What is the most interesting question you can ask to get to know someone?
14.06.2025 00:44
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
What’s the longest time you gone without having sex, after, having it? How much time between the others?
Do you watch it? What is your favorite?
Cholesterol-lowering drugs help combat Alzheimer’s disease - The Brighter Side of News
10~ How many dates are necessary before you to have sex with someone?
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?
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
Why do the majority of feminists hate men (not all feminists)?
Does the thought excite you? Care to share?
Do you like it when they show and tell you what they want?
8- What are your thoughts on politics?
Even Captain James T. Kirk was trapped in a woman's body. Don't you think he'd support trans people?
3- What Superhero or Superpower would you want to be/have?
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?
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
Do you like the “69” position? Do you prefer to be on top or bottom?
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
36~ What is your favorite time of day to have sex/make love?
Has anyone been tricked into having sex with a shemale? How was the experience?
9- If you could have three wishes, what would they be? Why?
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
92~ Have you ever had or have an STD? How many? What was it?
Prisoner/Prison Guard Landlord/Tenant
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
If you were a writer for HBO, how would you rewrite the final season of Game of Thrones?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
19- What’s your favorite fairytale? What’s your least favorite?
Which type of physical cable has fastest transmission speed?
52~ Are you willing to make “those types” of bets with your partner?
7- What if a person smells a certain way? 8- How about smoking?
9- Is there something you’ve always wanted to ask me but you’re afraid?
What makes you feel guilty the most?
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
29~ What are some things that turn you off? What is your biggest turn off?
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
Would /have you ever given your partner a lap dance and Striptease?
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
Why don't I get sleep at nights?
If you win, what will you make them do?
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
64~ When was your very first orgasm? When was your first from having sex? Care to share?
Was Michael Jackson really an innocent person?
22- What is your favorite childhood memory? What is your least favorite?
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
17- Have you ever done drugs? Which ones? How often?
What do you think, TikTok is nothing but another porn site? Do you agree or not? Why?
3- Should Pluto still be considered a planet? 4- How about smoking?
7-What do I do in bed that drives you wild? How about, what turns you off?
If you lose, are you willing to be their sex slave for a day, (anything goes)?
3- What was the most surprising thing you’ve learned about me throughout our relationship?
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
14- What's your favorite dessert? Do you a least favorite?
Would you read them together?
21~ What was the best date you ever went on? What has been the worst?
Master/Slave Boss/Maid
13- What’s your favorite drink? What’s your least favorite?
48~ Have you ever paid or been paid for sex?
51~ What tends to bring a smile to your face?
Doctor/Nurse Stripper/Client
33- Beach or Mountains? Or is there another place to like better?
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
How many partners have you had oral sex with? Who? Care to Share?
18- What’s your favorite way to relax after a long day? What’s your least favorite?
92~ Everyone needs a “safe” word. What is yours?
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?
44~ Care to share something about yourself that no one else knows about you?
8- What's your favorite flavor of ice cream? Do you a least favorite?
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
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?
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
67~ Do you like it when your partner moans and/or is vocal during sex?
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
12- What is the weirdest thing you've ever eaten?
32- What's your greatest talent? Can I see it right now?
You know that I will be 100% truthful, so ask.
28- What are some things that people do that irritate you?
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
How well do you know me? And some of your thoughts about me
27- What was/ is nickname? Does it have a meaning behind it?
Nurse/Patient Celebrity/Fan
*** Random Questions ***
What is your favorite toy? Ever wanted to try a specific toy?
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
What have you learned about yourself that you did not before this?
2- What’s your favorite color? Do you a least favorite?
Escort/Client Job Applicant/Hiring Manager
89~ Do you like taking showers together?
(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…)
30~ What's something unexpected that turns you on?
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
46~ Have you ever used furniture, or other types of things to aid you while having sex?
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
20- What’s your favorite candy? What’s your least favorite?
84~ How do you feel about reading/listening to adult stories?
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?
10- What is your favorite family tradition? What’s your least favorite?
Do you have a favorite? Is it ok if your partner does?
3- What’s your favorite smell? Do you a least favorite?
11~ Have you ever been caught by your parents or children or others while having sex?
11- What's your favorite restaurant? What’s your least favorite?
How old are you? Male or Female?
Would you allow me to clean every part of your body with my soapy hands and fingers?
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
13- How about having a certain hair cut/style?
40~ What’s the weirdest place you’ve ever had sex?
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
19~ Who/when was your first “heartbreak”?
24~ What are your expectations in a relationship? (I know a very big question, take your time)
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
42~ What’s your biggest regret in life?
34~ Do you like the lights on or off during sex?
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)
*** Questions About Me ***
29- How superstitious are you?
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
What was the longest? What was the shortest?
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
I would allow you to do it… What would you do to me?
