What is the most interesting question you can ask to get to know someone?
09.06.2025 01:01
46~ Have you ever used furniture, or other types of things to aid you while having sex?
Do you like the “69” position? Do you prefer to be on top or bottom?
33- Beach or Mountains? Or is there another place to like better?
Why do British people always write "xxx" after their names?
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
I would allow you to do it… What would you do to me?
17- Have you ever done drugs? Which ones? How often?
Why do boobs of some girls bounce when they walk?
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
You know that I will be 100% truthful, so ask.
Have you ever? Care to Share?
Raw Milk Is Trending — Here's Why Doctors Are Seriously Concerned - BuzzFeed
5- Have you ever been hypnotized? Would you allow yourself to be?
44~ Care to share something about yourself that no one else knows about you?
Nothing too Serious
Boulder attack updates: Multiple people injured in 'act of terror,' FBI says - ABC News
*** Random Questions ***
22- Do you have any birth marks? How about scars? Care to share how you got them?
What’s the longest time you gone without having sex, after, having it? How much time between the others?
Do you think this brought you closer together?
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
Would you do it again, and would you rather 2 females or 2 males?
What is the best case of “You just picked a fight with the wrong person” that you've witnessed?
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
84~ How do you feel about reading/listening to adult stories?
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
Temu’s daily US users cut in half following end of ‘de minimis’ loophole - New York Post
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
48~ Do you have any siblings? Are you close to your family?
20- What’s your favorite candy? What’s your least favorite?
13- What is the craziest/scariest thing you've ever done?
11- How about if they like a certain sports team? 12-How about drinking too much?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
We Bought a ‘Peeing’ Robot Attack Dog From Temu. It Was Even Weirder Than Expected - WIRED
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
Trump administration prepares to ease big bank rules - Politico
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?
45~ How do you feel about me blindfolding you? How about blindfolding me?
Do you shave/trim your pubic hair? For you guys do you shave your balls?
15- What bad habit do you wish you could quit? Do you have any addictions?
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
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,
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
37- Do you like your name? If you could change it, what would you change it too?
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
19- What’s your favorite fairytale? What’s your least favorite?
29- How superstitious are you?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
15~ Have you ever been “in love”? Who? Care to Share?
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
What is your favorite position? Why?
10- What is your favorite family tradition? What’s your least favorite?
50~ How many children do you have? What are their ages?
3- Should Pluto still be considered a planet? 4- How about smoking?
9- If you could have three wishes, what would they be? Why?
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
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?
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
If YES, was it with 2 men or 2 women? Did you enjoy it?
Does the thought excite you? Care to share?
21~ What was the best date you ever went on? What has been the worst?
53~ How much can you tell me about the one thing you are most passionate about?
Master/Slave Boss/Maid
If you lose, are you willing to be their sex slave for a day, (anything goes)?
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?
92~ Have you ever had or have an STD? How many? What was it?
How many times do you think you have “made love”?
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
17- What’s your favorite holiday? What’s your least favorite?
49~ If you could, would you want to be the opposite sex for a day, week, or year?
8- What's your favorite flavor of ice cream? Do you a least favorite?
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
34- Ever been to a concert? What was your favorite? Who would you like to see?
14- What's your favorite dessert? Do you a least favorite?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
That one or two things that made you go hmmmm, OMG or wow!
48~ Have you ever paid or been paid for sex?
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
What have you learned about me that was new and/or surprising?
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
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?
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
Model/Photographer Police/Criminal
25~ How do you feel about PDA? (Public Display of Affection)
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
Repairman/Lonely Wife Virgin/Experienced
52~ What are your hobbies?
Please share Did you stop?
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
28- What are some things that people do that irritate you?
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
80~ Share your top three fantasies/desires. (Be detailed) 😊
83~ How do you feel about Porn?
*** What’s Your Favorite…? ***
* Give a rating for each one (0-100)
How old are you? Male or Female?
How well do you know me? And some of your thoughts about me
4- For a pet, Cat, dog or other?
(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…)
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?
38~ Share your most embarrassing sexual memory?
7-What do I do in bed that drives you wild? How about, what turns you off?
21- What's your favorite way to spend a weekend or time off?
Would you allow me to clean every part of your body with my soapy hands and fingers?
18- What’s your favorite way to relax after a long day? 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?
9- Is there something you’ve always wanted to ask me but you’re afraid?
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
36~ What is your favorite time of day to have sex/make love?
Will you kiss after your partner has gone down on you? Swallow or spit semen?
What is your view on sex? Meaning, When/Where/ How often/
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
36- Do you play video games? What is your favorite? Do you a least favorite?
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
1- What was your first impression of me? Has it changed?
Nurse/Patient Celebrity/Fan
5~ When you first started having sex, was it what you thought it would be?
What do you dislike about me? I asked you to be 100% honest.
