What is the most interesting question you can ask to get to know someone?
10.06.2025 06:18
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
Nurse/Patient Celebrity/Fan
28~ What are some things that turn on? What is your biggest turn on?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
Doctor/Nurse Stripper/Client
48~ Do you have any siblings? Are you close to your family?
3- What was the most surprising thing you’ve learned about me throughout our relationship?
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
USA roster: 15 MLS players called for 2025 Concacaf Gold Cup - MLSsoccer.com
28- What are some things that people do that irritate you?
20- What’s your favorite candy? What’s your least favorite?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
Samsung could drop Google Gemini in favor of Perplexity for Galaxy S26 - Ars Technica
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
9~ How many times over your lifetime do you think you have had sex so far?
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
Massive Asteroid Bigger Than the Empire State Building is Racing Toward Earth - The Daily Galaxy
53~ How much can you tell me about the one thing you are most passionate about?
What have you learned about me that was new and/or surprising?
How well do you know me? And some of your thoughts about me
When will dating stop being so hard for Gen Z?
12- What’s your favorite food? What’s your least favorite?
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
19~ Who/when was your first “heartbreak”?
Have you ever seen a woman having sex with a dog?
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
7- What if a person smells a certain way? 8- How about smoking?
Do you like the “69” position? Do you prefer to be on top or bottom?
Woman on trial for poison mushroom killings says she was trying to fix "bland" meal - CBS News
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?
What was the longest? What was the shortest?
22- Do you have any birth marks? How about scars? Care to share how you got them?
Will you kiss after your partner has gone down on you? Swallow or spit semen?
51~ What tends to bring a smile to your face?
Would you do it again, and would you rather 2 females or 2 males?
The 6 ChatGPT settings you need to change to get the most out of the AI chatbot - Mashable
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
42~ What’s your biggest regret in life?
Do you watch it? What is your favorite?
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
10~ How many dates are necessary before you to have sex with someone?
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
83~ How do you feel about Porn?
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
27- What was/ is nickname? Does it have a meaning behind it?
17- Have you ever done drugs? Which ones? How often?
92~ Everyone needs a “safe” word. What is yours?
18- How often do you drink alcohol? What is your favorite drink?
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…
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
1- What’s your favorite animal? Do you a least favorite?
19- Do/have you smoked? What do you prefer? How often?
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
64~ When was your very first orgasm? When was your first from having sex? Care to share?
What is your view on sex? Meaning, When/Where/ How often/
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
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?
30~ What's something unexpected that turns you on?
4- For a pet, Cat, dog or other?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
11- How about if they like a certain sports team? 12-How about drinking too much?
Will you cheat again? How can, you be sure? Define what cheating is to you.
80~ Share your top three fantasies/desires. (Be detailed) 😊
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
7-What do I do in bed that drives you wild? How about, what turns you off?
Nothing too Serious
2- What’s your favorite color? Do you a least favorite?
21~ What was the best date you ever went on? What has been the worst?
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
9- If you could have three wishes, what would they be? Why?
Family Relation Age Play
13- What is the craziest/scariest thing you've ever done?
Do you think this brought you closer together?
92~ Have you ever had or have an STD? How many? What was it?
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?
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
3- What Superhero or Superpower would you want to be/have?
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
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?
84~ How do you feel about reading/listening to adult stories?
81~ Do you have any kinks and/or fetishes?
6- Do you have dreams? Can you remember them? What do you usually dream about?
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?
What is your favorite toy? Ever wanted to try a specific toy?
22- What is your favorite childhood memory? What is your least favorite?
9- What’s your favorite season and why? What’s your least favorite?
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)
36~ What is your favorite time of day to have sex/make love?
If you say it, I will stop, and we can talk about it when you are ready.
33- Beach or Mountains? Or is there another place to like better?
The Ice Breaker Questions
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?
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
8- What are your thoughts on politics?
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
36- Do you play video games? What is your favorite? Do you a least favorite?
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
Prisoner/Prison Guard Landlord/Tenant
How old are you? Male or Female?
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
If you win, what will you make them do?
If you lose, are you willing to be their sex slave for a day, (anything goes)?
62~ Have you used adult toys?
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
Would you mind if your partner watched it? How about together vs alone?
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
37- Do you like your name? If you could change it, what would you change it too?
13- How about having a certain hair cut/style?
You know that I will be 100% truthful, so ask.
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
65~ Describe the best orgasm you’ve ever had? Care to share?
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
3- Should Pluto still be considered a planet? 4- How about smoking?
9- Is there something you’ve always wanted to ask me but you’re afraid?
71~ Would you give your partner a hand or foot job? Would you receive one?
33- If you could visit any time period, when would you pick? Please explain why?
34~ Do you like the lights on or off during sex?
