What is the most interesting question you can ask to get to know someone?
08.06.2025 07:28
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
1- What was your first impression of me? Has it changed?
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
17- Have you ever done drugs? Which ones? How often?
If yes, what?
Escort/Client Job Applicant/Hiring Manager
What is it that gives a man who is a submissive cock sucker his most pleasure?
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
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?
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)
Do you shave/trim your pubic hair? For you guys do you shave your balls?
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
What nonsense did you hear today in India that made you laugh?
Model/Photographer Police/Criminal
Master/Slave Boss/Maid
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
13- What’s your favorite drink? What’s your least favorite?
What do you dislike about me? I asked you to be 100% honest.
What is your view on sex? Meaning, When/Where/ How often/
What is the American mobile phone number format?
11~ Have you ever been caught by your parents or children or others while having sex?
80~ Share your top three fantasies/desires. (Be detailed) 😊
5~ When you first started having sex, was it what you thought it would be?
Why do I want to suck cock tonight?
13~ Is there a difference between, making love, having sex, and fucking?
23- What is your dream job? What was it as a child?
62~ Have you used adult toys?
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
82~ Do you have any fantasies involving Role-Playing?
What parts of the Bible, if any, are inappropriate to read to children? Why?
67~ Do you like it when your partner moans and/or is vocal during sex?
27- What was/ is nickname? Does it have a meaning behind it?
22- What is your favorite childhood memory? What is your least favorite?
Why climbing the stairs can be good for your body and brain - BBC
37- Do you like your name? If you could change it, what would you change it too?
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
29- How superstitious are you?
If you say it, I will stop, and we can talk about it when you are ready.
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
Scientists Stumble Upon The World’s Oldest Stomach Stone Fossil - The Daily Galaxy
5- Have you ever been hypnotized? Would you allow yourself to be?
39~ What are your love languages?
15- What bad habit do you wish you could quit? Do you have any addictions?
What is your review of working in EY?
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
I would allow you to do it… What would you do to me?
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
What are some very specific groups of people you just cannot stand?
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?
36- Do you play video games? What is your favorite? Do you a least favorite?
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
What is one thing which you cannot stop however hard you try?
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
44~ Care to share something about yourself that no one else knows about you?
Would you allow me to clean every part of your body with my soapy hands and fingers?
Get this wrong and this could mean the end… :-) some funny, some not…
33- Beach or Mountains? Or is there another place to like better?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
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?
Over time has your thoughts on sex changed?
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
76~ Have you had a threesome? Care to Share?
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
*** Questions about Relationships/Past ***
Can you Deep Throat? Do you like the taste of yourself?
The Ice Breaker Questions
6- Do you have dreams? Can you remember them? What do you usually dream about?
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
53~ How much can you tell me about the one thing you are most passionate about?
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
92~ Have you ever had or have an STD? How many? What was it?
What was the longest? What was the shortest?
If YES, was it with 2 men or 2 women? Did you enjoy it?
If you win, what will you make them do?
Please share Did you stop?
How many times do you think you have “made love”?
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
19- Do/have you smoked? What do you prefer? How often?
83~ How do you feel about Porn?
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
41~ Are there moments in your past that you would want to change? Please share 3 of them.
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
Do you watch it? What is your favorite?
32- What's your greatest talent? Can I see it right now?
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
*** Deal Breaker Questions ***
38~ Share your most embarrassing sexual memory?
4- For a pet, Cat, dog or other?
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
Does the thought excite you? Care to share?
You know that I will be 100% truthful, so ask.
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,
45~ How do you feel about me blindfolding you? How about blindfolding me?
48~ Do you have any siblings? Are you close to your family?
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
3- What was the most surprising thing you’ve learned about me throughout our relationship?
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?
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?
12- What is the weirdest thing you've ever eaten?
92~ Everyone needs a “safe” word. What is yours?
21~ What was the best date you ever went on? What has been the worst?
49~ How many times have you been married? Why did they end?
How old are you? Male or Female?
18- How often do you drink alcohol? What is your favorite drink?
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
40~ What’s the weirdest place you’ve ever had sex?
30~ What's something unexpected that turns you on?
70~ Would/do you have/like anal sex?
Would you do it again, and would you rather 2 females or 2 males?
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
13- What is the craziest/scariest thing you've ever done?
28~ What are some things that turn on? What is your biggest turn on?
15~ Have you ever been “in love”? Who? Care to Share?
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
8- What's your favorite flavor of ice cream? Do you a least favorite?
9- Is there something you’ve always wanted to ask me but you’re afraid?
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
What’s the longest time you gone without having sex, after, having it? How much time between the others?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
How about if they talk dirty and/or call you names?
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?
31- If given a chance to be immortal, would you take it? Why?
Any that are a turn off?
