What is the most interesting question you can ask to get to know someone?
14.06.2025 03:07
4- For a pet, Cat, dog or other?
67~ Do you like it when your partner moans and/or is vocal during sex?
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
Prisoner/Prison Guard Landlord/Tenant
What do you say after "Hi" when chatting?
36- Do you play video games? What is your favorite? Do you a least favorite?
89~ Do you like taking showers together?
52~ Are you willing to make “those types” of bets with your partner?
When does a man tell a woman he has feelings for her?
* Give a rating for each one (0-100)
82~ Do you have any fantasies involving Role-Playing?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
What song are you listening to right now? What does it mean to you?
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
80~ Share your top three fantasies/desires. (Be detailed) 😊
6- Do you have dreams? Can you remember them? What do you usually dream about?
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
What are some cute stories with your crush?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
15- What bad habit do you wish you could quit? Do you have any addictions?
*** Random Questions ***
If an abortion doesn’t affect you, why do people make it a big deal?
70~ Would/do you have/like anal sex?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
53~ How much can you tell me about the one thing you are most passionate about?
What did Chandrashekhar Azad say about Hinduism during a podcast?
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
That one or two things that made you go hmmmm, OMG or wow!
7- What are your thoughts on religion? Is there an afterlife?
Denver Health sees increase in people getting MMR vaccine - 9News
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
13~ Is there a difference between, making love, having sex, and fucking?
9~ How many times over your lifetime do you think you have had sex so far?
If you get a chance to have sex with either Kajal Agarwal or Samantha, who would you choose and why?
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
13- How about having a certain hair cut/style?
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
37- Do you like your name? If you could change it, what would you change it too?
49~ If you could, would you want to be the opposite sex for a day, week, or year?
Have you ever been forced to undress for money just once?
Escort/Client Job Applicant/Hiring Manager
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
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)
Can you write a short story with a twist ending?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
21~ What was the best date you ever went on? What has been the worst?
Have you ever been a victim of gaslighting? What happened?
17- What’s your favorite holiday? What’s your least favorite?
How many partners have you had oral sex with? Who? Care to Share?
Can you Deep Throat? Do you like the taste of yourself?
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
Will you kiss after your partner has gone down on you? Swallow or spit semen?
12- What’s your favorite food? What’s your least favorite?
30~ What's something unexpected that turns you on?
45~ How do you feel about me blindfolding you? How about blindfolding me?
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?
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
What would you say to prove to yourself that it was really you?
Do you have a favorite? Is it ok if your partner does?
Do you shave/trim your pubic hair? For you guys do you shave your balls?
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?
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
11- How about if they like a certain sports team? 12-How about drinking too much?
34- Ever been to a concert? What was your favorite? Who would you like to see?
32- What's your greatest talent? Can I see it right now?
10- What is your favorite family tradition? What’s your least favorite?
Any that are a turn off?
Repairman/Lonely Wife Virgin/Experienced
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
If NO, would you ever have one? Would it be with 2 men or 2 women?
31- If given a chance to be immortal, would you take it? Why?
I would allow you to do it… What would you do to me?
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
18- What’s your favorite way to relax after a long day? What’s your least favorite?
19- Do/have you smoked? What do you prefer? How often?
Teacher/Student Stranger/One Night Stand
84~ How do you feel about reading/listening to adult stories?
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
If you lose, are you willing to be their sex slave for a day, (anything goes)?
Doctor/Nurse Stripper/Client
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
61~ How willing would you be to try new sexual positions?
23- What is your dream job? What was it as a child?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
What is your view on sex? Meaning, When/Where/ How often/
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
What do you dislike about me? I asked you to be 100% honest.
34~ Do you like the lights on or off during sex?
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
19- What’s your favorite fairytale? What’s your least favorite?
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
10~ How many dates are necessary before you to have sex with someone?
26~ What side of the bed do you sleep on?
36~ What is your favorite time of day to have sex/make love?
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…
3- What Superhero or Superpower would you want to be/have?
39~ What are your love languages?
Will you cheat again? How can, you be sure? Define what cheating is to you.
60~ How important is oral sex? Do you like receiving? Do you like giving?
1- What was your first impression of me? Has it changed?
18~ Who/when was your first “crush”?
8- What's your favorite flavor of ice cream? Do you a least favorite?
41~ Are there moments in your past that you would want to change? Please share 3 of them.
46~ Have you ever used furniture, or other types of things to aid you while having sex?
14- What's your favorite dessert? Do you a least favorite?
38~ Share your most embarrassing sexual memory?
10- List 5 of your top pet peeves.
11- List at least 5 things on your bucket list. Have you done any of them already?
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
Would you mind if your partner watched it? How about together vs alone?
9- If you could have three wishes, what would they be? Why?
(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…)
64~ When was your very first orgasm? When was your first from having sex? Care to share?
