What is the most interesting question you can ask to get to know someone?
10.06.2025 21:24
11~ Have you ever been caught by your parents or children or others while having sex?
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?
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
That one or two things that made you go hmmmm, OMG or wow!
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
Accidental discovery at New York planetarium unlocks secret into universe’s inner workings - PBS
Would you do it again, and would you rather 2 females or 2 males?
47~ What would be your dream job and why?
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?
Is there a correlation between being a medium and mental health?
92~ Have you ever had or have an STD? How many? What was it?
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
19- What’s your favorite fairytale? What’s your least favorite?
Do you think this brought you closer together?
33- If you could visit any time period, when would you pick? Please explain why?
13- How about having a certain hair cut/style?
The Mustang’s New Appearance Pack Is a 1980s Fever Dream - Motor1.com
What’s the longest time you gone without having sex, after, having it? How much time between the others?
25~ How do you feel about PDA? (Public Display of Affection)
5~ When you first started having sex, was it what you thought it would be?
Taylor Swift Dance Wedding Video with Travis Kelce Reveals Unmatched Vibe - Athlon Sports
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
8- What are your thoughts on politics?
60~ How important is oral sex? Do you like receiving? Do you like giving?
What causes you to be tired all the time and major headaches?
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
How many partners have you had oral sex with? Who? Care to Share?
7 Yogurts That May Wreck Your Body - Eat This Not That
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
67~ Do you like it when your partner moans and/or is vocal during sex?
4- For a pet, Cat, dog or other?
New features added to Nintendo Today! - News - Nintendo Official Site - Nintendo
89~ Do you like taking showers together?
29~ What are some things that turn you off? What is your biggest turn off?
Would you allow me to clean every part of your body with my soapy hands and fingers?
What are some common examples of human hypocrisy?
Model/Photographer Police/Criminal
20- What’s your favorite candy? What’s your least favorite?
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
If there exists a “New York of Australia”, is it Sydney or Melbourne?
9- If you could have three wishes, what would they be? Why?
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
21~ What was the best date you ever went on? What has been the worst?
How many times do you think you have “made love”?
21- What's your favorite way to spend a weekend or time off?
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
Invitation from Google hints at earlier than expected Pixel 10 release - PhoneArena
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
14- What's your favorite dessert? Do you a least favorite?
* Give a rating for each one (0-100)
What is the worst thing your sibling has done?
10~ How many dates are necessary before you to have sex with someone?
Can you Deep Throat? Do you like the taste of yourself?
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
What Your Sweat Could Reveal About Your Health - CNN
13- What is the craziest/scariest thing you've ever done?
27- What was/ is nickname? Does it have a meaning behind it?
What is your view on sex? Meaning, When/Where/ How often/
If you win, what will you make them do?
Have you ever? Care to Share?
You know that I will be 100% truthful, so ask.
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
Do you like the “69” position? Do you prefer to be on top or bottom?
9- Is there something you’ve always wanted to ask me but you’re afraid?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
80~ Share your top three fantasies/desires. (Be detailed) 😊
70~ Would/do you have/like anal sex?
46~ Have you ever used furniture, or other types of things to aid you while having sex?
18- How often do you drink alcohol? What is your favorite drink?
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
34~ Do you like the lights on or off during sex?
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
6- Do you have dreams? Can you remember them? What do you usually dream about?
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
Repairman/Lonely Wife Virgin/Experienced
51~ Are you willing to play adult games with your partner?
Please share Did you stop?
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? 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)
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?
If NO, would you ever have one? Would it be with 2 men or 2 women?
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
*** Random Questions ***
Would you read them together?
Will you cheat again? How can, you be sure? Define what cheating is to you.
42~ What’s your biggest regret in life?
Does the thought excite you? Care to share?
What do you dislike about me? I asked you to be 100% honest.
Doctor/Nurse Stripper/Client
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
15~ Have you ever been “in love”? Who? Care to Share?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
15- What bad habit do you wish you could quit? Do you have any addictions?
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
Would you ever want to be woken up with oral and/or intercourse?
Teacher/Student Stranger/One Night Stand
Over time has your thoughts on sex changed?
(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…)
19~ Who/when was your first “heartbreak”?
Any that are a turn off?
64~ When was your very first orgasm? When was your first from having sex? Care to share?
1~ How old were you when you had your first kiss? Who? Care to Share?
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?
22- Do you have any birth marks? How about scars? Care to share how you got them?
Escort/Client Job Applicant/Hiring Manager
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
What was the longest? What was the shortest?
How well do you know me? And some of your thoughts about me
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
Do you like it when they show and tell you what they want?
What is your favorite toy? Ever wanted to try a specific toy?
7- What are your thoughts on religion? Is there an afterlife?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
The Ice Breaker Questions
Any that are a turn off?
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
33- Beach or Mountains? Or is there another place to like better?
