What is the most interesting question you can ask to get to know someone?
09.06.2025 06:41
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
Can you Deep Throat? Do you like the taste of yourself?
If you say it, I will stop, and we can talk about it when you are ready.
Is Trump the greatest spiritual leader since Jesus?
65~ Describe the best orgasm you’ve ever had? Care to share?
*** Random Questions ***
21~ What was the best date you ever went on? What has been the worst?
3- What’s your favorite smell? Do you a least favorite?
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
7- What are your thoughts on religion? Is there an afterlife?
Yankees will have to find ninth-inning serenity in Luke Weaver’s absence - New York Post
What have you learned about me that was new and/or surprising?
What do you dislike about me? I asked you to be 100% honest.
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
What life lesson did you learn the hard way?
1- What was your first impression of me? Has it changed?
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
30~ What's something unexpected that turns you on?
Does the Lil Wayne song ‘Lollipop’ refers to a Lollipop sweet or a metaphor?
8- What are your thoughts on politics?
9- If you could have three wishes, what would they be? Why?
How old are you? Male or Female?
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
How well do you know me? And some of your thoughts about me
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
Trump threatens ‘very serious consequences’ if Musk backs Democrats - The Washington Post
47~ What would be your dream job and why?
28- What are some things that people do that irritate you?
Over time has your thoughts on sex changed?
How many partners have you had oral sex with? Who? Care to Share?
Do you shave/trim your pubic hair? For you guys do you shave your balls?
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?
If Trump were to lose in 2024, would that be the end of his grip on the Republican Party?
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
8- What's your favorite flavor of ice cream? 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?
Ravens in "introductory stage" of Lamar Jackson extension talks - NBC Sports
Nothing too Serious
7-What do I do in bed that drives you wild? How about, what turns you off?
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
Semiconductor Supplier GlobalFoundries to Spend $16B to Boost US Chip Production - Investopedia
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?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
What are some life hacks for living on your own?
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
What was the longest? What was the shortest?
If yes, what?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
Master/Slave Boss/Maid
84~ How do you feel about reading/listening to adult stories?
51~ What tends to bring a smile to your face?
89~ Do you like taking showers together?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
* Give a rating for each one (0-100)
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
24~ What are your expectations in a relationship? (I know a very big question, take your time)
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
22- Do you have any birth marks? How about scars? Care to share how you got them?
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?
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?
Will you kiss after your partner has gone down on you? Swallow or spit semen?
13- What is the craziest/scariest thing you've ever done?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
The Ice Breaker Questions
9- Is there something you’ve always wanted to ask me but you’re afraid?
Would you read them together?
How about if they talk dirty and/or call you names?
41~ Are there moments in your past that you would want to change? Please share 3 of them.
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
52~ What are your hobbies?
18- How often do you drink alcohol? What is your favorite drink?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
38~ Share your most embarrassing sexual memory?
*** Deal Breaker Questions ***
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
Will you cheat again? How can, you be sure? Define what cheating is to you.
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?
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
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,
36~ What is your favorite time of day to have sex/make love?
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
Would you ever want to be woken up with oral and/or intercourse?
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?
12- What is the weirdest thing you've ever eaten?
92~ Have you ever had or have an STD? How many? What was it?
Prisoner/Prison Guard Landlord/Tenant
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
60~ How important is oral sex? Do you like receiving? Do you like giving?
53~ How much can you tell me about the one thing you are most passionate about?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
34- Ever been to a concert? What was your favorite? Who would you like to see?
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
Would you do it again, and would you rather 2 females or 2 males?
20- What’s your favorite candy? What’s your least favorite?
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
If YES, was it with 2 men or 2 women? Did you enjoy it?
32- What's your greatest talent? Can I see it right now?
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
14- What's your favorite dessert? Do you a least favorite?
Model/Photographer Police/Criminal
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
*** What’s Your Favorite…? ***
48~ Do you have any siblings? Are you close to your family?
82~ Do you have any fantasies involving Role-Playing?
50~ How many children do you have? What are their ages?
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
61~ How willing would you be to try new sexual positions?
37- Do you like your name? If you could change it, what would you change it too?
92~ Everyone needs a “safe” word. What is yours?
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
76~ Have you had a threesome? Care to Share?
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 you allow me to clean every part of your body with my soapy hands and fingers?
Family Relation Age Play
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…
42~ What’s your biggest regret in life?
Do you have a favorite? Is it ok if your partner does?
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
I would allow you to do it… What would you do to me?
What is your view on sex? Meaning, When/Where/ How often/
28~ What are some things that turn on? What is your biggest turn on?
14- What is an embarrassing moment in your life? How about your most embarrassing?
27- What was/ is nickname? Does it have a meaning behind it?
44~ Care to share something about yourself that no one else knows about you?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
3- What Superhero or Superpower would you want to be/have?
