What is the most interesting question you can ask to get to know someone?
Last Updated: 01.07.2025 03:07
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
3- What’s your favorite smell? Do you a least favorite?
12- What’s your favorite food? What’s your least favorite?
A Mesozoic myth: Dinosaurs didn’t rule the Earth like we think - Big Think
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
Would you allow me to clean every part of your body with my soapy hands and fingers?
14- What is an embarrassing moment in your life? How about your most embarrassing?
How is TikTok able to censor porn?
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
11- How about if they like a certain sports team? 12-How about drinking too much?
What do porn stars do when they get old?
Nothing too Serious
Any that are a turn off?
What is your view on sex? Meaning, When/Where/ How often/
48~ Do you have any siblings? Are you close to your family?
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?
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
What is the reason for the high rate of unmarried individuals in America, particularly among males?
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
Do you have a favorite? Is it ok if your partner does?
36- Do you play video games? What is your favorite? Do you a least favorite?
Why do ugly men flirt with girls that are really hot?
How about if they talk dirty and/or call you names?
38~ Share your most embarrassing sexual memory?
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
6- Do you have dreams? Can you remember them? What do you usually dream about?
What was the longest? What was the shortest?
25~ How do you feel about PDA? (Public Display of Affection)
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Would you do it again, and would you rather 2 females or 2 males?
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?
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
9- Is there something you’ve always wanted to ask me but you’re afraid?
37- Do you like your name? If you could change it, what would you change it too?
20- What’s your favorite candy? What’s your least favorite?
89~ Do you like taking showers together?
Who is someone that inspires you?
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
67~ Do you like it when your partner moans and/or is vocal during sex?
*** Questions About Me ***
4- For a pet, Cat, dog or other?
3- What was the most surprising thing you’ve learned about me throughout our relationship?
What do you dislike about me? I asked you to be 100% honest.
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
Have you ever? Care to Share?
*** Questions about Relationships/Past ***
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
Family Relation Age Play
64~ When was your very first orgasm? When was your first from having sex? Care to share?
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
46~ Have you ever used furniture, or other types of things to aid you while having sex?
36~ What is your favorite time of day to have sex/make love?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
17- What’s your favorite holiday? What’s your least favorite?
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
How well do you know me? And some of your thoughts about me
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
11- What's your favorite restaurant? What’s your least favorite?
9- If you could have three wishes, what would they be? Why?
15- What's your favorite saying? What word or phrase is 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?
62~ Have you used adult toys?
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?
44~ Care to share something about yourself that no one else knows about you?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
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?
8- What's your favorite flavor of ice cream? Do you a least favorite?
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
5- Have you ever been hypnotized? Would you allow yourself to be?
Escort/Client Job Applicant/Hiring Manager
8- What are your thoughts on politics?
22- Do you have any birth marks? How about scars? Care to share how you got them?
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
48~ Have you ever paid or been paid for sex?
Doctor/Nurse Stripper/Client
Do you watch it? What is your favorite?
11- List at least 5 things on your bucket list. Have you done any of them already?
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
52~ Are you willing to make “those types” of bets with your partner?
That one or two things that made you go hmmmm, OMG or wow!
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
7- What are your thoughts on religion? Is there an afterlife?
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
19- What’s your favorite fairytale? 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?
1- What’s your favorite animal? Do you a least favorite?
13- How about having a certain hair cut/style?
42~ What’s your biggest regret in life?
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
7- What if a person smells a certain way? 8- How about smoking?
Would /have you ever given your partner a lap dance and Striptease?
21- What's your favorite way to spend a weekend or time off?
13- What’s your favorite drink? What’s your least favorite?
49~ If you could, would you want to be the opposite sex for a day, week, or year?
Teacher/Student Stranger/One Night Stand
If you win, what will you make them do?
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
10- What is your favorite family tradition? What’s your least favorite?
51~ What tends to bring a smile to your face?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
21~ What was the best date you ever went on? What has been the worst?
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
28- What are some things that people do that irritate you?
34- Ever been to a concert? What was your favorite? Who would you like to see?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
11~ Have you ever been caught by your parents or children or others while having sex?
29- How superstitious are you?
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
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?
17- Have you ever done drugs? Which ones? How often?
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
10~ How many dates are necessary before you to have sex with someone?
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
51~ Are you willing to play adult games with your partner?
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
If YES, was it with 2 men or 2 women? Did you enjoy it?
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
80~ Share your top three fantasies/desires. (Be detailed) 😊
What is your favorite position? Why?
12- What is the weirdest thing you've ever eaten?
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
You know that I will be 100% truthful, so ask.
Can you Deep Throat? Do you like the taste of yourself?
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
What have you learned about me that was new and/or surprising?
92~ Have you ever had or have an STD? How many? What was it?
