What is the most interesting question you can ask to get to know someone?
10.06.2025 08:17
Nurse/Patient Celebrity/Fan
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?
*** Random Questions ***
What is the most ridiculous obviously false verse in the Bible?
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
49~ How many times have you been married? Why did they end?
* Give a rating for each one (0-100)
11- How about if they like a certain sports team? 12-How about drinking too much?
If you lose, are you willing to be their sex slave for a day, (anything goes)?
Would you allow me to clean every part of your body with my soapy hands and fingers?
What is a narcissist grandmother like, with her grandchild?
84~ How do you feel about reading/listening to adult stories?
Have you ever? Care to Share?
*** Deal Breaker Questions ***
The Ice Breaker Questions
15- What's your favorite saying? What word or phrase is your least favorite?
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
Thunder -750 favorites in NBA Finals over Pacers - ESPN
36- Do you play video games? What is your favorite? Do you a least favorite?
34~ Do you like the lights on or off during sex?
*** Questions About Me ***
Please share Did you stop?
Prisoner/Prison Guard Landlord/Tenant
3- What was the most surprising thing you’ve learned about me throughout our relationship?
Google quietly released an app that lets you download and run AI models locally - TechCrunch
What have you learned about yourself that you did not before this?
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
What was your embarrassing moment in front of your father-in-law as an Indian daughter-in-law?
What’s the longest time you gone without having sex, after, having it? How much time between the others?
92~ Everyone needs a “safe” word. What is yours?
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,
What would be the lowest score with 9 strikes and no gutter balls?
15- What bad habit do you wish you could quit? Do you have any addictions?
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
Why You Should Stop Texting On Your iPhone Or Android Phone - Forbes
46~ Have you ever used furniture, or other types of things to aid you while having sex?
33- Beach or Mountains? Or is there another place to like better?
What do you dislike about me? I asked you to be 100% honest.
The McDonald’s Snack Wrap is returning next month - CNN
19- Do/have you smoked? What do you prefer? How often?
Do you shave/trim your pubic hair? For you guys do you shave your balls?
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
What makes someone feel "rich enough" in different societies?
51~ Are you willing to play adult games with your partner?
31- If given a chance to be immortal, would you take it? Why?
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
Do you have a favorite? Is it ok if your partner does?
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
21- What's your favorite way to spend a weekend or time off?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
11- What's your favorite restaurant? What’s your least favorite?
51~ What tends to bring a smile to your face?
17- What’s your favorite holiday? What’s your least favorite?
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
40~ What’s the weirdest place you’ve ever had sex?
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
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
18- How often do you drink alcohol? What is your favorite drink?
24~ What are your expectations in a relationship? (I know a very big question, take your time)
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
12- What’s your favorite food? What’s your least favorite?
If NO, would you ever have one? Would it be with 2 men or 2 women?
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- What if a person smells a certain way? 8- How about smoking?
83~ How do you feel about Porn?
17- Have you ever done drugs? Which ones? How often?
52~ Are you willing to make “those types” of bets with your partner?
What is your view on sex? Meaning, When/Where/ How often/
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
3- Should Pluto still be considered a planet? 4- How about smoking?
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
45~ How do you feel about me blindfolding you? How about blindfolding me?
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
How many times do you think you have “made love”?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
14- What's your favorite dessert? Do you a least favorite?
13~ Is there a difference between, making love, having sex, and fucking?
You know that I will be 100% truthful, so ask.
26~ What side of the bed do you sleep on?
Model/Photographer Police/Criminal
60~ How important is oral sex? Do you like receiving? Do you like giving?
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
38~ Share your most embarrassing sexual memory?
Would you read them together?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
Would you mind if your partner watched it? How about together vs alone?
Will you kiss after your partner has gone down on you? Swallow or spit semen?
21~ What was the best date you ever went on? What has been the worst?
If you say it, I will stop, and we can talk about it when you are ready.
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 many partners have you had oral sex with? Who? Care to Share?
3- What’s your favorite smell? Do you a least favorite?
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
19~ Who/when was your first “heartbreak”?
18- What’s your favorite way to relax after a long day? What’s your least favorite?
41~ Are there moments in your past that you would want to change? Please share 3 of them.
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?
Would you do it again, and would you rather 2 females or 2 males?
Do you like the “69” position? Do you prefer to be on top or bottom?
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
10- List 5 of your top pet peeves.
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
Any that are a turn off?
How about if they talk dirty and/or call you names?
9- Is there something you’ve always wanted to ask me but you’re afraid?
30~ What's something unexpected that turns you on?
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
What would you say to prove to yourself that it was really you?
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?
5~ When you first started having sex, was it what you thought it would be?
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
Does the thought excite you? Care to share?
1- What’s your favorite animal? Do you a least favorite?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
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?
61~ How willing would you be to try new sexual positions?
