What is the most interesting question you can ask to get to know someone?
13.06.2025 04:13
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
Would you allow me to clean every part of your body with my soapy hands and fingers?
What was the longest? What was the shortest?
What are some sad truths about life?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
34- Ever been to a concert? What was your favorite? Who would you like to see?
17- What’s your favorite holiday? What’s your least favorite?
Artificial Intelligence Is Unlocking the Secrets of Black Holes - WIRED
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
15- What bad habit do you wish you could quit? Do you have any addictions?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
Is it possible for the AfD to ever win the chancellorship in Germany?
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?
89~ Do you like taking showers together?
Get this wrong and this could mean the end… :-) some funny, some not…
Why would a person always be so tired?
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
22- What is your favorite childhood memory? What is your least favorite?
84~ How do you feel about reading/listening to adult stories?
What are some ways to drive women crazy while many men don't know?
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
Escort/Client Job Applicant/Hiring Manager
*** Random Questions ***
11- How about if they like a certain sports team? 12-How about drinking too much?
Does the thought excite you? Care to share?
52~ Are you willing to make “those types” of bets with your partner?
When Kundalini is awakened accidentally, what can be done?
18- How often do you drink alcohol? What is your favorite drink?
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
*** What’s Your Favorite…? ***
Why do I want to suck cock tonight?
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
Teacher/Student Stranger/One Night Stand
10- List 5 of your top pet peeves.
Why did you choose not to join Mensa?
22- Do you have any birth marks? How about scars? Care to share how you got them?
21- What's your favorite way to spend a weekend or time off?
That one or two things that made you go hmmmm, OMG or wow!
Can the effects of hormone replacement therapy (HRT) be reversed?
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
13- What’s your favorite drink? What’s your least favorite?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
Will you share your wife? Can she take both of us at the same time?
40~ What’s the weirdest place you’ve ever had sex?
3- What’s your favorite smell? Do you a least favorite?
81~ Do you have any kinks and/or fetishes?
19- What’s your favorite fairytale? What’s your least favorite?
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
28- What are some things that people do that irritate you?
Would you mind if your partner watched it? How about together vs alone?
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…
4- For a pet, Cat, dog or other?
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
29- How superstitious are you?
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?
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
Nurse/Patient Celebrity/Fan
92~ Have you ever had or have an STD? How many? What was it?
9~ How many times over your lifetime do you think you have had sex so far?
6- Do you have dreams? Can you remember them? What do you usually dream about?
32- What's your greatest talent? Can I see it right now?
Would you ever want to be woken up with oral and/or intercourse?
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
13- What is the craziest/scariest thing you've ever done?
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
Do you shave/trim your pubic hair? For you guys do you shave your balls?
What is your favorite toy? Ever wanted to try a specific toy?
46~ Have you ever used furniture, or other types of things to aid you while having sex?
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
23- What is your dream job? What was it as a child?
Do you watch it? What is your favorite?
52~ What are your hobbies?
13- How about having a certain hair cut/style?
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
Model/Photographer Police/Criminal
76~ Have you had a threesome? Care to Share?
30~ What's something unexpected that turns you on?
34~ Do you like the lights on or off during sex?
1~ How old were you when you had your first kiss? Who? Care to Share?
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?
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
How many times do you think you have “made love”?
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
Master/Slave Boss/Maid
22~ What is the best pickup line anyone has ever used on you? What was the worst?
Would you read them together?
Prisoner/Prison Guard Landlord/Tenant
Do you like it when they show and tell you what they want?
36- Do you play video games? What is your favorite? Do you a least favorite?
21~ What was the best date you ever went on? What has been the worst?
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
24~ What are your expectations in a relationship? (I know a very big question, take your time)
If YES, was it with 2 men or 2 women? Did you enjoy it?
47~ What would be your dream job and why?
64~ When was your very first orgasm? When was your first from having sex? Care to share?
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
How old are you? Male or Female?
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
33- If you could visit any time period, when would you pick? Please explain why?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
31- If given a chance to be immortal, would you take it? Why?
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
Do you have a favorite? Is it ok if your partner does?
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
What is your view on sex? Meaning, When/Where/ How often/
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
Would you do it again, and would you rather 2 females or 2 males?
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
If you say it, I will stop, and we can talk about it when you are ready.
49~ How many times have you been married? Why did they end?
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
27- What was/ is nickname? Does it have a meaning behind it?
19- Do/have you smoked? What do you prefer? How often?
82~ Do you have any fantasies involving Role-Playing?
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,
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
3- Should Pluto still be considered a planet? 4- How about smoking?
*** Questions about Relationships/Past ***
Would /have you ever given your partner a lap dance and Striptease?
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
25~ How do you feel about PDA? (Public Display of Affection)
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
8- What are your thoughts on politics?
15- What's your favorite saying? What word or phrase is your least favorite?
