What is the most interesting question you can ask to get to know someone?
11.06.2025 06:36
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
36~ What is your favorite time of day to have sex/make love?
23- What is your dream job? What was it as a child?
34- Ever been to a concert? What was your favorite? Who would you like to see?
*** Deal Breaker Questions ***
34~ Do you like the lights on or off during sex?
Satellite measures river flow waves for the first time - The Washington Post
67~ Do you like it when your partner moans and/or is vocal during sex?
Do you have a favorite? Is it ok if your partner does?
10- List 5 of your top pet peeves.
29- How superstitious are you?
Does the thought excite you? Care to share?
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
35- Do you like playing board or cards game? 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?
*** Questions About Me ***
Is LGBTQ destroying the world?
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?
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
Do you watch it? What is your favorite?
My Husband Drinks a Pot of Coffee a Day—So I Asked the Experts If That's Safe - EatingWell
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?
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
Does CloudFlare protect blackhat sites from DDOS attacks?
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
Need a different reason to eat more fiber? How about microplastics? - The Seattle Times
17- What’s your favorite holiday? What’s your least favorite?
22- What is your favorite childhood memory? What is your least favorite?
Model/Photographer Police/Criminal
Can you recommend a simple song with an awesome solo? What makes the solo stand out?
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
41~ Are there moments in your past that you would want to change? Please share 3 of them.
(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…)
What's at the center of Mars? Maybe the stench of rotten eggs - Space
33- Beach or Mountains? Or is there another place to like better?
12- What is the weirdest thing you've ever eaten?
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
NY retail worker safety law takes effect this week. Here’s what it does. - Gothamist
7-What do I do in bed that drives you wild? How about, what turns you off?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
13- What’s your favorite drink? What’s your least favorite?
49~ If you could, would you want to be the opposite sex for a day, week, or year?
How many partners have you had oral sex with? Who? Care to Share?
21- What's your favorite way to spend a weekend or time off?
1- What was your first impression of me? Has it changed?
Any that are a turn off?
4- For a pet, Cat, dog or other?
28- What are some things that people do that irritate you?
10- What is your favorite family tradition? What’s your least favorite?
Do you think this brought you closer together?
Escort/Client Job Applicant/Hiring Manager
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
29~ What are some things that turn you off? What is your biggest turn off?
Repairman/Lonely Wife Virgin/Experienced
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
If YES, was it with 2 men or 2 women? Did you enjoy it?
18- How often do you drink alcohol? What is your favorite drink?
19- What’s your favorite fairytale? What’s your least favorite?
7- What if a person smells a certain way? 8- How about smoking?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
That one or two things that made you go hmmmm, OMG or wow!
13- What is the craziest/scariest thing you've ever done?
How old are you? Male or Female?
19~ Who/when was your first “heartbreak”?
52~ Are you willing to make “those types” of bets with your partner?
3- Should Pluto still be considered a planet? 4- How about smoking?
7- What are your thoughts on religion? Is there an afterlife?
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
17- Have you ever done drugs? Which ones? How often?
61~ How willing would you be to try new sexual positions?
92~ Have you ever had or have an STD? How many? What was it?
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
84~ How do you feel about reading/listening to adult stories?
14- What is an embarrassing moment in your life? How about your most embarrassing?
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
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)?
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
18~ Who/when was your first “crush”?
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
45~ How do you feel about me blindfolding you? How about blindfolding me?
20- What’s your favorite candy? What’s your least favorite?
If you say it, I will stop, and we can talk about it when you are ready.
What was the longest? What was the shortest?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
3- What’s your favorite smell? Do you a least favorite?
Would you ever want to be woken up with oral and/or intercourse?
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
51~ What tends to bring a smile to your face?
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
11- How about if they like a certain sports team? 12-How about drinking too much?
52~ What are your hobbies?
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
24~ What are your expectations in a relationship? (I know a very big question, take your time)
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
The Ice Breaker Questions
Do you like the “69” position? Do you prefer to be on top or bottom?
82~ Do you have any fantasies involving Role-Playing?
* Give a rating for each one (0-100)
Family Relation Age Play
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
I would allow you to do it… What would you do to me?
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
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?
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?
18- What’s your favorite way to relax after a long day? What’s your least favorite?
11- What's your favorite restaurant? What’s your least favorite?
11- List at least 5 things on your bucket list. Have you done any of them already?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
Can you Deep Throat? Do you like the taste of yourself?
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
Would you mind if your partner watched it? How about together vs alone?
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?
22- Do you have any birth marks? How about scars? Care to share how you got them?
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
64~ When was your very first orgasm? When was your first from having sex? Care to share?
9- What’s your favorite season and why? What’s your least favorite?
