What is the most interesting question you can ask to get to know someone?
13.06.2025 09:58
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
22- Do you have any birth marks? How about scars? Care to share how you got them?
7-What do I do in bed that drives you wild? How about, what turns you off?
What was the worst decision you ever did?
11~ Have you ever been caught by your parents or children or others while having sex?
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
64~ When was your very first orgasm? When was your first from having sex? Care to share?
Why is Trump so disliked worldwide?
Will you kiss after your partner has gone down on you? Swallow or spit semen?
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
26~ What side of the bed do you sleep on?
Why do people love to live alone in a house?
92~ Everyone needs a “safe” word. What is yours?
Please share Did you stop?
39~ What are your love languages?
What is the central theme of the entire Bible in one word (if possible)?
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
51~ What tends to bring a smile to your face?
7- What if a person smells a certain way? 8- How about smoking?
What are the causes of over sweating?
12- What is the weirdest thing you've ever eaten?
37- Do you like your name? If you could change it, what would you change it too?
If you lose, are you willing to be their sex slave for a day, (anything goes)?
11- How about if they like a certain sports team? 12-How about drinking too much?
What is your favorite position? Why?
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
Would you mind if your partner watched it? How about together vs alone?
Any that are a turn off?
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
11- List at least 5 things on your bucket list. Have you done any of them already?
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
34- Ever been to a concert? What was your favorite? Who would you like to see?
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
Long-term study ties midlife vascular health to later dementia risk - Medical Xpress
42~ What’s your biggest regret in life?
18- How often do you drink alcohol? What is your favorite drink?
34~ Do you like the lights on or off during sex?
What are some examples of a threat to democracy in India?
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?
Escort/Client Job Applicant/Hiring Manager
70~ Would/do you have/like anal sex?
What is it like to be a Christian in Iran?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
9- If you could have three wishes, what would they be? Why?
Teacher/Student Stranger/One Night Stand
What's the most trivial thing that ever made you go to the doctor?
5~ When you first started having sex, was it what you thought it would be?
13- What’s your favorite drink? What’s your least favorite?
53~ How much can you tell me about the one thing you are most passionate about?
Why do men suck dick? Me, I can't get enough
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
23- What is your dream job? What was it as a child?
Trump White House opens door to historic military deployment on U.S. soil - The Washington Post
29~ What are some things that turn you off? What is your biggest turn off?
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
What’s the longest time you gone without having sex, after, having it? How much time between the others?
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
Doctor/Nurse Stripper/Client
* Give a rating for each one (0-100)
Would you allow me to clean every part of your body with my soapy hands and fingers?
61~ How willing would you be to try new sexual positions?
14- What is an embarrassing moment in your life? How about your most embarrassing?
15~ Have you ever been “in love”? Who? Care to Share?
52~ Are you willing to make “those types” of bets with your partner?
49~ If you could, would you want to be the opposite sex for a day, week, or year?
7- What are your thoughts on religion? Is there an afterlife?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
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?
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
47~ What would be your dream job and why?
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
The Ice Breaker Questions
Do you like it when they show and tell you what they want?
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?
If you say it, I will stop, and we can talk about it when you are ready.
That one or two things that made you go hmmmm, OMG or wow!
71~ Would you give your partner a hand or foot job? Would you receive one?
If yes, what?
76~ Have you had a threesome? Care to Share?
9- Is there something you’ve always wanted to ask me but you’re afraid?
27- What was/ is nickname? Does it have a meaning behind it?
67~ Do you like it when your partner moans and/or is vocal during sex?
If you win, what will you make them do?
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
10- List 5 of your top pet peeves.
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
62~ Have you used adult toys?
15- What bad habit do you wish you could quit? Do you have any addictions?
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
3- What was the most surprising thing you’ve learned about me throughout our relationship?
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
25~ How do you feel about PDA? (Public Display of Affection)
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
15- What's your favorite saying? What word or phrase is your least favorite?
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
Do you like the “69” position? Do you prefer to be on top or bottom?
18- What’s your favorite way to relax after a long day? What’s your least favorite?
*** Questions about Relationships/Past ***
81~ Do you have any kinks and/or fetishes?
Nothing too Serious
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?
What is your favorite toy? Ever wanted to try a specific toy?
*** Random Questions ***
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?
What have you learned about me that was new and/or surprising?
Any that are a turn off?
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
82~ Do you have any fantasies involving Role-Playing?
19~ Who/when was your first “heartbreak”?
Master/Slave Boss/Maid
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
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?
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?
84~ How do you feel about reading/listening to adult stories?
60~ How important is oral sex? Do you like receiving? Do you like giving?
19- Do/have you smoked? What do you prefer? How often?
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
Does the thought excite you? Care to share?
10~ How many dates are necessary before you to have sex with someone?
