What is the most interesting question you can ask to get to know someone?
08.06.2025 07:03
42~ What’s your biggest regret in life?
32- What's your greatest talent? Can I see it right now?
64~ When was your very first orgasm? When was your first from having sex? Care to share?
This Philosophy Quiz Will Prove Whether You're Actually Smart Or Just Pretending - BuzzFeed
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
Model/Photographer Police/Criminal
Teacher/Student Stranger/One Night Stand
9 Cool New Gadgets to Keep on Your Radar - Gear Patrol
You know that I will be 100% truthful, so ask.
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
3- What was the most surprising thing you’ve learned about me throughout our relationship?
Why do people think Justin Bieber is worse than Joseph Stalin?
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
If YES, was it with 2 men or 2 women? Did you enjoy it?
How old are you? Male or Female?
Please share Did you stop?
50~ How many children do you have? What are their ages?
Billionaire YouTuber MrBeast ‘borrowing’ money from mom for his wedding - New York Post
15- What's your favorite saying? What word or phrase is your least favorite?
12- What’s your favorite food? What’s your least favorite?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
34~ Do you like the lights on or off during sex?
7-What do I do in bed that drives you wild? How about, what turns you off?
60~ How important is oral sex? Do you like receiving? Do you like giving?
What are the easiest stores for shoplifting?
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
Do you have a favorite? Is it ok if your partner does?
I would allow you to do it… What would you do to me?
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
30~ What's something unexpected that turns you on?
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
Jac Caglianone and a modern history of left handed sluggers - Royals Review
What is your favorite toy? Ever wanted to try a specific toy?
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
Master/Slave Boss/Maid
More Americans applied for jobless benefits last week, rising to highest level in eight months - PBS
49~ How many times have you been married? Why did they end?
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
7- What are your thoughts on religion? Is there an afterlife?
How can someone effectively handle a targeted individual?
25~ How do you feel about PDA? (Public Display of Affection)
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
36~ What is your favorite time of day to have sex/make love?
Sega Throws Shade At Mario Kart While Showing Off Sonic Racing: Crossworlds - Kotaku
92~ Have you ever had or have an STD? How many? What was it?
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
17- Have you ever done drugs? Which ones? How often?
13- What is the craziest/scariest thing you've ever done?
The Ice Breaker Questions
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
*** Random Questions ***
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
18~ Who/when was your first “crush”?
What is your favorite position? Why?
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
11- How about if they like a certain sports team? 12-How about drinking too much?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
How well do you know me? And some of your thoughts about me
80~ Share your top three fantasies/desires. (Be detailed) 😊
10- What is your favorite family tradition? What’s your least favorite?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
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?
14- What is an embarrassing moment in your life? How about your most embarrassing?
If yes, what?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
71~ Would you give your partner a hand or foot job? Would you receive one?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
1~ How old were you when you had your first kiss? Who? Care to Share?
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
67~ Do you like it when your partner moans and/or is vocal during sex?
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?
9~ How many times over your lifetime do you think you have had sex so far?
How many times do you think you have “made love”?
Would you read them together?
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
If you win, what will you make them do?
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
52~ Are you willing to make “those types” of bets with your partner?
*** Deal Breaker Questions ***
11- What's your favorite restaurant? What’s your least favorite?
19- Do/have you smoked? What do you prefer? How often?
53~ How much can you tell me about the one thing you are most passionate about?
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
13- What’s your favorite drink? What’s your least favorite?
3- What’s your favorite smell? Do you a least favorite?
Would you ever want to be woken up with oral and/or intercourse?
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
76~ Have you had a threesome? Care to Share?
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
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?
19~ Who/when was your first “heartbreak”?
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
*** Questions About Me ***
Would /have you ever given your partner a lap dance and Striptease?
39~ What are your love languages?
Do you like the “69” position? Do you prefer to be on top or bottom?
7- What’s your favorite book? Do you have a favorite genre? 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?
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
If you lose, are you willing to be their sex slave for a day, (anything goes)?
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)
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
28- What are some things that people do that irritate you?
46~ Have you ever used furniture, or other types of things to aid you while having sex?
Escort/Client Job Applicant/Hiring Manager
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
4- For a pet, Cat, dog or other?
47~ What would be your dream job and why?
13~ Is there a difference between, making love, having sex, and fucking?
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
Repairman/Lonely Wife Virgin/Experienced
Do you think this brought you closer together?
Does the thought excite you? Care to share?
Do you like it when they show and tell you what they want?
Do you shave/trim your pubic hair? For you guys do you shave your balls?
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
61~ How willing would you be to try new sexual positions?
40~ What’s the weirdest place you’ve ever had sex?
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
8- What are your thoughts on politics?
24~ What are your expectations in a relationship? (I know a very big question, take your time)
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
48~ Do you have any siblings? Are you close to your family?
70~ Would/do you have/like anal sex?
