What is the most interesting question you can ask to get to know someone?
15.06.2025 01:26
If you win, what will you make them do?
3- What was the most surprising thing you’ve learned about me throughout our relationship?
52~ What are your hobbies?
Why do women wear less clothes compared to men?
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
What do you like about McDonald's?
3- Should Pluto still be considered a planet? 4- How about smoking?
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
31- If given a chance to be immortal, would you take it? Why?
What do you typically do while on meth?
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
38~ Share your most embarrassing sexual memory?
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
What would you do if you found out that someone had broken into your home while you were sleeping?
64~ When was your very first orgasm? When was your first from having sex? Care to share?
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
14- What is an embarrassing moment in your life? How about your most embarrassing?
What would you say to prove to yourself that it was really you?
Do you watch it? What is your favorite?
10~ How many dates are necessary before you to have sex with someone?
Have you ever lied to your family? What were the circumstances?
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?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
Does Taylor Swift actually play the guitar, or is it a prop?
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?
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
🌿🌻Why are Meghan and Harry not treated like royalty in the United States anymore?
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
28- What are some things that people do that irritate you?
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
Do you think Japan will have same-sex marriage by 2030?
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
22- What is your favorite childhood memory? What is your least favorite?
14- What's your favorite dessert? Do you a least favorite?
Can you turn 150 pages into a 5 minute presentation before a meeting?
50~ How many children do you have? What are their ages?
Will you kiss after your partner has gone down on you? Swallow or spit semen?
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
45~ How do you feel about me blindfolding you? How about blindfolding me?
52~ Are you willing to make “those types” of bets with your partner?
*** Questions about Relationships/Past ***
92~ Have you ever had or have an STD? How many? What was it?
29- How superstitious are you?
32- What's your greatest talent? Can I see it right now?
4- For a pet, Cat, dog or other?
Get this wrong and this could mean the end… :-) some funny, some not…
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
34~ Do you like the lights on or off during sex?
10- What is your favorite family tradition? What’s your least favorite?
18~ Who/when was your first “crush”?
10- List 5 of your top pet peeves.
Do you shave/trim your pubic hair? For you guys do you shave your balls?
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
Would you ever want to be woken up with oral and/or intercourse?
22- Do you have any birth marks? How about scars? Care to share how you got them?
23- What is your dream job? What was it as a child?
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
5- Have you ever been hypnotized? Would you allow yourself to be?
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
Doctor/Nurse Stripper/Client
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?
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
36- Do you play video games? What is your favorite? Do you a least favorite?
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
Does the thought excite you? Care to share?
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
41~ Are there moments in your past that you would want to change? Please share 3 of them.
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
Family Relation Age Play
If you say it, I will stop, and we can talk about it when you are ready.
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
60~ How important is oral sex? Do you like receiving? Do you like giving?
37- Do you like your name? If you could change it, what would you change it too?
Any that are a turn off?
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
19- Do/have you smoked? What do you prefer? How often?
Do you think this brought you closer together?
80~ Share your top three fantasies/desires. (Be detailed) 😊
44~ Care to share something about yourself that no one else knows about you?
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
Nurse/Patient Celebrity/Fan
81~ Do you have any kinks and/or fetishes?
3- What Superhero or Superpower would you want to be/have?
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…
7-What do I do in bed that drives you wild? How about, what turns you off?
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
42~ What’s your biggest regret in life?
19- What’s your favorite fairytale? What’s your least favorite?
I would allow you to do it… What would you do to me?
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
Master/Slave Boss/Maid
82~ Do you have any fantasies involving Role-Playing?
84~ How do you feel about reading/listening to adult stories?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
* Give a rating for each one (0-100)
65~ Describe the best orgasm you’ve ever had? Care to share?
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?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
49~ If you could, would you want to be the opposite sex for a day, week, or year?
12- What is the weirdest thing you've ever eaten?
48~ Do you have any siblings? Are you close to your family?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
Any that are a turn off?
Do you like the “69” position? Do you prefer to be on top or bottom?
11- What's your favorite restaurant? What’s your least favorite?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
40~ What’s the weirdest place you’ve ever had sex?
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
24~ What are your expectations in a relationship? (I know a very big question, take your time)
9- If you could have three wishes, what would they be? Why?
67~ Do you like it when your partner moans and/or is vocal during sex?
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
Will you cheat again? How can, you be sure? Define what cheating is to you.
What’s the longest time you gone without having sex, after, having it? How much time between the others?
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
33- Beach or Mountains? Or is there another place to like better?
How about if they talk dirty and/or call you names?
Do you have a favorite? Is it ok if your partner does?
If YES, was it with 2 men or 2 women? Did you enjoy it?
*** Questions About Me ***
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
15- What bad habit do you wish you could quit? Do you have any addictions?