15~ Have you ever been “in love”? Who? Care to Share?
Any that are a turn off?
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
Repairman/Lonely Wife Virgin/Experienced
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
70~ Would/do you have/like anal sex?
65~ Describe the best orgasm you’ve ever had? Care to share?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
13- What is the craziest/scariest thing you've ever done?
38~ Share your most embarrassing sexual memory?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
52~ What are your hobbies?
What do you dislike about me? I asked you to be 100% honest.
41~ Are there moments in your past that you would want to change? Please share 3 of them.
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
45~ How do you feel about me blindfolding you? How about blindfolding me?
1- What’s your favorite animal? Do you a least favorite?
Please share Did you stop?
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
34- Ever been to a concert? What was your favorite? Who would you like to see?
39~ What are your love languages?
Do you think this brought you closer together?
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
49~ If you could, would you want to be the opposite sex for a day, week, or year?
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?
11- How about if they like a certain sports team? 12-How about drinking too much?
*** What’s Your Favorite…? ***
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?
What is your favorite position? Why?
13~ Is there a difference between, making love, having sex, and fucking?
9- What’s your favorite season and why? What’s your least favorite?
That one or two things that made you go hmmmm, OMG or wow!
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
Do you shave/trim your pubic hair? For you guys do you shave your balls?
19- Do/have you smoked? What do you prefer? How often?
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
Model/Photographer Police/Criminal
If NO, would you ever have one? Would it be with 2 men or 2 women?
Family Relation Age Play
48~ Do you have any siblings? Are you close to your family?
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
How about if they talk dirty and/or call you names?
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
4- For a pet, Cat, dog or other?
21- What's your favorite way to spend a weekend or time off?
12- What’s your favorite food? What’s your least favorite?
Will you cheat again? How can, you be sure? Define what cheating is to you.
What would you say to prove to yourself that it was really you?
18~ Who/when was your first “crush”?
Over time has your thoughts on sex changed?
22- Do you have any birth marks? How about scars? Care to share how you got them?
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?
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
50~ How many children do you have? What are their ages?
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?
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…
26~ What side of the bed do you sleep on?
14- What is an embarrassing moment in your life? How about your most embarrassing?
Can you Deep Throat? Do you like the taste of yourself?
11- List at least 5 things on your bucket list. Have you done any of them already?
How many times do you think you have “made love”?
If YES, was it with 2 men or 2 women? Did you enjoy it?
7- What are your thoughts on religion? Is there an afterlife?
Teacher/Student Stranger/One Night Stand
Nothing too Serious
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
1~ How old were you when you had your first kiss? Who? Care to Share?
*** Deal Breaker Questions ***
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?
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
If yes, what?
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
*** Questions about Relationships/Past ***
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
Any that are a turn off?
31- If given a chance to be immortal, would you take it? Why?
23- What is your dream job? What was it as a child?
* Give a rating for each one (0-100)
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?
15- What bad habit do you wish you could quit? Do you have any addictions?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
1- What was your first impression of me? Has it changed?
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
Have you ever? Care to Share?
51~ Are you willing to play adult games with your partner?
37- Do you like your name? If you could change it, what would you change it too?
What have you learned about me that was new and/or surprising?
53~ How much can you tell me about the one thing you are most passionate about?
61~ How willing would you be to try new sexual positions?
Would you mind if your partner watched it? How about together vs alone?
25~ How do you feel about PDA? (Public Display of Affection)
Get this wrong and this could mean the end… :-) some funny, some not…
49~ How many times have you been married? Why did they end?
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
The Ice Breaker Questions
62~ Have you used adult toys?
What is your view on sex? Meaning, When/Where/ How often/
80~ Share your top three fantasies/desires. (Be detailed) 😊
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
17- What’s your favorite holiday? What’s your least favorite?
83~ How do you feel about Porn?
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
10- List 5 of your top pet peeves.
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
28~ What are some things that turn on? What is your biggest turn on?
6- Do you have dreams? Can you remember them? What do you usually dream about?
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,
15- What's your favorite saying? What word or phrase is your least favorite?
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…
33- If you could visit any time period, when would you pick? Please explain why?
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
82~ Do you have any fantasies involving Role-Playing?
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
81~ Do you have any kinks and/or fetishes?
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
60~ How important is oral sex? Do you like receiving? Do you like giving?
Will you kiss after your partner has gone down on you? Swallow or spit semen?
If you say it, I will stop, and we can talk about it when you are ready.
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
Would you do it again, and would you rather 2 females or 2 males?
36- Do you play video games? What is your favorite? Do you a least favorite?
Would you ever want to be woken up with oral and/or intercourse?
5~ When you first started having sex, was it what you thought it would be?
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
18- How often do you drink alcohol? What is your favorite drink?
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?
71~ Would you give your partner a hand or foot job? Would you receive one?
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)