49~ How many times have you been married? Why did they end?
40~ What’s the weirdest place you’ve ever had sex?
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
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?
* Give a rating for each one (0-100)
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
7-What do I do in bed that drives you wild? How about, what turns you off?
32- What's your greatest talent? Can I see it right now?
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
33- If you could visit any time period, when would you pick? Please explain why?
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
Any that are a turn off?
23- What is your dream job? What was it as a child?
If you say it, I will stop, and we can talk about it when you are ready.
24~ What are your expectations in a relationship? (I know a very big question, take your time)
39~ What are your love languages?
61~ How willing would you be to try new sexual positions?
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?
(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…)
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
1- What was your first impression of me? Has it changed?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
Does the thought excite you? Care to share?
If you lose, are you willing to be their sex slave for a day, (anything goes)?
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
47~ What would be your dream job and why?
70~ Would/do you have/like anal sex?
Prisoner/Prison Guard Landlord/Tenant
What’s the longest time you gone without having sex, after, having it? How much time between the others?
Get this wrong and this could mean the end… :-) some funny, some not…
30~ What's something unexpected that turns you on?
26~ What side of the bed do you sleep on?
I would allow you to do it… What would you do to me?
33- Beach or Mountains? Or is there another place to like better?
Would you ever want to be woken up with oral and/or intercourse?
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
13~ Is there a difference between, making love, having sex, and fucking?
1~ How old were you when you had your first kiss? Who? Care to Share?
71~ Would you give your partner a hand or foot job? Would you receive one?
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
What have you learned about yourself that you did not before this?
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
What would you say to prove to yourself that it was really you?
31- If given a chance to be immortal, would you take it? Why?
22- What is your favorite childhood memory? What is your least favorite?
19~ Who/when was your first “heartbreak”?
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
3- What Superhero or Superpower would you want to be/have?
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…
83~ How do you feel about Porn?
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
30- Do you prefer living in the countryside, in a town, or in a big city? 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?
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
28~ What are some things that turn on? What is your biggest turn on?
Would you mind if your partner watched it? How about together vs alone?
How old are you? Male or Female?
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
How many partners have you had oral sex with? 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)
65~ Describe the best orgasm you’ve ever had? Care to share?
Model/Photographer Police/Criminal
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
29~ What are some things that turn you off? What is your biggest turn off?
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
9~ How many times over your lifetime do you think you have had sex so far?
The Ice Breaker Questions
*** What’s Your Favorite…? ***
84~ How do you feel about reading/listening to adult stories?
81~ Do you have any kinks and/or fetishes?
92~ Everyone needs a “safe” word. What is yours?
2- What’s your favorite color? Do you a least favorite?
Master/Slave Boss/Maid
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
15~ Have you ever been “in love”? Who? Care to Share?
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
13- What is the craziest/scariest thing you've ever done?
Will you cheat again? How can, you be sure? Define what cheating is to you.
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
15- What bad habit do you wish you could quit? Do you have any addictions?
How many times do you think you have “made love”?
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
5~ When you first started having sex, was it what you thought it would be?
Do you like the “69” position? Do you prefer to be on top or bottom?
9- What’s your favorite season and why? What’s your least favorite?
60~ How important is oral sex? Do you like receiving? Do you like giving?
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
Repairman/Lonely Wife Virgin/Experienced
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
Over time has your thoughts on sex changed?
What is your favorite toy? Ever wanted to try a specific toy?
10- List 5 of your top pet peeves.
27- What was/ is nickname? Does it have a meaning behind it?
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?
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
Will you kiss after your partner has gone down on you? Swallow or spit semen?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
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,
53~ How much can you tell me about the one thing you are most passionate about?
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
Please share Did you stop?
18- How often do you drink alcohol? What is your favorite drink?
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…
If yes, what?
*** Deal Breaker Questions ***
Would you read them together?
Nurse/Patient Celebrity/Fan
Do you like it when they show and tell you what they want?
18- What’s your favorite way to relax after a long day? What’s your least favorite?
3- Should Pluto still be considered a planet? 4- How about smoking?
19- Do/have you smoked? What do you prefer? How often?
50~ How many children do you have? What are their ages?
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?
34~ Do you like the lights on or off during sex?
45~ How do you feel about me blindfolding you? How about blindfolding me?
If NO, would you ever have one? Would it be with 2 men or 2 women?
41~ Are there moments in your past that you would want to change? Please share 3 of them.
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
82~ Do you have any fantasies involving Role-Playing?
14- What's your favorite dessert? Do you a least favorite?
*** Random Questions ***
Do you think this brought you closer together?
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
Do you shave/trim your pubic hair? For you guys do you shave your balls?
52~ What are your hobbies?
18~ Who/when was your first “crush”?