Do you watch it? What is your favorite?
What is your view on sex? Meaning, When/Where/ How often/
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
44~ Care to share something about yourself that no one else knows about you?
49~ How many times have you been married? Why did they end?
48~ Have you ever paid or been paid for sex?
3- What Superhero or Superpower would you want to be/have?
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
8- What's your favorite flavor of ice cream? Do you a least favorite?
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
*** Deal Breaker Questions ***
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
Have you ever? Care to Share?
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
Nurse/Patient Celebrity/Fan
20- What’s your favorite candy? What’s your least favorite?
3- Should Pluto still be considered a planet? 4- How about smoking?
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,
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
65~ Describe the best orgasm you’ve ever had? Care to share?
48~ Do you have any siblings? Are you close to your family?
10- What is your favorite family tradition? What’s your least favorite?
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
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?
Get this wrong and this could mean the end… :-) some funny, some not…
Repairman/Lonely Wife Virgin/Experienced
What would you say to prove to yourself that it was really you?
92~ Have you ever had or have an STD? How many? What was it?
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
13- How about having a certain hair cut/style?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
18~ Who/when was your first “crush”?
How old are you? Male or Female?
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?
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
I would allow you to do it… What would you do to me?
41~ Are there moments in your past that you would want to change? Please share 3 of them.
How many partners have you had oral sex with? Who? Care to Share?
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
83~ How do you feel about Porn?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
Over time has your thoughts on sex changed?
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
What have you learned about yourself that you did not before this?
36~ What is your favorite time of day to have sex/make love?
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…
33- If you could visit any time period, when would you pick? Please explain why?
33- Beach or Mountains? Or is there another place to like better?
13- What is the craziest/scariest thing you've ever done?
Do you shave/trim your pubic hair? For you guys do you shave your balls?
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
52~ What are your hobbies?
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
(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…)
Family Relation Age Play
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
If YES, was it with 2 men or 2 women? Did you enjoy it?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
30~ What's something unexpected that turns you on?
19- What’s your favorite fairytale? What’s your least favorite?
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
Would /have you ever given your partner a lap dance and Striptease?
28~ What are some things that turn on? What is your biggest turn on?
What was the longest? What was the shortest?
What do you dislike about me? I asked you to be 100% honest.
28- What are some things that people do that irritate you?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
8- What are your thoughts on politics?
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
24~ What are your expectations in a relationship? (I know a very big question, take your time)
45~ How do you feel about me blindfolding you? How about blindfolding me?
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
Do you have a favorite? Is it ok if your partner does?
Would you read them together?
31- If given a chance to be immortal, would you take it? Why?
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
17- What’s your favorite holiday? What’s your least favorite?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
Model/Photographer Police/Criminal
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
36- Do you play video games? What is your favorite? Do you a least favorite?
2- What’s your favorite color? Do you a least favorite?
11- What's your favorite restaurant? What’s your least favorite?
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…
22- What is your favorite childhood memory? What is your least favorite?
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?
38~ Share your most embarrassing sexual memory?
3- What’s your favorite smell? Do you a least favorite?
How about if they talk dirty and/or call you names?
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
How well do you know me? And some of your thoughts about me
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
12- What’s your favorite food? What’s your least favorite?
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
6- Do you have dreams? Can you remember them? What do you usually dream about?
32- What's your greatest talent? Can I see it right now?
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
You know that I will be 100% truthful, so ask.
14- What's your favorite dessert? Do you a least favorite?
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
How many times do you think you have “made love”?
17- Have you ever done drugs? Which ones? How often?
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
*** Questions About Me ***
9- What’s your favorite season and why? What’s your least favorite?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
Can you Deep Throat? Do you like the taste of yourself?
13~ Is there a difference between, making love, having sex, and fucking?
9~ How many times over your lifetime do you think you have had sex so far?
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?
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
29- How superstitious are you?
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
46~ Have you ever used furniture, or other types of things to aid you while having sex?
If NO, would you ever have one? Would it be with 2 men or 2 women?
Prisoner/Prison Guard Landlord/Tenant
21- What's your favorite way to spend a weekend or time off?
40~ What’s the weirdest place you’ve ever had sex?
80~ Share your top three fantasies/desires. (Be detailed) 😊
5- Have you ever been hypnotized? Would you allow yourself to be?
1- What was your first impression of me? Has it changed?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
21~ What was the best date you ever went on? What has been the worst?
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
Would you do it again, and would you rather 2 females or 2 males?
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 it ok for a man to perform oral sex after he has ejaculated inside of you?
*** What’s Your 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?
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
Will you cheat again? How can, you be sure? Define what cheating is to you.
89~ Do you like taking showers together?
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
50~ How many children do you have? What are their ages?
51~ Are you willing to play adult games with your partner?