What is the most interesting question you can ask to get to know someone?
11.06.2025 02:23
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”?
44~ Care to share something about yourself that no one else knows about you?
I see lots of pictures of women who have huge clits are they real or what?
19- What’s your favorite fairytale? What’s your least favorite?
13- What’s your favorite drink? What’s your least favorite?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
29- How superstitious are you?
How many times do you think you have “made love”?
You know that I will be 100% truthful, so ask.
15- What's your favorite saying? What word or phrase is your least favorite?
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
64~ When was your very first orgasm? When was your first from having sex? Care to share?
Repairman/Lonely Wife Virgin/Experienced
24~ What are your expectations in a relationship? (I know a very big question, take your time)
AI could solve puzzles posed by twin stars in 'mere minutes or seconds on a single laptop' - Space
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
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?
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
Is it wrong of me to feel uncomfortable that my friend thinks my brother is hot?
*** Questions About Me ***
3- What Superhero or Superpower would you want to be/have?
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
37- Do you like your name? If you could change it, what would you change it too?
80~ Share your top three fantasies/desires. (Be detailed) 😊
12- What is the weirdest thing you've ever eaten?
Mario Kart World 1.1.0 update out now, patch notes - Nintendo Everything
82~ Do you have any fantasies involving Role-Playing?
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
I can not sleep. what is the problem?
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
92~ Have you ever had or have an STD? How many? What was it?
53~ How much can you tell me about the one thing you are most passionate about?
Higher-Earning Shoppers Hit the Dollar Store as Spending Tightens - WSJ
12- What’s your favorite food? What’s your least favorite?
34~ Do you like the lights on or off during sex?
If YES, was it with 2 men or 2 women? Did you enjoy it?
Inside ‘Inside the NBA’ Transition to ESPN - Front Office Sports
9- Is there something you’ve always wanted to ask me but you’re afraid?
34- Ever been to a concert? What was your favorite? Who would you like to see?
30~ What's something unexpected that turns you on?
Man charged in shooting outside Wayzata High School graduation - kare11.com
41~ Are there moments in your past that you would want to change? Please share 3 of them.
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
How old are you? Male or Female?
PlayStation State of Play June 2025: Everything Announced - IGN
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
What is the best sex you have ever had (in detail)?
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
Trump puts U.S. Steel cart before the horse - Axios
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
10- List 5 of your top pet peeves.
33- Beach or Mountains? Or is there another place to like better?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
How many partners have you had oral sex with? Who? Care to Share?
39~ What are your love languages?
22- Do you have any birth marks? How about scars? Care to share how you got them?
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?
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
13- How about having a certain hair cut/style?
11- What's your favorite restaurant? What’s your least favorite?
What have you learned about me that was new and/or surprising?
89~ Do you like taking showers together?
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
81~ Do you have any kinks and/or fetishes?
11~ Have you ever been caught by your parents or children or others while having sex?
1~ How old were you when you had your first kiss? Who? Care to Share?
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
3- What was the most surprising thing you’ve learned about me throughout our relationship?
Do you like it when they show and tell you what they want?
8- What are your thoughts on politics?
If you say it, I will stop, and we can talk about it when you are ready.
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
9- What’s your favorite season and why? What’s your least favorite?
Prisoner/Prison Guard Landlord/Tenant
11- List at least 5 things on your bucket list. Have you done any of them already?
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
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…
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
17- Have you ever done drugs? Which ones? How often?
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?
40~ What’s the weirdest place you’ve ever had sex?
62~ Have you used adult toys?
3- Should Pluto still be considered a planet? 4- How about smoking?
Would you mind if your partner watched it? How about together vs alone?
* Give a rating for each one (0-100)
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?
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
What’s the longest time you gone without having sex, after, having it? How much time between the others?
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
How well do you know me? And some of your thoughts about me
Does the thought excite you? Care to share?
What is your favorite toy? Ever wanted to try a specific toy?
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
*** Questions about Relationships/Past ***
15- What bad habit do you wish you could quit? Do you have any addictions?
21~ What was the best date you ever went on? What has been the worst?
(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…)
18~ Who/when was your first “crush”?
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
20- What’s your favorite candy? What’s your least favorite?
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
*** What’s Your Favorite…? ***
Have you ever? Care to Share?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
49~ If you could, would you want to be the opposite sex for a day, week, or year?
Will you kiss after your partner has gone down on you? Swallow or spit semen?
36- Do you play video games? What is your favorite? Do you a least favorite?
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
*** Random Questions ***
26~ What side of the bed do you sleep on?
27- What was/ is nickname? Does it have a meaning behind it?
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
51~ What tends to bring a smile to your face?
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
Do you shave/trim your pubic hair? For you guys do you shave your balls?
17- What’s your favorite holiday? What’s your least favorite?
5- Have you ever been hypnotized? Would you allow yourself to be?
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,
29~ What are some things that turn you off? What is your biggest turn off?
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?