*** Random Questions ***
18~ Who/when was your first “crush”?
Repairman/Lonely Wife Virgin/Experienced
What is your favorite toy? Ever wanted to try a specific toy?
36~ What is your favorite time of day to have sex/make love?
17- What’s your favorite holiday? What’s your least favorite?
33- If you could visit any time period, when would you pick? Please explain why?
52~ What are your hobbies?
51~ What tends to bring a smile to your face?
15- What's your favorite saying? What word or phrase is your least favorite?
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
14- What's your favorite dessert? Do you a least favorite?
51~ Are you willing to play adult games with your partner?
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
71~ Would you give your partner a hand or foot job? Would you receive one?
Any that are a turn off?
Do you think this brought you closer together?
28- What are some things that people do that irritate you?
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
9- If you could have three wishes, what would they be? Why?
60~ How important is oral sex? Do you like receiving? Do you like giving?
49~ If you could, would you want to be the opposite sex for a day, week, or year?
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
10- What is your favorite family tradition? What’s your least favorite?
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
7- What are your thoughts on religion? Is there an afterlife?
Nurse/Patient Celebrity/Fan
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
Would /have you ever given your partner a lap dance and Striptease?
11- What's your favorite restaurant? What’s your least favorite?
3- What Superhero or Superpower would you want to be/have?
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
81~ Do you have any kinks and/or fetishes?
Teacher/Student Stranger/One Night Stand
29~ What are some things that turn you off? What is your biggest turn off?
Do you have a favorite? Is it ok if your partner does?
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?
3- Should Pluto still be considered a planet? 4- How about smoking?
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
Doctor/Nurse Stripper/Client
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
Would you ever want to be woken up with oral and/or intercourse?
1~ How old were you when you had your first kiss? Who? Care to Share?
What have you learned about yourself that you did not before this?
2- What’s your favorite color? Do you a least favorite?
Would you mind if your partner watched it? How about together vs alone?
48~ Have you ever paid or been paid for sex?
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
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?
84~ How do you feel about reading/listening to adult stories?
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
19~ Who/when was your first “heartbreak”?
10- List 5 of your top pet peeves.
11- List at least 5 things on your bucket list. Have you done any of them already?
34~ Do you like the lights on or off during sex?
3- What’s your favorite smell? Do you a least favorite?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
22- Do you have any birth marks? How about scars? Care to share how you got them?
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
65~ Describe the best orgasm you’ve ever had? 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…
52~ Are you willing to make “those types” of bets with your partner?
7- What if a person smells a certain way? 8- How about smoking?
34- Ever been to a concert? What was your favorite? Who would you like to see?
89~ Do you like taking showers together?
11- How about if they like a certain sports team? 12-How about drinking too much?
* Give a rating for each one (0-100)
8- What are your thoughts on politics?
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
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?
25~ How do you feel about PDA? (Public Display of Affection)
Will you kiss after your partner has gone down on you? Swallow or spit semen?
That one or two things that made you go hmmmm, OMG or wow!
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
10~ How many dates are necessary before you to have sex with someone?
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
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?
How many partners have you had oral sex with? Who? Care to Share?
Have you ever? Care to Share?
Nothing too Serious
12- What’s your favorite food? What’s your least favorite?
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
9- What’s your favorite season and why? What’s your least favorite?
13- How about having a certain hair cut/style?
If NO, would you ever have one? Would it be with 2 men or 2 women?
24~ What are your expectations in a relationship? (I know a very big question, take your time)
Do you like it when they show and tell you what they want?
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
1- What’s your favorite animal? Do you a least favorite?
Prisoner/Prison Guard Landlord/Tenant
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…
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
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?
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
How well do you know me? And some of your thoughts about me
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
50~ How many children do you have? What are their ages?
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
*** Questions About Me ***
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
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?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
64~ When was your very first orgasm? When was your first from having sex? Care to share?
Would you read them together?
19- What’s your favorite fairytale? What’s your least favorite?
18- What’s your favorite way to relax after a long day? What’s your least favorite?
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
14- What is an embarrassing moment in your life? How about your most embarrassing?
What would you say to prove to yourself that it was really you?
26~ What side of the bed do you sleep on?
61~ How willing would you be to try new sexual positions?
42~ What’s your biggest regret in life?
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
Family Relation Age Play
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
Will you cheat again? How can, you be sure? Define what cheating is to you.
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
(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…)
20- What’s your favorite candy? What’s your least favorite?
47~ What would be your dream job and why?
*** What’s Your Favorite…? ***
What is your favorite position? Why?
46~ Have you ever used furniture, or other types of things to aid you while having sex?
Do you like the “69” position? Do you prefer to be on top or bottom?
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
21- What's your favorite way to spend a weekend or time off?
7-What do I do in bed that drives you wild? How about, what turns you off?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?