What is the most interesting question you can ask to get to know someone?
12.06.2025 06:58
What is your favorite position? Why?
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
1- What’s your favorite animal? Do you a least favorite?
Switzerland proposes forcing UBS to add $26bn in capital - Financial Times
17- Have you ever done drugs? Which ones? How often?
Do you watch it? What is your favorite?
49~ How many times have you been married? Why did they end?
Investigative Reporters Sound the Alarm at Peabody Awards - Variety
What do you dislike about me? I asked you to be 100% honest.
18- How often do you drink alcohol? What is your favorite drink?
45~ How do you feel about me blindfolding you? How about blindfolding me?
SpaceX knocks out another national security launch while ULA faces scrutiny - Yahoo
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
15- What's your favorite saying? What word or phrase is your least favorite?
If NO, would you ever have one? Would it be with 2 men or 2 women?
Study Links Gut Bacteria to MS Risk and Reveals Key Triggers - Neuroscience News
Do you shave/trim your pubic hair? For you guys do you shave your balls?
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
34- Ever been to a concert? What was your favorite? Who would you like to see?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
27- What was/ is nickname? Does it have a meaning behind it?
*** Questions about Relationships/Past ***
If you lose, are you willing to be their sex slave for a day, (anything goes)?
22- What is your favorite childhood memory? What is your least favorite?
Notes and quotes from Day 1 of Raiders' 2025 mandatory minicamp - Las Vegas Raiders
11~ Have you ever been caught by your parents or children or others while having sex?
15- What bad habit do you wish you could quit? Do you have any addictions?
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
Teacher/Student Stranger/One Night Stand
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
Tender Moment Nurse Mare Adopts Orphaned Foal As Her Own Has Us in Tears - Yahoo
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
39~ What are your love languages?
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
Scientists measure a photonic pulse in dozens of dimensions - Earth.com
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
42~ What’s your biggest regret in life?
Will you cheat again? How can, you be sure? Define what cheating is to you.
83~ How do you feel about Porn?
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,
How old are you? Male or Female?
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
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?
3- What’s your favorite smell? Do you a least favorite?
Do you like the “69” position? Do you prefer to be on top or bottom?
19~ Who/when was your first “heartbreak”?
50~ How many children do you have? What are their ages?
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
13~ Is there a difference between, making love, having sex, and fucking?
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
10- List 5 of your top pet peeves.
52~ Are you willing to make “those types” of bets with your partner?
60~ How important is oral sex? Do you like receiving? Do you like giving?
1~ How old were you when you had your first kiss? Who? Care to Share?
13- What is the craziest/scariest thing you've ever done?
84~ How do you feel about reading/listening to adult stories?
7- What if a person smells a certain way? 8- How about smoking?
23- What is your dream job? What was it as a child?
Over time has your thoughts on sex changed?
51~ Are you willing to play adult games with your partner?
89~ Do you like taking showers together?
Family Relation Age Play
2- What’s your favorite color? Do you a least favorite?
The Ice Breaker Questions
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
31- If given a chance to be immortal, would you take it? Why?
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
What is your view on sex? Meaning, When/Where/ How often/
Doctor/Nurse Stripper/Client
19- Do/have you smoked? What do you prefer? How often?
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
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?
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
52~ What are your hobbies?
Master/Slave Boss/Maid
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?
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
53~ How much can you tell me about the one thing you are most passionate about?
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
Please share Did you stop?
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
What was the longest? What was the shortest?
What have you learned about me that was new and/or surprising?
81~ Do you have any kinks and/or fetishes?
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
9- What’s your favorite season and why? What’s your least favorite?
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
Would you allow me to clean every part of your body with my soapy hands and fingers?
92~ Everyone needs a “safe” word. What is yours?
Have you ever? Care to Share?
8- What are your thoughts on politics?
38~ Share your most embarrassing sexual memory?
Nothing too Serious
8- What's your favorite flavor of ice cream? Do you a least favorite?
61~ How willing would you be to try new sexual positions?
5~ When you first started having sex, was it what you thought it would be?
3- Should Pluto still be considered a planet? 4- How about smoking?
Escort/Client Job Applicant/Hiring Manager
*** Questions About Me ***
9- If you could have three wishes, what would they be? Why?
Model/Photographer Police/Criminal
65~ Describe the best orgasm you’ve ever had? Care to share?
21~ What was the best date you ever went on? What has been the worst?
28~ What are some things that turn on? What is your biggest turn on?
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?
70~ Would/do you have/like anal sex?
49~ If you could, would you want to be the opposite sex for a day, week, or year?
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?
How many times do you think you have “made love”?
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
Would you read them together?
82~ Do you have any fantasies involving Role-Playing?
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
11- What's your favorite restaurant? What’s your least favorite?
