What is the most interesting question you can ask to get to know someone?
Last Updated: 17.06.2025 01:41
Do you have a favorite? Is it ok if your partner does?
46~ Have you ever used furniture, or other types of things to aid you while having sex?
23- What is your dream job? What was it as a child?
‘Gas station heroin’ is technically illegal and widely available. Here are the facts - WANE 15
22- What is your favorite childhood memory? What is your least favorite?
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
Repairman/Lonely Wife Virgin/Experienced
Which is the correct Tamil New Year, Thai-1 or Chithirai-1?
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
What are some things that children used to wait for, but are no longer common in today's society?
20- What’s your favorite candy? What’s your least favorite?
30~ What's something unexpected that turns you on?
76~ Have you had a threesome? Care to Share?
What would have happened if Shin was a good movie instead of a bad one?
How many partners have you had oral sex with? Who? Care to Share?
51~ Are you willing to play adult games with your partner?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
Should Pete Rose's record as the all-time hits leader be recognized and celebrated?
39~ What are your love languages?
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
84~ How do you feel about reading/listening to adult stories?
You May Want To Think Twice Before You Eat Bagged Lettuce - HuffPost
34- Ever been to a concert? What was your favorite? Who would you like to see?
21- What's your favorite way to spend a weekend or time off?
82~ Do you have any fantasies involving Role-Playing?
What's the biggest myth about illegal immigrants?
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 well do you know me? And some of your thoughts about me
13- What’s your favorite drink? What’s your least favorite?
What did your mother say that made your jaw drop?
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
26~ What side of the bed do you sleep on?
64~ When was your very first orgasm? When was your first from having sex? Care to share?
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
65~ Describe the best orgasm you’ve ever had? Care to share?
6- Do you have dreams? Can you remember them? What do you usually dream about?
What would you do if you found out that someone had broken into your home while you were sleeping?
9- What’s your favorite season and why? What’s your least favorite?
44~ Care to share something about yourself that no one else knows about you?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
Why am I sweating so much at night even though my room is really cold?
49~ If you could, would you want to be the opposite sex for a day, week, or year?
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
How old are you? Male or Female?
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?
What is the rudest/meanest thing a family member has said to you?
If you say it, I will stop, and we can talk about it when you are ready.
38~ Share your most embarrassing sexual memory?
Any that are a turn off?
˗ˋˏ ♡ ˎˊ˗ NEW WOMAN - analysis ˗ˋˏ ♡ ˎˊ˗
Would you ever want to be woken up with oral and/or intercourse?
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,
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
Space humbles the SEAL-doctor-astronaut | On the ISS this week June 9-13, 2025 - Space
What would you say to prove to yourself that it was really you?
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
*** Deal Breaker Questions ***
Teacher/Student Stranger/One Night Stand
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
52~ Are you willing to make “those types” of bets with your partner?
4- For a pet, Cat, dog or other?
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
Get this wrong and this could mean the end… :-) some funny, some not…
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?
1- What was your first impression of me? Has it changed?
What have you learned about me that was new and/or surprising?
17- What’s your favorite holiday? What’s your least favorite?
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
47~ What would be your dream job and why?
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
If YES, was it with 2 men or 2 women? Did you enjoy it?
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?
7- What are your thoughts on religion? Is there an afterlife?
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
What’s the longest time you gone without having sex, after, having it? How much time between the others?
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
1- What’s your favorite animal? Do you a least favorite?
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
What is your favorite position? Why?
7- What if a person smells a certain way? 8- How about smoking?
9- Is there something you’ve always wanted to ask me but you’re afraid?
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
61~ How willing would you be to try new sexual positions?
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
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?
25~ How do you feel about PDA? (Public Display of Affection)
Would you allow me to clean every part of your body with my soapy hands and fingers?
29- How superstitious are you?
33- If you could visit any time period, when would you pick? Please explain why?
33- Beach or Mountains? Or is there another place to like better?
1~ How old were you when you had your first kiss? Who? Care to Share?
I would allow you to do it… What would you do to me?
What is your favorite toy? Ever wanted to try a specific toy?
Will you kiss after your partner has gone down on you? Swallow or spit semen?
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
11~ Have you ever been caught by your parents or children or others while having sex?
3- Should Pluto still be considered a planet? 4- How about smoking?
41~ Are there moments in your past that you would want to change? Please share 3 of them.
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
3- What’s your favorite smell? Do you a least favorite?
22- Do you have any birth marks? How about scars? Care to share how you got them?
Model/Photographer Police/Criminal
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
36~ What is your favorite time of day to have sex/make love?
Have you ever? Care to Share?
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
*** Random Questions ***
14- What is an embarrassing moment in your life? How about your most embarrassing?
12- What is the weirdest thing you've ever eaten?
You know that I will be 100% truthful, so ask.
3- What was the most surprising thing you’ve learned about me throughout our relationship?
52~ What are your hobbies?
If NO, would you ever have one? Would it be with 2 men or 2 women?
15- What bad habit do you wish you could quit? Do you have any addictions?
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
Nothing too Serious
How about if they talk dirty and/or call you names?