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
Master/Slave Boss/Maid
Any that are a turn off?
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
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)
1- What’s your favorite animal? Do you a least favorite?
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
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…
70~ Would/do you have/like anal sex?
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…
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…
51~ Are you willing to play adult games with your partner?
18- What’s your favorite way to relax after a long day? What’s your least favorite?
49~ How many times have you been married? Why did they end?
What have you learned about yourself that you did not before this?
67~ Do you like it when your partner moans and/or is vocal during sex?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
61~ How willing would you be to try new sexual positions?
Would you read them together?
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
Escort/Client Job Applicant/Hiring Manager
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
9~ How many times over your lifetime do you think you have had sex so far?
48~ Have you ever paid or been paid for sex?
Family Relation Age Play
42~ What’s your biggest regret in life?
Will you cheat again? How can, you be sure? Define what cheating is to you.
76~ Have you had a threesome? Care to Share?
8- What's your favorite flavor of ice cream? Do you a least favorite?
6- Do you have dreams? Can you remember them? What do you usually dream about?
45~ How do you feel about me blindfolding you? How about blindfolding me?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
If yes, what?
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
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?
22- What is your favorite childhood memory? What is your least favorite?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
That one or two things that made you go hmmmm, OMG or wow!
83~ How do you feel about Porn?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
1- What was your first impression of me? Has it changed?
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
28~ What are some things that turn on? What is your biggest turn on?
15~ Have you ever been “in love”? Who? Care to Share?
46~ Have you ever used furniture, or other types of things to aid you while having sex?
11- How about if they like a certain sports team? 12-How about drinking too much?
What was the longest? What was the shortest?
13~ Is there a difference between, making love, having sex, and fucking?
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
65~ Describe the best orgasm you’ve ever had? Care to share?
71~ Would you give your partner a hand or foot job? Would you receive one?
14- What's your favorite dessert? Do you a least favorite?
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
60~ How important is oral sex? Do you like receiving? Do you like giving?
28- What are some things that people do that irritate you?
84~ How do you feel about reading/listening to adult stories?
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?
21- What's your favorite way to spend a weekend or time off?
23- What is your dream job? What was it as a child?
2- What’s your favorite color? Do you a least favorite?
The Ice Breaker Questions
Model/Photographer Police/Criminal
48~ Do you have any siblings? Are you close to your family?
7- What are your thoughts on religion? Is there an afterlife?
Would you do it again, and would you rather 2 females or 2 males?
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
38~ Share your most embarrassing sexual memory?
Nurse/Patient Celebrity/Fan
Can you Deep Throat? Do you like the taste of yourself?
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
If you win, what will you make them do?
Do you like the “69” position? Do you prefer to be on top or bottom?
What is your view on sex? Meaning, When/Where/ How often/
If you lose, are you willing to be their sex slave for a day, (anything goes)?
36~ What is your favorite time of day to have sex/make love?
14- What is an embarrassing moment in your life? How about your most embarrassing?
13- What is the craziest/scariest thing you've ever done?
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
52~ What are your hobbies?
What do you dislike about me? I asked you to be 100% honest.
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
I would allow you to do it… What would you do to me?
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
10~ How many dates are necessary before you to have sex with someone?
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
Over time has your thoughts on sex changed?
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?
Would /have you ever given your partner a lap dance and Striptease?
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
50~ How many children do you have? What are their ages?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
What is your favorite position? Why?
How about if they talk dirty and/or call you names?
9- If you could have three wishes, what would they be? Why?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
Do you think this brought you closer together?
Any that are a turn off?
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
If NO, would you ever have one? Would it be with 2 men or 2 women?
Do you watch it? What is your favorite?
7- What if a person smells a certain way? 8- How about smoking?
10- What is your favorite family tradition? What’s your least favorite?
Doctor/Nurse Stripper/Client
Get this wrong and this could mean the end… :-) some funny, some not…
5~ When you first started having sex, was it what you thought it would be?
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?
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
33- If you could visit any time period, when would you pick? Please explain why?
4- For a pet, Cat, dog or other?
32- What's your greatest talent? Can I see it right now?
25~ How do you feel about PDA? (Public Display of Affection)
3- What’s your favorite smell? Do you a least favorite?
What would you say to prove to yourself that it was really you?
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
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?
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
Teacher/Student Stranger/One Night Stand
Please share Did you stop?
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
92~ Everyone needs a “safe” word. What is yours?
Nothing too Serious
19- Do/have you smoked? What do you prefer? How often?
31- If given a chance to be immortal, would you take it? Why?
18- How often do you drink alcohol? What is your favorite drink?
7-What do I do in bed that drives you wild? How about, what turns you off?
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
Do you have a favorite? Is it ok if your partner does?
Would you allow me to clean every part of your body with my soapy hands and fingers?
Would you ever want to be woken up with oral and/or intercourse?
*** Deal Breaker Questions ***
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
47~ What would be your dream job and why?