What is the most interesting question you can ask to get to know someone?
13.06.2025 04:54
12- What’s your favorite food? What’s your least favorite?
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
31- If given a chance to be immortal, would you take it? Why?
What life lesson did you learn the hard way?
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?
Any that are a turn off?
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
44~ Care to share something about yourself that no one else knows about you?
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
Why is it that women are stronger than men nowadays?
How many partners have you had oral sex with? Who? Care to Share?
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
26~ What side of the bed do you sleep on?
If yes, what?
4- For a pet, Cat, dog or other?
Despite practicing at CB and WR, Bo Melton won’t compare himself to Travis Hunter - NBC Sports
2- What’s your favorite color? Do you a least favorite?
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
92~ Have you ever had or have an STD? How many? What was it?
Why is it rare for someone to despise both the Democrats and Republicans?
What would you say to prove to yourself that it was really you?
How old are you? Male or Female?
76~ Have you had a threesome? Care to Share?
Why does Islam give a bad vibe?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
How about if they talk dirty and/or call you names?
Why do men think all women are the same?
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
13- How about having a certain hair cut/style?
What are some common historical misconceptions?
(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…)
83~ How do you feel about Porn?
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
What is it that gives a man who is a submissive cock sucker his most pleasure?
28- What are some things that people do that irritate you?
7-What do I do in bed that drives you wild? How about, what turns you off?
49~ How many times have you been married? Why did they end?
Is love natural, or is it somehow created?
53~ How much can you tell me about the one thing you are most passionate about?
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?
What made you stop being an addict?
Teacher/Student Stranger/One Night Stand
The Ice Breaker Questions
37- Do you like your name? If you could change it, what would you change it too?
How likely is it to make a living out of being a window cleaner in a Nordic country?
Do you have a favorite? Is it ok if your partner does?
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?
Master/Slave Boss/Maid
81~ Do you have any kinks and/or fetishes?
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
Will you cheat again? How can, you be sure? Define what cheating is to you.
1~ How old were you when you had your first kiss? Who? Care to Share?
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
19~ Who/when was your first “heartbreak”?
41~ Are there moments in your past that you would want to change? Please share 3 of them.
Doctor/Nurse Stripper/Client
18- How often do you drink alcohol? What is your favorite drink?
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
Over time has your thoughts on sex changed?
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
Do you think this brought you closer together?
27- What was/ is nickname? Does it have a meaning behind it?
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
Would you read them together?
*** Random Questions ***
7- What if a person smells a certain way? 8- How about smoking?
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
Prisoner/Prison Guard Landlord/Tenant
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
10- List 5 of your top pet peeves.
10- What is your favorite family tradition? What’s your least favorite?
51~ What tends to bring a smile to your face?
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
62~ Have you used adult toys?
That one or two things that made you go hmmmm, OMG or wow!
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
Would you ever want to be woken up with oral and/or intercourse?
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?
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
30~ What's something unexpected that turns you on?
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
What is your favorite toy? Ever wanted to try a specific toy?
25~ How do you feel about PDA? (Public Display of Affection)
If you say it, I will stop, and we can talk about it when you are ready.
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
11- What's your favorite restaurant? What’s your least favorite?
6- Do you have dreams? Can you remember them? What do you usually dream about?
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
64~ When was your very first orgasm? When was your first from having sex? Care to share?
3- What’s your favorite smell? Do you a least favorite?
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
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?
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
70~ Would/do you have/like anal sex?
19- What’s your favorite fairytale? What’s your least favorite?
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
46~ Have you ever used furniture, or other types of things to aid you while having sex?
22- Do you have any birth marks? How about scars? Care to share how you got them?
17- What’s your favorite holiday? 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)
14- What's your favorite dessert? Do you a least favorite?
Get this wrong and this could mean the end… :-) some funny, some not…
67~ Do you like it when your partner moans and/or is vocal during sex?
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
84~ How do you feel about reading/listening to adult stories?
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,
What’s the longest time you gone without having sex, after, having it? How much time between the others?
You know that I will be 100% truthful, so ask.
49~ If you could, would you want to be the opposite sex for a day, week, or year?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
*** Deal Breaker Questions ***
82~ Do you have any fantasies involving Role-Playing?
Can you Deep Throat? Do you like the taste of yourself?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
Do you shave/trim your pubic hair? For you guys do you shave your balls?
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
15- What bad habit do you wish you could quit? Do you have any addictions?
33- If you could visit any time period, when would you pick? Please explain why?
34- Ever been to a concert? What was your favorite? Who would you like to see?
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
13- What is the craziest/scariest thing you've ever done?
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
What is your favorite position? Why?
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
48~ Have you ever paid or been paid for sex?
What have you learned about yourself that you did not before this?
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
45~ How do you feel about me blindfolding you? How about blindfolding me?
