What is the most interesting question you can ask to get to know someone?
09.06.2025 09:21
* Give a rating for each one (0-100)
Does the thought excite you? Care to share?
Will you cheat again? How can, you be sure? Define what cheating is to you.
Protein bars may not have the health benefits that you think, study finds - AOL.com
What was the longest? What was the shortest?
If you say it, I will stop, and we can talk about it when you are ready.
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
Apple’s 2024 M4 MacBook Pro with a 1TB SSD has never been this cheap - The Verge
92~ Have you ever had or have an STD? How many? What was it?
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?
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
How many times do you think you have “made love”?
81~ Do you have any kinks and/or fetishes?
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
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?
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?
Scientists Stunned by Evidence of Ancient Birds Nested in the Arctic - The Daily Galaxy
38~ Share your most embarrassing sexual memory?
11- What's your favorite restaurant? What’s your least favorite?
8- What's your favorite flavor of ice cream? Do you a least favorite?
Dolphins place Terron Armstead on reserve-retired list - NBC Sports
48~ Do you have any siblings? Are you close to your family?
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
45~ How do you feel about me blindfolding you? How about blindfolding me?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
*** Random Questions ***
Watch toddler’s joyful scream when beloved uncle surprises him during hide-and-seek - USA Today
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
24~ What are your expectations in a relationship? (I know a very big question, take your time)
Ozempic has ‘very rare’ sight loss side effect, EU drugs regulator finds - politico.eu
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?
Teacher/Student Stranger/One Night Stand
*** Questions About Me ***
What are some hard rock or heavy metal bands that are overrated?
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
13~ Is there a difference between, making love, having sex, and fucking?
Repairman/Lonely Wife Virgin/Experienced
42~ What’s your biggest regret in life?
80~ Share your top three fantasies/desires. (Be detailed) 😊
Do you like the “69” position? Do you prefer to be on top or bottom?
(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…)
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
10~ How many dates are necessary before you to have sex with someone?
If NO, would you ever have one? Would it be with 2 men or 2 women?
33- If you could visit any time period, when would you pick? Please explain why?
How well do you know me? And some of your thoughts about me
Would you mind if your partner watched it? How about together vs alone?
18- What’s your favorite way to relax after a long day? What’s your least favorite?
49~ If you could, would you want to be the opposite sex for a day, week, or year?
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
52~ What are your hobbies?
22- Do you have any birth marks? How about scars? Care to share how you got them?
How about if they talk dirty and/or call you names?
39~ What are your love languages?
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
26~ What side of the bed do you sleep on?
44~ Care to share something about yourself that no one else knows about you?
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
Have you ever? Care to Share?
28- What are some things that people do that irritate you?
37- Do you like your name? If you could change it, what would you change it too?
84~ How do you feel about reading/listening to adult stories?
19- Do/have you smoked? What do you prefer? How often?
6- Do you have dreams? Can you remember them? What do you usually dream about?
15~ Have you ever been “in love”? Who? Care to Share?
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
13- What’s your favorite drink? What’s your least favorite?
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
21- What's your favorite way to spend a weekend or time off?
*** Questions about Relationships/Past ***
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
Any that are a turn off?
33- Beach or Mountains? Or is there another place to like better?
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
3- Should Pluto still be considered a planet? 4- How about smoking?
13- How about having a certain hair cut/style?
15- What bad habit do you wish you could quit? Do you have any addictions?
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
36- Do you play video games? What is your favorite? Do you a least favorite?
If yes, what?
23- What is your dream job? What was it as a child?
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
7- What are your thoughts on religion? Is there an afterlife?
20- What’s your favorite candy? What’s your least favorite?
30~ What's something unexpected that turns you on?
47~ What would be your dream job and why?
17- Have you ever done drugs? Which ones? How often?
Do you shave/trim your pubic hair? For you guys do you shave your balls?
11- List at least 5 things on your bucket list. Have you done any of them already?
1- What was your first impression of me? Has it changed?
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
*** What’s Your Favorite…? ***
32- What's your greatest talent? Can I see it right now?
15- What's your favorite saying? What word or phrase is your least favorite?
How old are you? Male or Female?
11- How about if they like a certain sports team? 12-How about drinking too much?
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
What is your favorite position? Why?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
9- What’s your favorite season and why? What’s your least favorite?
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
83~ How do you feel about Porn?
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
40~ What’s the weirdest place you’ve ever had sex?
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
17- What’s your favorite holiday? What’s your least favorite?
71~ Would you give your partner a hand or foot job? Would you receive one?
19~ Who/when was your first “heartbreak”?
34- Ever been to a concert? What was your favorite? Who would you like to see?
If you lose, are you willing to be their sex slave for a day, (anything goes)?
46~ Have you ever used furniture, or other types of things to aid you while having sex?
