What is the most interesting question you can ask to get to know someone?
11.06.2025 04:30
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
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
Chinese EV Makers Pull Away From Tesla With Sales Gains - Barron's
62~ Have you used adult toys?
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
What do you think is the #1 cause of why relationships nowadays don't seem to last long?
83~ How do you feel about Porn?
2- What’s your favorite color? Do you a least favorite?
17- What’s your favorite holiday? What’s your least favorite?
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…
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
15- What's your favorite saying? What word or phrase is your least favorite?
Why am I sweating so much when I try to do anything?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
10~ How many dates are necessary before you to have sex with someone?
13- What is the craziest/scariest thing you've ever done?
If yes, what?
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?
13- What’s your favorite drink? What’s your least favorite?
Vikings are worried about J.J. McCarthy (if you ignore everything they've said) - The Viking Age
(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…)
Repairman/Lonely Wife Virgin/Experienced
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
Lawsuit says mayor called people who opposed Buc-ee's project 'terrorists' - 9News
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
Would /have you ever given your partner a lap dance and Striptease?
Blood test detects multiple cancer types through cell-free DNA - Medical Xpress
29~ What are some things that turn you off? What is your biggest turn off?
12- What is the weirdest thing you've ever eaten?
Have you ever? Care to Share?
Scientists Spot Mysterious Object in Our Galaxy Pulsing Every 44 Minutes - futurism.com
Prisoner/Prison Guard Landlord/Tenant
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
Why did McLaren hope that the Ferrari pair would pit twice during the Italian Grand Prix?
84~ How do you feel about reading/listening to adult stories?
*** Questions about Relationships/Past ***
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
HIV Drugs Linked to Lower Alzheimer’s Risk - Neuroscience News
Does the thought excite you? Care to share?
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
32- What's your greatest talent? Can I see it right now?
Do you have a favorite? Is it ok if your partner does?
How old are you? Male or Female?
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
8- What are your thoughts on politics?
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
What is your favorite toy? Ever wanted to try a specific toy?
*** Questions About Me ***
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
What’s the longest time you gone without having sex, after, having it? How much time between the others?
60~ How important is oral sex? Do you like receiving? Do you like giving?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
34- Ever been to a concert? What was your favorite? Who would you like to see?
34~ Do you like the lights on or off during sex?
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
36~ What is your favorite time of day to have sex/make love?
38~ Share your most embarrassing sexual memory?
3- Should Pluto still be considered a planet? 4- How about smoking?
36- Do you play video games? What is your favorite? Do you a least favorite?
9- If you could have three wishes, what would they be? Why?
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
18- What’s your favorite way to relax after a long day? What’s your least favorite?
31- If given a chance to be immortal, would you take it? Why?
1~ How old were you when you had your first kiss? Who? Care to Share?
52~ Are you willing to make “those types” of bets with your partner?
16~ Do you believe in “soulmates”? Have you found yours? 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)
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
Any that are a turn off?
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?
What is your favorite position? Why?
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
53~ How much can you tell me about the one thing you are most passionate about?
46~ Have you ever used furniture, or other types of things to aid you while having sex?
Over time has your thoughts on sex changed?
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
You know that I will be 100% truthful, so ask.
Would you mind if your partner watched it? How about together vs alone?
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
What is your view on sex? Meaning, When/Where/ How often/
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
18~ Who/when was your first “crush”?
92~ Have you ever had or have an STD? How many? What was it?
28- What are some things that people do that irritate you?
14- What is an embarrassing moment in your life? How about your most embarrassing?
44~ Care to share something about yourself that no one else knows about you?
How many partners have you had oral sex with? Who? Care to Share?
Master/Slave Boss/Maid
1- What’s your favorite animal? Do you a least favorite?
3- What was the most surprising thing you’ve learned about me throughout our relationship?
89~ Do you like taking showers together?
What have you learned about me that was new and/or surprising?
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
Would you allow me to clean every part of your body with my soapy hands and fingers?
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
Family Relation Age Play
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?
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
27- What was/ is nickname? Does it have a meaning behind it?
65~ Describe the best orgasm you’ve ever had? 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?
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?
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
If you win, what will you make them do?
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?
Will you cheat again? How can, you be sure? Define what cheating is to you.
Do you think this brought you closer together?
29- How superstitious are you?
19- Do/have you smoked? What do you prefer? How often?
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
25~ How do you feel about PDA? (Public Display of Affection)
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
7- What are your thoughts on religion? Is there an afterlife?
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
10- What is your favorite family tradition? What’s your least favorite?
76~ Have you had a threesome? Care to Share?
15~ Have you ever been “in love”? Who? Care to Share?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
13- How about having a certain hair cut/style?
Will you kiss after your partner has gone down on you? Swallow or spit semen?
41~ Are there moments in your past that you would want to change? Please share 3 of them.
