What is the most interesting question you can ask to get to know someone?
15.06.2025 01:03
37- Do you like your name? If you could change it, what would you change it too?
Do you have a favorite? Is it ok if your partner does?
38~ Share your most embarrassing sexual memory?
How do I seduce a maid for sex?
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
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…
13~ Is there a difference between, making love, having sex, and fucking?
Do you enjoy cheating on your spouse? If so, why?
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
3- What’s your favorite smell? Do you a least favorite?
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
If NO, would you ever have one? Would it be with 2 men or 2 women?
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
When writing a novel, how can a character be developed well, but QUICKLY?
How old are you? Male or Female?
14- What's your favorite dessert? Do you a least favorite?
You know that I will be 100% truthful, so ask.
What was your worst experience while living with roommates?
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
34~ Do you like the lights on or off during sex?
42~ What’s your biggest regret in life?
Repairman/Lonely Wife Virgin/Experienced
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
Why am I not getting any atheists to debate with? Are they scared?
8- What are your thoughts on politics?
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
13- What’s your favorite drink? What’s your least favorite?
Does CloudFlare protect blackhat sites from DDOS attacks?
Please share Did you stop?
14- What is an embarrassing moment in your life? How about your most embarrassing?
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
Who writes and reads novels nowadays?
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
Has a psychic ever made a crazy prediction that turned out to be true?
Master/Slave Boss/Maid
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)
28~ What are some things that turn on? What is your biggest turn on?
I have BPD. Why do I destroy everyone I love?
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~ When you first started having sex, was it what you thought it would be?
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
Scientists find proof that birds nested in the Arctic alongside dinosaurs - Earth.com
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
64~ When was your very first orgasm? When was your first from having sex? Care to share?
3- What Superhero or Superpower would you want to be/have?
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
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?
2- What’s your favorite color? Do you a least favorite?
If yes, what?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
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?
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? 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?
89~ Do you like taking showers together?
9- Is there something you’ve always wanted to ask me but you’re afraid?
49~ How many times have you been married? Why did they end?
22- Do you have any birth marks? How about scars? Care to share how you got them?
Do you watch it? What is your favorite?
If you lose, are you willing to be their sex slave for a day, (anything goes)?
* Give a rating for each one (0-100)
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
9- If you could have three wishes, what would they be? Why?
Would you mind if your partner watched it? How about together vs alone?
*** Questions about Relationships/Past ***
26~ What side of the bed do you sleep on?
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
47~ What would be your dream job and why?
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
10- What is your favorite family tradition? What’s your least favorite?
11~ Have you ever been caught by your parents or children or others while having sex?
48~ Do you have any siblings? Are you close to your family?
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
44~ Care to share something about yourself that no one else knows about you?
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
36~ What is your favorite time of day to have sex/make love?
33- If you could visit any time period, when would you pick? Please explain why?
That one or two things that made you go hmmmm, OMG or wow!
65~ Describe the best orgasm you’ve ever had? Care to share?
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
28- What are some things that people do that irritate you?
*** Deal Breaker Questions ***
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
17- What’s your favorite holiday? What’s your least favorite?
Do you think this brought you closer together?
15~ Have you ever been “in love”? Who? Care to Share?
23- What is your dream job? What was it as a child?
17- Have you ever done drugs? Which ones? How often?
4- For a pet, Cat, dog or other?
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
53~ How much can you tell me about the one thing you are most passionate about?
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
3- Should Pluto still be considered a planet? 4- How about smoking?
10- List 5 of your top pet peeves.
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
20- What’s your favorite candy? What’s your least favorite?
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
8- What's your favorite flavor of ice cream? Do you a least favorite?
If YES, was it with 2 men or 2 women? Did you enjoy it?
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
18- How often do you drink alcohol? What is your favorite drink?
Will you cheat again? How can, you be sure? Define what cheating is to you.
82~ Do you have any fantasies involving Role-Playing?
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
76~ Have you had a threesome? 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?
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…
15- What bad habit do you wish you could quit? Do you have any addictions?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
*** Questions About Me ***
What was the longest? What was the shortest?
48~ Have you ever paid or been paid for sex?
7-What do I do in bed that drives you wild? How about, what turns you off?
22- What is your favorite childhood memory? What is your least favorite?
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
Would /have you ever given your partner a lap dance and Striptease?
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
51~ Are you willing to play adult games with your partner?
29- How superstitious are you?
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
84~ How do you feel about reading/listening to adult stories?
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?
9- What’s your favorite season and why? What’s your least favorite?
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
Model/Photographer Police/Criminal
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
Can you Deep Throat? Do you like the taste of yourself?
3- What was the most surprising thing you’ve learned about me throughout our relationship?
29~ What are some things that turn you off? What is your biggest turn off?
13- How about having a certain hair cut/style?
