What is the most interesting question you can ask to get to know someone?
08.06.2025 05:31
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
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?
If NO, would you ever have one? Would it be with 2 men or 2 women?
You know that I will be 100% truthful, so ask.
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
Why do our deceased do not protect us from other bad spirits?
53~ How much can you tell me about the one thing you are most passionate about?
Escort/Client Job Applicant/Hiring Manager
22~ What is the best pickup line anyone has ever used on you? What was the worst?
Tesla's Imminent Valuation Crash? (NASDAQ:TSLA) - Seeking Alpha
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
Do you think this brought you closer together?
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?
How can a hacker damage me, realistically?
3- What was the most surprising thing you’ve learned about me throughout our relationship?
13~ Is there a difference between, making love, having sex, and fucking?
9~ How many times over your lifetime do you think you have had sex so far?
Why is my elder sister so mean?
42~ What’s your biggest regret in life?
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
1- What was your first impression of me? Has it changed?
What's an uncomfortable truth you've learned to accept?
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
76~ Have you had a threesome? Care to Share?
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
What makes someone feel "rich enough" in different societies?
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~ Everyone needs a “safe” word. What is yours?
I would allow you to do it… What would you do to me?
My boyfriend won’t tell me his past and it hurts me so I broke up with him what do I do?
29~ What are some things that turn you off? What is your biggest turn off?
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? 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 are the best examples of reverse psychology?
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
80~ Share your top three fantasies/desires. (Be detailed) 😊
What was the longest? What was the shortest?
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
Master/Slave Boss/Maid
Kohler's $51M Arizona award terminated by Department of Energy - ABC15 Arizona
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
11- List at least 5 things on your bucket list. Have you done any of them already?
34- Ever been to a concert? What was your favorite? Who would you like to see?
What do you dislike about me? I asked you to be 100% honest.
51~ What tends to bring a smile to your face?
End of an Era: Landsat 7 Decommissioned After 25 Years of Earth Observation - USGS (.gov)
*** Questions about Relationships/Past ***
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
Can you Deep Throat? Do you like the taste of yourself?
What are some disadvantages of living in rural areas? What are the advantages?
6- Do you have dreams? Can you remember them? What do you usually dream about?
12- What is the weirdest thing you've ever eaten?
48~ Have you ever paid or been paid for sex?
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
*** Questions About Me ***
45~ How do you feel about me blindfolding you? How about blindfolding me?
That one or two things that made you go hmmmm, OMG or wow!
Over time has your thoughts on sex changed?
3- What Superhero or Superpower would you want to be/have?
47~ What would be your dream job and why?
50~ How many children do you have? What are their ages?
4- For a pet, Cat, dog or other?
28~ What are some things that turn on? What is your biggest turn on?
How many times do you think you have “made love”?
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
1~ How old were you when you had your first kiss? Who? Care to Share?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
2- What’s your favorite color? Do you a least favorite?
52~ Are you willing to make “those types” of bets with your partner?
92~ Have you ever had or have an STD? How many? What was it?
17- What’s your favorite holiday? What’s your least favorite?
*** What’s Your Favorite…? ***
What would you say to prove to yourself that it was really you?
7-What do I do in bed that drives you wild? How about, what turns you off?
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
If YES, was it with 2 men or 2 women? Did you enjoy it?
How old are you? Male or Female?
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
What is your favorite position? Why?
36- Do you play video games? What is your favorite? Do you a least favorite?
Doctor/Nurse Stripper/Client
Nothing too Serious
Teacher/Student Stranger/One Night Stand
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
34~ Do you like the lights on or off during sex?
27- What was/ is nickname? Does it have a meaning behind it?
Do you watch it? What is your favorite?
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
19~ Who/when was your first “heartbreak”?
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
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…
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
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?
7- What are your thoughts on religion? Is there an afterlife?
Would you mind if your partner watched it? How about together vs alone?
9- What’s your favorite season and why? What’s your least favorite?
13- What’s your favorite drink? What’s your least favorite?
32- What's your greatest talent? Can I see it right now?
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
71~ Would you give your partner a hand or foot job? Would you receive one?
7- What if a person smells a certain way? 8- How about smoking?
15- What's your favorite saying? What word or phrase is your least favorite?
18- What’s your favorite way to relax after a long day? What’s your least favorite?
8- What are your thoughts on politics?
15~ Have you ever been “in love”? Who? Care to Share?
70~ Would/do you have/like anal sex?
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
29- How superstitious are you?
10- List 5 of your top pet peeves.
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
Will you cheat again? How can, you be sure? Define what cheating is to you.
Any that are a turn off?
The Ice Breaker Questions
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
64~ When was your very first orgasm? When was your first from having sex? Care to share?
Would /have you ever given your partner a lap dance and Striptease?
49~ If you could, would you want to be the opposite sex for a day, week, or year?
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
Prisoner/Prison Guard Landlord/Tenant
18~ Who/when was your first “crush”?
