What is the most interesting question you can ask to get to know someone?
15.06.2025 02:29
36- Do you play video games? What is your favorite? Do you a least favorite?
53~ How much can you tell me about the one thing you are most passionate about?
51~ What tends to bring a smile to your face?
If you believe in God, do you think God can save you from cancer?
38~ Share your most embarrassing sexual memory?
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
Would you ever want to be woken up with oral and/or intercourse?
If white people had been slaves, would WLM be a thing right now?
18~ Who/when was your first “crush”?
41~ Are there moments in your past that you would want to change? Please share 3 of them.
Get this wrong and this could mean the end… :-) some funny, some not…
What was the longest? What was the shortest?
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?
10- What is your favorite family tradition? What’s your least favorite?
What do flat Earthers think causes the "magical downward force"?
47~ What would be your dream job and why?
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?
What do you think about wearing sheer pantyhose?
Would you allow me to clean every part of your body with my soapy hands and fingers?
14- What's your favorite dessert? Do you a least favorite?
49~ If you could, would you want to be the opposite sex for a day, week, or year?
Why won't my mom let me come home if I'm homeless?
80~ Share your top three fantasies/desires. (Be detailed) 😊
Would you do it again, and would you rather 2 females or 2 males?
Repairman/Lonely Wife Virgin/Experienced
Why are people of mixed race seen as more attractive than non-mixed-race people?
12- What is the weirdest thing you've ever eaten?
36~ What is your favorite time of day to have sex/make love?
44~ Care to share something about yourself that no one else knows about you?
How could Trump, with his deplorable garbage supporters, manage to win an election?
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
13- What’s your favorite drink? What’s your least favorite?
Nurse/Patient Celebrity/Fan
What would you say to prove to yourself that it was really you?
24~ What are your expectations in a relationship? (I know a very big question, take your time)
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
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?
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
Why do all the stupid people think Donald J. Trump is stupid?
*** Deal Breaker Questions ***
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
What is the best interracial stories that you hear or know and want to share?
84~ How do you feel about reading/listening to adult stories?
62~ Have you used adult toys?
40~ What’s the weirdest place you’ve ever had sex?
Why aren't F1 cars popular on the street?
34- Ever been to a concert? What was your favorite? Who would you like to see?
If YES, was it with 2 men or 2 women? Did you enjoy it?
51~ Are you willing to play adult games with your partner?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
Have you ever? Care to Share?
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
46~ Have you ever used furniture, or other types of things to aid you while having sex?
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
What is your favorite toy? Ever wanted to try a specific toy?
Over time has your thoughts on sex changed?
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
82~ Do you have any fantasies involving Role-Playing?
15- What bad habit do you wish you could quit? Do you have any addictions?
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
Do you like it when they show and tell you what they want?
70~ Would/do you have/like anal sex?
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
29- How superstitious are 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?
29~ What are some things that turn you off? What is your biggest turn off?
92~ Have you ever had or have an STD? How many? What was it?
Do you think this brought you closer together?
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
Doctor/Nurse Stripper/Client
13- How about having a certain hair cut/style?
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
Will you cheat again? How can, you be sure? Define what cheating is to you.
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?
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
Escort/Client Job Applicant/Hiring Manager
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
Model/Photographer Police/Criminal
If you win, what will you make them do?
The Ice Breaker Questions
67~ Do you like it when your partner moans and/or is vocal during sex?
15~ Have you ever been “in love”? Who? Care to Share?
4- For a pet, Cat, dog or other?
1- What’s your favorite animal? Do you a least favorite?
13- What is the craziest/scariest thing you've ever done?
18- What’s your favorite way to relax after a long day? What’s your least favorite?
How many times do you think you have “made love”?
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?
Please share Did you stop?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
52~ What are your hobbies?
What have you learned about yourself that you did not before this?
28~ What are some things that turn on? What is your biggest turn on?
What do you dislike about me? I asked you to be 100% honest.
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
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,
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
10~ How many dates are necessary before you to have sex with someone?
18- How often do you drink alcohol? What is your favorite drink?
22- What is your favorite childhood memory? What is your least favorite?
81~ Do you have any kinks and/or fetishes?
12- What’s your favorite food? What’s your least favorite?
Teacher/Student Stranger/One Night Stand
52~ Are you willing to make “those types” of bets with your partner?
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
What is your favorite position? Why?
48~ Do you have any siblings? Are you close to your family?
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
25~ How do you feel about PDA? (Public Display of Affection)
27- What was/ is nickname? Does it have a meaning behind it?
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
89~ Do you like taking showers together?
*** Questions about Relationships/Past ***
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?
39~ What are your love languages?
31- If given a chance to be immortal, would you take it? Why?
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
11- List at least 5 things on your bucket list. Have you done any of them already?
