What is the most interesting question you can ask to get to know someone?
09.06.2025 05:04
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
17- What’s your favorite holiday? What’s your least favorite?
61~ How willing would you be to try new sexual positions?
10- What is your favorite family tradition? What’s your least favorite?
3- What was the most surprising thing you’ve learned about me throughout our relationship?
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
Graphene Is Stretchable? Physicists Make “Miracle Material” Bend Like Never Before - SciTechDaily
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
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
More Americans applied for jobless benefits last week, rising to highest level in eight months - PBS
11- List at least 5 things on your bucket list. Have you done any of them already?
4- For a pet, Cat, dog or other?
53~ How much can you tell me about the one thing you are most passionate about?
What was your best unexpected reunion with your childhood best friend?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
40~ What’s the weirdest place you’ve ever had sex?
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
Is it legal for an employer to ask why you are taking time off from work?
1- What’s your favorite animal? Do you a least favorite?
9- If you could have three wishes, what would they be? Why?
14- What is an embarrassing moment in your life? How about your most embarrassing?
Credit cards could blow up a carefully crafted crypto compromise - Politico
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
34- Ever been to a concert? What was your favorite? Who would you like to see?
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
Would you ever want to be woken up with oral and/or intercourse?
1~ How old were you when you had your first kiss? Who? Care to Share?
19- What’s your favorite fairytale? What’s your least favorite?
How were cows used in ancient India?
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?
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
Can you share any "backstage pass" experiences you have had at concerts?
19- Do/have you smoked? What do you prefer? How often?
28~ What are some things that turn on? What is your biggest turn on?
52~ What are your hobbies?
Would you respect the US with a woman as president?
52~ Are you willing to make “those types” of bets with your partner?
Would you mind if your partner watched it? How about together vs alone?
10~ How many dates are necessary before you to have sex with someone?
62~ Have you used adult toys?
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
How often do prisoners try to escape from jail/prison, and how many of them succeed?
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)
81~ Do you have any kinks and/or fetishes?
If you lose, are you willing to be their sex slave for a day, (anything goes)?
How would you spank me if I had been sent home from a school camp because of my poor behavior?
13- What is the craziest/scariest thing you've ever done?
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
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?
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
89~ Do you like taking showers together?
Would you read them together?
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
3- What’s your favorite smell? Do you a least favorite?
29- How superstitious are you?
37- Do you like your name? If you could change it, what would you change it too?
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
Please share Did you stop?
Over time has your thoughts on sex changed?
Does the thought excite you? Care to share?
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
42~ What’s your biggest regret in life?
That one or two things that made you go hmmmm, OMG or wow!
15~ Have you ever been “in love”? Who? Care to Share?
5~ When you first started having sex, was it what you thought it would be?
*** Questions About Me ***
* Give a rating for each one (0-100)
11- What's your favorite restaurant? What’s your least favorite?
8- What are your thoughts on politics?
9~ How many times over your lifetime do you think you have had sex so far?
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
15- What bad habit do you wish you could quit? Do you have any addictions?
Escort/Client Job Applicant/Hiring Manager
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
6- Do you have dreams? Can you remember them? What do you usually dream about?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
Will you cheat again? How can, you be sure? Define what cheating is to you.
21~ What was the best date you ever went on? What has been the worst?
Master/Slave Boss/Maid
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?
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
1- What was your first impression of me? Has it changed?
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
Nothing too Serious
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
39~ What are your love languages?
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
76~ Have you had a threesome? Care to Share?
92~ Have you ever had or have an STD? How many? What was it?
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
What is your view on sex? Meaning, When/Where/ How often/
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
46~ Have you ever used furniture, or other types of things to aid you while having sex?
Teacher/Student Stranger/One Night Stand
67~ Do you like it when your partner moans and/or is vocal during sex?
49~ How many times have you been married? Why did they end?
8- What's your favorite flavor of ice cream? Do you a least favorite?
92~ Everyone needs a “safe” word. What is yours?
13- What’s your favorite drink? What’s your least favorite?
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
Prisoner/Prison Guard Landlord/Tenant
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
36~ What is your favorite time of day to have sex/make love?
If you say it, I will stop, and we can talk about it when you are ready.
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?
If yes, what?
24~ What are your expectations in a relationship? (I know a very big question, take your time)
18- What’s your favorite way to relax after a long day? What’s your least favorite?
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
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?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
*** What’s Your Favorite…? ***
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
33- Beach or Mountains? Or is there another place to like better?
How many partners have you had oral sex with? Who? Care to Share?
Do you watch it? What is your favorite?
What is your favorite position? Why?
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
21- What's your favorite way to spend a weekend or time off?
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
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?
Will you kiss after your partner has gone down on you? Swallow or spit semen?
20- What’s your favorite candy? What’s your least favorite?
