What is the most interesting question you can ask to get to know someone?
11.06.2025 14:31
39~ What are your love languages?
1- What was your first impression of me? Has it changed?
Family Relation Age Play
Posting Memes With Pride - Vulture
Nothing too Serious
12- What’s your favorite food? What’s your least favorite?
9~ How many times over your lifetime do you think you have had sex so far?
I'm pretty sure that my dog is transgender, how would I go about transitioning it?
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?
80~ Share your top three fantasies/desires. (Be detailed) 😊
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
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?
89~ Do you like taking showers together?
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
Witness testifies that Diddy dangled her over a balcony - BBC
10~ How many dates are necessary before you to have sex with someone?
14- What is an embarrassing moment in your life? How about your most embarrassing?
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
The everyday activity that can reveal your brain’s age - BBC
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
18~ Who/when was your first “crush”?
Would /have you ever given your partner a lap dance and Striptease?
T.J. Oshie, the Caps’ beloved ‘warrior,’ announces his NHL retirement - The Washington Post
18- What’s your favorite way to relax after a long day? What’s your least favorite?
71~ Would you give your partner a hand or foot job? Would you receive one?
That one or two things that made you go hmmmm, OMG or wow!
15- What bad habit do you wish you could quit? Do you have any addictions?
29~ What are some things that turn you off? What is your biggest turn off?
How many partners have you had oral sex with? Who? Care to Share?
Magnetic fields appear to be as old as the universe itself. What created them? - Space
32- What's your greatest talent? Can I see it right now?
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
What are the defining characteristics of woke liberals and conservatives in the United States?
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
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66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
19- What’s your favorite fairytale? What’s your least favorite?
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
How do you help patients stop hearing voices?
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
Nurse/Patient Celebrity/Fan
22- What is your favorite childhood memory? What is your least favorite?
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
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?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
9- Is there something you’ve always wanted to ask me but you’re afraid?
Repairman/Lonely Wife Virgin/Experienced
61~ How willing would you be to try new sexual positions?
33- If you could visit any time period, when would you pick? Please explain why?
70~ Would/do you have/like anal sex?
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
*** Deal Breaker Questions ***
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
62~ Have you used adult toys?
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
50~ How many children do you have? What are their ages?
What would you say to prove to yourself that it was really you?
60~ How important is oral sex? Do you like receiving? Do you like giving?
19~ Who/when was your first “heartbreak”?
Do you like the “69” position? Do you prefer to be on top or bottom?
28- What are some things that people do that irritate you?
12- What is the weirdest thing you've ever eaten?
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
92~ Have you ever had or have an STD? How many? What was it?
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
52~ Are you willing to make “those types” of bets with your partner?
Do you have a favorite? Is it ok if your partner does?
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
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?
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
46~ Have you ever used furniture, or other types of things to aid you while having sex?
49~ How many times have you been married? Why did they end?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
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?
18- How often do you drink alcohol? What is your favorite drink?
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
7-What do I do in bed that drives you wild? How about, what turns you off?
What is your favorite toy? Ever wanted to try a specific toy?
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,
33- Beach or Mountains? Or is there another place to like better?
21- What's your favorite way to spend a weekend or time off?
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
How many times do you think you have “made love”?
36- Do you play video games? What is your favorite? Do you a least favorite?
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
If yes, what?
28~ What are some things that turn on? What is your biggest turn on?
Would you allow me to clean every part of your body with my soapy hands and fingers?
23- What is your dream job? What was it as a child?
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
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…
Will you cheat again? How can, you be sure? Define what cheating is to you.
What is your favorite position? Why?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
Model/Photographer Police/Criminal
30~ What's something unexpected that turns you on?
40~ What’s the weirdest place you’ve ever had sex?
8- What are your thoughts on politics?
13~ Is there a difference between, making love, having sex, and fucking?
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
52~ What are your hobbies?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
Do you shave/trim your pubic hair? For you guys do you shave your balls?
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
41~ Are there moments in your past that you would want to change? Please share 3 of them.
42~ What’s your biggest regret in life?
67~ Do you like it when your partner moans and/or is vocal during sex?
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
Have you ever? Care to Share?
36~ What is your favorite time of day to have sex/make love?
Will you kiss after your partner has gone down on you? Swallow or spit semen?
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
If you win, what will you make them do?
1~ How old were you when you had your first kiss? Who? Care to Share?
11- How about if they like a certain sports team? 12-How about drinking too much?
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
31- If given a chance to be immortal, would you take it? Why?
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?
If YES, was it with 2 men or 2 women? Did you enjoy it?
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
How well do you know me? And some of your thoughts about me
Get this wrong and this could mean the end… :-) some funny, some not…
9- What’s your favorite season and why? What’s your least favorite?
Any that are a turn off?