If you say it, I will stop, and we can talk about it when you are ready.
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
25~ How do you feel about PDA? (Public Display of Affection)
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
71~ Would you give your partner a hand or foot job? Would you receive one?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
3- What was the most surprising thing you’ve learned about me throughout our relationship?
What is your favorite position? Why?
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
Please share Did you stop?
1~ How old were you when you had your first kiss? Who? Care to Share?
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
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?
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
Master/Slave Boss/Maid
How old are you? Male or Female?
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
15~ Have you ever been “in love”? Who? Care to Share?
65~ Describe the best orgasm you’ve ever had? Care to share?
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
Would you allow me to clean every part of your body with my soapy hands and fingers?
Do you watch it? What is your favorite?
48~ Do you have any siblings? Are you close to your family?
If yes, what?
Do you think this brought you closer together?
40~ What’s the weirdest place you’ve ever had sex?
11- What's your favorite restaurant? What’s your least favorite?
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
What was the longest? What was the shortest?
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?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
47~ What would be your dream job and why?
21- What's your favorite way to spend a weekend or time off?
22- Do you have any birth marks? How about scars? Care to share how you got them?
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
Get this wrong and this could mean the end… :-) some funny, some not…
How about if they talk dirty and/or call you names?
1- What’s your favorite animal? Do you a least favorite?
28- What are some things that people do that irritate you?
92~ Everyone needs a “safe” word. What is yours?
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
81~ Do you have any kinks and/or fetishes?
Do you like the “69” position? Do you prefer to be on top or bottom?
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
How well do you know me? And some of your thoughts about me
If YES, was it with 2 men or 2 women? Did you enjoy it?
What have you learned about me that was new and/or surprising?
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?
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
13- What is the craziest/scariest thing you've ever done?
8- What are your thoughts on politics?
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
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?
49~ How many times have you been married? Why did they end?
Over time has your thoughts on sex changed?
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
29- How superstitious are you?
Would /have you ever given your partner a lap dance and Striptease?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
7-What do I do in bed that drives you wild? How about, what turns you off?
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
51~ Are you willing to play adult games with your partner?
What’s the longest time you gone without having sex, after, having it? How much time between the others?
48~ Have you ever paid or been paid for sex?
51~ What tends to bring a smile to your face?
62~ Have you used adult toys?
50~ How many children do you have? What are their ages?
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
44~ Care to share something about yourself that no one else knows about you?
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…
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
How many times do you think you have “made love”?
42~ What’s your biggest regret in life?
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
Does the thought excite you? Care to share?
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?
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
Family Relation Age Play
5~ When you first started having sex, was it what you thought it would be?
2- What’s your favorite color? Do you a least favorite?
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?
33- If you could visit any time period, when would you pick? Please explain why?
Nothing too Serious
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
5- Have you ever been hypnotized? Would you allow yourself to be?
76~ Have you had a threesome? Care to Share?
52~ What are your hobbies?
7- What if a person smells a certain way? 8- How about smoking?
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?
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
22- What is your favorite childhood memory? What is your least favorite?
14- What is an embarrassing moment in your life? How about your most embarrassing?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
9- What’s your favorite season and why? What’s your least favorite?
28~ What are some things that turn on? What is your biggest turn on?
What is your favorite toy? Ever wanted to try a specific toy?
Nurse/Patient Celebrity/Fan
9- Is there something you’ve always wanted to ask me but you’re afraid?
You know that I will be 100% truthful, so ask.
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
Would you do it again, and would you rather 2 females or 2 males?
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
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,
83~ How do you feel about Porn?
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
The Ice Breaker Questions
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
3- Should Pluto still be considered a planet? 4- How about smoking?
*** What’s Your Favorite…? ***
What have you learned about yourself that you did not before this?
20- What’s your favorite candy? 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?
19~ Who/when was your first “heartbreak”?
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
15- What's your favorite saying? What word or phrase is your least favorite?
Model/Photographer Police/Criminal
11~ Have you ever been caught by your parents or children or others while having sex?
92~ Have you ever had or have an STD? How many? What was it?
Would you read them together?
*** Questions About Me ***
Have you ever? Care to Share?
18- How often do you drink alcohol? What is your favorite drink?
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
12- What is the weirdest thing you've ever eaten?
*** Questions about Relationships/Past ***
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
29~ What are some things that turn you off? What is your biggest turn off?
17- Have you ever done drugs? Which ones? How often?
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
Any that are a turn off?
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
27- What was/ is nickname? Does it have a meaning behind it?
*** Deal Breaker Questions ***
If you win, what will you make them do?
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?
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
13- What’s your favorite drink? What’s your least favorite?
3- What’s your favorite smell? Do you a least favorite?
24~ What are your expectations in a relationship? (I know a very big question, take your time)
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
Do you like it when they show and tell you what they want?
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?