What is the most interesting question you can ask to get to know someone?
13.06.2025 12:28
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
Do you find Anushka Sen attractive?
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
36- Do you play video games? What is your favorite? Do you a least favorite?
Has your mother ever walked in on you at an inappropriate time?
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?
What’s the longest time you gone without having sex, after, having it? How much time between the others?
What do you think of Andrew Tate?
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
11- What's your favorite restaurant? What’s your least favorite?
*** Questions about Relationships/Past ***
22~ What is the best pickup line anyone has ever used on you? What was the worst?
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
What is something you saw while on an airplane that you couldn't believe?
25~ How do you feel about PDA? (Public Display of Affection)
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?
Would you mind if your partner watched it? How about together vs alone?
Any that are a turn off?
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
What's the most sordid activity you've ever seen or heard about at a bachelorette party?
20- What’s your favorite candy? What’s your least favorite?
Would you do it again, and would you rather 2 females or 2 males?
12- What’s your favorite food? What’s your least favorite?
Do straight guys like to have sex with men when they smoke meth?
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
*** Questions About Me ***
What are some life hacks for living on your own?
2- What’s your favorite color? Do you a least favorite?
52~ What are your hobbies?
39~ What are your love languages?
What is unattractive about a nice guy? Why do some women don’t choose nice guys?
How about if they talk dirty and/or call you names?
10~ How many dates are necessary before you to have sex with someone?
Family Relation Age Play
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
Do you watch it? What is your favorite?
What is the most craziest dream you ever had?
17- What’s your favorite holiday? What’s your least favorite?
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
Any that are a turn off?
Japanese culture: Is it true adult adoption is common in Japan?
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
29~ What are some things that turn you off? What is your biggest turn off?
89~ Do you like taking showers together?
18- What’s your favorite way to relax after a long day? What’s your least favorite?
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
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?
My Wife Was With a New Man. The Moment I Saw His “Package” Still Haunts Me. - Slate Magazine
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?
Model/Photographer Police/Criminal
14- What is an embarrassing moment in your life? How about your most embarrassing?
9~ How many times over your lifetime do you think you have had sex so far?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
80~ Share your top three fantasies/desires. (Be detailed) 😊
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
Escort/Client Job Applicant/Hiring Manager
Do you shave/trim your pubic hair? For you guys do you shave your balls?
24~ What are your expectations in a relationship? (I know a very big question, take your time)
7- What if a person smells a certain way? 8- How about smoking?
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?
If you lose, are you willing to be their sex slave for a day, (anything goes)?
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
40~ What’s the weirdest place you’ve ever had sex?
50~ How many children do you have? What are their ages?
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
1- What’s your favorite animal? Do you a least favorite?
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
71~ Would you give your partner a hand or foot job? Would you receive one?
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
34~ Do you like the lights on or off during sex?
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
49~ How many times have you been married? Why did they end?
Would you read them together?
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
70~ Would/do you have/like anal sex?
22- What is your favorite childhood memory? What is your least favorite?
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
92~ Everyone needs a “safe” word. What is yours?
61~ How willing would you be to try new sexual positions?
8- What are your thoughts on politics?
Will you cheat again? How can, you be sure? Define what cheating is to you.
Do you think this brought you closer together?
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
18~ Who/when was your first “crush”?
What is your favorite position? Why?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
21~ What was the best date you ever went on? What has been the worst?
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…
I would allow you to do it… What would you do to me?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
9- If you could have three wishes, what would they be? Why?
52~ Are you willing to make “those types” of bets with your partner?
What was the longest? What was the shortest?
13~ Is there a difference between, making love, having sex, and fucking?
Over time has your thoughts on sex changed?
If YES, was it with 2 men or 2 women? Did you enjoy it?
(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…)
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
62~ Have you used adult toys?
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?
If you win, what will you make them do?
* Give a rating for each one (0-100)
81~ Do you have any kinks and/or fetishes?
41~ Are there moments in your past that you would want to change? Please share 3 of them.
26~ What side of the bed do you sleep on?
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
19- What’s your favorite fairytale? What’s your least favorite?
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
18- How often do you drink alcohol? What is your favorite drink?
33- If you could visit any time period, when would you pick? Please explain why?
6- Do you have dreams? Can you remember them? What do you usually dream about?
10- What is your favorite family tradition? What’s your least favorite?
Prisoner/Prison Guard Landlord/Tenant
That one or two things that made you go hmmmm, OMG or wow!
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
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 yourself that you did not before this?
37- Do you like your name? If you could change it, what would you change it too?
42~ What’s your biggest regret in life?
44~ Care to share something about yourself that no one else knows about you?
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
11~ Have you ever been caught by your parents or children or others while having sex?
83~ How do you feel about Porn?
14- What's your favorite dessert? Do you a least favorite?
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
51~ What tends to bring a smile to your face?