64~ When was your very first orgasm? When was your first from having sex? Care to share?
What is your view on sex? Meaning, When/Where/ How often/
11- List at least 5 things on your bucket list. Have you done any of them already?
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?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
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?
Would you mind if your partner watched it? How about together vs alone?
If you say it, I will stop, and we can talk about it when you are ready.
*** Questions about Relationships/Past ***
Doctor/Nurse Stripper/Client
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
3- What was the most surprising thing you’ve learned about me throughout our relationship?
38~ Share your most embarrassing sexual memory?
*** What’s Your Favorite…? ***
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
7- What if a person smells a certain way? 8- How about smoking?
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?
51~ What tends to bring a smile to your face?
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?
48~ Have you ever paid or been paid for sex?
84~ How do you feel about reading/listening to adult stories?
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
7- What are your thoughts on religion? Is there an afterlife?
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?
29- How superstitious are you?
13- What is the craziest/scariest thing you've ever done?
What have you learned about me that was new and/or surprising?
5~ When you first started having sex, was it what you thought it would be?
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
21~ What was the best date you ever went on? What has been the worst?
8- What's your favorite flavor of ice cream? Do you a least favorite?
37- Do you like your name? If you could change it, what would you change it too?
* Give a rating for each one (0-100)
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
49~ If you could, would you want to be the opposite sex for a day, week, or year?
11- What's your favorite restaurant? What’s your least favorite?
What was the longest? What was the shortest?
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
If you lose, are you willing to be their sex slave for a day, (anything goes)?
(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…)
24~ What are your expectations in a relationship? (I know a very big question, take your time)
76~ Have you had a threesome? Care to Share?
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
15- What's your favorite saying? What word or phrase is your least favorite?
I would allow you to do it… What would you do to me?
4- For a pet, Cat, dog or other?
82~ Do you have any fantasies involving Role-Playing?
Over time has your thoughts on sex changed?
11~ Have you ever been caught by your parents or children or others while having sex?
81~ Do you have any kinks and/or fetishes?
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
10- List 5 of your top pet peeves.
Prisoner/Prison Guard Landlord/Tenant
What’s the longest time you gone without having sex, after, having it? How much time between the others?
34- Ever been to a concert? What was your favorite? Who would you like to see?
20- What’s your favorite candy? What’s your least favorite?
2- What’s your favorite color? Do you a least favorite?
1- What’s your favorite animal? Do you a least favorite?
17- Have you ever done drugs? Which ones? How often?
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?
What do you dislike about me? I asked you to be 100% honest.
Do you think this brought you closer together?
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…
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
13- How about having a certain hair cut/style?
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
44~ Care to share something about yourself that no one else knows about you?
Would you ever want to be woken up with oral and/or intercourse?
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
Does the thought excite you? Care to share?
15~ Have you ever been “in love”? Who? Care to Share?
You know that I will be 100% truthful, so ask.
*** Random Questions ***
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?
51~ Are you willing to play adult games with your partner?
7- What’s your favorite book? Do you have a favorite genre? 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.
Master/Slave Boss/Maid
92~ Everyone needs a “safe” word. What is yours?
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
65~ Describe the best orgasm you’ve ever had? Care to share?
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
The Ice Breaker Questions
48~ Do you have any siblings? Are you close to your family?
25~ How do you feel about PDA? (Public Display of Affection)
Please share Did you stop?
Do you like it when they show and tell you what they want?
*** Questions About Me ***
9- If you could have three wishes, what would they be? Why?
Escort/Client Job Applicant/Hiring Manager
Teacher/Student Stranger/One Night Stand
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?
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
45~ How do you feel about me blindfolding you? How about blindfolding me?
3- What’s your favorite smell? 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.
How old are you? Male or Female?
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
13- What’s your favorite drink? What’s your least favorite?
34~ Do you like the lights on or off during sex?
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
27- What was/ is nickname? Does it have a meaning behind it?
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
If NO, would you ever have one? Would it be with 2 men or 2 women?
Would you do it again, and would you rather 2 females or 2 males?
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
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?
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
3- Should Pluto still be considered a planet? 4- How about smoking?
53~ How much can you tell me about the one thing you are most passionate about?
14- What's your favorite dessert? Do you a least favorite?
19- Do/have you smoked? What do you prefer? How often?
6- Do you have dreams? Can you remember them? What do you usually dream about?
22- Do you have any birth marks? How about scars? Care to share how you got them?
Any that are a turn off?
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
10- What is your favorite family tradition? What’s your least favorite?
Would you read them together?
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?
How about if they talk dirty and/or call you names?
What have you learned about yourself that you did not before this?
Do you watch it? What is your favorite?
26~ What side of the bed do you sleep on?
17- What’s your favorite holiday? What’s your least favorite?
83~ How do you feel about Porn?