What is the most interesting question you can ask to get to know someone?
Last Updated: 19.06.2025 00:39
Do you think this brought you closer together?
What have you learned about yourself that you did not before this?
You know that I will be 100% truthful, so ask.
Do Republicans give permission to Democrats to vote for any candidate except for Kamala Harris?
25~ How do you feel about PDA? (Public Display of Affection)
How many times do you think you have “made love”?
84~ How do you feel about reading/listening to adult stories?
3- What Superhero or Superpower would you want to be/have?
29~ What are some things that turn you off? What is your biggest turn off?
Family Relation Age Play
Do you know of a female masseuse that does door-to-door service in Bangalore?
40~ What’s the weirdest place you’ve ever had sex?
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
15- What's your favorite saying? What word or phrase is your least favorite?
How often do you watch the news on TV?
13- How about having a certain hair cut/style?
65~ Describe the best orgasm you’ve ever had? Care to share?
How well do you know me? And some of your thoughts about me
Inside Sly and the Family Stone’s Great, Lost Live Album - Rolling Stone
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
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?
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
33- If you could visit any time period, when would you pick? Please explain why?
76~ Have you had a threesome? Care to Share?
Have you ever had a secret crush on anyone?
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
45~ How do you feel about me blindfolding you? How about blindfolding me?
24~ What are your expectations in a relationship? (I know a very big question, take your time)
Feather-legged lace weaver spider kills prey by covering it with toxic silk - Phys.org
10- What is your favorite family tradition? 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?
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
Have you ever forcibly sucked someone’s dick?
17- What’s your favorite holiday? What’s your least favorite?
Would /have you ever given your partner a lap dance and Striptease?
26~ What side of the bed do you sleep on?
Mitsubishi Said in Advanced Talks on $8 Billion Aethon Deal - Bloomberg.com
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
3- What was the most surprising thing you’ve learned about me throughout our relationship?
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
70~ Would/do you have/like anal sex?
I would allow you to do it… What would you do to me?
9- If you could have three wishes, what would they be? Why?
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
Any that are a turn off?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
64~ When was your very first orgasm? When was your first from having sex? Care to share?
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…
Any that are a turn off?
92~ Everyone needs a “safe” word. What is yours?
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
4- For a pet, Cat, dog or other?
9~ How many times over your lifetime do you think you have had sex so far?
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
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,
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
What have you learned about me that was new and/or surprising?
71~ Would you give your partner a hand or foot job? Would you receive one?
*** What’s Your Favorite…? ***
Would you read them together?
19- Do/have you smoked? What do you prefer? How often?
What would you say to prove to yourself that it was really you?
If you say it, I will stop, and we can talk about it when you are ready.
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
10~ How many dates are necessary before you to have sex with someone?
Do you like the “69” position? Do you prefer to be on top or bottom?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
32- What's your greatest talent? Can I see it right now?
If yes, what?
8- What are your thoughts on politics?
10- List 5 of your top pet peeves.
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
11~ Have you ever been caught by your parents or children or others while having sex?
49~ If you could, would you want to be the opposite sex for a day, week, or year?
Will you kiss after your partner has gone down on you? Swallow or spit semen?
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
How about if they talk dirty and/or call you names?
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
*** Random Questions ***
21- What's your favorite way to spend a weekend or time off?
What is your favorite position? Why?
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
81~ Do you have any kinks and/or fetishes?
34- Ever been to a concert? What was your favorite? Who would you like to see?
What is your favorite toy? Ever wanted to try a specific toy?
33- Beach or Mountains? Or is there another place to like better?
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
Nothing too Serious
42~ What’s your biggest regret in life?
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
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?
17- Have you ever done drugs? Which ones? How often?
7- What are your thoughts on religion? Is there an afterlife?
What was the longest? What was the shortest?
18- How often do you drink alcohol? What is your favorite drink?
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
Escort/Client Job Applicant/Hiring Manager
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
39~ What are your love languages?
If you win, what will you make them do?
What’s the longest time you gone without having sex, after, having it? How much time between the others?
*** Questions About Me ***
92~ Have you ever had or have an STD? How many? What was it?
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?
3- What’s your favorite smell? 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?
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
*** Deal Breaker Questions ***
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
7- What if a person smells a certain way? 8- How about smoking?
Repairman/Lonely Wife Virgin/Experienced
34~ Do you like the lights on or off during sex?
If NO, would you ever have one? Would it be with 2 men or 2 women?
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
Doctor/Nurse Stripper/Client
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
Do you watch it? What is your favorite?
53~ How much can you tell me about the one thing you are most passionate about?
Prisoner/Prison Guard Landlord/Tenant
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?
9- Is there something you’ve always wanted to ask me but you’re afraid?
1- What was your first impression of me? Has it changed?
How many partners have you had oral sex with? Who? Care to Share?
