What is the most interesting question you can ask to get to know someone?
09.06.2025 03:42
Will you kiss after your partner has gone down on you? Swallow or spit semen?
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
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?
7- What are your thoughts on religion? Is there an afterlife?
36~ What is your favorite time of day to have sex/make love?
53~ How much can you tell me about the one thing you are most passionate about?
Has anyone ever worn leather pants? Are they comfortable?
Escort/Client Job Applicant/Hiring Manager
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
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?
21- What's your favorite way to spend a weekend or time off?
Does the thought excite you? Care to share?
19~ Who/when was your first “heartbreak”?
Study shows that early humans climbed trees and worked with stone - Earth.com
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
If NO, would you ever have one? Would it be with 2 men or 2 women?
10~ How many dates are necessary before you to have sex with someone?
Indiana Pacers assistant Lloyd Pierce taking lessons for next opportunity as head coach - Andscape
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
Family Relation Age Play
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
9- Is there something you’ve always wanted to ask me but you’re afraid?
Ravens in "introductory stage" of Lamar Jackson extension talks - NBC Sports
25~ How do you feel about PDA? (Public Display of Affection)
42~ What’s your biggest regret in life?
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
Is it wise to choose your family over your honor?
60~ How important is oral sex? Do you like receiving? Do you like giving?
92~ Everyone needs a “safe” word. What is yours?
92~ Have you ever had or have an STD? How many? What was it?
84~ How do you feel about reading/listening to adult stories?
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
22- Do you have any birth marks? How about scars? Care to share how you got them?
Is it okay if I sleep with my brother without my husband knowing?
34- Ever been to a concert? What was your favorite? Who would you like to see?
51~ Are you willing to play adult games with your partner?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
15~ Have you ever been “in love”? Who? Care to Share?
9- If you could have three wishes, what would they be? Why?
41~ Are there moments in your past that you would want to change? Please share 3 of them.
21~ What was the best date you ever went on? What has been the worst?
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
Would you do it again, and would you rather 2 females or 2 males?
15- What bad habit do you wish you could quit? Do you have any addictions?
How old are you? Male or Female?
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?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
89~ Do you like taking showers together?
83~ How do you feel about Porn?
*** Deal Breaker Questions ***
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
17- What’s your favorite holiday? What’s your least favorite?
13- What is the craziest/scariest thing you've ever done?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
15- What's your favorite saying? What word or phrase is your least favorite?
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
17- Have you ever done drugs? Which ones? How often?
What do you dislike about me? I asked you to be 100% honest.
That one or two things that made you go hmmmm, OMG or wow!
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
44~ Care to share something about yourself that no one else knows about you?
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
Do you have a favorite? Is it ok if your partner does?
How many times do you think you have “made love”?
2- What’s your favorite color? Do you a least favorite?
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
What would you say to prove to yourself that it was really you?
31- If given a chance to be immortal, would you take it? Why?
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
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?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
If YES, was it with 2 men or 2 women? Did you enjoy it?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
9- What’s your favorite season and why? What’s your least favorite?
13- How about having a certain hair cut/style?
52~ Are you willing to make “those types” of bets with your partner?
Would /have you ever given your partner a lap dance and Striptease?
11~ Have you ever been caught by your parents or children or others while having sex?
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
27- What was/ is nickname? Does it have a meaning behind it?
49~ If you could, would you want to be the opposite sex for a day, week, or year?
40~ What’s the weirdest place you’ve ever had sex?
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
33- Beach or Mountains? Or is there another place to like better?
64~ When was your very first orgasm? When was your first from having sex? Care to share?
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)
49~ How many times have you been married? Why did they end?
11- List at least 5 things on your bucket list. Have you done any of them already?
6- Do you have dreams? Can you remember them? What do you usually dream about?
Any that are a turn off?
22- What is your favorite childhood memory? What is your least favorite?
3- Should Pluto still be considered a planet? 4- How about smoking?
82~ Do you have any fantasies involving Role-Playing?
50~ How many children do you have? What are their ages?
19- What’s your favorite fairytale? What’s your least favorite?
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
1~ How old were you when you had your first kiss? Who? 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…
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
34~ Do you like the lights on or off during sex?
80~ Share your top three fantasies/desires. (Be detailed) 😊
Over time has your thoughts on sex changed?
24~ What are your expectations in a relationship? (I know a very big question, take your time)
37- Do you like your name? If you could change it, what would you change it too?
3- What Superhero or Superpower would you want to be/have?
What is your favorite toy? Ever wanted to try a specific toy?
14- What's your favorite dessert? Do you a least favorite?
39~ What are your love languages?
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
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…
*** Questions about Relationships/Past ***
The Ice Breaker Questions
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
22~ What is the best pickup line anyone has ever used on you? What was the worst?
