What is the most interesting question you can ask to get to know someone?
09.06.2025 02:42
What is your view on sex? Meaning, When/Where/ How often/
13~ Is there a difference between, making love, having sex, and fucking?
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
3- Should Pluto still be considered a planet? 4- How about smoking?
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
15- What's your favorite saying? What word or phrase is your least favorite?
The Surprising Way Five Days Of Junk Food Impacts Your Brain - MindBodyGreen
2- What’s your favorite color? Do you a least favorite?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
All international travelers should get measles vaccinations, CDC says - AP News
89~ Do you like taking showers together?
(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…)
Will you cheat again? How can, you be sure? Define what cheating is to you.
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
28~ What are some things that turn on? What is your biggest turn on?
If you say it, I will stop, and we can talk about it when you are ready.
How do police officers feel about the fear they instill into criminals?
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
34- Ever been to a concert? What was your favorite? Who would you like to see?
Temu’s daily US users cut in half following end of ‘de minimis’ loophole - New York Post
20- What’s your favorite candy? What’s your least favorite?
49~ If you could, would you want to be the opposite sex for a day, week, or year?
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?
DOOM: The Dark Ages | Update 1 Release Notes - Slayers Club
11- What's your favorite restaurant? What’s your least favorite?
34~ Do you like the lights on or off during sex?
3- What Superhero or Superpower would you want to be/have?
Dollar General Sees Greater-Than-Expected Growth as Higher-Income Consumers Seek Value - PYMNTS.com
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
7- What if a person smells a certain way? 8- How about smoking?
Prisoner/Prison Guard Landlord/Tenant
Do you have a favorite? Is it ok if your partner does?
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
It’s back! Massive $400 price drop now live on 2TB Space Black M4 iPad Pro at Amazon - 9to5Toys
8- What are your thoughts on politics?
Get this wrong and this could mean the end… :-) some funny, some not…
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
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?
Will you kiss after your partner has gone down on you? Swallow or spit semen?
71~ Would you give your partner a hand or foot job? Would you receive one?
Would you read them together?
Do you shave/trim your pubic hair? For you guys do you shave your balls?
What would you say to prove to yourself that it was really you?
49~ How many times have you been married? Why did they end?
Doctor/Nurse Stripper/Client
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
81~ Do you have any kinks and/or fetishes?
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
40~ What’s the weirdest place you’ve ever had sex?
10- What is your favorite family tradition? What’s your least favorite?
If NO, would you ever have one? Would it be with 2 men or 2 women?
12- What is the weirdest thing you've ever eaten?
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
Master/Slave Boss/Maid
7- What are your thoughts on religion? Is there an afterlife?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
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)
6- Do you have dreams? Can you remember them? What do you usually dream about?
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
13- What is the craziest/scariest thing you've ever done?
Have you ever? Care to Share?
Would you ever want to be woken up with oral and/or intercourse?
13- How about having a certain hair cut/style?
Do you like the “69” position? Do you prefer to be on top or bottom?
42~ What’s your biggest regret in life?
How many partners have you had oral sex with? Who? Care to Share?
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?
53~ How much can you tell me about the one thing you are most passionate about?
62~ Have you used adult toys?
38~ Share your most embarrassing sexual memory?
3- What was the most surprising thing you’ve learned about me throughout our relationship?
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
Please share Did you stop?
9- What’s your favorite season and why? What’s your least favorite?
If you win, what will you make them do?
Over time has your thoughts on sex changed?
10- List 5 of your top pet peeves.
21~ What was the best date you ever went on? What has been the worst?
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
Can you Deep Throat? Do you like the taste of yourself?
You know that I will be 100% truthful, so ask.
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
11- List at least 5 things on your bucket list. Have you done any of them already?
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
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?
32- What's your greatest talent? Can I see it right now?
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
51~ What tends to bring a smile to your face?
*** Deal Breaker Questions ***
51~ Are you willing to play adult games with your partner?
18- How often do you drink alcohol? What is your favorite drink?
Nothing too Serious
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
17- What’s your favorite holiday? What’s your least favorite?
61~ How willing would you be to try new sexual positions?
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
How many times do you think you have “made love”?
26~ What side of the bed do you sleep on?
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
18~ Who/when was your first “crush”?
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?
39~ What are your love languages?
60~ How important is oral sex? Do you like receiving? Do you like giving?
48~ Do you have any siblings? Are you close to your family?
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
10~ How many dates are necessary before you to have sex with someone?
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
Any that are a turn off?
11- How about if they like a certain sports team? 12-How about drinking too much?
24~ What are your expectations in a relationship? (I know a very big question, take your time)
30~ What's something unexpected that turns you on?
Do you watch it? What is your favorite?
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?
9- Is there something you’ve always wanted to ask me but you’re afraid?
