What is the most interesting question you can ask to get to know someone?
14.06.2025 06:52
53~ How much can you tell me about the one thing you are most passionate about?
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
28- What are some things that people do that irritate you?
Is the 4B movement's aggressiveness against men for seeing women as mantelpieces valid?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
18- What’s your favorite way to relax after a long day? What’s your least favorite?
49~ How many times have you been married? Why did they end?
Why are people with Asperger syndrome unenthusiastic?
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
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)
Will you kiss after your partner has gone down on you? Swallow or spit semen?
Do you shave/trim your pubic hair? For you guys do you shave your balls?
52~ What are your hobbies?
Why do old men think young women and girls would want them over guys their own age?
Master/Slave Boss/Maid
13- What’s your favorite drink? What’s your least favorite?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
What misfortune led to an important discovery?
Do you think this brought you closer together?
*** Questions about Relationships/Past ***
*** Random Questions ***
What movies have not aged well?
Will you cheat again? How can, you be sure? Define what cheating is to you.
19- What’s your favorite fairytale? What’s your least favorite?
36~ What is your favorite time of day to have sex/make love?
Watch These Intel Price Levels After Stock Surged 8% Tuesday to Lead S&P 500 Gainers - Investopedia
What’s the longest time you gone without having sex, after, having it? How much time between the others?
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
How old are you? Male or Female?
13- What is the craziest/scariest thing you've ever done?
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
Nurse/Patient Celebrity/Fan
How can a hacker damage me, realistically?
38~ Share your most embarrassing sexual memory?
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
Is there anything wrong with me because I'm still single?
How well do you know me? And some of your thoughts about me
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
Family Relation Age Play
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
How did you respond to, "Why do you love me"?
15- What's your favorite saying? What word or phrase is your least favorite?
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
11~ Have you ever been caught by your parents or children or others while having sex?
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
10- List 5 of your top pet peeves.
1- What was your first impression of me? Has it changed?
Teacher/Student Stranger/One Night Stand
Over time has your thoughts on sex changed?
Would /have you ever given your partner a lap dance and Striptease?
3- Should Pluto still be considered a planet? 4- How about smoking?
*** Deal Breaker Questions ***
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
Please share Did you stop?
Do you watch it? What is your favorite?
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?
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
(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…)
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?
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…
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
45~ How do you feel about me blindfolding you? How about blindfolding me?
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
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?
What have you learned about yourself that you did not before this?
20- What’s your favorite candy? What’s your least favorite?
37- Do you like your name? If you could change it, what would you change it too?
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
21- What's your favorite way to spend a weekend or time off?
How many partners have you had oral sex with? Who? Care to Share?
52~ Are you willing to make “those types” of bets with your partner?
Would you ever want to be woken up with oral and/or intercourse?
11- How about if they like a certain sports team? 12-How about drinking too much?
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
33- Beach or Mountains? Or is there another place to like better?
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?
48~ Have you ever paid or been paid for sex?
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
27- What was/ is nickname? Does it have a meaning behind it?
Would you mind if your partner watched it? How about together vs alone?
29- How superstitious are you?
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
67~ Do you like it when your partner moans and/or is vocal during sex?
You know that I will be 100% truthful, so ask.
Model/Photographer Police/Criminal
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
92~ Everyone needs a “safe” word. What is yours?
* Give a rating for each one (0-100)
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
92~ Have you ever had or have an STD? How many? What was it?
19- Do/have you smoked? What do you prefer? How often?
33- If you could visit any time period, when would you pick? Please explain why?
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
7- What if a person smells a certain way? 8- How about smoking?
5- Have you ever been hypnotized? Would you allow yourself to be?
Do you like the “69” position? Do you prefer to be on top or bottom?
3- What was the most surprising thing you’ve learned about me throughout our relationship?
10~ How many dates are necessary before you to have sex with someone?
44~ Care to share something about yourself that no one else knows about you?
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
70~ Would/do you have/like anal sex?
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?
46~ Have you ever used furniture, or other types of things to aid you while having sex?
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
What is your favorite position? Why?
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
32- What's your greatest talent? Can I see it right now?
4- For a pet, Cat, dog or other?
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
29~ What are some things that turn you off? What is your biggest turn off?
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
13- How about having a certain hair cut/style?
Do you like it when they show and tell you what they want?
80~ Share your top three fantasies/desires. (Be detailed) 😊
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
30~ What's something unexpected that turns you on?
23- What is your dream job? What was it as a child?
22- Do you have any birth marks? How about scars? Care to share how you got them?
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
7-What do I do in bed that drives you wild? How about, what turns you off?
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?
12- What is the weirdest thing you've ever eaten?
14- What is an embarrassing moment in your life? How about your most embarrassing?
65~ Describe the best orgasm you’ve ever had? Care to share?
