What is the most interesting question you can ask to get to know someone?
10.06.2025 03:32
26~ What side of the bed do you sleep on?
I would allow you to do it… What would you do to me?
13~ Is there a difference between, making love, having sex, and fucking?
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
18- What’s your favorite way to relax after a long day? What’s your least favorite?
I tested Apple’s 11th-gen iPad for a week, and it’s still the best tablet - CNN
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
36- Do you play video games? What is your favorite? Do you a 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?
Was Daenerys' downfall inevitable after she left Meereen in Game of Thrones?
8- What are your thoughts on politics?
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
What do you dislike about me? I asked you to be 100% honest.
Why was Boromir corrupted by the One Ring, but not Faramir in The Lord of the Rings?
21- What's your favorite way to spend a weekend or time off?
17- What’s your favorite holiday? What’s your least favorite?
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?
More Americans applied for jobless benefits last week, rising to highest level in eight months - PBS
What would you say to prove to yourself that it was really you?
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
4- For a pet, Cat, dog or other?
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
48~ Do you have any siblings? Are you close to your family?
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
Why is blood sugar ranging from 70-180 in a day and checked through a glucometer?
11- What's your favorite restaurant? What’s your least favorite?
28- What are some things that people do that irritate you?
76~ Have you had a threesome? Care to Share?
Marin health officer urges quick COVID vaccination - Marin Independent Journal
44~ Care to share something about yourself that no one else knows about you?
49~ If you could, would you want to be the opposite sex for a day, week, or year?
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?
Trump's U.S. Steel decision may come later than expected - Axios
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
Would you read them together?
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
I Discovered I Got Cheated On. But His Story About That Night Isn’t Adding Up. - Slate Magazine
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
51~ What tends to bring a smile to your face?
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
Fed’s Waller sees path to multiple interest-rate cuts this year - MarketWatch
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
48~ Have you ever paid or been paid for sex?
51~ Are you willing to play adult games with your partner?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
Any that are a turn off?
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
14- What's your favorite dessert? Do you a least favorite?
89~ Do you like taking showers together?
17- Have you ever done drugs? Which ones? How often?
60~ How important is oral sex? Do you like receiving? Do you like giving?
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…
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
You know that I will be 100% truthful, so ask.
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
Doctor/Nurse Stripper/Client
What have you learned about me that was new and/or surprising?
1- What’s your favorite animal? Do you a least favorite?
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
92~ Have you ever had or have an STD? How many? What was it?
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
21~ What was the best date you ever went on? What has been the worst?
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?
*** Deal Breaker Questions ***
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
23- What is your dream job? What was it as a child?
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)
The Ice Breaker Questions
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
Model/Photographer Police/Criminal
81~ Do you have any kinks and/or fetishes?
71~ Would you give your partner a hand or foot job? Would you receive one?
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
(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…)
20- What’s your favorite candy? What’s your least favorite?
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
1- What was your first impression of me? Has it changed?
50~ How many children do you have? What are their ages?
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
53~ How much can you tell me about the one thing you are most passionate about?
84~ How do you feel about reading/listening to adult stories?
28~ What are some things that turn on? What is your biggest turn on?
49~ How many times have you been married? Why did they end?
47~ What would be your dream job and why?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
27- What was/ is nickname? Does it have a meaning behind it?
5- Have you ever been hypnotized? Would you allow yourself to be?
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
Do you shave/trim your pubic hair? For you guys do you shave your balls?
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
33- If you could visit any time period, when would you pick? Please explain why?
Would you do it again, and would you rather 2 females or 2 males?
15- What bad habit do you wish you could quit? Do you have any addictions?
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?
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
Would you ever want to be woken up with oral and/or intercourse?
36~ What is your favorite time of day to have sex/make love?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
If you win, what will you make them do?
9- Is there something you’ve always wanted to ask me but you’re afraid?
41~ Are there moments in your past that you would want to change? Please share 3 of them.
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
31- If given a chance to be immortal, would you take it? Why?
Nothing too Serious
Repairman/Lonely Wife Virgin/Experienced
How many partners have you had oral sex with? Who? Care to Share?
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…
Would you mind if your partner watched it? How about together vs alone?
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
Do you have a favorite? Is it ok if your partner does?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
If you say it, I will stop, and we can talk about it when you are ready.
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
Do you like it when they show and tell you what they want?
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
38~ Share your most embarrassing sexual memory?
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
9- If you could have three wishes, what would they be? Why?
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
13- What is the craziest/scariest thing you've ever done?
Have you ever? Care to Share?
How well do you know me? And some of your thoughts about me
19~ Who/when was your first “heartbreak”?
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
18~ Who/when was your first “crush”?
19- What’s your favorite fairytale? What’s your least favorite?
10- List 5 of your top pet peeves.
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
*** What’s Your Favorite…? ***
9~ How many times over your lifetime do you think you have had sex so far?