17- What’s your favorite holiday? What’s your least favorite?
52~ Are you willing to make “those types” of bets with your partner?
What’s the longest time you gone without having sex, after, having it? How much time between the others?
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
11- List at least 5 things on your bucket list. Have you done any of them already?
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
Any that are a turn off?
Get this wrong and this could mean the end… :-) some funny, some not…
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
22- What is your favorite childhood memory? What is your least favorite?
9~ How many times over your lifetime do you think you have had sex so far?
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
If you lose, are you willing to be their sex slave for a day, (anything goes)?
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?
49~ How many times have you been married? Why did they end?
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
Escort/Client Job Applicant/Hiring Manager
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
39~ What are your love languages?
33- If you could visit any time period, when would you pick? Please explain why?
Teacher/Student Stranger/One Night Stand
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
19- What’s your favorite fairytale? What’s your least favorite?
*** Questions About Me ***
1~ How old were you when you had your first kiss? Who? Care to Share?
26~ What side of the bed do you sleep on?
Have you ever? Care to Share?
11~ Have you ever been caught by your parents or children or others while having sex?
19~ Who/when was your first “heartbreak”?
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…)
25~ How do you feel about PDA? (Public Display of Affection)
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
81~ Do you have any kinks and/or fetishes?
29~ What are some things that turn you off? What is your biggest turn off?
83~ How do you feel about Porn?
15- What bad habit do you wish you could quit? Do you have any addictions?
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
19- Do/have you smoked? What do you prefer? How often?
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
Do you like it when they show and tell you what they want?
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
*** Questions about Relationships/Past ***
Repairman/Lonely Wife Virgin/Experienced
62~ Have you used adult toys?
48~ Have you ever paid or been paid for sex?
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
What is your favorite position? Why?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
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?
64~ When was your very first orgasm? When was your first from having sex? Care to share?
70~ Would/do you have/like anal sex?
If you win, what will you make them do?
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?
That one or two things that made you go hmmmm, OMG or wow!
Doctor/Nurse Stripper/Client
4- For a pet, Cat, dog or other?
Nurse/Patient Celebrity/Fan
Any that are a turn off?
5~ When you first started having sex, was it what you thought it would be?
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)
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
3- Should Pluto still be considered a planet? 4- How about smoking?
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
Would /have you ever given your partner a lap dance and Striptease?
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
12- What’s your favorite food? What’s your least favorite?
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
Please share Did you stop?
6- Do you have dreams? Can you remember them? What do you usually dream about?
5- Have you ever been hypnotized? Would you allow yourself to be?
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
36- Do you play video games? What is your favorite? Do you a least favorite?
10- What is your favorite family tradition? What’s your least favorite?
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
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…
Do you like the “69” position? Do you prefer to be on top or bottom?
2- What’s your favorite color? Do you a least favorite?
11- What's your favorite restaurant? What’s your least favorite?
13~ Is there a difference between, making love, having sex, and fucking?
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?
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
You know that I will be 100% truthful, so ask.
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
71~ Would you give your partner a hand or foot job? Would you receive one?
Would you mind if your partner watched it? How about together vs alone?
34~ Do you like the lights on or off during sex?
10- List 5 of your top pet peeves.
18~ Who/when was your first “crush”?
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
31- If given a chance to be immortal, would you take it? Why?
How many times do you think you have “made love”?
Does the thought excite you? Care to share?
67~ Do you like it when your partner moans and/or is vocal during sex?
18- What’s your favorite way to relax after a long day? What’s your least favorite?
Do you think this brought you closer together?
33- Beach or Mountains? Or is there another place to like better?
29- How superstitious are you?
15~ Have you ever been “in love”? Who? Care to Share?
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
What would you say to prove to yourself that it was really you?
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
49~ If you could, would you want to be the opposite sex for a day, week, or year?
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
15- What's your favorite saying? What word or phrase is your least favorite?
23- What is your dream job? What was it as a child?
45~ How do you feel about me blindfolding you? How about blindfolding me?
46~ Have you ever used furniture, or other types of things to aid you while having sex?
What is your favorite toy? Ever wanted to try a specific toy?
Do you watch it? What is your favorite?
13- What’s your favorite drink? What’s your least favorite?
13- How about having a certain hair cut/style?
If NO, would you ever have one? Would it be with 2 men or 2 women?
40~ What’s the weirdest place you’ve ever had sex?
1- What’s your favorite animal? Do you a least favorite?
What have you learned about yourself that you did not before this?
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
10~ How many dates are necessary before you to have sex with someone?
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
80~ Share your top three fantasies/desires. (Be detailed) 😊
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
7- What if a person smells a certain way? 8- How about smoking?
17- Have you ever done drugs? Which ones? How often?