What is the most interesting question you can ask to get to know someone?
12.06.2025 21:28
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
What do you dislike about me? I asked you to be 100% honest.
The ‘golden summer of cheap flights’: Now’s the time for last-minute deals - CNN
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?
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)
Will you kiss after your partner has gone down on you? Swallow or spit semen?
Which animal has the best sense of smell? - Live Science
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
(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…)
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
Why does my vagina always itch so badly after my periods?
3- What Superhero or Superpower would you want to be/have?
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
What is your favorite position? Why?
What is the difference between the terms "Millennials" and "kids"?
67~ Do you like it when your partner moans and/or is vocal during sex?
Any that are a turn off?
How about if they talk dirty and/or call you names?
Is the Philippines PH a poor 3rd world or 4th world country forever and forever?
39~ What are your love languages?
60~ How important is oral sex? Do you like receiving? Do you like giving?
21- What's your favorite way to spend a weekend or time off?
Summer Game Fest releases hype trailer ahead of weekend of reveals - Eurogamer
37- Do you like your name? If you could change it, what would you change it too?
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
45~ How do you feel about me blindfolding you? How about blindfolding me?
Why do flat Earthers exist? Why can’t I see the Sun at night? Is it because Earth is not flat?
If you lose, are you willing to be their sex slave for a day, (anything goes)?
* Give a rating for each one (0-100)
1- What’s your favorite animal? Do you a least favorite?
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
I would allow you to do it… What would you do to me?
Escort/Client Job Applicant/Hiring Manager
Pregnant women warned against using weight-loss jabs - BBC
3- What’s your favorite smell? Do you a least favorite?
84~ How do you feel about reading/listening to adult stories?
41~ Are there moments in your past that you would want to change? Please share 3 of them.
Patriots Minicamp Notebook: Moving into the red zone - 98.5 The Sports Hub
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
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?
22- What is your favorite childhood memory? What is your least favorite?
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?
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
Why do so many autistic adults deal with self-hatred?
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
33- If you could visit any time period, when would you pick? Please explain why?
How are you able to read words without vowels? - Live Science
Nothing too Serious
What’s the longest time you gone without having sex, after, having it? How much time between the others?
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 would you say to prove to yourself that it was really you?
Have you ever? Care to Share?
32- What's your greatest talent? Can I see it right now?
9~ How many times over your lifetime do you think you have had sex so far?
20- What’s your favorite candy? What’s your least favorite?
Do you shave/trim your pubic hair? For you guys do you shave your balls?
82~ Do you have any fantasies involving Role-Playing?
6- Do you have dreams? Can you remember them? What do you usually dream about?
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
Would /have you ever given your partner a lap dance and Striptease?
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
11- List at least 5 things on your bucket list. Have you done any of them already?
How many times do you think you have “made love”?
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
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?
64~ When was your very first orgasm? When was your first from having sex? Care to share?
28~ What are some things that turn on? What is your biggest turn on?
How old are you? Male or Female?
The Ice Breaker Questions
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
10- List 5 of your top pet peeves.
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
48~ Have you ever paid or been paid for sex?
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
Would you do it again, and would you rather 2 females or 2 males?
Master/Slave Boss/Maid
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
12- What’s your favorite food? What’s your least favorite?
Prisoner/Prison Guard Landlord/Tenant
15- What's your favorite saying? What word or phrase is your least favorite?
17- What’s your favorite holiday? What’s your least favorite?
9- If you could have three wishes, what would they be? Why?
8- What's your favorite flavor of ice cream? Do you a least favorite?
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
How well do you know me? And some of your thoughts about me
If you say it, I will stop, and we can talk about it when you are ready.
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
What is your favorite toy? Ever wanted to try a specific toy?
18- How often do you drink alcohol? What is your favorite drink?
5- Have you ever been hypnotized? Would you allow yourself to be?
What have you learned about me that was new and/or surprising?
26~ What side of the bed do you sleep on?
44~ Care to share something about yourself that no one else knows about you?
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…
15~ Have you ever been “in love”? Who? Care to Share?
13~ Is there a difference between, making love, having sex, and fucking?
7- What are your thoughts on religion? Is there an afterlife?
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
Repairman/Lonely Wife Virgin/Experienced
Do you have a favorite? Is it ok if your partner does?
23- What is your dream job? What was it as a child?
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
3- What was the most surprising thing you’ve learned about me throughout our relationship?
Does the thought excite you? Care to share?
19- Do/have you smoked? What do you prefer? How often?
24~ What are your expectations in a relationship? (I know a very big question, take your time)
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
*** Random Questions ***
What have you learned about yourself that you did not before this?
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
Do you think this brought you closer together?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
*** Questions about Relationships/Past ***
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?
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
49~ If you could, would you want to be the opposite sex for a day, week, or year?
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
40~ What’s the weirdest place you’ve ever had sex?
34- Ever been to a concert? What was your favorite? Who would you like to see?
