What is the most interesting question you can ask to get to know someone?
10.06.2025 00:20
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
What have you learned about yourself that you did not before this?
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
Why are white women so overly emotional?
Would /have you ever given your partner a lap dance and Striptease?
15~ Have you ever been “in love”? Who? Care to Share?
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
89~ Do you like taking showers together?
Will you kiss after your partner has gone down on you? Swallow or spit semen?
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
Are you able to lie, even though you have Aspergers?
Please share Did you stop?
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
*** Random Questions ***
How do flat Earthers explain the existence of other spherical planets?
13~ Is there a difference between, making love, having sex, and fucking?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
48~ Have you ever paid or been paid for sex?
Why is the band Nickelback unliked so much?
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
38~ Share your most embarrassing sexual memory?
How well do you know me? And some of your thoughts about me
DL Coach Kris Kocurek Explains why 49ers Traded for Bryce Huff - Sports Illustrated
12- What is the weirdest thing you've ever eaten?
92~ Everyone needs a “safe” word. What is yours?
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
WWDC 2025: iOS 26 Rumored Features - MacRumors
44~ Care to share something about yourself that no one else knows about you?
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
Which is a better option, a love marriage or an arranged marriage in India?
12- What’s your favorite food? What’s your least favorite?
Do you like it when they show and tell you what they want?
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
Watch These Broadcom Stock Price Levels After Post-Earnings Slide - Investopedia
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
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…
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
Robin Thicke marries April Love Geary in romantic wedding after nearly 7-year engagement - Page Six
*** What’s Your Favorite…? ***
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
31- If given a chance to be immortal, would you take it? Why?
What was your best unexpected reunion with your childhood best friend?
28~ What are some things that turn on? What is your biggest turn on?
9- If you could have three wishes, what would they be? Why?
36- Do you play video games? What is your favorite? Do you a least favorite?
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
How long does it typically take for prices to return to normal after tariffs are removed?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
18~ Who/when was your first “crush”?
Nurse/Patient Celebrity/Fan
Sweden’s Maja Stark wins U.S. Women’s Open for first major championship - NBC Sports
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
*** Deal Breaker Questions ***
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?
42~ What’s your biggest regret in life?
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
82~ Do you have any fantasies involving Role-Playing?
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
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?
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,
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?
1- What’s your favorite animal? Do you a least 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?
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
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?
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?
50~ How many children do you have? What are their ages?
67~ Do you like it when your partner moans and/or is vocal during sex?
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
52~ What are your hobbies?
28- What are some things that people do that irritate you?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
Family Relation Age Play
9~ How many times over your lifetime do you think you have had sex so far?
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
Nothing too Serious
Master/Slave Boss/Maid
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
I would allow you to do it… What would you do to me?
What’s the longest time you gone without having sex, after, having it? How much time between the others?
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
How old are you? Male or Female?
5~ When you first started having sex, was it what you thought it would be?
Any that are a turn off?
Do you have a favorite? Is it ok if your partner does?
49~ If you could, would you want to be the opposite sex for a day, week, or year?
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
11- What's your favorite restaurant? What’s your least favorite?
If yes, what?
Would you ever want to be woken up with oral and/or intercourse?
34- Ever been to a concert? What was your favorite? Who would you like to see?
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
1- What was your first impression of me? Has it changed?
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
52~ Are you willing to make “those types” of bets with your partner?
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
Get this wrong and this could mean the end… :-) some funny, some not…
If you win, what will you make them do?
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
45~ How do you feel about me blindfolding you? How about blindfolding me?
*** Questions about Relationships/Past ***
How many partners have you had oral sex with? Who? Care to Share?
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
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…
8- What are your thoughts on politics?
How many times do you think you have “made love”?
84~ How do you feel about reading/listening to adult stories?
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
Will you cheat again? How can, you be sure? Define what cheating is to you.
80~ Share your top three fantasies/desires. (Be detailed) 😊
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
Escort/Client Job Applicant/Hiring Manager
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
17- Have you ever done drugs? Which ones? How often?
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
70~ Would/do you have/like anal sex?
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
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?
5- Have you ever been hypnotized? Would you allow yourself to be?
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 YES, was it with 2 men or 2 women? Did you enjoy it?
Would you read them together?
9- Is there something you’ve always wanted to ask me but you’re afraid?
Model/Photographer Police/Criminal
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
18- What’s your favorite way to relax after a long day? What’s your least favorite?
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
29~ What are some things that turn you off? What is your biggest turn off?
22- Do you have any birth marks? How about scars? Care to share how you got them?
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
14- What is an embarrassing moment in your life? How about your most embarrassing?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
If you lose, are you willing to be their sex slave for a day, (anything goes)?
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
41~ Are there moments in your past that you would want to change? Please share 3 of them.
92~ Have you ever had or have an STD? How many? What was it?
How about if they talk dirty and/or call you names?
51~ Are you willing to play adult games with your partner?
(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…)
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
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)
11- How about if they like a certain sports team? 12-How about drinking too much?