48~ Have you ever paid or been paid for sex?
Does the thought excite you? Care to share?
9- If you could have three wishes, what would they be? Why?
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
*** Questions about Relationships/Past ***
50~ How many children do you have? What are their ages?
1- What was your first impression of me? Has it changed?
If yes, what?
29- How superstitious are you?
4- For a pet, Cat, dog or other?
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
76~ Have you had a threesome? Care to Share?
Would /have you ever given your partner a lap dance and Striptease?
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
21- What's your favorite way to spend a weekend or time off?
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?
15- What bad habit do you wish you could quit? Do you have any addictions?
52~ Are you willing to make “those types” of bets with your partner?
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
45~ How do you feel about me blindfolding you? How about blindfolding me?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
9~ How many times over your lifetime do you think you have had sex so far?
84~ How do you feel about reading/listening to adult stories?
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?
44~ Care to share something about yourself that no one else knows about you?
How about if they talk dirty and/or call you names?
Do you think this brought you closer together?
Would you allow me to clean every part of your body with my soapy hands and fingers?
82~ Do you have any fantasies involving Role-Playing?
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?
36~ What is your favorite time of day to have sex/make love?
The Ice Breaker Questions
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
Teacher/Student Stranger/One Night Stand
80~ Share your top three fantasies/desires. (Be detailed) 😊
Any that are a turn off?
How old are you? Male or Female?
*** What’s Your Favorite…? ***
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
14- What is an embarrassing moment in your life? How about your most embarrassing?
That one or two things that made you go hmmmm, OMG or wow!
27- What was/ is nickname? Does it have a meaning behind it?
What have you learned about yourself that you did not before this?
33- Beach or Mountains? Or is there another place to like better?
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
Escort/Client Job Applicant/Hiring Manager
Do you like it when they show and tell you what they want?
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
36- Do you play video games? What is your favorite? Do you a least favorite?
92~ Have you ever had or have an STD? How many? What was it?
I would allow you to do it… What would you do to me?
Repairman/Lonely Wife Virgin/Experienced
31- If given a chance to be immortal, would you take it? Why?
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
12- What’s your favorite food? What’s your least 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?
23- What is your dream job? What was it as a child?
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
What’s the longest time you gone without having sex, after, having it? How much time between the others?
13- What’s your favorite drink? What’s your least favorite?
19- Do/have you smoked? What do you prefer? How often?
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
22- What is your favorite childhood memory? What is your least favorite?
14- What's your favorite dessert? 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.
8- What's your favorite flavor of ice cream? Do you a least favorite?
15~ Have you ever been “in love”? Who? Care to Share?
46~ Have you ever used furniture, or other types of things to aid you while having sex?
5~ When you first started having sex, was it what you thought it would be?
19- What’s your favorite fairytale? What’s your least favorite?
47~ What would be your dream job and why?
1- What’s your favorite animal? Do you a least favorite?
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
18- What’s your favorite way to relax after a long day? What’s your least favorite?
83~ How do you feel about Porn?
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,
* Give a rating for each one (0-100)
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
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?
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…
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?
If YES, was it with 2 men or 2 women? Did you enjoy it?
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
Model/Photographer Police/Criminal
How well do you know me? And some of your thoughts about me
25~ How do you feel about PDA? (Public Display of Affection)
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
37- Do you like your name? If you could change it, what would you change it too?
What have you learned about me that was new and/or surprising?
What do you dislike about me? I asked you to be 100% honest.
7-What do I do in bed that drives you wild? How about, what turns you off?
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
Family Relation Age Play
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…
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
5- Have you ever been hypnotized? Would you allow yourself to be?
What was the longest? What was the shortest?
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
Nurse/Patient Celebrity/Fan
28- What are some things that people do that irritate you?
3- What’s your favorite smell? Do you a least favorite?
65~ Describe the best orgasm you’ve ever had? Care to share?
41~ Are there moments in your past that you would want to change? Please share 3 of them.
64~ When was your very first orgasm? When was your first from having sex? Care to share?
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
*** Questions About Me ***
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
70~ Would/do you have/like anal sex?
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
92~ Everyone needs a “safe” word. What is yours?
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
11~ Have you ever been caught by your parents or children or others while having sex?
Would you do it again, and would you rather 2 females or 2 males?
If you lose, are you willing to be their sex slave for a day, (anything goes)?
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
33- If you could visit any time period, when would you pick? Please explain why?
19~ Who/when was your first “heartbreak”?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
*** Random Questions ***
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
What is your favorite position? Why?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
22- Do you have any birth marks? How about scars? Care to share how you got them?
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
Would you mind if your partner watched it? How about together vs alone?
52~ What are your hobbies?
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
17- Have you ever done drugs? Which ones? How often?
1~ How old were you when you had your first kiss? Who? Care to Share?