How about if they talk dirty and/or call you names?
27- What was/ is nickname? Does it have a meaning behind it?
32- What's your greatest talent? Can I see it right now?
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
Any that are a turn off?
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,
31- If given a chance to be immortal, would you take it? Why?
11~ Have you ever been caught by your parents or children or others while having sex?
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
92~ Everyone needs a “safe” word. What is yours?
Would /have you ever given your partner a lap dance and Striptease?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
5~ When you first started having sex, was it what you thought it would be?
48~ Do you have any siblings? Are you close to your family?
21~ What was the best date you ever went on? What has been the worst?
3- What was the most surprising thing you’ve learned about me throughout our relationship?
Nothing too Serious
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
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?
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
What have you learned about me that was new and/or surprising?
46~ Have you ever used furniture, or other types of things to aid you while having sex?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
49~ How many times have you been married? Why did they end?
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
12- What’s your favorite food? What’s your least favorite?
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
10~ How many dates are necessary before you to have sex with someone?
60~ How important is oral sex? Do you like receiving? Do you like giving?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
Over time has your thoughts on sex changed?
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
28~ What are some things that turn on? What is your biggest turn on?
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
8- What's your favorite flavor of ice cream? Do you a least favorite?
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
1~ How old were you when you had your first kiss? 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.
What is your favorite position? Why?
47~ What would be your dream job and why?
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
Would you read them together?
What is your favorite toy? Ever wanted to try a specific toy?
Will you cheat again? How can, you be sure? Define what cheating is to you.
80~ Share your top three fantasies/desires. (Be detailed) 😊
If NO, would you ever have one? Would it be with 2 men or 2 women?
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
36- Do you play video games? What is your favorite? Do you a least favorite?
81~ Do you have any kinks and/or fetishes?
76~ Have you had a threesome? Care to Share?
Get this wrong and this could mean the end… :-) some funny, some not…
26~ What side of the bed do you sleep on?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
Do you like it when they show and tell you what they want?
19- Do/have you smoked? What do you prefer? How often?
53~ How much can you tell me about the one thing you are most passionate about?
What have you learned about yourself that you did not before this?
70~ Would/do you have/like anal sex?
9- Is there something you’ve always wanted to ask me but you’re afraid?
Nurse/Patient Celebrity/Fan
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
13~ Is there a difference between, making love, having sex, and fucking?
3- What Superhero or Superpower would you want to be/have?
9- If you could have three wishes, what would they be? Why?
2- What’s your favorite color? Do you a least favorite?
*** Questions about Relationships/Past ***
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?
13- How about having a certain hair cut/style?
25~ How do you feel about PDA? (Public Display of Affection)
5- Have you ever been hypnotized? Would you allow yourself to be?
37- Do you like your name? If you could change it, what would you change it too?
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…
Teacher/Student Stranger/One Night Stand
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
44~ Care to share something about yourself that no one else knows about you?
Do you shave/trim your pubic hair? For you guys do you shave your balls?
89~ Do you like taking showers together?
What do you dislike about me? I asked you to be 100% honest.
50~ How many children do you have? What are their ages?
Doctor/Nurse Stripper/Client
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
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?
*** What’s Your Favorite…? ***
14- What's your favorite dessert? Do you a least favorite?
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
40~ What’s the weirdest place you’ve ever had sex?
30~ What's something unexpected that turns you on?
How many times do you think you have “made love”?
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
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?
6- Do you have dreams? Can you remember them? What do you usually dream about?
9~ How many times over your lifetime do you think you have had sex so far?
Prisoner/Prison Guard Landlord/Tenant
1- What’s your favorite animal? Do you a least favorite?
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
Master/Slave Boss/Maid
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?
How well do you know me? And some of your thoughts about me
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
8- What are your thoughts on politics?
Have you ever? Care to Share?
Please share Did you stop?
*** Random Questions ***
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
51~ Are you willing to play adult games with your partner?
39~ What are your love languages?
62~ Have you used adult toys?
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
Would you allow me to clean every part of your body with my soapy hands and fingers?
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
48~ Have you ever paid or been paid for sex?
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?
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?
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…
42~ What’s your biggest regret in life?
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)
15~ Have you ever been “in love”? Who? Care to Share?
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
38~ Share your most embarrassing sexual memory?
83~ How do you feel about Porn?
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
15- What bad habit do you wish you could quit? Do you have any addictions?
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
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?
What’s the longest time you gone without having sex, after, having it? How much time between the others?
If you win, what will you make them do?
You know that I will be 100% truthful, so ask.
15- What's your favorite saying? What word or phrase is your least favorite?
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
If yes, what?
Will you kiss after your partner has gone down on you? Swallow or spit semen?