Repairman/Lonely Wife Virgin/Experienced
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
Would /have you ever given your partner a lap dance and Striptease?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
31- If given a chance to be immortal, would you take it? Why?
Can you Deep Throat? Do you like the taste of yourself?
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
26~ What side of the bed do you sleep on?
48~ Do you have any siblings? Are you close to your family?
65~ Describe the best orgasm you’ve ever had? Care to share?
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
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…
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?
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?
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
15- What's your favorite saying? What word or phrase is your least favorite?
13~ Is there a difference between, making love, having sex, and fucking?
60~ How important is oral sex? Do you like receiving? Do you like giving?
Do you have a favorite? Is it ok if your partner does?
47~ What would be your dream job and why?
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
If YES, was it with 2 men or 2 women? Did you enjoy it?
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
22- Do you have any birth marks? How about scars? Care to share how you got them?
What was the longest? What was the shortest?
How old are you? Male or Female?
Any that are a turn off?
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
12- What is the weirdest thing you've ever eaten?
What do you dislike about me? I asked you to be 100% honest.
Do you like it when they show and tell you what they want?
82~ Do you have any fantasies involving Role-Playing?
3- Should Pluto still be considered a planet? 4- How about smoking?
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
5- Have you ever been hypnotized? Would you allow yourself to be?
25~ How do you feel about PDA? (Public Display of Affection)
(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…)
You know that I will be 100% truthful, so ask.
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
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?
49~ If you could, would you want to be the opposite sex for a day, week, or year?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
Do you shave/trim your pubic hair? For you guys do you shave your balls?
Model/Photographer Police/Criminal
17- Have you ever done drugs? Which ones? How often?
2- What’s your favorite color? Do you a least favorite?
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
What is your favorite toy? Ever wanted to try a specific toy?
29~ What are some things that turn you off? What is your biggest turn off?
Doctor/Nurse Stripper/Client
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
Any that are a turn off?
34~ Do you like the lights on or off during sex?
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
27- What was/ is nickname? Does it have a meaning behind it?
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
*** Questions about Relationships/Past ***
50~ How many children do you have? What are their ages?
13- How about having a certain hair cut/style?
83~ How do you feel about Porn?
18~ Who/when was your first “crush”?
7- What if a person smells a certain way? 8- How about smoking?
11~ Have you ever been caught by your parents or children or others while having sex?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
Do you think this brought you closer together?
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,
The Ice Breaker Questions
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
12- What’s your favorite food? What’s your least favorite?
I would allow you to do it… What would you do to me?
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
Nurse/Patient Celebrity/Fan
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
10- List 5 of your top pet peeves.
What would you say to prove to yourself that it was really you?
Get this wrong and this could mean the end… :-) some funny, some not…
38~ Share your most embarrassing sexual memory?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
48~ Have you ever paid or been paid for sex?
Do you like the “69” position? Do you prefer to be on top or bottom?
7- What are your thoughts on religion? Is there an afterlife?
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?
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
Would you allow me to clean every part of your body with my soapy hands and fingers?
11- How about if they like a certain sports team? 12-How about drinking too much?
Family Relation Age Play
What have you learned about yourself that you did not before this?
How about if they talk dirty and/or call you names?
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
9- Is there something you’ve always wanted to ask me but you’re afraid?
64~ When was your very first orgasm? When was your first from having sex? Care to share?
51~ What tends to bring a smile to your face?
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
19~ Who/when was your first “heartbreak”?
51~ Are you willing to play adult games with your partner?
45~ How do you feel about me blindfolding you? How about blindfolding me?
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
Would you do it again, and would you rather 2 females or 2 males?
*** Random Questions ***
If NO, would you ever have one? Would it be with 2 men or 2 women?
80~ Share your top three fantasies/desires. (Be detailed) 😊
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
9- What’s your favorite season and why? What’s your least favorite?
84~ How do you feel about reading/listening to adult stories?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
70~ Would/do you have/like anal sex?
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
3- What Superhero or Superpower would you want to be/have?
How many times do you think you have “made love”?
41~ Are there moments in your past that you would want to change? Please share 3 of them.
30~ What's something unexpected that turns you on?
33- If you could visit any time period, when would you pick? Please explain why?
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 have you learned about me that was new and/or surprising?
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
71~ Would you give your partner a hand or foot job? Would you receive one?
22- What is your favorite childhood memory? What is your least favorite?
32- What's your greatest talent? Can I see it right now?
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
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…
36- Do you play video games? What is your favorite? Do you a least favorite?
Have you ever? Care to Share?
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
*** Deal Breaker Questions ***
23- What is your dream job? What was it as a child?
18- How often do you drink alcohol? What is your favorite drink?
44~ Care to share something about yourself that no one else knows about you?
28- What are some things that people do that irritate you?
If you win, what will you make them do?