*** Questions about Relationships/Past ***
52~ Are you willing to make “those types” of bets with your partner?
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
1- What’s your favorite animal? Do you a least favorite?
19~ Who/when was your first “heartbreak”?
19- What’s your favorite fairytale? What’s your least favorite?
52~ What are your hobbies?
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
61~ How willing would you be to try new sexual positions?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
7-What do I do in bed that drives you wild? How about, what turns you off?
That one or two things that made you go hmmmm, OMG or wow!
Would you ever want to be woken up with oral and/or intercourse?
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?
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
36- Do you play video games? What is your favorite? Do you a least favorite?
5- Have you ever been hypnotized? Would you allow yourself to be?
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?
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
41~ Are there moments in your past that you would want to change? Please share 3 of them.
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
47~ What would be your dream job and why?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
Do you like it when they show and tell you what they want?
Over time has your thoughts on sex changed?
15~ Have you ever been “in love”? Who? Care to Share?
Does the thought excite you? Care to share?
14- What is an embarrassing moment in your life? How about your most embarrassing?
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
21~ What was the best date you ever went on? What has been the worst?
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
80~ Share your top three fantasies/desires. (Be detailed) 😊
15- What bad habit do you wish you could quit? Do you have any addictions?
1~ How old were you when you had your first kiss? Who? Care to Share?
20- What’s your favorite candy? What’s your least favorite?
13- What’s your favorite drink? What’s your least favorite?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
28- What are some things that people do that irritate you?
How old are you? Male or Female?
5~ When you first started having sex, was it what you thought it would be?
Teacher/Student Stranger/One Night Stand
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
12- What is the weirdest thing you've ever eaten?
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
Master/Slave Boss/Maid
If YES, was it with 2 men or 2 women? Did you enjoy it?
82~ Do you have any fantasies involving Role-Playing?
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
The Ice Breaker Questions
89~ Do you like taking showers together?
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
22- Do you have any birth marks? How about scars? Care to share how you got them?
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
62~ Have you used adult toys?
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?
28~ What are some things that turn on? What is your biggest turn on?
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?
49~ How many times have you been married? Why did they end?
23- What is your dream job? What was it as a child?
Would you allow me to clean every part of your body with my soapy hands and fingers?
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
Can you Deep Throat? Do you like the taste of yourself?
18~ Who/when was your first “crush”?
Nurse/Patient Celebrity/Fan
2- What’s your favorite color? Do you a least favorite?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
8- What's your favorite flavor of ice cream? Do you a least favorite?
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
What do you dislike about me? I asked you to be 100% honest.
51~ Are you willing to play adult games with your partner?
48~ Do you have any siblings? Are you close to your family?
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
9- What’s your favorite season and why? What’s your least favorite?
51~ What tends to bring a smile to your face?
(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…)
What is your view on sex? Meaning, When/Where/ How often/
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
38~ Share your most embarrassing sexual memory?
27- What was/ is nickname? Does it have a meaning behind it?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
Would you mind if your partner watched it? How about together vs alone?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
Do you shave/trim your pubic hair? For you guys do you shave your balls?
Model/Photographer Police/Criminal
29- How superstitious are you?
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
31- If given a chance to be immortal, would you take it? Why?
Do you have a favorite? Is it ok if your partner does?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
36~ What is your favorite time of day to have sex/make love?
13- What is the craziest/scariest thing you've ever done?
83~ How do you feel about Porn?
44~ Care to share something about yourself that no one else knows about you?
Get this wrong and this could mean the end… :-) some funny, some not…
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
60~ How important is oral sex? Do you like receiving? Do you like giving?
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
48~ Have you ever paid or been paid for sex?
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
37- Do you like your name? If you could change it, what would you change it too?
67~ Do you like it when your partner moans and/or is vocal during sex?
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
Will you cheat again? How can, you be sure? Define what cheating is to you.
46~ Have you ever used furniture, or other types of things to aid you while having sex?
If you lose, are you willing to be their sex slave for a day, (anything goes)?
14- What's your favorite dessert? Do you a least favorite?
50~ How many children do you have? What are their ages?
11- What's your favorite restaurant? What’s your least favorite?
11- How about if they like a certain sports team? 12-How about drinking too much?
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
11- List at least 5 things on your bucket list. Have you done any of them already?
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
22- What is your favorite childhood memory? What is your least favorite?
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)
12- What’s your favorite food? What’s your least favorite?
* Give a rating for each one (0-100)
6- Do you have dreams? Can you remember them? What do you usually dream about?
Please share Did you stop?
3- Should Pluto still be considered a planet? 4- How about smoking?
Have you ever? Care to Share?
13~ Is there a difference between, making love, having sex, and fucking?
18- What’s your favorite way to relax after a long day? What’s your least favorite?
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…
30~ What's something unexpected that turns you on?
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?