That one or two things that made you go hmmmm, OMG or wow!
11- List at least 5 things on your bucket list. Have you done any of them already?
51~ Are you willing to play adult games with your partner?
Nothing too Serious
If yes, what?
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
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?
*** What’s Your Favorite…? ***
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 YES, was it with 2 men or 2 women? Did you enjoy it?
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
84~ How do you feel about reading/listening to adult stories?
6- Do you have dreams? Can you remember them? What do you usually dream about?
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
1- What’s your favorite animal? Do you a least favorite?
Escort/Client Job Applicant/Hiring Manager
37~ What is the biggest age gap between you and one of your sexual partners? Who? 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.
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
What have you learned about me that was new and/or surprising?
18~ Who/when was your first “crush”?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
Would you do it again, and would you rather 2 females or 2 males?
Does the thought excite you? Care to share?
What is your view on sex? Meaning, When/Where/ How often/
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?
25~ How do you feel about PDA? (Public Display of Affection)
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
What do you dislike about me? I asked you to be 100% honest.
17- Have you ever done drugs? Which ones? How often?
If you lose, are you willing to be their sex slave for a day, (anything goes)?
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
89~ Do you like taking showers together?
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
Any that are a turn off?
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,
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?
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
62~ Have you used adult toys?
8- What are your thoughts on politics?
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
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?
21~ What was the best date you ever went on? What has been the worst?
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
I would allow you to do it… What would you do to me?
39~ What are your love languages?
42~ What’s your biggest regret in life?
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
Doctor/Nurse Stripper/Client
Get this wrong and this could mean the end… :-) some funny, some not…
34- Ever been to a concert? What was your favorite? Who would you like to see?
9- What’s your favorite season and why? What’s your least favorite?
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
If you win, what will you make them do?
18- How often do you drink alcohol? What is your favorite drink?
What would you say to prove to yourself that it was really you?
31- If given a chance to be immortal, would you take it? Why?
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?
26~ What side of the bed do you sleep on?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
47~ What would be your dream job and why?
71~ Would you give your partner a hand or foot job? Would you receive one?
8- What's your favorite flavor of ice cream? Do you a least favorite?
49~ If you could, would you want to be the opposite sex for a day, week, or year?
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
Would you read them together?
9- Is there something you’ve always wanted to ask me but you’re afraid?
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…
2- What’s your favorite color? Do you a least favorite?
Repairman/Lonely Wife Virgin/Experienced
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
82~ Do you have any fantasies involving Role-Playing?
If NO, would you ever have one? Would it be with 2 men or 2 women?
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
34~ Do you like the lights on or off during sex?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
Would you allow me to clean every part of your body with my soapy hands and fingers?
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
*** Questions About Me ***
15- What bad habit do you wish you could quit? Do you have any addictions?
Any that are a turn off?
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
9~ How many times over your lifetime do you think you have had sex so far?
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
How many times do you think you have “made love”?
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
3- What Superhero or Superpower would you want to be/have?
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
81~ Do you have any kinks and/or fetishes?
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
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.
Do you have a favorite? Is it ok if your partner does?
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
1~ How old were you when you had your first kiss? Who? Care to Share?
How about if they talk dirty and/or call you names?
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
24~ What are your expectations in a relationship? (I know a very big question, take your time)
7- What are your thoughts on religion? Is there an afterlife?
51~ What tends to bring a smile to your face?
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
83~ How do you feel about Porn?
36- Do you play video games? What is your favorite? Do you a least favorite?
41~ Are there moments in your past that you would want to change? Please share 3 of them.
13~ Is there a difference between, making love, having sex, and fucking?
The Ice Breaker Questions
17- What’s your favorite holiday? What’s your least favorite?
61~ How willing would you be to try new sexual positions?
Prisoner/Prison Guard Landlord/Tenant
12- What’s your favorite food? What’s your least favorite?
15~ Have you ever been “in love”? Who? Care to Share?
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
5~ When you first started having sex, was it what you thought it would be?
Can you Deep Throat? Do you like the taste of yourself?
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
19~ Who/when was your first “heartbreak”?
48~ Do you have any siblings? Are you close to your family?
76~ Have you had a threesome? Care to Share?
14- What's your favorite dessert? Do you a least favorite?
What is your favorite toy? Ever wanted to try a specific toy?
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
10- What is your favorite family tradition? What’s your least favorite?
Have you ever? Care to Share?
60~ How important is oral sex? Do you like receiving? Do you like giving?
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
50~ How many children do you have? What are their ages?
11- What's your favorite restaurant? What’s your least favorite?
28~ What are some things that turn on? What is your biggest turn on?
3- What’s your favorite smell? Do you a least favorite?
40~ What’s the weirdest place you’ve ever had sex?
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
9- If you could have three wishes, what would they be? Why?