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
67~ Do you like it when your partner moans and/or is vocal during sex?
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 long for foreplay? Do you need to have an orgasm? Is afterplay important?
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
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?
37- Do you like your name? If you could change it, what would you change it too?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
9- If you could have three wishes, what would they be? Why?
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
20- What’s your favorite candy? What’s your least favorite?
81~ Do you have any kinks and/or fetishes?
13- How about having a certain hair cut/style?
14- What is an embarrassing moment in your life? How about your most embarrassing?
19- What’s your favorite fairytale? What’s your least favorite?
How about if they talk dirty and/or call you names?
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?
Do you shave/trim your pubic hair? For you guys do you shave your balls?
What’s the longest time you gone without having sex, after, having it? How much time between the others?
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
33- Beach or Mountains? Or is there another place to like better?
Would you read them together?
What is your view on sex? Meaning, When/Where/ How often/
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
5- Have you ever been hypnotized? Would you allow yourself to be?
9- Is there something you’ve always wanted to ask me but you’re afraid?
What is your favorite toy? Ever wanted to try a specific toy?
22- What is your favorite childhood memory? What is your least favorite?
13- What is the craziest/scariest thing you've ever done?
5~ When you first started having sex, was it what you thought it would be?
65~ Describe the best orgasm you’ve ever had? Care to share?
If you win, what will you make them do?
1- What’s your favorite animal? Do you a least favorite?
*** Deal Breaker Questions ***
41~ Are there moments in your past that you would want to change? Please share 3 of them.
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
21~ What was the best date you ever went on? What has been the worst?
18- How often do you drink alcohol? What is your favorite drink?
15- What bad habit do you wish you could quit? Do you have any addictions?
33- If you could visit any time period, when would you pick? Please explain why?
Do you like it when they show and tell you what they want?
Family Relation Age Play
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
* Give a rating for each one (0-100)
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?
31- If given a chance to be immortal, would you take it? Why?
Please share Did you stop?
60~ How important is oral sex? Do you like receiving? Do you like giving?
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
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?
17- Have you ever done drugs? Which ones? How often?
26~ What side of the bed do you sleep on?
Repairman/Lonely Wife Virgin/Experienced
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
Do you like the “69” position? Do you prefer to be on top or bottom?
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
11- How about if they like a certain sports team? 12-How about drinking too much?
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- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
3- Should Pluto still be considered a planet? 4- How about smoking?
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
If you lose, are you willing to be their sex slave for a day, (anything goes)?
*** Random Questions ***
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
3- What’s your favorite smell? Do you a least favorite?
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
Will you kiss after your partner has gone down on you? Swallow or spit semen?
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
24~ What are your expectations in a relationship? (I know a very big question, take your time)
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?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
39~ What are your love languages?
How many partners have you had oral sex with? Who? Care to Share?
62~ Have you used adult toys?
Would you do it again, and would you rather 2 females or 2 males?
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
21- What's your favorite way to spend a weekend or time off?
Model/Photographer Police/Criminal
49~ How many times have you been married? Why did they end?
What have you learned about me that was new and/or surprising?
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?
11- What's your favorite restaurant? What’s your least favorite?
52~ What are your hobbies?
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
40~ What’s the weirdest place you’ve ever had sex?
23- What is your dream job? What was it as a child?
If you say it, I will stop, and we can talk about it when you are ready.
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
10- What is your favorite family tradition? What’s your least favorite?
What have you learned about yourself that you did not before this?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
84~ How do you feel about reading/listening to adult stories?
51~ Are you willing to play adult games with your partner?
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
22- Do you have any birth marks? How about scars? Care to share how you got them?
25~ How do you feel about PDA? (Public Display of Affection)
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,
48~ Do you have any siblings? Are you close to your family?
Does the thought excite you? Care to share?
28- What are some things that people do that irritate you?
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
8- What's your favorite flavor of ice cream? Do you a least favorite?
38~ Share your most embarrassing sexual memory?
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
Any that are a turn off?
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
How well do you know me? And some of your thoughts about me
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
19- Do/have you smoked? What do you prefer? How often?
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
36~ What is your favorite time of day to have sex/make love?
89~ Do you like taking showers together?
Would you ever want to be woken up with oral and/or intercourse?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
If yes, what?
11~ Have you ever been caught by your parents or children or others while having sex?
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?
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
30~ What's something unexpected that turns you on?
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
Do you have a favorite? Is it ok if your partner does?
Get this wrong and this could mean the end… :-) some funny, some not…
10~ How many dates are necessary before you to have sex with someone?
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
Would you allow me to clean every part of your body with my soapy hands and fingers?
12- What’s your favorite food? What’s your least favorite?
61~ How willing would you be to try new sexual positions?
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
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)
46~ Have you ever used furniture, or other types of things to aid you while having sex?
Nurse/Patient Celebrity/Fan
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
Have you ever? Care to Share?