21- What's your favorite way to spend a weekend or time off?
37- Do you like your name? If you could change it, what would you change it too?
3- What’s your favorite smell? Do you a least favorite?
62~ Have you used adult toys?
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
17- What’s your favorite holiday? What’s your least favorite?
27- What was/ is nickname? Does it have a meaning behind it?
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
34~ Do you like the lights on or off during sex?
* Give a rating for each one (0-100)
11- List at least 5 things on your bucket list. Have you done any of them already?
60~ How important is oral sex? Do you like receiving? Do you like giving?
13- What is the craziest/scariest thing you've ever done?
2- What’s your favorite color? Do you a least favorite?
Would you mind if your partner watched it? How about together vs alone?
10- What is your favorite family tradition? What’s your least favorite?
65~ Describe the best orgasm you’ve ever had? Care to share?
Would you do it again, and would you rather 2 females or 2 males?
4- For a pet, Cat, dog or other?
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
76~ Have you had a threesome? Care to Share?
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
*** Questions About Me ***
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
9- What’s your favorite season and why? What’s your least favorite?
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
6- Do you have dreams? Can you remember them? What do you usually dream about?
15- What's your favorite saying? What word or phrase is your least favorite?
22- What is your favorite childhood memory? What is your least favorite?
13- How about having a certain hair cut/style?
11~ Have you ever been caught by your parents or children or others while having sex?
10- List 5 of your top pet peeves.
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
7- What are your thoughts on religion? Is there an afterlife?
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
Have you ever? Care to Share?
Teacher/Student Stranger/One Night Stand
20- What’s your favorite candy? What’s your least favorite?
21~ What was the best date you ever went on? What has been the worst?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
What was the longest? What was the shortest?
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
71~ Would you give your partner a hand or foot job? Would you receive one?
What do you dislike about me? I asked you to be 100% honest.
33- If you could visit any time period, when would you pick? Please explain why?
Prisoner/Prison Guard Landlord/Tenant
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
18- How often do you drink alcohol? What is your favorite drink?
What is your view on sex? Meaning, When/Where/ How often/
83~ How do you feel about Porn?
1~ How old were you when you had your first kiss? Who? Care to Share?
Can you Deep Throat? Do you like the taste of yourself?
36~ What is your favorite time of day to have sex/make love?
Repairman/Lonely Wife Virgin/Experienced
7-What do I do in bed that drives you wild? How about, what turns you off?
53~ How much can you tell me about the one thing you are most passionate about?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
47~ What would be your dream job and why?
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
39~ What are your love languages?
3- Should Pluto still be considered a planet? 4- How about smoking?
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
That one or two things that made you go hmmmm, OMG or wow!
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
48~ Do you have any siblings? Are you close to your family?
24~ What are your expectations in a relationship? (I know a very big question, take your time)
51~ What tends to bring a smile to your face?
49~ How many times have you been married? Why did they end?
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
What would you say to prove to yourself that it was really you?
8- What's your favorite flavor of ice cream? Do you a least favorite?
What is your favorite toy? Ever wanted to try a specific toy?
64~ When was your very first orgasm? When was your first from having sex? Care to share?
19- Do/have you smoked? What do you prefer? How often?
Any that are a turn off?
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
3- What Superhero or Superpower would you want to be/have?
If NO, would you ever have one? Would it be with 2 men or 2 women?
3- What was the most surprising thing you’ve learned about me throughout our relationship?
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
If you say it, I will stop, and we can talk about it when you are ready.
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
15- What bad habit do you wish you could quit? Do you have any addictions?
26~ What side of the bed do you sleep on?
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?
What is your favorite position? Why?
46~ Have you ever used furniture, or other types of things to aid you while having sex?
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
Does the thought excite you? Care to share?
Do you think this brought you closer together?
32- What's your greatest talent? Can I see it right now?
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
33- Beach or Mountains? Or is there another place to like better?
23- What is your dream job? What was it as a child?
25~ How do you feel about PDA? (Public Display of Affection)
Do you like the “69” position? Do you prefer to be on top or bottom?
19~ Who/when was your first “heartbreak”?
The Ice Breaker Questions
30~ What's something unexpected that turns you on?
81~ Do you have any kinks and/or fetishes?
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
19- What’s your favorite fairytale? What’s your least favorite?
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?
Would you allow me to clean every part of your body with my soapy hands and fingers?
Do you watch it? What is your favorite?
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
40~ What’s the weirdest place you’ve ever had sex?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
Do you shave/trim your pubic hair? For you guys do you shave your balls?
10~ How many dates are necessary before you to have sex with someone?
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
What have you learned about me that was new and/or surprising?
You know that I will be 100% truthful, so ask.
29- How superstitious are you?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
61~ How willing would you be to try new sexual positions?
13- What’s your favorite drink? What’s your least favorite?
7- What if a person smells a certain way? 8- How about smoking?
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
Doctor/Nurse Stripper/Client
Over time has your thoughts on sex changed?