* Give a rating for each one (0-100)
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…
Can you Deep Throat? Do you like the taste of yourself?
Get this wrong and this could mean the end… :-) some funny, some not…
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
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?
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
51~ Are you willing to play adult games with your partner?
67~ Do you like it when your partner moans and/or is vocal during sex?
14- What is an embarrassing moment in your life? How about your most embarrassing?
70~ Would/do you have/like anal sex?
13~ Is there a difference between, making love, having sex, and fucking?
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
31- If given a chance to be immortal, would you take it? Why?
*** Random Questions ***
10- What is your favorite family tradition? What’s your least favorite?
60~ How important is oral sex? Do you like receiving? Do you like giving?
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
48~ Have you ever paid or been paid for sex?
*** Questions About Me ***
What have you learned about yourself that you did not before this?
How many times do you think you have “made love”?
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
Do you like it when they show and tell you what they want?
10- List 5 of your top pet peeves.
*** Questions about Relationships/Past ***
11- List at least 5 things on your bucket list. Have you done any of them already?
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
24~ What are your expectations in a relationship? (I know a very big question, take your time)
18~ Who/when was your first “crush”?
82~ Do you have any fantasies involving Role-Playing?
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
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?
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?
What is your favorite position? Why?
Teacher/Student Stranger/One Night Stand
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
Master/Slave Boss/Maid
That one or two things that made you go hmmmm, OMG or wow!
52~ What are your hobbies?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
Do you have a favorite? Is it ok if your partner does?
46~ Have you ever used furniture, or other types of things to aid you while having sex?
21- What's your favorite way to spend a weekend or time off?
If yes, what?
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?
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
Please share Did you stop?
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
Over time has your thoughts on sex changed?
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
29~ What are some things that turn you off? What is your biggest turn off?
12- What is the weirdest thing you've ever eaten?
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
39~ What are your love languages?
29- How superstitious are you?
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
14- What's your favorite dessert? Do you a least favorite?
44~ Care to share something about yourself that no one else knows about you?
3- What’s your favorite smell? Do you a least favorite?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
52~ Are you willing to make “those types” of bets with your partner?
Would you allow me to clean every part of your body with my soapy hands and fingers?
32- What's your greatest talent? Can I see it right now?
61~ How willing would you be to try new sexual positions?
45~ How do you feel about me blindfolding you? How about blindfolding me?
Have you ever? Care to Share?
15~ Have you ever been “in love”? Who? Care to Share?
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
(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…)
What do you dislike about me? I asked you to be 100% honest.
How about if they talk dirty and/or call you names?
Escort/Client Job Applicant/Hiring Manager
47~ What would be your dream job and why?
50~ How many children do you have? What are their ages?
25~ How do you feel about PDA? (Public Display of Affection)
15- What bad habit do you wish you could quit? Do you have any addictions?
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?
40~ What’s the weirdest place you’ve ever had sex?
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
What’s the longest time you gone without having sex, after, having it? How much time between the others?
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
18- What’s your favorite way to relax after a long day? What’s your least favorite?
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
76~ Have you had a threesome? Care to Share?
17- What’s your favorite holiday? What’s your least favorite?
*** What’s Your Favorite…? ***
5- Have you ever been hypnotized? Would you allow yourself to be?
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?
1~ How old were you when you had your first kiss? Who? Care to Share?
49~ If you could, would you want to be the opposite sex for a day, week, or year?
19- What’s your favorite fairytale? What’s your least favorite?
Does the thought excite you? Care to share?
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
89~ Do you like taking showers together?
15- What's your favorite saying? What word or phrase is your least favorite?
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,
11~ Have you ever been caught by your parents or children or others while having sex?
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
Model/Photographer Police/Criminal
22~ What is the best pickup line anyone has ever used on you? What was the worst?
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?
7- What are your thoughts on religion? Is there an afterlife?
*** Deal Breaker Questions ***
34- Ever been to a concert? What was your favorite? Who would you like to see?
Would you ever want to be woken up with oral and/or intercourse?
Any that are a turn off?
Do you shave/trim your pubic hair? For you guys do you shave your balls?
I would allow you to do it… What would you do to me?
Any that are a turn off?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
49~ How many times have you been married? Why did they end?
Would you read them together?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
5~ When you first started having sex, was it what you thought it would be?
What would you say to prove to yourself that it was really you?
Would /have you ever given your partner a lap dance and Striptease?
1- What was your first impression of me? Has it changed?
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
41~ Are there moments in your past that you would want to change? Please share 3 of them.
Repairman/Lonely Wife Virgin/Experienced
26~ What side of the bed do you sleep on?
11- What's your favorite restaurant? What’s your least favorite?
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
How many partners have you had oral sex with? Who? 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.
38~ Share your most embarrassing sexual memory?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?