That one or two things that made you go hmmmm, OMG or wow!
49~ If you could, would you want to be the opposite sex for a day, week, or year?
50~ How many children do you have? What are their ages?
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
Do you like it when they show and tell you what they want?
Repairman/Lonely Wife Virgin/Experienced
25~ How do you feel about PDA? (Public Display of Affection)
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
9- What’s your favorite season and why? What’s your least favorite?
13- How about having a certain hair cut/style?
Teacher/Student Stranger/One Night Stand
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
22- Do you have any birth marks? How about scars? Care to share how you got them?
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?
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
28~ What are some things that turn on? What is your biggest turn on?
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?
76~ Have you had a threesome? Care to Share?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
53~ How much can you tell me about the one thing you are most passionate about?
Family Relation Age Play
29~ What are some things that turn you off? What is your biggest turn off?
5- Have you ever been hypnotized? Would you allow yourself to be?
29- How superstitious are you?
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
42~ What’s your biggest regret in life?
13- What is the craziest/scariest thing you've ever done?
Master/Slave Boss/Maid
Nothing too Serious
48~ Have you ever paid or been paid for sex?
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
15~ Have you ever been “in love”? Who? Care to Share?
20- What’s your favorite candy? What’s your least favorite?
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
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…
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
3- What Superhero or Superpower would you want to be/have?
If yes, what?
18~ Who/when was your first “crush”?
89~ Do you like taking showers together?
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
Escort/Client Job Applicant/Hiring Manager
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
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…
80~ Share your top three fantasies/desires. (Be detailed) 😊
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
Get this wrong and this could mean the end… :-) some funny, some not…
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
65~ Describe the best orgasm you’ve ever had? Care to share?
12- What is the weirdest thing you've ever eaten?
92~ Have you ever had or have an STD? How many? What was it?
Do you think this brought you closer together?
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?
How well do you know me? And some of your thoughts about me
71~ Would you give your partner a hand or foot job? Would you receive one?
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
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?
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
52~ What are your hobbies?
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
8- What are your thoughts on politics?
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
2- What’s your favorite color? Do you a least favorite?
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
What was the longest? What was the shortest?
82~ Do you have any fantasies involving Role-Playing?
44~ Care to share something about yourself that no one else knows about you?
33- If you could visit any time period, when would you pick? Please explain why?
10~ How many dates are necessary before you to have sex with someone?
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
1~ How old were you when you had your first kiss? Who? Care to Share?
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
Doctor/Nurse Stripper/Client
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
*** Questions about Relationships/Past ***
37- Do you like your name? If you could change it, what would you change it too?
Will you cheat again? How can, you be sure? Define what cheating is to you.
What is your favorite position? Why?
32- What's your greatest talent? Can I see it right now?
4- For a pet, Cat, dog or other?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
7- What are your thoughts on religion? Is there an afterlife?
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
9- If you could have three wishes, what would they be? Why?
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
39~ What are your love languages?
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?
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
Any that are a turn off?
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?
70~ Would/do you have/like anal sex?
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
Do you watch it? What is your favorite?
Would you ever want to be woken up with oral and/or intercourse?
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
11- List at least 5 things on your bucket list. Have you done any of them already?
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
34- Ever been to a concert? What was your favorite? Who would you like to see?
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
67~ Do you like it when your partner moans and/or is vocal during sex?
7-What do I do in bed that drives you wild? How about, what turns you off?
*** What’s Your Favorite…? ***
What is your favorite toy? Ever wanted to try a specific toy?
27- What was/ is nickname? Does it have a meaning behind it?
11~ Have you ever been caught by your parents or children or others while having sex?
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
8- What's your favorite flavor of ice cream? Do you a least favorite?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
10- What is your favorite family tradition? What’s your least favorite?
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
19- What’s your favorite fairytale? What’s your least favorite?
If you win, what will you make them do?
23- What is your dream job? What was it as a child?
Can you Deep Throat? Do you like the taste of yourself?
What have you learned about me that was new and/or surprising?
62~ Have you used adult toys?
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
Would /have you ever given your partner a lap dance and Striptease?
47~ What would be your dream job and why?
9~ How many times over your lifetime do you think you have had sex so far?
7~ How many times in one day have you had sex? Who/When/Where? 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?
22- What is your favorite childhood memory? What is your least favorite?
36~ What is your favorite time of day to have sex/make love?
I would allow you to do it… What would you do to me?
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
28- What are some things that people do that irritate you?
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
14- What is an embarrassing moment in your life? How about your most embarrassing?
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?
How old are you? Male or Female?
48~ Do you have any siblings? Are you close to your family?
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
6- Do you have dreams? Can you remember them? What do you usually dream about?
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
13- What’s your favorite drink? What’s your least favorite?
If YES, was it with 2 men or 2 women? Did you enjoy it?
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
(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…)
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
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?