Do you shave/trim your pubic hair? For you guys do you shave your balls?
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
10- List 5 of your top pet peeves.
28~ What are some things that turn on? What is your biggest turn on?
Do you like it when they show and tell you what they want?
71~ Would you give your partner a hand or foot job? Would you receive one?
Any that are a turn off?
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
What have you learned about me that was new and/or surprising?
12- What’s your favorite food? What’s your least favorite?
30~ What's something unexpected that turns you on?
How about if they talk dirty and/or call you names?
What have you learned about yourself that you did not before this?
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
5~ When you first started having sex, was it what you thought it would be?
*** What’s Your Favorite…? ***
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?
29~ What are some things that turn you off? What is your biggest turn off?
Do you like the “69” position? Do you prefer to be on top or bottom?
4- For a pet, Cat, dog or other?
23- What is your dream job? What was it as a child?
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
Get this wrong and this could mean the end… :-) some funny, some not…
19- Do/have you smoked? What do you prefer? How often?
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?
(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
61~ How willing would you be to try new sexual positions?
48~ Do you have any siblings? Are you close to your family?
20- What’s your favorite candy? What’s your least favorite?
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
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,
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
Model/Photographer Police/Criminal
Would you ever want to be woken up with oral and/or intercourse?
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
If you win, what will you make them do?
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
65~ Describe the best orgasm you’ve ever had? Care to share?
33- If you could visit any time period, when would you pick? Please explain why?
How many partners have you had oral sex with? Who? Care to Share?
* Give a rating for each one (0-100)
Nurse/Patient Celebrity/Fan
What was the longest? What was the shortest?
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
How well do you know me? And some of your thoughts about me
Can you Deep Throat? Do you like the taste of yourself?
1- What was your first impression of me? Has it changed?
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?
If yes, what?
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
18- How often do you drink alcohol? What is your favorite drink?
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
7-What do I do in bed that drives you wild? How about, what turns you off?
Do you watch it? What is your favorite?
47~ What would be your dream job and why?
8- What are your thoughts on politics?
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
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?
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
28- What are some things that people do that irritate you?
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
Nothing too Serious
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
*** Questions About Me ***
62~ Have you used adult toys?
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
12- What is the weirdest thing you've ever eaten?
Please share Did you stop?
Have you ever? Care to Share?
36- Do you play video games? What is your favorite? Do you a least favorite?
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
52~ What are your hobbies?
51~ What tends to bring a smile to your face?
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
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?
76~ Have you had a threesome? Care to Share?
67~ Do you like it when your partner moans and/or is vocal during sex?
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
If you say it, I will stop, and we can talk about it when you are ready.
13~ Is there a difference between, making love, having sex, and fucking?
Will you cheat again? How can, you be sure? Define what cheating is to you.
Would you allow me to clean every part of your body with my soapy hands and fingers?
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
29- How superstitious are you?
7- What if a person smells a certain way? 8- How about smoking?
3- What’s your favorite smell? Do you a least favorite?
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
I would allow you to do it… What would you do to me?
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
11- What's your favorite restaurant? What’s your least favorite?
38~ Share your most embarrassing sexual memory?
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
1- What’s your favorite animal? Do you a least favorite?
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
70~ Would/do you have/like anal sex?
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
What’s the longest time you gone without having sex, after, having it? How much time between the others?
10- What is your favorite family tradition? What’s your least favorite?
32- What's your greatest talent? Can I see it right now?
18~ Who/when was your first “crush”?
What is your favorite position? Why?
Would you read them together?
11- How about if they like a certain sports team? 12-How about drinking too much?
*** Random Questions ***
3- What was the most surprising thing you’ve learned about me throughout our relationship?
8- What's your favorite flavor of ice cream? Do you a least favorite?
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
What is your view on sex? Meaning, When/Where/ How often/
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
Would you mind if your partner watched it? How about together vs alone?
9~ How many times over your lifetime do you think you have had sex so far?
45~ How do you feel about me blindfolding you? How about blindfolding me?
Doctor/Nurse Stripper/Client
13- What’s your favorite drink? What’s your least favorite?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
26~ What side of the bed do you sleep on?
You know that I will be 100% truthful, so ask.
5- Have you ever been hypnotized? Would you allow yourself to be?
48~ Have you ever paid or been paid for sex?
46~ Have you ever used furniture, or other types of things to aid you while having sex?
81~ Do you have any kinks and/or fetishes?
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
14- What is an embarrassing moment in your life? How about your most embarrassing?
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
Teacher/Student Stranger/One Night Stand
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
18- What’s your favorite way to relax after a long day? What’s your least favorite?
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
Do you think this brought you closer together?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
If you lose, are you willing to be their sex slave for a day, (anything goes)?
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
Prisoner/Prison Guard Landlord/Tenant