What is the most interesting question you can ask to get to know someone?
10.06.2025 09:09
53~ How much can you tell me about the one thing you are most passionate about?
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
40~ What’s the weirdest place you’ve ever had sex?
Where did Noah build the Ark? Was it in a desert or near water?
If you win, what will you make them do?
Will you kiss after your partner has gone down on you? Swallow or spit semen?
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
What are your controversial and hot takes on Naruto?
Do you watch it? What is your favorite?
If you lose, are you willing to be their sex slave for a day, (anything goes)?
9~ How many times over your lifetime do you think you have had sex so far?
The dancing monk: Why mature people don’t chase total control - Big Think
Repairman/Lonely Wife Virgin/Experienced
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
Over time has your thoughts on sex changed?
Women like what they hear while men like what they see, it that true?
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
*** Deal Breaker Questions ***
61~ How willing would you be to try new sexual positions?
50~ How many children do you have? What are their ages?
31- If given a chance to be immortal, would you take it? Why?
42~ What’s your biggest regret in life?
FDA grants limited approval to new Covid vaccine from Moderna - NBC News
What would you say to prove to yourself that it was really you?
If YES, was it with 2 men or 2 women? Did you enjoy it?
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
After 6 new cases over the weekend, North Dakota has nation's highest measles rate - InForum
Would you ever want to be woken up with oral and/or intercourse?
28~ What are some things that turn on? What is your biggest turn on?
*** What’s Your Favorite…? ***
Is the Shia claim true that Imam Ali was born inside the Kaaba?
89~ Do you like taking showers together?
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
47~ What would be your dream job and why?
Call of Duty: Black Ops 6 now shows you microtransaction ads when you swap weapons - Eurogamer
11- How about if they like a certain sports team? 12-How about drinking too much?
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
What is your favorite toy? Ever wanted to try a specific toy?
Why are Republican politicians so afraid to oppose Trump?
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?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
71~ Would you give your partner a hand or foot job? Would you receive one?
13~ Is there a difference between, making love, having sex, and fucking?
41~ Are there moments in your past that you would want to change? Please share 3 of them.
84~ How do you feel about reading/listening to adult stories?
Doctor/Nurse Stripper/Client
Any that are a turn off?
9- If you could have three wishes, what would they be? Why?
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
76~ Have you had a threesome? Care to Share?
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
3- Should Pluto still be considered a planet? 4- How about smoking?
What was the longest? What was the shortest?
33- If you could visit any time period, when would you pick? Please explain why?
32- What's your greatest talent? Can I see it right now?
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
11- List at least 5 things on your bucket list. Have you done any of them already?
83~ How do you feel about Porn?
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
82~ Do you have any fantasies involving Role-Playing?
*** Questions About Me ***
How well do you know me? And some of your thoughts about me
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
3- What was the most surprising thing you’ve learned about me throughout our relationship?
92~ Have you ever had or have an STD? How many? What was it?
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
26~ What side of the bed do you sleep on?
27- What was/ is nickname? Does it have a meaning behind it?
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?
How old are you? Male or Female?
What have you learned about me that was new and/or surprising?
Prisoner/Prison Guard Landlord/Tenant
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?
6- Do you have dreams? Can you remember them? What do you usually dream about?
3- What Superhero or Superpower would you want to be/have?
12- What is the weirdest thing you've ever eaten?
18- How often do you drink alcohol? What is your favorite drink?
How about if they talk dirty and/or call you names?
How many times do you think you have “made love”?
Escort/Client Job Applicant/Hiring Manager
Does the thought excite you? Care to share?
25~ How do you feel about PDA? (Public Display of Affection)
62~ Have you used adult toys?
9- Is there something you’ve always wanted to ask me but you’re afraid?
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
20- What’s your favorite candy? What’s your least favorite?
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
52~ What are your hobbies?
7- What if a person smells a certain way? 8- How about smoking?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
Would /have you ever given your partner a lap dance and Striptease?
65~ Describe the best orgasm you’ve ever had? Care to share?
39~ What are your love languages?
Master/Slave Boss/Maid
Do you have a favorite? Is it ok if your partner does?
46~ Have you ever used furniture, or other types of things to aid you while having sex?
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?
Would you do it again, and would you rather 2 females or 2 males?
(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…)
36~ What is your favorite time of day to have sex/make love?
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
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?
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
Model/Photographer Police/Criminal
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
44~ Care to share something about yourself that no one else knows about you?
Do you like the “69” position? Do you prefer to be on top or bottom?
What’s the longest time you gone without having sex, after, having it? How much time between the others?
3- What’s your favorite smell? Do you a least favorite?
17- Have you ever done drugs? Which ones? 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,
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
If NO, would you ever have one? Would it be with 2 men or 2 women?
9- What’s your favorite season and why? What’s your least favorite?
