What is the most interesting question you can ask to get to know someone?
10.06.2025 04:15
What have you learned about me that was new and/or surprising?
46~ Have you ever used furniture, or other types of things to aid you while having sex?
7- What are your thoughts on religion? Is there an afterlife?
Something Deep in Our Galaxy Is Pulsing Every 44 Minutes. No One Knows Why. - AOL.com
1~ How old were you when you had your first kiss? Who? Care to Share?
34~ Do you like the lights on or off during sex?
20- What’s your favorite candy? What’s your least favorite?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
47~ What would be your dream job and why?
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
Why didn't Taylor Swift do Taylor Swift (Taylors version)?
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.
Would /have you ever given your partner a lap dance and Striptease?
What was the longest? What was the shortest?
7- What if a person smells a certain way? 8- How about smoking?
Would you mind if your partner watched it? How about together vs alone?
28- What are some things that people do that irritate you?
Nothing too Serious
12- What is the weirdest thing you've ever eaten?
Michaels acquires Joann’s intellectual property, private label brands - WSB-TV
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
8- What's your favorite flavor of ice cream? Do you a least favorite?
19~ Who/when was your first “heartbreak”?
Million-Dollar Project Aims to Expose Bad Medical Research - Gizmodo
Any that are a turn off?
92~ Have you ever had or have an STD? How many? What was it?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
Summer Game Fest June 2025: Everything announced - Eurogamer
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
49~ How many times have you been married? Why did they end?
1- What was your first impression of me? Has it changed?
Are there any guys, crossdressers, or transgender girls here who wear tampons?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
That one or two things that made you go hmmmm, OMG or wow!
How well do you know me? And some of your thoughts about me
32- What's your greatest talent? Can I see it right now?
Over time has your thoughts on sex changed?
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
Meta – yep, Facebook Meta – is now a defense contractor - theregister.com
11~ Have you ever been caught by your parents or children or others while having sex?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
What do you say after "Hi" when chatting?
2- What’s your favorite color? Do you a least favorite?
9- What’s your favorite season and why? What’s your least favorite?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
Do you have a favorite? Is it ok if your partner does?
Upcoming Telescope Predicted to Discover Millions of Hidden Solar System Objects - Gizmodo
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?
53~ How much can you tell me about the one thing you are most passionate about?
23- What is your dream job? What was it as a child?
N.J. doctors are using a party drug to send patients to ‘another planet.’ Yes, it’s legal. - NJ.com
Teacher/Student Stranger/One Night Stand
26~ What side of the bed do you sleep on?
6- Do you have dreams? Can you remember them? What do you usually dream about?
92~ Everyone needs a “safe” word. What is yours?
How old are you? Male or Female?
5~ When you first started having sex, was it what you thought it would be?
Model/Photographer Police/Criminal
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)
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
What would you say to prove to yourself that it was really you?
*** Random Questions ***
14- What is an embarrassing moment in your life? How about your most embarrassing?
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
Do you think this brought you closer together?
29- How superstitious are you?
*** What’s Your Favorite…? ***
14- What's your favorite dessert? Do you a least favorite?
19- Do/have you smoked? What do you prefer? How often?
13- How about having a certain hair cut/style?
10- List 5 of your top pet peeves.
What is your view on sex? Meaning, When/Where/ How often/
51~ Are you willing to play adult games with your partner?
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
52~ What are your hobbies?
45~ How do you feel about me blindfolding you? How about blindfolding me?
37- Do you like your name? If you could change it, what would you change it too?
10- What is your favorite family tradition? What’s your least 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?
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
36~ What is your favorite time of day to have sex/make love?
Please share Did you stop?
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
Will you cheat again? How can, you be sure? Define what cheating is to you.
The Ice Breaker Questions
80~ Share your top three fantasies/desires. (Be detailed) 😊
If NO, would you ever have one? Would it be with 2 men or 2 women?
84~ How do you feel about reading/listening to adult stories?
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
Repairman/Lonely Wife Virgin/Experienced
40~ What’s the weirdest place you’ve ever had sex?
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
34- Ever been to a concert? What was your favorite? Who would you like to see?
70~ Would/do you have/like anal sex?
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
21~ What was the best date you ever went on? What has been the worst?
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
65~ Describe the best orgasm you’ve ever had? Care to share?
*** Questions about Relationships/Past ***
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
What have you learned about yourself that you did not before this?
Get this wrong and this could mean the end… :-) some funny, some not…
How many times do you think you have “made love”?
33- If you could visit any time period, when would you pick? Please explain why?
What is your favorite position? Why?
83~ How do you feel about Porn?
18- What’s your favorite way to relax after a long day? What’s your least favorite?
3- What’s your favorite smell? Do you a least favorite?
If you lose, are you willing to be their sex slave for a day, (anything goes)?
19- What’s your favorite fairytale? What’s your least favorite?