39~ What are your love languages?
21- What's your favorite way to spend a weekend or time off?
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
Escort/Client Job Applicant/Hiring Manager
Any that are a turn off?
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
51~ Are you willing to play adult games with your partner?
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?
3- What Superhero or Superpower would you want to be/have?
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
What was the longest? What was the shortest?
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
52~ What are your hobbies?
11- How about if they like a certain sports team? 12-How about drinking too much?
12- What’s your favorite food? What’s your least favorite?
What have you learned about yourself that you did not before this?
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
How many times do you think you have “made love”?
What do you dislike about me? I asked you to be 100% honest.
42~ What’s your biggest regret in life?
*** Deal Breaker Questions ***
22- What is your favorite childhood memory? What is your least favorite?
47~ What would be your dream job and why?
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
18- How often do you drink alcohol? What is your favorite drink?
5- Have you ever been hypnotized? Would you allow yourself to be?
Nothing too Serious
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
7- What’s your favorite book? Do you have a favorite genre? 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?
80~ Share your top three fantasies/desires. (Be detailed) 😊
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
Nurse/Patient Celebrity/Fan
30~ What's something unexpected that turns you on?
4- For a pet, Cat, dog or other?
11~ Have you ever been caught by your parents or children or others while having sex?
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
28~ What are some things that turn on? What is your biggest turn on?
50~ How many children do you have? What are their ages?
Do you watch it? What is your favorite?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
* Give a rating for each one (0-100)
17- Have you ever done drugs? Which ones? How often?
24~ What are your expectations in a relationship? (I know a very big question, take your time)
37- Do you like your name? If you could change it, what would you change it too?
48~ Have you ever paid or been paid for sex?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
5~ When you first started having sex, was it what you thought it would be?
14- What's your favorite dessert? Do you a least favorite?
Please share Did you stop?
I would allow you to do it… What would you do to me?
13~ Is there a difference between, making love, having sex, and fucking?
What would you say to prove to yourself that it was really you?
11- List at least 5 things on your bucket list. Have you done any of them already?
Would you do it again, and would you rather 2 females or 2 males?
6- Do you have dreams? Can you remember them? What do you usually dream about?
70~ Would/do you have/like anal sex?
19~ Who/when was your first “heartbreak”?
If you lose, are you willing to be their sex slave for a day, (anything goes)?
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
8- What's your favorite flavor of ice cream? Do you a least favorite?
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
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?
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
51~ What tends to bring a smile to your face?
10- List 5 of your top pet peeves.
That one or two things that made you go hmmmm, OMG or wow!
Teacher/Student Stranger/One Night Stand
54~ Would you ever go skinny dipping 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…
61~ How willing would you be to try new sexual positions?
Would you read them together?
26~ What side of the bed do you sleep on?
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
33- Beach or Mountains? Or is there another place to like better?
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…
40~ What’s the weirdest place you’ve ever had sex?
92~ Everyone needs a “safe” word. What is yours?
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
20- What’s your favorite candy? What’s your least favorite?
15- What bad habit do you wish you could quit? Do you have any addictions?
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
Get this wrong and this could mean the end… :-) some funny, some not…
*** What’s Your Favorite…? ***
82~ Do you have any fantasies involving Role-Playing?
If YES, was it with 2 men or 2 women? Did you enjoy it?
Do you shave/trim your pubic hair? For you guys do you shave your balls?
7-What do I do in bed that drives you wild? How about, what turns you off?
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
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?
7- What if a person smells a certain way? 8- How about smoking?
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
Doctor/Nurse Stripper/Client
49~ If you could, would you want to be the opposite sex for a day, week, or year?
71~ Would you give your partner a hand or foot job? Would you receive one?
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
Can you Deep Throat? Do you like the taste of yourself?
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
49~ How many times have you been married? Why did they end?
45~ How do you feel about me blindfolding you? How about blindfolding me?
33- If you could visit any time period, when would you pick? Please explain why?
1- What was your first impression of me? Has it changed?
19- What’s your favorite fairytale? What’s your least favorite?
If NO, would you ever have one? Would it be with 2 men or 2 women?
Model/Photographer Police/Criminal
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
48~ Do you have any siblings? Are you close to your family?
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
The Ice Breaker Questions
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
*** Random Questions ***
21~ What was the best date you ever went on? What has been the worst?
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?
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
67~ Do you like it when your partner moans and/or is vocal during sex?
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
23- What is your dream job? What was it as a child?
3- What’s your favorite smell? Do you a least favorite?
9~ How many times over your lifetime do you think you have had sex so far?
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?
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?
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?
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
9- Is there something you’ve always wanted to ask me but you’re afraid?
81~ Do you have any kinks and/or fetishes?
11- What's your favorite restaurant? What’s your least favorite?
If you say it, I will stop, and we can talk about it when you are ready.
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,
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?