21~ What was the best date you ever went on? What has been the worst?
51~ What tends to bring a smile to your face?
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
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?
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
Nothing too Serious
What do you dislike about me? I asked you to be 100% honest.
37- Do you like your name? If you could change it, what would you change it too?
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
48~ Do you have any siblings? Are you close to your family?
Teacher/Student Stranger/One Night Stand
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?
Have you ever? Care to Share?
36- Do you play video games? What is your favorite? Do you a least favorite?
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
22- What is your favorite childhood memory? What is your least favorite?
5- Have you ever been hypnotized? Would you allow yourself to be?
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
15- What's your favorite saying? What word or phrase is your least favorite?
5~ When you first started having sex, was it what you thought it would be?
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?
What have you learned about yourself that you did not before this?
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
Nurse/Patient Celebrity/Fan
Can you Deep Throat? Do you like the taste of yourself?
92~ Everyone needs a “safe” word. What is yours?
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
12- What’s your favorite food? What’s your least favorite?
1- What’s your favorite animal? Do you a least favorite?
13- What is the craziest/scariest thing you've ever done?
Please share Did you stop?
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
49~ How many times have you been married? Why did they end?
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
2- What’s your favorite color? Do you a least favorite?
34~ Do you like the lights on or off during sex?
13- What’s your favorite drink? What’s your least favorite?
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
13- How about having a certain hair cut/style?
33- Beach or Mountains? Or is there another place to like better?
7-What do I do in bed that drives you wild? How about, what turns you off?
Any that are a turn off?
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
48~ Have you ever paid or been paid for sex?
If yes, what?
81~ Do you have any kinks and/or fetishes?
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
Will you cheat again? How can, you be sure? Define what cheating is to you.
70~ Would/do you have/like anal sex?
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
*** Random Questions ***
* Give a rating for each one (0-100)
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
1- What was your first impression of me? Has it changed?
How many partners have you had oral sex with? Who? Care to Share?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
Do you shave/trim your pubic hair? For you guys do you shave your balls?
21- What's your favorite way to spend a weekend or time off?
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
19~ Who/when was your first “heartbreak”?
You know that I will be 100% truthful, so ask.
Get this wrong and this could mean the end… :-) some funny, some not…
10~ How many dates are necessary before you to have sex with someone?
1~ How old were you when you had your first kiss? Who? Care to Share?
15- What bad habit do you wish you could quit? Do you have any addictions?
That one or two things that made you go hmmmm, OMG or wow!
51~ Are you willing to play adult games with your partner?
38~ Share your most embarrassing sexual memory?
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…
8- What's your favorite flavor of ice cream? Do you a least favorite?
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
22- Do you have any birth marks? How about scars? Care to share how you got them?
7- What are your thoughts on religion? Is there an afterlife?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
Would you read them together?
60~ How important is oral sex? Do you like receiving? Do you like giving?
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?
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
17- What’s your favorite holiday? What’s your least favorite?
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
The Ice Breaker Questions
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
11- What's your favorite restaurant? What’s your least favorite?
24~ What are your expectations in a relationship? (I know a very big question, take your time)
14- What is an embarrassing moment in your life? How about your most embarrassing?
4- For a pet, Cat, dog or other?
*** Questions about Relationships/Past ***
64~ When was your very first orgasm? When was your first from having sex? Care to share?
29~ What are some things that turn you off? What is your biggest turn off?
Family Relation Age Play
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
23- What is your dream job? What was it as a child?
19- What’s your favorite fairytale? What’s your least favorite?
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
What is your view on sex? Meaning, When/Where/ How often/
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
11~ Have you ever been caught by your parents or children or others while having sex?
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?
28- What are some things that people do that irritate you?
10- List 5 of your top pet peeves.
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
80~ Share your top three fantasies/desires. (Be detailed) 😊
Do you like it when they show and tell you what they want?
15~ Have you ever been “in love”? Who? Care to Share?
29- How superstitious are you?
19- Do/have you smoked? What do you prefer? How often?
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
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…
18- What’s your favorite way to relax after a long day? 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?
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
18~ Who/when was your first “crush”?
8- What are your thoughts on politics?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
10- What is your favorite family tradition? What’s your least favorite?
What is your favorite position? Why?
I would allow you to do it… What would you do to me?
45~ How do you feel about me blindfolding you? How about blindfolding me?
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
Would you mind if your partner watched it? How about together vs alone?
Would you allow me to clean every part of your body with my soapy hands and fingers?
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)
If you say it, I will stop, and we can talk about it when you are ready.
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
52~ Are you willing to make “those types” of bets with your partner?
34- Ever been to a concert? What was your favorite? Who would you like to see?
6- What’s your favorite TV series? Do you have a favorite genre? Do you a 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?
30~ What's something unexpected that turns you on?
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
Do you think this brought you closer together?