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
What is your favorite toy? Ever wanted to try a specific toy?
How many partners have you had oral sex with? 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)
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
13- What’s your favorite drink? What’s your least favorite?
11- How about if they like a certain sports team? 12-How about drinking too much?
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
17- What’s your favorite holiday? What’s your least favorite?
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
I would allow you to do it… What would you do to me?
15~ Have you ever been “in love”? Who? Care to Share?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
64~ When was your very first orgasm? When was your first from having sex? Care to share?
11- List at least 5 things on your bucket list. Have you done any of them already?
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
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?
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
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?
*** Deal Breaker Questions ***
Will you kiss after your partner has gone down on you? Swallow or spit semen?
39~ What are your love languages?
62~ Have you used adult toys?
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
31- If given a chance to be immortal, would you take it? Why?
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
28~ What are some things that turn on? What is your biggest turn on?
What’s the longest time you gone without having sex, after, having it? How much time between the others?
15- What's your favorite saying? What word or phrase is your least favorite?
Have you ever? Care to Share?
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
Master/Slave Boss/Maid
21- What's your favorite way to spend a weekend or time off?
42~ What’s your biggest regret in life?
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…
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
24~ What are your expectations in a relationship? (I know a very big question, take your time)
15- What bad habit do you wish you could quit? Do you have any addictions?
(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?
10~ How many dates are necessary before you to have sex with someone?
30~ What's something unexpected that turns you on?
38~ Share your most embarrassing sexual memory?
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?
3- Should Pluto still be considered a planet? 4- How about smoking?
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
9- Is there something you’ve always wanted to ask me but you’re afraid?
Family Relation Age Play
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,
49~ If you could, would you want to be the opposite sex for a day, week, or year?
82~ Do you have any fantasies involving Role-Playing?
61~ How willing would you be to try new sexual positions?
8- What are your thoughts on politics?
Would you ever want to be woken up with oral and/or intercourse?
3- What Superhero or Superpower would you want to be/have?
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
Do you watch it? What is your favorite?
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
29~ What are some things that turn you off? What is your biggest turn off?
18~ Who/when was your first “crush”?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
48~ Have you ever paid or been paid for sex?
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
Do you like the “69” position? Do you prefer to be on top or bottom?
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
13- What is the craziest/scariest thing you've ever done?
44~ Care to share something about yourself that no one else knows about you?
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…
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
22- What is your favorite childhood memory? What is your least favorite?
52~ Are you willing to make “those types” of bets with your partner?
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
13~ Is there a difference between, making love, having sex, and fucking?
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?
27- What was/ is nickname? Does it have a meaning behind it?
If YES, was it with 2 men or 2 women? Did you enjoy it?
You know that I will be 100% truthful, so ask.
* Give a rating for each one (0-100)
67~ Do you like it when your partner moans and/or is vocal during sex?
Would you read them together?
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
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?
What do you dislike about me? I asked you to be 100% honest.
9~ How many times over your lifetime do you think you have had sex so far?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
If yes, what?
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
12- What’s your favorite food? What’s your least favorite?
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
Would you do it again, and would you rather 2 females or 2 males?
11- What's your favorite restaurant? What’s your least favorite?
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
81~ Do you have any kinks and/or fetishes?
4- For a pet, Cat, dog or other?
Doctor/Nurse Stripper/Client
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
22- Do you have any birth marks? How about scars? Care to share how you got them?
18- How often do you drink alcohol? What is your favorite drink?
89~ Do you like taking showers together?
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
Any that are a turn off?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
9- If you could have three wishes, what would they be? Why?
Does the thought excite you? Care to share?
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
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?
Nurse/Patient Celebrity/Fan
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
Do you shave/trim your pubic hair? For you guys do you shave your balls?
17- Have you ever done drugs? Which ones? How often?
If you win, what will you make them do?
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
1- What’s your favorite animal? Do you a least favorite?
71~ Would you give your partner a hand or foot job? Would you receive one?
60~ How important is oral sex? Do you like receiving? Do you like giving?
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
50~ How many children do you have? What are their ages?
Would you allow me to clean every part of your body with my soapy hands and fingers?
3- What was the most surprising thing you’ve learned about me throughout our relationship?
41~ Are there moments in your past that you would want to change? Please share 3 of them.
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
5- Have you ever been hypnotized? Would you allow yourself to be?
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
Prisoner/Prison Guard Landlord/Tenant
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?
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?
*** Questions About Me ***
36- Do you play video games? What is your favorite? Do you a least favorite?
7-What do I do in bed that drives you wild? How about, what turns you off?
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
33- Beach or Mountains? Or is there another place to like better?
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
Escort/Client Job Applicant/Hiring Manager
Can you Deep Throat? Do you like the taste of yourself?
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?
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
How about if they talk dirty and/or call you names?
Do you like it when they show and tell you what they want?
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
76~ Have you had a threesome? Care to Share?