What is the most interesting question you can ask to get to know someone?
11.06.2025 03:13
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
14- What's your favorite dessert? Do you a least favorite?
32- What's your greatest talent? Can I see it right now?
Escort/Client Job Applicant/Hiring Manager
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
Can you write a letter to your first love without mentioning his/her name?
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
Would you ever want to be woken up with oral and/or intercourse?
8- What are your thoughts on politics?
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
11- How about if they like a certain sports team? 12-How about drinking too much?
17- What’s your favorite holiday? What’s your least favorite?
Doctor/Nurse Stripper/Client
44~ Care to share something about yourself that no one else knows about you?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
Thousands of Netflix fans gather for Tudum - TechCrunch
Repairman/Lonely Wife Virgin/Experienced
What’s the longest time you gone without having sex, after, having it? How much time between the others?
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
Which city should one visit between Nice and Cannes? Why?
(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…)
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
Weight stigma isn’t just cruel — it makes losing weight harder - CNN
If NO, would you ever have one? Would it be with 2 men or 2 women?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
12- What’s your favorite food? What’s your least favorite?
Life from oceans to savannas explained with one single rule - Phys.org
49~ How many times have you been married? Why did they end?
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
China Considers Ordering Hundreds of Airbus Jets in Major Deal - Bloomberg.com
76~ Have you had a threesome? Care to Share?
25~ How do you feel about PDA? (Public Display of Affection)
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
Yankees will have to find ninth-inning serenity in Luke Weaver’s absence - New York Post
You know that I will be 100% truthful, so ask.
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
Can you Deep Throat? Do you like the taste of yourself?
Lions Make Surprise OL Signing to Replace Frank Ragnow - Detroit Jock City
How old are you? Male or Female?
70~ Would/do you have/like anal sex?
Does the thought excite you? Care to share?
Woodruff departs rehab outing after taking liner to elbow - MLB.com
33- If you could visit any time period, when would you pick? Please explain why?
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
Please share Did you stop?
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?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
65~ Describe the best orgasm you’ve ever had? Care to share?
Would you allow me to clean every part of your body with my soapy hands and fingers?
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?
That one or two things that made you go hmmmm, OMG or wow!
Will you cheat again? How can, you be sure? Define what cheating is to you.
What have you learned about yourself that you did not before this?
18~ Who/when was your first “crush”?
Do you like the “69” position? Do you prefer to be on top or bottom?
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
29~ What are some things that turn you off? What is your biggest turn off?
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?
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
1- What was your first impression of me? Has it changed?
15- What's your favorite saying? What word or phrase is your least favorite?
2- What’s your favorite color? Do you a least favorite?
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
42~ What’s your biggest regret in life?
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
*** What’s Your Favorite…? ***
41~ Are there moments in your past that you would want to change? Please share 3 of them.
Master/Slave Boss/Maid
Do you watch it? What is your favorite?
31- If given a chance to be immortal, would you take it? Why?
38~ Share your most embarrassing sexual memory?
47~ What would be your dream job and why?
64~ When was your very first orgasm? When was your first from having sex? Care to share?
What is your view on sex? Meaning, When/Where/ How often/
34~ Do you like the lights on or off during sex?
Any that are a turn off?
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?
How many partners have you had oral sex with? Who? Care to Share?
What do you dislike about me? I asked you to be 100% honest.
60~ How important is oral sex? Do you like receiving? Do you like giving?
Do you like it when they show and tell you what they want?
33- Beach or Mountains? Or is there another place to like better?
15~ Have you ever been “in love”? Who? Care to Share?
What is your favorite toy? Ever wanted to try a specific toy?
20- What’s your favorite candy? What’s your least favorite?
13- How about having a certain hair cut/style?
81~ Do you have any kinks and/or fetishes?
67~ Do you like it when your partner moans and/or is vocal during sex?
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
3- What’s your favorite smell? Do you a least favorite?
21~ What was the best date you ever went on? What has been the worst?
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
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?
34- Ever been to a concert? What was your favorite? Who would you like to see?
Do you have a favorite? Is it ok if your partner does?
12- What is the weirdest thing you've ever eaten?
Would you read them together?
What was the longest? What was the shortest?
1~ How old were you when you had your first kiss? Who? Care to Share?
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
18- What’s your favorite way to relax after a long day? What’s your least favorite?
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
9~ How many times over your lifetime do you think you have had sex so far?
Have you ever? Care to Share?
How about if they talk dirty and/or call you names?
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?
7- What are your thoughts on religion? Is there an afterlife?
10~ How many dates are necessary before you to have sex with someone?
30~ What's something unexpected that turns you on?
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
If you win, what will you make them do?
14- What is an embarrassing moment in your life? How about your most embarrassing?
61~ How willing would you be to try new sexual positions?
82~ Do you have any fantasies involving Role-Playing?
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
28~ What are some things that turn on? What is your biggest turn on?
I would allow you to do it… What would you do to me?