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
Will you cheat again? How can, you be sure? Define what cheating is to you.
12- What is the weirdest thing you've ever eaten?
That one or two things that made you go hmmmm, OMG or wow!
4- For a pet, Cat, dog or other?
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
21~ What was the best date you ever went on? What has been the worst?
81~ Do you have any kinks and/or fetishes?
You know that I will be 100% truthful, so ask.
49~ How many times have you been married? Why did they end?
71~ Would you give your partner a hand or foot job? Would you receive one?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
1~ How old were you when you had your first kiss? Who? Care to Share?
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
If NO, would you ever have one? Would it be with 2 men or 2 women?
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?
Teacher/Student Stranger/One Night Stand
Can you Deep Throat? Do you like the taste of yourself?
9- Is there something you’ve always wanted to ask me but you’re afraid?
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
51~ What tends to bring a smile to your face?
47~ What would be your dream job and why?
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
70~ Would/do you have/like anal sex?
11- How about if they like a certain sports team? 12-How about drinking too much?
15- What bad habit do you wish you could quit? Do you have any addictions?
*** What’s Your Favorite…? ***
27- What was/ is nickname? Does it have a meaning behind it?
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
14- What's your favorite dessert? Do you a least favorite?
*** Questions About Me ***
Get this wrong and this could mean the end… :-) some funny, some not…
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
Model/Photographer Police/Criminal
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
Would you read them together?
42~ What’s your biggest regret in life?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
53~ How much can you tell me about the one thing you are most passionate about?
34~ Do you like the lights on or off during sex?
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
89~ Do you like taking showers together?
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
14- What is an embarrassing moment in your life? How about your most embarrassing?
Would you ever want to be woken up with oral and/or intercourse?
Do you like it when they show and tell you what they want?
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
Over time has your thoughts on sex changed?
13- What is the craziest/scariest thing you've ever done?
92~ Everyone needs a “safe” word. What is yours?
48~ Do you have any siblings? Are you close to your family?
19- What’s your favorite fairytale? What’s your least favorite?
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
50~ How many children do you have? What are their ages?
7-What do I do in bed that drives you wild? How about, what turns you off?
How many partners have you had oral sex with? Who? Care to Share?
5~ When you first started having sex, was it what you thought it would be?
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?
52~ Are you willing to make “those types” of bets with your partner?
Would you mind if your partner watched it? How about together vs alone?
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
Nurse/Patient Celebrity/Fan
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
2- What’s your favorite color? Do you a least favorite?
Any that are a turn off?
31- If given a chance to be immortal, would you take it? Why?
61~ How willing would you be to try new sexual positions?
What is your view on sex? Meaning, When/Where/ How often/
29~ What are some things that turn you off? What is your biggest turn off?
51~ Are you willing to play adult games with your partner?
11~ Have you ever been caught by your parents or children or others while having sex?
Would you allow me to clean every part of your body with my soapy hands and fingers?
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
11- What's your favorite restaurant? What’s your least favorite?
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
Do you like the “69” position? Do you prefer to be on top or bottom?
65~ Describe the best orgasm you’ve ever had? Care to share?
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
30~ What's something unexpected that turns you on?
19~ Who/when was your first “heartbreak”?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
What was the longest? What was the shortest?
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?
*** Deal Breaker Questions ***
10~ How many dates are necessary before you to have sex with someone?
13- What’s your favorite drink? What’s your least favorite?
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
Please share Did you stop?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
52~ What are your hobbies?
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
33- Beach or Mountains? Or is there another place to like better?
3- Should Pluto still be considered a planet? 4- How about smoking?
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
9- What’s your favorite season and why? What’s your least favorite?
36- Do you play video games? What is your favorite? Do you a least favorite?
18~ Who/when was your first “crush”?
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,
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
Family Relation Age Play
62~ Have you used adult toys?
If yes, what?
10- What is your favorite family tradition? What’s your least favorite?
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
83~ How do you feel about Porn?
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
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?
29- How superstitious are you?
If YES, was it with 2 men or 2 women? Did you enjoy it?
13- How about having a certain hair cut/style?
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…
If you win, what will you make them do?
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
18- What’s your favorite way to relax after a long day? What’s your least favorite?
92~ Have you ever had or have an STD? How many? What was it?
8- What are your thoughts on politics?
1- What was your first impression of me? Has it changed?
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
Do you watch it? What is your favorite?
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
76~ Have you had a threesome? Care to Share?
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
7- What if a person smells a certain way? 8- How about smoking?
17- Have you ever done drugs? Which ones? How often?
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
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?
Doctor/Nurse Stripper/Client
38~ Share your most embarrassing sexual memory?
80~ Share your top three fantasies/desires. (Be detailed) 😊
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
36~ What is your favorite time of day to have sex/make love?
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
25~ How do you feel about PDA? (Public Display of Affection)
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
22- Do you have any birth marks? How about scars? Care to share how you got them?