Nurse/Patient Celebrity/Fan
11~ Have you ever been caught by your parents or children or others while having sex?
65~ Describe the best orgasm you’ve ever had? Care to share?
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
9- If you could have three wishes, what would they be? Why?
34- Ever been to a concert? What was your favorite? Who would you like to see?
83~ How do you feel about Porn?
8- What's your favorite flavor of ice cream? Do you a least favorite?
(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 kiss after your partner has gone down on you? Swallow or spit semen?
22- Do you have any birth marks? How about scars? Care to share how you got them?
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
29~ What are some things that turn you off? What is your biggest turn off?
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?
3- What Superhero or Superpower would you want to be/have?
13- How about having a certain hair cut/style?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
6- Do you have dreams? Can you remember them? What do you usually dream about?
How about if they talk dirty and/or call you names?
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
1- What was your first impression of me? Has it changed?
33- If you could visit any time period, when would you pick? Please explain why?
3- Should Pluto still be considered a planet? 4- How about smoking?
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
9- Is there something you’ve always wanted to ask me but you’re afraid?
51~ Are you willing to play adult games with your partner?
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
49~ If you could, would you want to be the opposite sex for a day, week, or year?
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
18- What’s your favorite way to relax after a long day? What’s your least favorite?
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
5~ When you first started having sex, was it what you thought it would be?
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?
Would you do it again, and would you rather 2 females or 2 males?
What was the longest? What was the shortest?
27- What was/ is nickname? Does it have a meaning behind it?
Any that are a turn off?
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…
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
14- What's your favorite dessert? Do you a least favorite?
38~ Share your most embarrassing sexual memory?
92~ Everyone needs a “safe” word. What is yours?
15~ Have you ever been “in love”? Who? Care to Share?
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)
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
51~ What tends to bring a smile to your face?
That one or two things that made you go hmmmm, OMG or wow!
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
*** Questions about Relationships/Past ***
26~ What side of the bed do you sleep on?
What have you learned about me that was new and/or surprising?
12- What is the weirdest thing you've ever eaten?
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
52~ What are your hobbies?
2- What’s your favorite color? Do you a least favorite?
What is your view on sex? Meaning, When/Where/ How often/
36- Do you play video games? What is your favorite? Do you a least favorite?
How many partners have you had oral sex with? Who? Care to Share?
*** What’s Your Favorite…? ***
Can you Deep Throat? Do you like the taste of yourself?
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
18- How often do you drink alcohol? What is your favorite drink?
Get this wrong and this could mean the end… :-) some funny, some not…
Over time has your thoughts on sex changed?
21~ What was the best date you ever went on? What has been the worst?
29- How superstitious are you?
Prisoner/Prison Guard Landlord/Tenant
What’s the longest time you gone without having sex, after, having it? How much time between the others?
1- What’s your favorite animal? Do you a least favorite?
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
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?
Do you watch it? What is your favorite?
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
Would you mind if your partner watched it? How about together vs alone?
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…
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
19- What’s your favorite fairytale? What’s your least favorite?
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
Doctor/Nurse Stripper/Client
10~ How many dates are necessary before you to have sex with someone?
41~ Are there moments in your past that you would want to change? Please share 3 of them.
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
10- List 5 of your top pet peeves.
33- Beach or Mountains? Or is there another place to like better?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
20- What’s your favorite candy? What’s your least favorite?
82~ Do you have any fantasies involving Role-Playing?
31- If given a chance to be immortal, would you take it? Why?
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
What would you say to prove to yourself that it was really you?
Nothing too Serious
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?
7- What if a person smells a certain way? 8- How about smoking?
45~ How do you feel about me blindfolding you? How about blindfolding me?
48~ Have you ever paid or been paid for sex?
If you say it, I will stop, and we can talk about it when you are ready.
84~ How do you feel about reading/listening to adult stories?
Would you allow me to clean every part of your body with my soapy hands and fingers?
What have you learned about yourself that you did not before this?
If NO, would you ever have one? Would it be with 2 men or 2 women?
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
What do you dislike about me? I asked you to be 100% honest.
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,
11- List at least 5 things on your bucket list. Have you done any of them already?
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
28~ What are some things that turn on? What is your biggest turn on?
81~ Do you have any kinks and/or fetishes?
22- What is your favorite childhood memory? What is 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?
5- Have you ever been hypnotized? Would you allow yourself to be?
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
62~ Have you used adult toys?
17- What’s your favorite holiday? What’s your least favorite?
9- What’s your favorite season and why? What’s your least favorite?
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
23- What is your dream job? What was it as a child?
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?
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
21- What's your favorite way to spend a weekend or time off?
89~ Do you like taking showers together?
Family Relation Age Play
Have you ever? Care to Share?
Any that are a turn off?
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
15- What bad habit do you wish you could quit? Do you have any addictions?
Will you cheat again? How can, you be sure? Define what cheating is to you.