What is the most interesting question you can ask to get to know someone?
08.06.2025 15:42

2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
Escort/Client Job Applicant/Hiring Manager
42~ What’s your biggest regret in life?
Which branch of engineering is better: ECE or Civil?
13~ Is there a difference between, making love, having sex, and fucking?
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
29~ What are some things that turn you off? What is your biggest turn off?
Why didn't my ex fight for our relationship? He gave up so easily.
*** Questions About Me ***
34- Ever been to a concert? What was your favorite? Who would you like to see?
7- What if a person smells a certain way? 8- How about smoking?
Why was Boromir corrupted by the One Ring, but not Faramir in The Lord of the Rings?
3- Should Pluto still be considered a planet? 4- How about smoking?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
Would you allow me to clean every part of your body with my soapy hands and fingers?
How do I rat my boss out for serial cheating on his wife?
92~ Have you ever had or have an STD? How many? What was it?
Will you cheat again? How can, you be sure? Define what cheating is to you.
Do you like the “69” position? Do you prefer to be on top or bottom?
How does someone start doing urban exploration?
If YES, was it with 2 men or 2 women? Did you enjoy it?
21- What's your favorite way to spend a weekend or time 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?
How does growing up in chaos affect a child as they become an adult?
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?
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
11- What's your favorite restaurant? What’s your least favorite?
What are some hard truths that MAGA needs to hear?
Do you watch it? What is your favorite?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
Do you have a favorite? Is it ok if your partner does?
Measles cases see biggest rise in over a month - The Hill
*** Random Questions ***
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
19- What’s your favorite fairytale? What’s your least favorite?
Have you ever been forced to undress for money just once?
Does the thought excite you? Care to share?
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
32- What's your greatest talent? Can I see it right now?
What is the best interracial stories that you hear or know and want to share?
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
9- Is there something you’ve always wanted to ask me but you’re afraid?
83~ How do you feel about Porn?
Have you had any paranormal activity situations happen personally to you or someone you know?
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
92~ Everyone needs a “safe” word. What is yours?
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
US growth likely to slow to 1.6% this year, hobbled by Trump's trade wars, OECD says - ABC News
12- What is the weirdest thing you've ever eaten?
30~ What's something unexpected that turns you on?
Would /have you ever given your partner a lap dance and Striptease?
PoGO This Week (June 2-8): G-Max Rillaboom, Groudon Raids & GO Fest JC - Pokémon GO Hub
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?
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,
What have you learned about yourself that you did not before this?
If you win, what will you make them do?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
The Ice Breaker Questions
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
What is your favorite position? Why?
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…
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
46~ Have you ever used furniture, or other types of things to aid you while having sex?
52~ Are you willing to make “those types” of bets with your partner?
10- What is your favorite family tradition? What’s your least favorite?
1- What was your first impression of me? Has it changed?
Have you ever? Care to Share?
62~ Have you used adult toys?
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
13- What is the craziest/scariest thing you've ever done?
2- What’s your favorite color? Do you a least favorite?
84~ How do you feel about reading/listening to adult stories?
41~ Are there moments in your past that you would want to change? Please share 3 of them.
That one or two things that made you go hmmmm, OMG or wow!
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…
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
Nothing too Serious
Would you do it again, and would you rather 2 females or 2 males?
17- Have you ever done drugs? Which ones? How often?
18- What’s your favorite way to relax after a long day? What’s your least favorite?
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
Do you shave/trim your pubic hair? For you guys do you shave your balls?
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
4- For a pet, Cat, dog or other?
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
51~ Are you willing to play adult games with your partner?
15~ Have you ever been “in love”? Who? Care to Share?
42~ Ever been spanked 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?
11- How about if they like a certain sports team? 12-How about drinking too much?
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
21~ What was the best date you ever went on? What has been the worst?
67~ Do you like it when your partner moans and/or is vocal during sex?
Would you read them together?
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?
*** What’s Your Favorite…? ***
14- What's your favorite dessert? Do you a least favorite?
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
How old are you? Male or Female?
23- What is your dream job? What was it as a child?
17- What’s your favorite holiday? What’s your least favorite?
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
27- What was/ is nickname? Does it have a meaning behind it?
Any that are a turn off?
6- What’s your favorite TV series? Do you have a favorite genre? 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?
65~ Describe the best orgasm you’ve ever had? Care to share?
9- What’s your favorite season and why? What’s your least favorite?
Get this wrong and this could mean the end… :-) some funny, some not…
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?
47~ What would be your dream job and why?
If you say it, I will stop, and we can talk about it when you are ready.
1- What’s your favorite animal? Do you a least favorite?
31- If given a chance to be immortal, would you take it? Why?
What was the longest? What was the shortest?
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
What is your favorite toy? Ever wanted to try a specific toy?
39~ What are your love languages?
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
64~ When was your very first orgasm? When was your first from having sex? Care to share?
28- What are some things that people do that irritate you?
61~ How willing would you be to try new sexual positions?