60~ How important is oral sex? Do you like receiving? Do you like giving?
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
Any that are a turn off?
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
80~ Share your top three fantasies/desires. (Be detailed) 😊
1- What was your first impression of me? Has it changed?
If you lose, are you willing to be their sex slave for a day, (anything goes)?
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
13~ Is there a difference between, making love, having sex, and fucking?
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
44~ Care to share something about yourself that no one else knows about 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?
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
14- What is an embarrassing moment in your life? How about your most embarrassing?
The Ice Breaker Questions
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
42~ What’s your biggest regret in life?
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
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)
14- What's your favorite dessert? Do you a least favorite?
62~ Have you used adult toys?
5~ When you first started having sex, was it what you thought it would be?
28~ What are some things that turn on? What is your biggest turn on?
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
How well do you know me? And some of your thoughts about me
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?
2- What’s your favorite color? Do you a least favorite?
48~ Have you ever paid or been paid for sex?
8- What's your favorite flavor of ice cream? Do you a least favorite?
Over time has your thoughts on sex changed?
If NO, would you ever have one? Would it be with 2 men or 2 women?
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
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?
I would allow you to do it… What would you do to me?
19~ Who/when was your first “heartbreak”?
26~ What side of the bed do you sleep on?
Repairman/Lonely Wife Virgin/Experienced
29~ What are some things that turn you off? What is your biggest turn off?
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?
Family Relation Age Play
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.
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
What would you say to prove to yourself that it was really you?
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
61~ How willing would you be to try new sexual positions?
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
49~ If you could, would you want to be the opposite sex for a day, week, or year?
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
33- Beach or Mountains? Or is there another place to like better?
(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…)
70~ Would/do you have/like anal sex?
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?
Can you Deep Throat? Do you like the taste of yourself?
67~ Do you like it when your partner moans and/or is vocal during sex?
3- What Superhero or Superpower would you want to be/have?
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
What do you dislike about me? I asked you to be 100% honest.
*** Deal Breaker Questions ***
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
50~ How many children do you have? What are their ages?
51~ Are you willing to play adult games with your partner?
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?
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?
39~ What are your love languages?
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
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?
Nothing too Serious
Please share Did you stop?
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
What’s the longest time you gone without having sex, after, having it? How much time between the others?
18- What’s your favorite way to relax after a long day? What’s your least favorite?
17- Have you ever done drugs? Which ones? How often?
83~ How do you feel about Porn?
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
10- What is your favorite family tradition? 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?
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…
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
51~ What tends to bring a smile to your face?
Do you like the “69” position? Do you prefer to be on top or bottom?
What is your favorite position? Why?
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
3- What was the most surprising thing you’ve learned about me throughout our relationship?
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
71~ Would you give your partner a hand or foot job? Would you receive one?
Any that are a turn off?
53~ How much can you tell me about the one thing you are most passionate about?
*** Questions About Me ***
Doctor/Nurse Stripper/Client
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
15~ Have you ever been “in love”? Who? Care to Share?
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
11~ Have you ever been caught by your parents or children or others while having sex?
* Give a rating for each one (0-100)
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
What have you learned about yourself that you did not before this?
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
65~ Describe the best orgasm you’ve ever had? Care to share?
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
7- What if a person smells a certain way? 8- How about smoking?
48~ Do you have any siblings? Are you close to your family?
Will you kiss after your partner has gone down on you? Swallow or spit semen?
1- What’s your favorite animal? Do you a least favorite?
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
18~ Who/when was your first “crush”?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
92~ Everyone needs a “safe” word. What is yours?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
Have you ever? Care to Share?
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
38~ Share your most embarrassing sexual memory?
41~ Are there moments in your past that you would want to change? Please share 3 of them.
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
42~ Ever been spanked during sex? Did you like it? Would you like me to do 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?
11- What's your favorite restaurant? What’s your least favorite?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
45~ How do you feel about me blindfolding you? How about blindfolding me?
12- What’s your favorite food? What’s your least favorite?
20- What’s your favorite candy? What’s your least favorite?
What have you learned about me that was new and/or surprising?
If you win, what will you make them do?
7- What are your thoughts on religion? Is there an afterlife?
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
Do you think this brought you closer together?
9- What’s your favorite season and why? What’s your least favorite?
You know that I will be 100% truthful, so ask.
10~ How many dates are necessary before you to have sex with someone?
How many partners have you had oral sex with? Who? Care to Share?
12- What is the weirdest thing you've ever eaten?
9- If you could have three wishes, what would they be? Why?
11- List at least 5 things on your bucket list. Have you done any of them already?
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
If yes, what?
7-What do I do in bed that drives you wild? How about, what turns you off?
36~ What is your favorite time of day to have sex/make love?
37- Do you like your name? If you could change it, what would you change it too?
9- Is there something you’ve always wanted to ask me but you’re afraid?