What is your favorite toy? Ever wanted to try a specific toy?
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?
40~ What’s the weirdest place you’ve ever had sex?
67~ Do you like it when your partner moans and/or is vocal during sex?
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
Teacher/Student Stranger/One Night Stand
32- What's your greatest talent? Can I see it right now?
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
61~ How willing would you be to try new sexual positions?
15- What's your favorite saying? What word or phrase is your least favorite?
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
Family Relation Age Play
33- Beach or Mountains? Or is there another place to like better?
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.
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
2- What’s your favorite color? 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 was the longest? What was the shortest?
39~ What are your love languages?
What’s the longest time you gone without having sex, after, having it? How much time between the others?
34- Ever been to a concert? What was your favorite? Who would you like to see?
Any that are a turn off?
5~ When you first started having sex, was it what you thought it would be?
Prisoner/Prison Guard Landlord/Tenant
Can you Deep Throat? Do you like the taste of yourself?
12- What is the weirdest thing you've ever eaten?
62~ Have you used adult toys?
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
42~ What’s your biggest regret in life?
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
22- Do you have any birth marks? How about scars? Care to share how you got them?
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 long for foreplay? Do you need to have an orgasm? Is afterplay important?
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
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?
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
How many times do you think you have “made love”?
Escort/Client Job Applicant/Hiring Manager
15~ Have you ever been “in love”? Who? Care to Share?
10~ How many dates are necessary before you to have sex with someone?
13- What’s your favorite drink? What’s your least favorite?
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
82~ Do you have any fantasies involving Role-Playing?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
Do you think this brought you closer together?
24~ What are your expectations in a relationship? (I know a very big question, take your time)
19- Do/have you smoked? What do you prefer? How often?
7-What do I do in bed that drives you wild? How about, what turns you off?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
52~ What are your hobbies?
13- How about having a certain hair cut/style?
*** Random Questions ***
52~ Are you willing to make “those types” of bets with your partner?
65~ Describe the best orgasm you’ve ever had? Care to share?
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
6- Do you have dreams? Can you remember them? What do you usually dream about?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
11- List at least 5 things on your bucket list. Have you done any of them already?
34~ Do you like the lights on or off during sex?
*** Questions about Relationships/Past ***
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
1~ How old were you when you had your first kiss? Who? Care to Share?
11- How about if they like a certain sports team? 12-How about drinking too much?
37- Do you like your name? If you could change it, what would you change it too?
30~ What's something unexpected that turns you on?
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?
3- Should Pluto still be considered a planet? 4- How about smoking?
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
What have you learned about yourself that you did not before this?
29- How superstitious are you?
If NO, would you ever have one? Would it be with 2 men or 2 women?
3- What Superhero or Superpower would you want to be/have?
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
25~ How do you feel about PDA? (Public Display of Affection)
10- What is your favorite family tradition? What’s your least favorite?
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
7- What if a person smells a certain way? 8- How about smoking?
If yes, what?
Would /have you ever given your partner a lap dance and Striptease?
Would you allow me to clean every part of your body with my soapy hands and fingers?
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,
22- What is your favorite childhood memory? What is your least favorite?
Do you like the “69” position? Do you prefer to be on top or bottom?
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
Nurse/Patient Celebrity/Fan
* Give a rating for each one (0-100)
11~ Have you ever been caught by your parents or children or others while having sex?
3- What was the most surprising thing you’ve learned about me throughout our relationship?
18- How often do you drink alcohol? What is your favorite drink?
Over time has your thoughts on sex changed?
8- What's your favorite flavor of ice cream? Do you a least favorite?
70~ Would/do you have/like anal sex?
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
45~ How do you feel about me blindfolding you? How about blindfolding me?
83~ How do you feel about Porn?
Does the thought excite you? Care to share?
If YES, was it with 2 men or 2 women? Did you enjoy it?
3- What’s your favorite smell? Do you a least favorite?
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
How old are you? Male or Female?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
14- What is an embarrassing moment in your life? How about your most embarrassing?
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
7- What are your thoughts on religion? Is there an afterlife?
92~ Everyone needs a “safe” word. What is yours?
*** Questions About Me ***
Do you watch it? What is your favorite?
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
64~ When was your very first orgasm? When was your first from having sex? Care to share?
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
Will you kiss after your partner has gone down on you? Swallow or spit semen?
Master/Slave Boss/Maid
46~ Have you ever used furniture, or other types of things to aid you while having sex?
Please share Did you stop?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
80~ Share your top three fantasies/desires. (Be detailed) 😊
What is your favorite position? Why?
29~ What are some things that turn you off? What is your biggest turn off?
If you lose, are you willing to be their sex slave for a day, (anything goes)?
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…
How about if they talk dirty and/or call you names?
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
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?
What is your view on sex? Meaning, When/Where/ How often/