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
28~ What are some things that turn on? What is your biggest turn on?
5~ When you first started having sex, was it what you thought it would be?
*** Questions about Relationships/Past ***
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)
1- What’s your favorite animal? Do you a least favorite?
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
42~ What’s your biggest regret in life?
Have you ever? Care to Share?
60~ How important is oral sex? Do you like receiving? Do you like giving?
9~ How many times over your lifetime do you think you have had sex so far?
15~ Have you ever been “in love”? Who? Care to Share?
*** Questions About Me ***
33- Beach or Mountains? Or is there another place to like better?
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?
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
Would you mind if your partner watched it? How about together vs alone?
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
9- What’s your favorite season and why? What’s your least favorite?
18- What’s your favorite way to relax after a long day? What’s your least favorite?
What is your view on sex? Meaning, When/Where/ How often/
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
89~ Do you like taking showers together?
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
Nothing too Serious
Escort/Client Job Applicant/Hiring Manager
If NO, would you ever have one? Would it be with 2 men or 2 women?
3- What was the most surprising thing you’ve learned about me throughout our relationship?
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
* Give a rating for each one (0-100)
71~ Would you give your partner a hand or foot job? Would you receive one?
21- What's your favorite way to spend a weekend or time off?
48~ Do you have any siblings? Are you close to your family?
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
39~ What are your love languages?
36- Do you play video games? What is your favorite? Do you a least favorite?
If you win, what will you make them do?
92~ Everyone needs a “safe” word. What is yours?
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
13~ Is there a difference between, making love, having sex, and fucking?
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
19- Do/have you smoked? What do you prefer? How often?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
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…
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
20- What’s your favorite candy? What’s your least favorite?
12- What is the weirdest thing you've ever eaten?
3- What Superhero or Superpower would you want to be/have?
18~ Who/when was your first “crush”?
Nurse/Patient Celebrity/Fan
34~ Do you like the lights on or off during sex?
13- What’s your favorite drink? What’s your least favorite?
38~ Share your most embarrassing sexual memory?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
15- What's your favorite saying? What word or phrase is your least favorite?
*** What’s Your Favorite…? ***
24~ What are your expectations in a relationship? (I know a very big question, take your time)
52~ Are you willing to make “those types” of bets with your partner?
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…
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
14- What is an embarrassing moment in your life? How about your most embarrassing?
32- What's your greatest talent? Can I see it right now?
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
36~ What is your favorite time of day to have sex/make love?
50~ How many children do you have? What are their ages?
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
Would /have you ever given your partner a lap dance and Striptease?
61~ How willing would you be to try new sexual positions?
29~ What are some things that turn you off? What is your biggest turn off?
9- If you could have three wishes, what would they be? Why?
51~ Are you willing to play adult games with your partner?
Please share Did you stop?
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
Would you do it again, and would you rather 2 females or 2 males?
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
If YES, was it with 2 men or 2 women? Did you enjoy it?
65~ Describe the best orgasm you’ve ever had? Care to share?
8- What's your favorite flavor of ice cream? Do you a least favorite?
If you lose, are you willing to be their sex slave for a day, (anything goes)?
Do you like the “69” position? Do you prefer to be on top or bottom?
How many times do you think you have “made love”?
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
Does the thought excite you? Care to share?
11~ Have you ever been caught by your parents or children or others while having 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?
11- How about if they like a certain sports team? 12-How about drinking too much?
23- What is your dream job? What was it as a child?
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?
22- What is your favorite childhood memory? What is your least favorite?
What have you learned about me that was new and/or surprising?
10~ How many dates are necessary before you to have sex with someone?
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
I would allow you to do it… What would you do to me?
5- Have you ever been hypnotized? Would you allow yourself to be?
21~ What was the best date you ever went on? What has been the worst?
Model/Photographer Police/Criminal
17- Have you ever done drugs? Which ones? How often?
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
1- What was your first impression of me? Has it changed?
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
Repairman/Lonely Wife Virgin/Experienced
Do you like it when they show and tell you what they want?
How well do you know me? And some of your thoughts about me
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
11- List at least 5 things on your bucket list. Have you done any of them already?
52~ What are your hobbies?
29- How superstitious are you?
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
47~ What would be your dream job and why?
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
7- What are your thoughts on religion? Is there an afterlife?
Any that are a turn off?
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
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?
Do you watch it? What is your favorite?
8- What are your thoughts on politics?
80~ Share your top three fantasies/desires. (Be detailed) 😊
9- Is there something you’ve always wanted to ask me but you’re afraid?
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
40~ What’s the weirdest place you’ve ever had sex?
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?
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
Family Relation Age Play
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
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?
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
What do you dislike about me? I asked you to be 100% honest.
3- Should Pluto still be considered a planet? 4- How about smoking?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
Will you kiss after your partner has gone down on you? Swallow or spit semen?