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?
49~ If you could, would you want to be the opposite sex for a day, week, or year?
*** Questions About Me ***
If YES, was it with 2 men or 2 women? Did you enjoy it?
17- Have you ever done drugs? Which ones? How often?
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
26~ What side of the bed do you sleep on?
51~ What tends to bring a smile to your face?
Do you shave/trim your pubic hair? For you guys do you shave your balls?
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
76~ Have you had a threesome? 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?
17- What’s your favorite holiday? What’s your least favorite?
49~ How many times have you been married? Why did they end?
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
71~ Would you give your partner a hand or foot job? Would you receive one?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
62~ Have you used adult toys?
36~ What is your favorite time of day to have sex/make love?
18~ Who/when was your first “crush”?
30~ What's something unexpected that turns you on?
29- How superstitious are you?
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
84~ How do you feel about reading/listening to adult stories?
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
23- What is your dream job? What was it as a child?
Would /have you ever given your partner a lap dance and Striptease?
What have you learned about yourself that you did not before this?
14- What is an embarrassing moment in your life? How about your most embarrassing?
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
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?
10- List 5 of your top pet peeves.
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
52~ Are you willing to make “those types” of bets with your partner?
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
83~ How do you feel about Porn?
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
24~ What are your expectations in a relationship? (I know a very big question, take your time)
Nothing too Serious
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,
40~ What’s the weirdest place you’ve ever had sex?
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?
*** Deal Breaker Questions ***
44~ Care to share something about yourself that no one else knows about you?
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
41~ Are there moments in your past that you would want to change? Please share 3 of them.
32- What's your greatest talent? Can I see it right now?
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
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)
15- What's your favorite saying? What word or phrase is your least favorite?
36- Do you play video games? What is your favorite? Do you a least favorite?
11- What's your favorite restaurant? What’s your least favorite?
Family Relation Age Play
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
Would you mind if your partner watched it? How about together vs alone?
9~ How many times over your lifetime do you think you have had sex so far?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
3- What was the most surprising thing you’ve learned about me throughout our relationship?
11- How about if they like a certain sports team? 12-How about drinking too much?
12- What is the weirdest thing you've ever eaten?
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
3- What’s your favorite smell? Do you a 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…
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
45~ How do you feel about me blindfolding you? How about blindfolding me?
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
I would allow you to do it… What would you do to me?
53~ How much can you tell me about the one thing you are most passionate about?
What would you say to prove to yourself that it was really you?
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
Do you have a favorite? Is it ok if your partner does?
3- What Superhero or Superpower would you want to be/have?
34- Ever been to a concert? What was your favorite? Who would you like to see?
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
19- Do/have you smoked? What do you prefer? How often?
Will you kiss after your partner has gone down on you? Swallow or spit semen?
*** Questions about Relationships/Past ***
Prisoner/Prison Guard Landlord/Tenant
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
65~ Describe the best orgasm you’ve ever had? Care to share?
22- What is your favorite childhood memory? What is your least favorite?
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
How about if they talk dirty and/or call you names?
*** What’s Your Favorite…? ***
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?
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- What’s your favorite season and why? What’s your least favorite?
18- What’s your favorite way to relax after a long day? What’s your least favorite?
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
61~ How willing would you be to try new sexual positions?
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
8- What's your favorite flavor of ice cream? Do you a least favorite?
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
92~ Everyone needs a “safe” word. What is yours?
48~ Do you have any siblings? Are you close to your family?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
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…
10- What is your favorite family tradition? What’s your least favorite?
How old are you? Male or Female?
Master/Slave Boss/Maid
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?
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
39~ What are your love languages?
82~ Do you have any fantasies involving Role-Playing?
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
Get this wrong and this could mean the end… :-) some funny, some not…
1- What was your first impression of me? Has it changed?
7-What do I do in bed that drives you wild? How about, what turns you off?
What have you learned about me that was new and/or surprising?
2- What’s your favorite color? Do you a least favorite?
If you say it, I will stop, and we can talk about it when you are ready.
Nurse/Patient Celebrity/Fan
28- What are some things that people do that irritate you?
3- Should Pluto still be considered a planet? 4- How about smoking?
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
13~ Is there a difference between, making love, having sex, and fucking?
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
38~ Share your most embarrassing sexual memory?
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
7- What’s your favorite book? 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?
If yes, what?
28~ What are some things that turn on? What is your biggest turn on?
If you lose, are you willing to be their sex slave for a day, (anything goes)?
13- What’s your favorite drink? What’s your least favorite?
48~ Have you ever paid or been paid for sex?
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
7- What if a person smells a certain way? 8- How about smoking?
What is your favorite position? Why?
81~ Do you have any kinks and/or fetishes?
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
31- If given a chance to be immortal, would you take it? Why?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
12- What’s your favorite food? 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?
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?
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
52~ What are your hobbies?