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
45~ How do you feel about me blindfolding you? How about blindfolding me?
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
Please share Did you stop?
10- What is your favorite family tradition? What’s your least favorite?
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
If yes, what?
8- What's your favorite flavor of ice cream? Do you a least favorite?
13~ Is there a difference between, making love, having sex, and fucking?
Would you do it again, and would you rather 2 females or 2 males?
Master/Slave Boss/Maid
11- List at least 5 things on your bucket list. Have you done any of them already?
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
What is your view on sex? Meaning, When/Where/ How often/
Escort/Client Job Applicant/Hiring Manager
14- What's your favorite dessert? Do you a least favorite?
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?
How many times do you think you have “made love”?
9~ How many times over your lifetime do you think you have had sex so far?
18- How often do you drink alcohol? What is your favorite drink?
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?
8- What are your thoughts on politics?
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
70~ Would/do you have/like anal sex?
5~ When you first started having sex, was it what you thought it would be?
What do you dislike about me? I asked you to be 100% honest.
Do you watch it? What is your favorite?
*** Questions about Relationships/Past ***
7-What do I do in bed that drives you wild? How about, what turns you off?
The Ice Breaker Questions
9- If you could have three wishes, what would they be? Why?
17- Have you ever done drugs? Which ones? How often?
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?
19- What’s your favorite fairytale? 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.
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
13- How about having a certain hair cut/style?
28~ What are some things that turn on? What is your biggest turn on?
42~ What’s your biggest regret in life?
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
48~ Do you have any siblings? Are you close to your family?
49~ How many times have you been married? Why did they end?
29~ What are some things that turn you off? What is your biggest turn off?
If you lose, are you willing to be their sex slave for a day, (anything goes)?
Doctor/Nurse Stripper/Client
10~ How many dates are necessary before you to have sex with someone?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral 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…
What was the longest? What was the shortest?
53~ How much can you tell me about the one thing you are most passionate about?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
* Give a rating for each one (0-100)
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
81~ Do you have any kinks and/or fetishes?
Over time has your thoughts on sex changed?
50~ How many children do you have? What are their ages?
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
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…
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
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?
15~ Have you ever been “in love”? Who? Care to Share?
Does the thought excite you? Care to share?
Do you like the “69” position? Do you prefer to be on top or bottom?
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
(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…)
21~ What was the best date you ever went on? What has been the worst?
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
12- What’s your favorite food? What’s your least favorite?
10- List 5 of your top pet peeves.
80~ Share your top three fantasies/desires. (Be detailed) 😊
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
Can you Deep Throat? Do you like the taste of yourself?
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
27- What was/ is nickname? Does it have a meaning behind it?
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
36- Do you play video games? What is your favorite? Do you a least favorite?
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
Do you shave/trim your pubic hair? For you guys do you shave your balls?
3- What Superhero or Superpower would you want to be/have?
Any that are a turn off?
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
*** Questions About Me ***
Would you read them together?
60~ How important is oral sex? Do you like receiving? Do you like giving?
28- What are some things that people do that irritate you?
Do you like it when they show and tell you what they want?
40~ What’s the weirdest place you’ve ever had sex?
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
37- Do you like your name? If you could change it, what would you change it too?
*** What’s Your Favorite…? ***
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
67~ Do you like it when your partner moans and/or is vocal during sex?
Do you think this brought you closer together?
42~ Ever been spanked during sex? Did you like it? Would you like me to do 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)
Family Relation Age Play
71~ Would you give your partner a hand or foot job? Would you receive one?
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
13- What is the craziest/scariest thing you've ever done?
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
2- What’s your favorite color? Do you a least favorite?
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
11- What's your favorite restaurant? What’s your least favorite?
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
31- If given a chance to be immortal, would you take it? Why?
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
11- How about if they like a certain sports team? 12-How about drinking too much?
Would /have you ever given your partner a lap dance and Striptease?
19~ Who/when was your first “heartbreak”?
18- What’s your favorite way to relax after a long day? What’s your least favorite?
24~ What are your expectations in a relationship? (I know a very big question, take your time)
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
32- What's your greatest talent? Can I see it right now?
That one or two things that made you go hmmmm, OMG or wow!
92~ Everyone needs a “safe” word. What is yours?
Nurse/Patient Celebrity/Fan
89~ Do you like taking showers together?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
If you win, what will you make them do?
5- Have you ever been hypnotized? Would you allow yourself to be?
62~ Have you used adult toys?
15- What's your favorite saying? What word or phrase is your least favorite?
51~ What tends to bring a smile to your face?
83~ How do you feel about Porn?
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?
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
19- Do/have you smoked? What do you prefer? How often?
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
92~ Have you ever had or have an STD? How many? What was it?
Prisoner/Prison Guard Landlord/Tenant
18~ Who/when was your first “crush”?
Will you cheat again? How can, you be sure? Define what cheating is to you.
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?
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
Would you mind if your partner watched it? How about together vs alone?
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
What have you learned about yourself that you did not before this?
48~ Have you ever paid or been paid for sex?