while having sex?
18- What’s your favorite way to relax after a long day? What’s your least favorite?
89~ Do you like taking showers together?
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
65~ Describe the best orgasm you’ve ever had? Care to share?
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
Have you ever? Care to Share?
7- What if a person smells a certain way? 8- How about smoking?
28~ What are some things that turn on? What is your biggest turn on?
70~ Would/do you have/like anal sex?
What do you dislike about me? I asked you to be 100% honest.
If you lose, are you willing to be their sex slave for a day, (anything goes)?
1- What was your first impression of me? Has it changed?
Master/Slave Boss/Maid
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
48~ Do you have any siblings? Are you close to your family?
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?
25~ How do you feel about PDA? (Public Display of Affection)
67~ Do you like it when your partner moans and/or is vocal during sex?
38~ Share your most embarrassing sexual memory?
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
82~ Do you have any fantasies involving Role-Playing?
37- Do you like your name? If you could change it, what would you change it too?
84~ How do you feel about reading/listening to adult stories?
What’s the longest time you gone without having sex, after, having it? How much time between the others?
9- Is there something you’ve always wanted to ask me but you’re afraid?
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
47~ What would be your dream job and why?
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
Can you Deep Throat? Do you like the taste of yourself?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
Would you do it again, and would you rather 2 females or 2 males?
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
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…
15~ Have you ever been “in love”? 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…)
4- For a pet, Cat, dog or other?
Does the thought excite you? Care to share?
If yes, what?
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- 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?
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
9- What’s your favorite season and why? What’s your least favorite?
62~ Have you used adult toys?
What have you learned about yourself that you did not before this?
42~ What’s your biggest regret in life?
12- What is the weirdest thing you've ever eaten?
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
Would you allow me to clean every part of your body with my soapy hands and fingers?
What would you say to prove to yourself that it was really you?
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?
I would allow you to do it… What would you do to me?
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
Would you read them together?
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?
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?
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
If you say it, I will stop, and we can talk about it when you are ready.
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
Will you kiss after your partner has gone down on you? Swallow or spit semen?
51~ Are you willing to play adult games with your partner?
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
Any that are a turn off?
76~ Have you had a threesome? Care to Share?
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
21- What's your favorite way to spend a weekend or time off?
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?
*** Questions About Me ***
Will you cheat again? How can, you be sure? Define what cheating is to you.
29~ What are some things that turn you off? What is your biggest turn off?
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
30~ What's something unexpected that turns you on?
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
83~ How do you feel about Porn?
Doctor/Nurse Stripper/Client
Repairman/Lonely Wife Virgin/Experienced
92~ Have you ever had or have an STD? How many? What was it?
26~ What side of the bed do you sleep on?
10- List 5 of your top pet peeves.
*** Deal Breaker Questions ***
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
13- What’s your favorite drink? What’s your least favorite?
41~ Are there moments in your past that you would want to change? Please share 3 of them.
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
15- What bad habit do you wish you could quit? Do you have any addictions?
44~ Care to share something about yourself that no one else knows about you?
*** Questions about Relationships/Past ***
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
11- How about if they like a certain sports team? 12-How about drinking too much?
22- Do you have any birth marks? How about scars? Care to share how you got them?
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
What have you learned about me that was new and/or surprising?
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
49~ If you could, would you want to be the opposite sex for a day, week, or year?
19~ Who/when was your first “heartbreak”?
3- Should Pluto still be considered a planet? 4- How about smoking?
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
How many times do you think you have “made love”?
20- What’s your favorite candy? What’s your least favorite?
* Give a rating for each one (0-100)
Do you like the “69” position? Do you prefer to be on top or bottom?
29- How superstitious are you?
Please share Did you stop?
52~ What are your hobbies?
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
Any that are a turn off?
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
The Ice Breaker Questions
Do you think this brought you closer together?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
50~ How many children do you have? What are their ages?
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
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)
11- What's your favorite restaurant? What’s your least favorite?
Prisoner/Prison Guard Landlord/Tenant
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?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
18~ Who/when was your first “crush”?
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
6- Do you have dreams? Can you remember them? What do you usually dream about?
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
45~ How do you feel about me blindfolding you? How about blindfolding me?
48~ Have you ever paid or been paid for sex?
That one or two things that made you go hmmmm, OMG or wow!
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?
81~ Do you have any kinks and/or fetishes?
5- Have you ever been hypnotized? Would you allow yourself to be?
34~ Do you like the lights on or off during sex?
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
9~ How many times over your lifetime do you think you have had sex so far?