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…
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
3- Should Pluto still be considered a planet? 4- How about smoking?
30~ What's something unexpected that turns you on?
2- What’s your favorite color? Do you a least favorite?
How many partners have you had oral sex with? Who? Care to Share?
*** Random Questions ***
Do you like the “69” position? Do you prefer to be on top or bottom?
19~ Who/when was your first “heartbreak”?
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?
Nothing too Serious
26~ What side of the bed do you sleep on?
9- Is there something you’ve always wanted to ask me but you’re afraid?
Would /have you ever given your partner a lap dance and Striptease?
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
32- What's your greatest talent? Can I see it right now?
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
9- What’s your favorite season and why? What’s your least favorite?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
15- What's your favorite saying? What word or phrase is your least favorite?
19- Do/have you smoked? What do you prefer? How often?
50~ How many children do you have? What are their ages?
37- Do you like your name? If you could change it, what would you change it too?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
8- What are your thoughts on politics?
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
14- What is an embarrassing moment in your life? How about your most embarrassing?
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
61~ How willing would you be to try new sexual positions?
21~ What was the best date you ever went on? What has been the worst?
Will you kiss after your partner has gone down on you? Swallow or spit semen?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
3- What’s your favorite smell? Do you a least favorite?
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
11- What's your favorite restaurant? What’s your least favorite?
48~ Have you ever paid or been paid for sex?
28- What are some things that people do that irritate you?
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?
9~ How many times over your lifetime do you think you have had sex so far?
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
How about if they talk dirty and/or call you names?
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
83~ How do you feel about Porn?
* Give a rating for each one (0-100)
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?
23- What is your dream job? What was it as a child?
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
20- What’s your favorite candy? What’s your least favorite?
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
22- Do you have any birth marks? How about scars? Care to share how you got them?
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
64~ When was your very first orgasm? When was your first from having sex? Care to share?
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
49~ How many times have you been married? Why did they end?
11- How about if they like a certain sports team? 12-How about drinking too much?
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
If yes, what?
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
5~ When you first started having sex, was it what you thought it would be?
You know that I will be 100% truthful, so ask.
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…
45~ How do you feel about me blindfolding you? How about blindfolding me?
(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?
What have you learned about me that was new and/or surprising?
7-What do I do in bed that drives you wild? How about, what turns you off?
17- What’s your favorite holiday? What’s your least favorite?
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?
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
Can you Deep Throat? Do you like the taste of yourself?
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
What’s the longest time you gone without having sex, after, having it? How much time between the others?
71~ Would you give your partner a hand or foot job? Would you receive one?
Family Relation Age Play
65~ Describe the best orgasm you’ve ever had? Care to share?
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
*** Questions About Me ***
60~ How important is oral sex? Do you like receiving? Do you like giving?
6- Do you have dreams? Can you remember them? What do you usually dream about?
3- What was the most surprising thing you’ve learned about me throughout our relationship?
Any that are a turn off?
How old are you? Male or Female?
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
What is your view on sex? Meaning, When/Where/ How often/
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
92~ Everyone needs a “safe” word. What is yours?
17- Have you ever done drugs? Which ones? How often?
42~ What’s your biggest regret in life?
1- What was your first impression of me? Has it changed?
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
Do you watch it? What is your favorite?
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
Any that are a turn off?
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
Would you mind if your partner watched it? How about together vs alone?
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
How well do you know me? And some of your thoughts about me
I would allow you to do it… What would you do to me?
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
If you lose, are you willing to be their sex slave for a day, (anything goes)?
33- Beach or Mountains? Or is there another place to like better?
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)
3- What Superhero or Superpower would you want to be/have?
34~ Do you like the lights on or off during sex?
*** What’s Your Favorite…? ***
Does the thought excite you? Care to share?
That one or two things that made you go hmmmm, OMG or wow!
7- What if a person smells a certain way? 8- How about smoking?
If NO, would you ever have one? Would it be with 2 men or 2 women?
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
11~ Have you ever been caught by your parents or children or others while having sex?
7- What are your thoughts on religion? Is there an afterlife?
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
19- What’s your favorite fairytale? What’s your least favorite?
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
Would you read them together?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
21- What's your favorite way to spend a weekend or time off?
Master/Slave Boss/Maid
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
1~ How old were you when you had your first kiss? Who? Care to Share?
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
76~ Have you had a threesome? Care to Share?
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
Do you shave/trim your pubic hair? For you guys do you shave your balls?
(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…)
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
10- List 5 of your top pet peeves.
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?
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
8- What's your favorite flavor of ice cream? Do you a least favorite?
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
33- If you could visit any time period, when would you pick? Please explain why?
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
Do you have a favorite? Is it ok if your partner does?
9- If you could have three wishes, what would they be? Why?