You know that I will be 100% truthful, so ask.
Do you like it when they show and tell you what they want?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
49~ If you could, would you want to be the opposite sex for a day, week, or year?
1~ How old were you when you had your first kiss? Who? Care to Share?
30~ What's something unexpected that turns you on?
15- What's your favorite saying? What word or phrase is your least favorite?
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
19- Do/have you smoked? What do you prefer? How often?
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
How old are you? Male or Female?
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
29- How superstitious are you?
48~ Do you have any siblings? Are you close to your family?
36~ What is your favorite time of day to have sex/make love?
7-What do I do in bed that drives you wild? How about, what turns you off?
21- What's your favorite way to spend a weekend or time off?
7- What are your thoughts on religion? Is there an afterlife?
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,
11- How about if they like a certain sports team? 12-How about drinking too much?
34- Ever been to a concert? What was your favorite? Who would you like to see?
13- How about having a certain hair cut/style?
51~ Are you willing to play adult games with your partner?
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
Please share Did you stop?
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
How well do you know me? And some of your thoughts about me
76~ Have you had a threesome? Care to Share?
27- What was/ is nickname? Does it have a meaning behind it?
If you say it, I will stop, and we can talk about it when you are ready.
Teacher/Student Stranger/One Night Stand
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
32- What's your greatest talent? Can I see it right now?
82~ Do you have any fantasies involving Role-Playing?
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
Does the thought excite you? Care to share?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
What have you learned about me that was new and/or surprising?
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…
The Ice Breaker Questions
67~ Do you like it when your partner moans and/or is vocal during sex?
33- Beach or Mountains? Or is there another place to like better?
17- Have you ever done drugs? Which ones? How often?
If NO, would you ever have one? Would it be with 2 men or 2 women?
84~ How do you feel about reading/listening to adult stories?
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
Master/Slave Boss/Maid
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
64~ When was your very first orgasm? When was your first from having sex? Care to share?
15- What bad habit do you wish you could quit? Do you have any addictions?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
12- What is the weirdest thing you've ever eaten?
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
How many times do you think you have “made love”?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
Will you kiss after your partner has gone down on you? Swallow or spit semen?
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?
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
8- What's your favorite flavor of ice cream? Do you a least favorite?
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
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 allow me to shave your legs? How about your pubic hair? How about shower sex?
9- Is there something you’ve always wanted to ask me but you’re afraid?
Would you allow me to clean every part of your body with my soapy hands and fingers?
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
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?
5- Have you ever been hypnotized? Would you allow yourself to be?
Would you ever want to be woken up with oral and/or intercourse?
10- List 5 of your top pet peeves.
3- What was the most surprising thing you’ve learned about me throughout our relationship?
Can you Deep Throat? Do you like the taste of yourself?
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
Do you like the “69” position? Do you prefer to be on top or bottom?
*** What’s Your Favorite…? ***
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?
13- What’s your favorite drink? What’s your least favorite?
If yes, what?
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
23- What is your dream job? What was it as a child?
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
Get this wrong and this could mean the end… :-) some funny, some not…
4- For a pet, Cat, dog or other?
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
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?
Repairman/Lonely Wife Virgin/Experienced
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
What would you say to prove to yourself that it was really you?
38~ Share your most embarrassing sexual memory?
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
Would /have you ever given your partner a lap dance and Striptease?
3- What’s your favorite smell? Do you a least favorite?
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
*** Random Questions ***
19~ Who/when was your first “heartbreak”?
15~ Have you ever been “in love”? Who? Care to Share?
Have you ever? Care to Share?
3- Should Pluto still be considered a planet? 4- How about smoking?
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)
9- What’s your favorite season and why? What’s your least favorite?
65~ Describe the best orgasm you’ve ever had? Care to share?
5~ When you first started having sex, was it what you thought it would be?
47~ What would be your dream job and why?
22- Do you have any birth marks? How about scars? Care to share how you got them?
11- List at least 5 things on your bucket list. Have you done any of them already?
*** Deal Breaker Questions ***
60~ How important is oral sex? Do you like receiving? Do you like giving?
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- What Superhero or Superpower would you want to be/have?
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
92~ Have you ever had or have an STD? How many? What was it?
How many partners have you had oral sex with? Who? Care to Share?
28- What are some things that people do that irritate you?
What is your view on sex? Meaning, When/Where/ How often/
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
Nothing too Serious
Nurse/Patient Celebrity/Fan
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
48~ Have you ever paid or been paid for sex?
28~ What are some things that turn on? What is your biggest turn on?
31- If given a chance to be immortal, would you take it? Why?
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
What is your favorite toy? Ever wanted to try a specific toy?
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
What do you dislike about me? I asked you to be 100% honest.
1- What was your first impression of me? Has it changed?
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
45~ How do you feel about me blindfolding you? How about blindfolding me?
13- What is the craziest/scariest thing you've ever done?