If YES, was it with 2 men or 2 women? Did you enjoy it?
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
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,
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
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…
*** Random Questions ***
*** Deal Breaker Questions ***
50~ How many children do you have? What are their ages?
7- What if a person smells a certain way? 8- How about smoking?
What is your favorite position? Why?
39~ What are your love languages?
19- What’s your favorite fairytale? What’s your least favorite?
83~ How do you feel about Porn?
Prisoner/Prison Guard Landlord/Tenant
4- For a pet, Cat, dog or other?
Would you mind if your partner watched it? How about together vs alone?
21- What's your favorite way to spend a weekend or time off?
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
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…
13- What is the craziest/scariest thing you've ever done?
51~ Are you willing to play adult games with your partner?
Do you think this brought you closer together?
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
Family Relation Age Play
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?
48~ Have you ever paid or been paid for sex?
48~ Do you have any siblings? Are you close to your family?
The Ice Breaker Questions
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?
27- What was/ is nickname? Does it have a meaning behind it?
What would you say to prove to yourself that it was really you?
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
45~ How do you feel about me blindfolding you? How about blindfolding me?
If yes, what?
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)
10- List 5 of your top pet peeves.
49~ If you could, would you want to be the opposite sex for a day, week, or year?
18- How often do you drink alcohol? What is your favorite drink?
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
80~ Share your top three fantasies/desires. (Be detailed) 😊
How many times do you think you have “made love”?
9- What’s your favorite season and why? What’s your least favorite?
36~ What is your favorite time of day to have sex/make love?
19~ Who/when was your first “heartbreak”?
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
11- List at least 5 things on your bucket list. Have you done any of them already?
3- What Superhero or Superpower would you want to be/have?
8- What's your favorite flavor of ice cream? Do you a least favorite?
Over time has your thoughts on sex changed?
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?
Get this wrong and this could mean the end… :-) some funny, some not…
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
46~ Have you ever used furniture, or other types of things to aid you while having sex?
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
23- What is your dream job? What was it as a child?
84~ How do you feel about reading/listening to adult stories?
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
Teacher/Student Stranger/One Night Stand
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
*** Questions About Me ***
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
19- Do/have you smoked? What do you prefer? How often?
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
How well do you know me? And some of your thoughts about me
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
37- Do you like your name? If you could change it, what would you change it too?
29- How superstitious are you?
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
53~ How much can you tell me about the one thing you are most passionate about?
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
92~ Have you ever had or have an STD? How many? What was it?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
3- Should Pluto still be considered a planet? 4- How about smoking?
6- Do you have dreams? Can you remember them? What do you usually dream about?
Any that are a turn off?
7-What do I do in bed that drives you wild? How about, what turns you off?
52~ Are you willing to make “those types” of bets with your partner?
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
92~ Everyone needs a “safe” word. What is yours?
Will you kiss after your partner has gone down on you? Swallow or spit semen?
26~ What side of the bed do you sleep on?
Model/Photographer Police/Criminal
17- Have you ever done drugs? Which ones? How often?
11~ Have you ever been caught by your parents or children or others while having sex?
62~ Have you used adult toys?
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
If you lose, are you willing to be their sex slave for a day, (anything goes)?
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
13~ Is there a difference between, making love, having sex, and fucking?
What have you learned about me that was new and/or surprising?
*** Questions about Relationships/Past ***
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
22- Do you have any birth marks? How about scars? Care to share how you got them?
36- Do you play video games? What is your favorite? Do you a least favorite?
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
* Give a rating for each one (0-100)
35- Do you like playing board or cards game? 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?
Nurse/Patient Celebrity/Fan
10- What is your favorite family tradition? What’s your least favorite?
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
51~ What tends to bring a smile to your face?
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
52~ What are your hobbies?
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?
89~ Do you like taking showers together?
71~ Would you give your partner a hand or foot job? Would you receive one?
Would you do it again, and would you rather 2 females or 2 males?
Nothing too Serious
13- What’s your favorite drink? What’s your least favorite?
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
22- What is your favorite childhood memory? What is your least favorite?
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
28- What are some things that people do that irritate you?
9- Is there something you’ve always wanted to ask me but you’re afraid?
40~ What’s the weirdest place you’ve ever had sex?
1- What’s your favorite animal? Do you a least favorite?
Do you shave/trim your pubic hair? For you guys do you shave your balls?
15- What bad habit do you wish you could quit? Do you have any addictions?
3- What was the most surprising thing you’ve learned about me throughout our relationship?
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
5~ When you first started having sex, was it what you thought it would be?
If you say it, I will stop, and we can talk about it when you are ready.
5- Have you ever been hypnotized? Would you allow yourself to be?
24~ What are your expectations in a relationship? (I know a very big question, take your time)
Would /have you ever given your partner a lap dance and Striptease?
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
9- If you could have three wishes, what would they be? Why?
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
11- What's your favorite restaurant? What’s your least favorite?