*** Random Questions ***
31- If given a chance to be immortal, would you take it? Why?
Have you ever? 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?
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
If you win, what will you make them do?
19- Do/have you smoked? What do you prefer? How often?
80~ Share your top three fantasies/desires. (Be detailed) 😊
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
15- What's your favorite saying? What word or phrase is your least favorite?
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
*** What’s Your Favorite…? ***
7- What if a person smells a certain way? 8- How about smoking?
How well do you know me? And some of your thoughts about me
19- What’s your favorite fairytale? What’s your least favorite?
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
Would you allow me to clean every part of your body with my soapy hands and fingers?
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?
21- What's your favorite way to spend a weekend or time off?
Would you read them together?
If you say it, I will stop, and we can talk about it when you are ready.
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?
Get this wrong and this could mean the end… :-) some funny, some not…
Do you like it when they show and tell you what they want?
What is your favorite toy? Ever wanted to try a specific toy?
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?
33- Beach or Mountains? Or is there another place to like better?
Any that are a turn off?
How many partners have you had oral sex with? Who? Care to Share?
83~ How do you feel about Porn?
18- What’s your favorite way to relax after a long day? What’s your least favorite?
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
6- Do you have dreams? Can you remember them? What do you usually dream about?
7- What are your thoughts on religion? Is there an afterlife?
92~ Have you ever had or have an STD? How many? What was it?
Do you like the “69” position? Do you prefer to be on top or bottom?
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
The Ice Breaker Questions
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
What would you say to prove to yourself that it was really you?
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
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?
12- What’s your favorite food? What’s your least favorite?
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
9~ How many times over your lifetime do you think you have had sex so far?
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
12- What is the weirdest thing you've ever eaten?
10~ How many dates are necessary before you to have sex with someone?
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
51~ What tends to bring a smile to your face?
Teacher/Student Stranger/One Night Stand
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
Will you kiss after your partner has gone down on you? Swallow or spit semen?
How about if they talk dirty and/or call you names?
What have you learned about me that was new and/or surprising?
18~ Who/when was your first “crush”?
39~ What are your love languages?
Escort/Client Job Applicant/Hiring Manager
1~ How old were you when you had your first kiss? Who? Care to Share?
25~ How do you feel about PDA? (Public Display of Affection)
34- Ever been to a concert? What was your favorite? Who would you like to see?
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,
62~ Have you used adult toys?
81~ Do you have any kinks and/or fetishes?
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
41~ Are there moments in your past that you would want to change? Please share 3 of them.
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
70~ Would/do you have/like anal sex?
Does the thought excite you? Care to share?
What do you dislike about me? I asked you to be 100% honest.
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
Doctor/Nurse Stripper/Client
52~ Are you willing to make “those types” of bets with your partner?
Would you do it again, and would you rather 2 females or 2 males?
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
61~ How willing would you be to try new sexual positions?
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
Do you shave/trim your pubic hair? For you guys do you shave your balls?
92~ Everyone needs a “safe” word. What is yours?
11- List at least 5 things on your bucket list. Have you done any of them already?
What is your favorite position? Why?
1- What was your first impression of me? Has it changed?
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
Family Relation Age Play
11- How about if they like a certain sports team? 12-How about drinking too much?
21~ What was the best date you ever went on? What has been the worst?
11- What's your favorite restaurant? What’s your least favorite?
52~ What are your hobbies?
24~ What are your expectations in a relationship? (I know a very big question, take your time)
30~ What's something unexpected that turns you on?
Nurse/Patient Celebrity/Fan
36- Do you play video games? What is your favorite? 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?
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?
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
What is your view on sex? Meaning, When/Where/ How often/
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?
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
45~ How do you feel about me blindfolding you? How about blindfolding me?
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
What’s the longest time you gone without having sex, after, having it? How much time between the others?
19~ Who/when was your first “heartbreak”?
Prisoner/Prison Guard Landlord/Tenant
I would allow you to do it… What would you do to me?
67~ Do you like it when your partner moans and/or is vocal during sex?
5- Have you ever been hypnotized? Would you allow yourself to be?
How many times do you think you have “made love”?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
71~ Would you give your partner a hand or foot job? Would you receive one?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
Would you ever want to be woken up with oral and/or intercourse?
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
27- What was/ is nickname? Does it have a meaning behind it?
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
46~ Have you ever used furniture, or other types of things to aid you while having sex?
32- What's your greatest talent? Can I see it right now?
60~ How important is oral sex? Do you like receiving? Do you like giving?
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
Any that are a turn off?
Nothing too Serious
Over time has your thoughts on sex changed?
(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…)
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
What have you learned about yourself that you did not before this?
13- What is the craziest/scariest thing you've ever done?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
49~ If you could, would you want to be the opposite sex for a day, week, or year?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
50~ How many children do you have? What are their ages?