8- What are your thoughts on politics?
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?
1- What’s your favorite animal? Do you a least favorite?
12- What’s your favorite food? What’s your least favorite?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
61~ How willing would you be to try new sexual positions?
26~ What side of the bed do you sleep on?
*** Deal Breaker Questions ***
How about if they talk dirty and/or call you names?
What would you say to prove to yourself that it was really you?
If yes, what?
Do you watch it? What is your favorite?
14- What is an embarrassing moment in your life? How about your most embarrassing?
Prisoner/Prison Guard Landlord/Tenant
71~ Would you give your partner a hand or foot job? Would you receive one?
11- List at least 5 things on your bucket list. Have you done any of them already?
Get this wrong and this could mean the end… :-) some funny, some not…
76~ Have you had a threesome? Care to Share?
67~ Do you like it when your partner moans and/or is vocal during sex?
23- What is your dream job? What was it as a child?
Family Relation Age Play
41~ Are there moments in your past that you would want to change? Please share 3 of them.
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
Can you Deep Throat? Do you like the taste of yourself?
7- What are your thoughts on religion? Is there an afterlife?
9~ How many times over your lifetime do you think you have had sex so far?
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
13- How about having a certain hair cut/style?
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
64~ When was your very first orgasm? When was your first from having sex? Care to share?
3- What was the most surprising thing you’ve learned about me throughout our relationship?
Would /have you ever given your partner a lap dance and Striptease?
49~ How many times have you been married? Why did they end?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
89~ Do you like taking showers together?
47~ What would be your dream job and why?
Would you ever want to be woken up with oral and/or intercourse?
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
15- What's your favorite saying? What word or phrase is your least favorite?
24~ What are your expectations in a relationship? (I know a very big question, take your time)
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?
62~ Have you used adult toys?
3- What’s your favorite smell? Do you a least favorite?
18~ Who/when was your first “crush”?
40~ What’s the weirdest place you’ve ever had sex?
10- List 5 of your top pet peeves.
Teacher/Student Stranger/One Night Stand
Do you like it when they show and tell you what they want?
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
What was the longest? What was the shortest?
70~ Would/do you have/like anal sex?
33- If you could visit any time period, when would you pick? Please explain why?
Over time has your thoughts on sex changed?
28~ What are some things that turn on? What is your biggest turn on?
7- What if a person smells a certain way? 8- How about smoking?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
19- Do/have you smoked? What do you prefer? How often?
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
19~ Who/when was your first “heartbreak”?
9- What’s your favorite season and why? What’s your least favorite?
*** Questions About Me ***
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
Escort/Client Job Applicant/Hiring Manager
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
What is your favorite toy? Ever wanted to try a specific toy?
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
Any that are a turn off?
If NO, would you ever have one? Would it be with 2 men or 2 women?
13- What’s your favorite drink? What’s your least favorite?
*** Questions about Relationships/Past ***
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?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
If you win, what will you make them do?
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…
11- What's your favorite restaurant? What’s your 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?
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
1~ How old were you when you had your first kiss? Who? Care to Share?
Will you cheat again? How can, you be sure? Define what cheating is to you.
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
51~ Are you willing to play adult games with your partner?
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
Do you have a favorite? Is it ok if your partner does?
If you say it, I will stop, and we can talk about it when you are ready.
11~ Have you ever been caught by your parents or children or others while having sex?
12- What is the weirdest thing you've ever eaten?
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
The Ice Breaker Questions
92~ Everyone needs a “safe” word. What is yours?
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
51~ What tends to bring a smile to your face?
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
Any that are a turn off?
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
82~ Do you have any fantasies involving Role-Playing?
How many partners have you had oral sex with? Who? Care to Share?
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
3- What Superhero or Superpower would you want to be/have?
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
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…
18- How often do you drink alcohol? What is your favorite drink?
10~ How many dates are necessary before you to have sex with someone?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
Would you read them together?
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
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?
27- What was/ is nickname? Does it have a meaning behind it?
42~ What’s your biggest regret in life?
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
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?
Doctor/Nurse Stripper/Client
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
30~ What's something unexpected that turns you on?
13~ Is there a difference between, making love, having sex, and fucking?
81~ Do you have any kinks and/or fetishes?
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
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)
32- What's your greatest talent? Can I see it right now?
39~ What are your love languages?
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
2- What’s your favorite color? Do you a least favorite?
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?
31- If given a chance to be immortal, would you take it? Why?
What have you learned about yourself that you did not before this?
6- Do you have dreams? Can you remember them? What do you usually dream about?
Would you mind if your partner watched it? How about together vs alone?
34~ Do you like the lights on or off during sex?
22- What is your favorite childhood memory? What is your least favorite?
52~ Are you willing to make “those types” of bets with your partner?
29~ What are some things that turn you off? What is your biggest turn off?