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
* Give a rating for each one (0-100)
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
14- What is an embarrassing moment in your life? How about your most embarrassing?
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?
7- What are your thoughts on religion? Is there an afterlife?
14- What's your favorite dessert? Do you a least favorite?
*** Random Questions ***
10- What is your favorite family tradition? What’s your least favorite?
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
*** What’s Your Favorite…? ***
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
37- Do you like your name? If you could change it, what would you change it too?
(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…)
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
Prisoner/Prison Guard Landlord/Tenant
What is your favorite toy? Ever wanted to try a specific toy?
18- What’s your favorite way to relax after a long day? What’s your least favorite?
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?
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?
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
*** Deal Breaker Questions ***
29~ What are some things that turn you off? What is your biggest turn off?
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
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?
What have you learned about yourself that you did not before this?
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
47~ What would be your dream job and why?
12- What is the weirdest thing you've ever eaten?
How well do you know me? And some of your thoughts about me
36~ What is your favorite time of day to have sex/make love?
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
48~ Have you ever paid or been paid for sex?
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
1- What was your first impression of me? Has it changed?
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
19- What’s your favorite fairytale? What’s your least favorite?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
Would you ever want to be woken up with oral and/or intercourse?
Nurse/Patient Celebrity/Fan
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
Will you kiss after your partner has gone down on you? Swallow or spit semen?
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
51~ What tends to bring a smile to your face?
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
11- How about if they like a certain sports team? 12-How about drinking too much?
Do you think this brought you closer together?
67~ Do you like it when your partner moans and/or is vocal during sex?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
18~ Who/when was your first “crush”?
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
13- How about having a certain hair cut/style?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
44~ Care to share something about yourself that no one else knows about you?
29- How superstitious are you?
6- Do you have dreams? Can you remember them? What do you usually dream about?
That one or two things that made you go hmmmm, OMG or wow!
10~ How many dates are necessary before you to have sex with someone?
76~ Have you had a threesome? Care to Share?
25~ How do you feel about PDA? (Public Display of Affection)
Would /have you ever given your partner a lap dance and Striptease?
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?
20- What’s your favorite candy? What’s your least favorite?
21- What's your favorite way to spend a weekend or time off?
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
28- What are some things that people do that irritate you?
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
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…
Would you mind if your partner watched it? How about together vs alone?
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
I would allow you to do it… What would you do to me?
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
13- What’s your favorite drink? What’s 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…
9~ How many times over your lifetime do you think you have had sex so far?
33- If you could visit any time period, when would you pick? Please explain why?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
How many partners have you had oral sex with? Who? Care to Share?
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
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?
3- What Superhero or Superpower would you want to be/have?
4- For a pet, Cat, dog or other?
Any that are a turn off?
64~ When was your very first orgasm? When was your first from having sex? Care to share?
41~ Are there moments in your past that you would want to change? Please share 3 of them.
32- What's your greatest talent? Can I see it right now?
Any that are a turn off?
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 you say it, I will stop, and we can talk about it when you are ready.
7-What do I do in bed that drives you wild? How about, what turns you off?
5- Have you ever been hypnotized? Would you allow yourself to be?
Repairman/Lonely Wife Virgin/Experienced
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
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?
What would you say to prove to yourself that it was really you?
17- What’s your favorite holiday? What’s your least favorite?
12- What’s your favorite food? What’s your least favorite?
What’s the longest time you gone without having sex, after, having it? How much time between the others?
Get this wrong and this could mean the end… :-) some funny, some not…
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
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)
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
22- Do you have any birth marks? How about scars? Care to share how you got them?
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
24~ What are your expectations in a relationship? (I know a very big question, take your time)
26~ What side of the bed do you sleep on?
If YES, was it with 2 men or 2 women? Did you enjoy it?
36- Do you play video games? What is your favorite? Do you a least favorite?
62~ Have you used adult toys?
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
Do you like it when they show and tell you what they want?
34~ Do you like the lights on or off during sex?
How about if they talk dirty and/or call you names?
11- List at least 5 things on your bucket list. Have you done any of them already?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
If yes, what?
15~ Have you ever been “in love”? Who? Care to Share?
If you win, what will you make them do?
33- Beach or Mountains? Or is there another place to like better?
You know that I will be 100% truthful, so ask.
40~ What’s the weirdest place you’ve ever had sex?
71~ Would you give your partner a hand or foot job? Would you receive one?
Would you do it again, and would you rather 2 females or 2 males?
Can you Deep Throat? Do you like the taste of yourself?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
30~ What's something unexpected that turns you on?
Does the thought excite you? Care to share?
Do you have a favorite? Is it ok if your partner does?
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?
80~ Share your top three fantasies/desires. (Be detailed) 😊
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?