What do you dislike about me? I asked you to be 100% honest.
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
9- If you could have three wishes, what would they be? Why?
13- How about having a certain hair cut/style?
8- What's your favorite flavor of ice cream? Do you a least favorite?
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
What is your view on sex? Meaning, When/Where/ How often/
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
Please share Did you stop?
8- What are your thoughts on politics?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
Teacher/Student Stranger/One Night Stand
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
22- What is your favorite childhood memory? What is your least favorite?
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
What have you learned about me that was new and/or surprising?
70~ Would/do you have/like anal sex?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
*** Questions about Relationships/Past ***
3- What’s your favorite smell? Do you a least favorite?
3- What Superhero or Superpower would you want to be/have?
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
20- What’s your favorite candy? What’s your least favorite?
33- Beach or Mountains? Or is there another place to like better?
10~ How many dates are necessary before you to have sex with someone?
36~ What is your favorite time of day to have sex/make love?
71~ Would you give your partner a hand or foot job? Would you receive one?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
44~ Care to share something about yourself that no one else knows about you?
38~ Share your most embarrassing sexual memory?
89~ Do you like taking showers together?
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
36- Do you play video games? What is your favorite? Do you a least favorite?
76~ Have you had a threesome? Care to Share?
15- What bad habit do you wish you could quit? Do you have any addictions?
How many times do you think you have “made love”?
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
Any that are a turn off?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
15- What's your favorite saying? What word or phrase is your least favorite?
14- What is an embarrassing moment in your life? How about your most embarrassing?
11- List at least 5 things on your bucket list. Have you done any of them already?
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
45~ How do you feel about me blindfolding you? How about blindfolding me?
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
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)
6- Do you have dreams? Can you remember them? What do you usually dream about?
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
Over time has your thoughts on sex changed?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
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?
49~ How many times have you been married? Why did they end?
Family Relation Age Play
19- Do/have you smoked? What do you prefer? How often?
40~ What’s the weirdest place you’ve ever had sex?
Do you like it when they show and tell you what they want?
Model/Photographer Police/Criminal
29- How superstitious are you?
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?
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
53~ How much can you tell me about the one thing you are most passionate about?
50~ How many children do you have? What are their ages?
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
*** Deal Breaker Questions ***
34~ Do you like the lights on or off during sex?
What’s the longest time you gone without having sex, after, having it? How much time between the others?
How well do you know me? And some of your thoughts about me
13- What’s your favorite drink? What’s your least favorite?
25~ How do you feel about PDA? (Public Display of Affection)
Doctor/Nurse Stripper/Client
If yes, what?
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?
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
Would you mind if your partner watched it? How about together vs alone?
Repairman/Lonely Wife Virgin/Experienced
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?
7- What are your thoughts on religion? Is there an afterlife?
7-What do I do in bed that drives you wild? How about, what turns you off?
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
28~ What are some things that turn on? What is your biggest turn on?
Prisoner/Prison Guard Landlord/Tenant
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
What would you say to prove to yourself that it was really you?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
Nurse/Patient Celebrity/Fan
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
Master/Slave Boss/Maid
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
* Give a rating for each one (0-100)
22~ What is the best pickup line anyone has ever used on you? What was the worst?
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
18- How often do you drink alcohol? What is your favorite drink?
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
I would allow you to do it… What would you do to me?
19~ Who/when was your first “heartbreak”?
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- List 5 of your top pet peeves.
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?
82~ Do you have any fantasies involving Role-Playing?
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
80~ Share your top three fantasies/desires. (Be detailed) 😊
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
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?
If NO, would you ever have one? Would it be with 2 men or 2 women?
Will you kiss after your partner has gone down on you? Swallow or spit semen?
49~ If you could, would you want to be the opposite sex for a day, week, or year?
18~ Who/when was your first “crush”?
How many partners have you had oral sex with? Who? Care to Share?
48~ Do you have any siblings? Are you close to your family?
22- Do you have any birth marks? How about scars? Care to share how you got them?
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
If you lose, are you willing to be their sex slave for a day, (anything goes)?
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
3- What was the most surprising thing you’ve learned about me throughout our relationship?
1~ How old were you when you had your first kiss? Who? Care to Share?
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
(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…)
5~ When you first started having sex, was it what you thought it would be?
How about if they talk dirty and/or call you names?
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
Do you think this brought you closer together?
26~ What side of the bed do you sleep on?
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
52~ What are your hobbies?
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
5- Have you ever been hypnotized? Would you allow yourself to be?
33- If you could visit any time period, when would you pick? Please explain why?
You know that I will be 100% truthful, so ask.
12- What’s your favorite food? What’s your least favorite?
9~ How many times over your lifetime do you think you have had sex so far?
Can you Deep Throat? Do you like the taste of yourself?
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
37- Do you like your name? If you could change it, what would you change it too?
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
51~ What tends to bring a smile to your face?
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
48~ Have you ever paid or been paid for sex?