What is the most interesting question you can ask to get to know someone?
13.06.2025 02:07
Does the thought excite you? Care to share?
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
Repairman/Lonely Wife Virgin/Experienced
How can we understand the mind of a Trump supporter?
34- Ever been to a concert? What was your favorite? Who would you like to see?
25~ How do you feel about PDA? (Public Display of Affection)
82~ Do you have any fantasies involving Role-Playing?
Have you ever been forced into bestiality?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
Master/Slave Boss/Maid
Is it legal for an employer to ask why you are taking time off from work?
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
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?
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
33- Beach or Mountains? Or is there another place to like better?
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
Who are the archers in Genesis 49:23?
11~ Have you ever been caught by your parents or children or others while having sex?
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
34~ Do you like the lights on or off during sex?
Once-a-week pill for schizophrenia shows promise in clinical trials - MIT News
What’s the longest time you gone without having sex, after, having it? How much time between the others?
3- What was the most surprising thing you’ve learned about me throughout our relationship?
Would you mind if your partner watched it? How about together vs alone?
What is the best case of “You just picked a fight with the wrong person” that you've witnessed?
49~ How many times have you been married? Why did they end?
I would allow you to do it… What would you do to me?
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
What is the top-rated beach resort in Bali, Indonesia according to TripAdvisor reviews?
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
49~ If you could, would you want to be the opposite sex for a day, week, or year?
5- Have you ever been hypnotized? Would you allow yourself to be?
Long-term study ties midlife vascular health to later dementia risk - Medical Xpress
51~ What tends to bring a smile to your face?
Would you read them together?
9- What’s your favorite season and why? What’s your least favorite?
80~ Share your top three fantasies/desires. (Be detailed) 😊
23- What is your dream job? What was it as a child?
How well do you know me? And some of your thoughts about me
Do women like men who have slept with many women?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
Do you think this brought you closer together?
84~ How do you feel about reading/listening to adult stories?
Why did Britain steal Gibraltar from Spain?
Would /have you ever given your partner a lap dance and Striptease?
12- What is the weirdest thing you've ever eaten?
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
19- What’s your favorite fairytale? What’s your least favorite?
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
Can you Deep Throat? Do you like the taste of yourself?
What would you say to prove to yourself that it was really you?
*** Deal Breaker Questions ***
The Ice Breaker Questions
89~ Do you like taking showers together?
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?
You know that I will be 100% truthful, so ask.
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
64~ When was your very first orgasm? When was your first from having sex? Care to share?
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
71~ Would you give your partner a hand or foot job? Would you receive one?
6- Do you have dreams? Can you remember them? What do you usually dream about?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
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…
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
4- For a pet, Cat, dog or other?
19- Do/have you smoked? What do you prefer? How often?
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
7- What are your thoughts on religion? Is there an afterlife?
11- What's your favorite restaurant? What’s your least favorite?
7-What do I do in bed that drives you wild? How about, what turns you off?
Escort/Client Job Applicant/Hiring Manager
That one or two things that made you go hmmmm, OMG or wow!
60~ How important is oral sex? Do you like receiving? Do you like giving?
Prisoner/Prison Guard Landlord/Tenant
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
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”?
61~ How willing would you be to try new sexual positions?
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
Please share Did you stop?
Model/Photographer Police/Criminal
Would you ever want to be woken up with oral and/or intercourse?
32- What's your greatest talent? Can I see it right now?
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
18~ Who/when was your first “crush”?
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?
Nothing too Serious
8- What are your thoughts on politics?
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
2- What’s your favorite color? Do you a 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…)
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
42~ What’s your biggest regret in life?
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
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?
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
10~ How many dates are necessary before you to have sex with someone?
1~ How old were you when you had your first kiss? Who? Care to Share?
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
Do you like the “69” position? Do you prefer to be on top or bottom?
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?
If you lose, are you willing to be their sex slave for a day, (anything goes)?
What is your favorite position? Why?
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
31- If given a chance to be immortal, would you take it? Why?
13- How about having a certain hair cut/style?
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?
9- If you could have three wishes, what would they be? Why?
What do you dislike about me? I asked you to be 100% honest.
81~ Do you have any kinks and/or fetishes?
Would you allow me to clean every part of your body with my soapy hands and fingers?
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
What was the longest? What was the shortest?
26~ What side of the bed do you sleep on?
17- What’s your favorite holiday? What’s your least favorite?
11- How about if they like a certain sports team? 12-How about drinking too much?
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
70~ Would/do you have/like anal sex?
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
How many times do you think you have “made love”?
83~ How do you feel about Porn?
Get this wrong and this could mean the end… :-) some funny, some not…
Will you kiss after your partner has gone down on you? Swallow or spit semen?
Will you cheat again? How can, you be sure? Define what cheating is to you.
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
48~ Have you ever paid or been paid for sex?