29~ What are some things that turn you off? What is your biggest turn off?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
18~ Who/when was your first “crush”?
9- If you could have three wishes, what would they be? Why?
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
41~ Are there moments in your past that you would want to change? Please share 3 of them.
3- What’s your favorite smell? Do you a least favorite?
76~ Have you had a threesome? Care to Share?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
49~ How many times have you been married? Why did they end?
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
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?
Do you watch it? What is your favorite?
Nurse/Patient Celebrity/Fan
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
31- If given a chance to be immortal, would you take it? Why?
Any that are a turn off?
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
What have you learned about me that was new and/or surprising?
12- What’s your favorite food? What’s your least favorite?
Will you kiss after your partner has gone down on you? Swallow or spit semen?
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
That one or two things that made you go hmmmm, OMG or wow!
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?
36~ What is your favorite time of day to have sex/make love?
Would you allow me to clean every part of your body with my soapy hands and fingers?
13- What is the craziest/scariest thing you've ever done?
If YES, was it with 2 men or 2 women? Did you enjoy it?
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
5~ When you first started having sex, was it what you thought it would be?
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
Over time has your thoughts on sex changed?
Please share Did you stop?
7-What do I do in bed that drives you wild? How about, what turns you 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?
18- How often do you drink alcohol? What is your favorite drink?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
Model/Photographer Police/Criminal
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?
Would you do it again, and would you rather 2 females or 2 males?
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
How many partners have you had oral sex with? Who? Care to Share?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
What do you dislike about me? I asked you to be 100% honest.
2- What’s your favorite color? Do you a least favorite?
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
Prisoner/Prison Guard Landlord/Tenant
5- Have you ever been hypnotized? Would you allow yourself to be?
What have you learned about yourself that you did not before this?
Do you have a favorite? Is it ok if your partner does?
9- Is there something you’ve always wanted to ask me but you’re afraid?
60~ How important is oral sex? Do you like receiving? Do you like giving?
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
Can you Deep Throat? Do you like the taste of yourself?
Would you ever want to be woken up with oral and/or intercourse?
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)
Get this wrong and this could mean the end… :-) some funny, some not…
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
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…
I would allow you to do it… What would you do to me?
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
4- For a pet, Cat, dog or other?
12- What is the weirdest thing you've ever eaten?
What is your favorite toy? Ever wanted to try a specific toy?
82~ Do you have any fantasies involving Role-Playing?
11~ Have you ever been caught by your parents or children or others while having sex?
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
Doctor/Nurse Stripper/Client
51~ Are you willing to play adult games with your partner?
22- What is your favorite childhood memory? What is your least favorite?
64~ When was your very first orgasm? When was your first from having sex? Care to share?
48~ Have you ever paid or been paid for sex?
50~ How many children do you have? What are their ages?
8- What are your thoughts on politics?
14- What is an embarrassing moment in your life? How about your most embarrassing?
89~ Do you like taking showers together?
34~ Do you like the lights on or off during sex?
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
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…
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
65~ Describe the best orgasm you’ve ever had? Care to share?
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
92~ Everyone needs a “safe” word. What is yours?
9~ How many times over your lifetime do you think you have had sex so far?
Do you like it when they show and tell you what they want?
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
3- What was the most surprising thing you’ve learned about me throughout our relationship?
62~ Have you used adult toys?
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?
The Ice Breaker Questions
Family Relation Age Play
14- What's your favorite dessert? Do you a least favorite?
29- How superstitious are you?
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
52~ Are you willing to make “those types” of bets with your partner?
67~ Do you like it when your partner moans and/or is vocal during sex?
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
21~ What was the best date you ever went on? What has been the worst?
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
53~ How much can you tell me about the one thing you are most passionate about?
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
Do you think this brought you closer together?
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
Master/Slave Boss/Maid
10- List 5 of your top pet peeves.
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
10- What is your favorite family tradition? What’s your least favorite?
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
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?
Would you read them together?
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
1~ How old were you when you had your first kiss? Who? Care to Share?
28~ What are some things that turn on? What is your biggest turn on?
25~ How do you feel about PDA? (Public Display of Affection)
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?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
61~ How willing would you be to try new sexual positions?
19- What’s your favorite fairytale? What’s your least favorite?
51~ What tends to bring a smile to your face?
You know that I will be 100% truthful, so ask.
Nothing too Serious
Would /have you ever given your partner a lap dance and Striptease?
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
*** Deal Breaker Questions ***
1- What’s your favorite animal? 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?
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
27- What was/ is nickname? Does it have a meaning behind it?
Escort/Client Job Applicant/Hiring Manager
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,
3- What Superhero or Superpower would you want to be/have?
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
What is your view on sex? Meaning, When/Where/ How often/
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
If you win, what will you make them do?