Teacher/Student Stranger/One Night Stand
18- How often do you drink alcohol? What is your favorite drink?
Have you ever? Care to Share?
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…
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
Would you mind if your partner watched it? How about together vs alone?
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
Nothing too Serious
11~ Have you ever been caught by your parents or children or others while having sex?
1- What was your first impression of me? Has it changed?
How many times do you think you have “made love”?
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?
Model/Photographer Police/Criminal
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?
61~ How willing would you be to try new sexual positions?
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
21~ What was the best date you ever went on? What has been the worst?
34- Ever been to a concert? What was your favorite? Who would you like to see?
71~ Would you give your partner a hand or foot job? Would you receive one?
1- What’s your favorite animal? Do you a least favorite?
*** Random Questions ***
9~ How many times over your lifetime do you think you have had sex so far?
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?
What is your view on sex? Meaning, When/Where/ How often/
Can you Deep Throat? Do you like the taste of yourself?
15~ Have you ever been “in love”? Who? Care to Share?
6- Do you have dreams? Can you remember them? What do you usually dream about?
*** Deal Breaker Questions ***
27- What was/ is nickname? Does it have a meaning behind it?
46~ Have you ever used furniture, or other types of things to aid you while having sex?
70~ Would/do you have/like anal sex?
9- What’s your favorite season and why? What’s your least favorite?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
Would you allow me to clean every part of your body with my soapy hands and fingers?
89~ Do you like taking showers together?
How many partners have you had oral sex with? Who? Care to Share?
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
13- What’s your favorite drink? What’s your least favorite?
17- What’s your favorite holiday? What’s your least favorite?
13- How about having a certain hair cut/style?
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
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?
Prisoner/Prison Guard Landlord/Tenant
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
12- What’s your favorite food? What’s your least favorite?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
How well do you know me? And some of your thoughts about me
15- What's your favorite saying? What word or phrase is your least favorite?
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
26~ What side of the bed do you sleep on?
If NO, would you ever have one? Would it be with 2 men or 2 women?
20- What’s your favorite candy? What’s your least favorite?
(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…)
How old are you? Male or Female?
11- List at least 5 things on your bucket list. Have you done any of them already?
30~ What's something unexpected that turns you on?
47~ What would be your dream job and why?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
Would you read them together?
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
You know that I will be 100% truthful, so ask.
Would you do it again, and would you rather 2 females or 2 males?
48~ Have you ever paid or been paid for sex?
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
18- What’s your favorite way to relax after a long day? What’s your least favorite?
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
Do you like it when they show and tell you what they want?
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
That one or two things that made you go hmmmm, OMG or wow!
17- Have you ever done drugs? Which ones? How often?
What have you learned about yourself that you did not before this?
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
62~ Have you used adult toys?
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
33- If you could visit any time period, when would you pick? Please explain why?
92~ Everyone needs a “safe” word. What is yours?
2- What’s your favorite color? Do you a least favorite?
21- What's your favorite way to spend a weekend or time off?
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
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)
Over time has your thoughts on sex changed?
What have you learned about me that was new and/or surprising?
5~ When you first started having sex, was it what you thought it would be?
Escort/Client Job Applicant/Hiring Manager
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
*** What’s Your Favorite…? ***
36~ What is your favorite time of day to have sex/make love?
19~ Who/when was your first “heartbreak”?
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
29~ What are some things that turn you off? What is your biggest turn off?
9- Is there something you’ve always wanted to ask me but you’re afraid?
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 was the longest? What was the shortest?
What is your favorite position? Why?
The Ice Breaker Questions
76~ Have you had a threesome? Care to Share?
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,
Repairman/Lonely Wife Virgin/Experienced
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
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?
8- What are your thoughts on politics?
49~ How many times have you been married? Why did they end?
53~ How much can you tell me about the one thing you are most passionate about?
7- What are your thoughts on religion? Is there an afterlife?
39~ What are your love languages?
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?
1~ How old were you when you had your first kiss? Who? Care to Share?
What do you dislike about me? I asked you to be 100% honest.
51~ What tends to bring a smile to your face?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
What is your favorite toy? Ever wanted to try a specific toy?
13~ Is there a difference between, making love, having sex, and fucking?
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
If yes, what?
7- What if a person smells a certain way? 8- How about smoking?
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
8- What's your favorite flavor of ice cream? Do you a least favorite?
If you lose, are you willing to be their sex slave for a day, (anything goes)?
13- What is the craziest/scariest thing you've ever done?
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
11- How about if they like a certain sports team? 12-How about drinking too much?
25~ How do you feel about PDA? (Public Display of Affection)
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
83~ How do you feel about Porn?
Please share Did you stop?
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
51~ Are you willing to play adult games with your partner?
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…