3- What Superhero or Superpower would you want to be/have?
What is your view on sex? Meaning, When/Where/ How often/
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
22- Do you have any birth marks? How about scars? Care to share how you got them?
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
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,
7- What if a person smells a certain way? 8- How about smoking?
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
46~ Have you ever used furniture, or other types of things to aid you while having sex?
30~ What's something unexpected that turns you on?
Nurse/Patient Celebrity/Fan
How many partners have you had oral sex with? Who? Care to Share?
Have you ever? Care to Share?
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
*** What’s Your Favorite…? ***
44~ Care to share something about yourself that no one else knows about you?
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
36- Do you play video games? What is your favorite? Do you a least favorite?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
Do you have a favorite? Is it ok if your partner does?
92~ Everyone needs a “safe” word. What is yours?
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
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?
Do you shave/trim your pubic hair? For you guys do you shave your balls?
9~ How many times over your lifetime do you think you have had sex so far?
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?
37- Do you like your name? If you could change it, what would you change it too?
*** Questions about Relationships/Past ***
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?
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
Would you do it again, and would you rather 2 females or 2 males?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
22- What is your favorite childhood memory? What is your least favorite?
29~ What are some things that turn you off? What is your biggest turn off?
Do you watch it? What is your favorite?
If you say it, I will stop, and we can talk about it when you are ready.
13- What’s your favorite drink? What’s your least favorite?
39~ What are your love languages?
Any that are a turn off?
21- What's your favorite way to spend a weekend or time off?
52~ What are your hobbies?
18- What’s your favorite way to relax after a long day? What’s your least favorite?
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?
11- List at least 5 things on your bucket list. Have you done any of them already?
45~ How do you feel about me blindfolding you? How about blindfolding me?
38~ Share your most embarrassing sexual memory?
How old are you? Male or Female?
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
15- What bad habit do you wish you could quit? Do you have any addictions?
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
65~ Describe the best orgasm you’ve ever had? Care to share?
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
14- What's your favorite dessert? Do you a least favorite?
*** Questions About Me ***
1- What was your first impression of me? Has it changed?
17- Have you ever done drugs? Which ones? How often?
52~ Are you willing to make “those types” of bets with your partner?
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
40~ What’s the weirdest place you’ve ever had sex?
53~ How much can you tell me about the one thing you are most passionate about?
18- How often do you drink alcohol? What is your favorite drink?
51~ Are you willing to play adult games with your partner?
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
Teacher/Student Stranger/One Night Stand
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
* Give a rating for each one (0-100)
What is your favorite toy? Ever wanted to try a specific toy?
If yes, what?
If YES, was it with 2 men or 2 women? Did you enjoy it?
9- Is there something you’ve always wanted to ask me but you’re afraid?
50~ How many children do you have? What are their ages?
*** Random Questions ***
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
What have you learned about me that was new and/or surprising?
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
27- What was/ is nickname? Does it have a meaning behind it?
36~ What is your favorite time of day to have sex/make love?
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
13~ Is there a difference between, making love, having sex, and fucking?
28- What are some things that people do that irritate you?
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 have you learned about yourself that you did not before this?
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
Do you like it when they show and tell you what they want?
3- What’s your favorite smell? Do you a least favorite?
29- How superstitious are you?
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
8- What's your favorite flavor of ice cream? Do you a least favorite?
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
41~ Are there moments in your past that you would want to change? Please share 3 of them.
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
24~ What are your expectations in a relationship? (I know a very big question, take your time)
48~ Do you have any siblings? Are you close to your family?
15- What's your favorite saying? What word or phrase is your least favorite?
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
How about if they talk dirty and/or call you names?
21~ What was the best date you ever went on? What has been the worst?
12- What’s your favorite food? What’s your least favorite?
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
76~ Have you had a threesome? Care to Share?
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
If you win, what will you make them do?
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?
5~ When you first started having sex, was it what you thought it would be?
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…
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
92~ Have you ever had or have an STD? How many? What was it?
20- What’s your favorite candy? What’s your least favorite?
15~ Have you ever been “in love”? Who? Care to Share?
10- List 5 of your top pet peeves.
28~ What are some things that turn on? What is your biggest turn on?
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)
10- What is your favorite family tradition? What’s your least favorite?
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
1- What’s your favorite animal? Do you a least favorite?
Doctor/Nurse Stripper/Client
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
3- Should Pluto still be considered a planet? 4- How about smoking?
33- If you could visit any time period, when would you pick? Please explain why?
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
47~ What would be your dream job and why?
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
If NO, would you ever have one? Would it be with 2 men or 2 women?
Family Relation Age Play
Over time has your thoughts on sex changed?
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
Any that are a turn off?
67~ Do you like it when your partner moans and/or is vocal during sex?
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
62~ Have you used adult toys?