What is the most interesting question you can ask to get to know someone?
10.06.2025 01:25
What is your view on sex? Meaning, When/Where/ How often/
3- Should Pluto still be considered a planet? 4- How about smoking?
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
What melts your heart every time without fail?
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
If you win, what will you make them do?
Elon Musk’s Reign of Corruption Chronicled in Elizabeth Warren Report - Rolling Stone
52~ Are you willing to make “those types” of bets with your partner?
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
70~ Would/do you have/like anal sex?
Jonathan Anderson has been appointed sole creative director of Dior - Vogue Business
11~ Have you ever been caught by your parents or children or others while having sex?
11- List at least 5 things on your bucket list. Have you done any of them already?
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…
UNC Pours It On Arizona in Opener, Piles Up Super Regional Record - 247Sports
Will you cheat again? How can, you be sure? Define what cheating is to you.
*** What’s Your Favorite…? ***
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
Have you ever been forced to dress like a girl?
Do you watch it? What is your favorite?
67~ Do you like it when your partner moans and/or is vocal during sex?
71~ Would you give your partner a hand or foot job? Would you receive one?
What's the gayest thing you have experienced on an only boys sleepover?
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
15~ Have you ever been “in love”? Who? Care to Share?
Over time has your thoughts on sex changed?
33- Beach or Mountains? Or is there another place to like better?
Escort/Client Job Applicant/Hiring Manager
Mayor of Palmer Lake resigns amid controversy surrounding proposed Buc-ee’s location - KRDO
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
17- What’s your favorite holiday? What’s your 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?
Taylor Swift, Travis Kelce spotted at wedding in Knoxville - WBIR
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?
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
Which is better, a naked picture of some one you know or porn videos?
Can you Deep Throat? Do you like the taste of yourself?
3- What Superhero or Superpower would you want to be/have?
If you say it, I will stop, and we can talk about it when you are ready.
92~ Everyone needs a “safe” word. What is yours?
22- Do you have any birth marks? How about scars? Care to share how you got them?
19- What’s your favorite fairytale? What’s your least favorite?
Are Indian youths conservative or liberal?
19- Do/have you smoked? What do you prefer? How often?
34~ Do you like the lights on or off during sex?
80~ Share your top three fantasies/desires. (Be detailed) 😊
How about if they talk dirty and/or call you names?
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
44~ Care to share something about yourself that no one else knows about you?
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
Any that are a turn off?
3- What was the most surprising thing you’ve learned about me throughout our relationship?
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
What is your favorite toy? Ever wanted to try a specific toy?
What have you learned about me that was new and/or surprising?
Would you allow me to clean every part of your body with my soapy hands and fingers?
42~ What’s your biggest regret in life?
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
29~ What are some things that turn you off? What is your biggest turn off?
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
1- What’s your favorite animal? Do you a least favorite?
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
81~ Do you have any kinks and/or fetishes?
9- If you could have three wishes, what would they be? Why?
18~ Who/when was your first “crush”?
5~ When you first started having sex, was it what you thought it would be?
(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…)
What have you learned about yourself that you did not before this?
Get this wrong and this could mean the end… :-) some funny, some not…
Do you like it when they show and tell you what they want?
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?
3- What’s your favorite smell? Do you a least favorite?
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
6- Do you have dreams? Can you remember them? What do you usually dream about?
2- What’s your favorite color? Do you a least favorite?
13- How about having a certain hair cut/style?
12- What is the weirdest thing you've ever eaten?
Would you do it again, and would you rather 2 females or 2 males?
What was the longest? What was the shortest?
89~ Do you like taking showers together?
26~ What side of the bed do you sleep on?
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
39~ What are your love languages?
49~ How many times have you been married? Why did they end?
Do you have a favorite? Is it ok if your partner does?
If you lose, are you willing to be their sex slave for a day, (anything goes)?
Would you ever want to be woken up with oral and/or intercourse?
Do you think this brought you closer together?
17- Have you ever done drugs? Which ones? How often?
25~ How do you feel about PDA? (Public Display of Affection)
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
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?
18- What’s your favorite way to relax after a long day? What’s your least favorite?
11- How about if they like a certain sports team? 12-How about drinking too much?
1~ How old were you when you had your first kiss? Who? Care to Share?
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
Will you kiss after your partner has gone down on you? Swallow or spit semen?
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
10- List 5 of your top pet peeves.
32- What's your greatest talent? Can I see it right now?
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
Any that are a turn off?
21- What's your favorite way to spend a weekend or time off?
51~ What tends to bring a smile to your face?
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
Teacher/Student Stranger/One Night Stand
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
If yes, what?
Does the thought excite you? Care to share?
92~ Have you ever had or have an STD? How many? What was it?
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
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)
Would you read them together?
*** Random Questions ***
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?
9~ How many times over your lifetime do you think you have had sex so far?
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
How well do you know me? And some of your thoughts about me
22~ What is the best pickup line anyone has ever used on you? What was the worst?
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
14- What is an embarrassing moment in your life? How about your most embarrassing?
7- What are your thoughts on religion? Is there an afterlife?
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
What do you dislike about me? I asked you to be 100% honest.
Nurse/Patient Celebrity/Fan
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
60~ How important is oral sex? Do you like receiving? Do you like giving?
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
9- What’s your favorite season and why? What’s your least favorite?
83~ How do you feel about Porn?
5- Have you ever been hypnotized? Would you allow yourself to be?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
14- What's your favorite dessert? Do you a least favorite?
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
15- What bad habit do you wish you could quit? Do you have any addictions?
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
Would /have you ever given your partner a lap dance and Striptease?
*** Questions about Relationships/Past ***
38~ Share your most embarrassing sexual memory?
22- What is your favorite childhood memory? What is your least favorite?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
15- What's your favorite saying? What word or phrase is your least favorite?
34- Ever been to a concert? What was your favorite? Who would you like to see?
61~ How willing would you be to try new sexual positions?
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
Doctor/Nurse Stripper/Client
How many times do you think you have “made love”?
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
53~ How much can you tell me about the one thing you are most passionate about?
*** Questions About Me ***
18- How often do you drink alcohol? What is your favorite drink?
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…
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
48~ Have you ever paid or been paid for sex?
Prisoner/Prison Guard Landlord/Tenant
9- Is there something you’ve always wanted to ask me but you’re afraid?
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
20- What’s your favorite candy? What’s your least favorite?
4- For a pet, Cat, dog or other?
1- What was your first impression of me? Has it changed?
37- Do you like your name? If you could change it, what would you change it too?
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
62~ Have you used adult toys?
21~ What was the best date you ever went on? What has been the worst?
52~ What are your hobbies?
How many partners have you had oral sex with? Who? Care to Share?
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
41~ Are there moments in your past that you would want to change? Please share 3 of them.
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
64~ When was your very first orgasm? When was your first from having sex? Care to share?
I would allow you to do it… What would you do to me?
47~ What would be your dream job and why?
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
If YES, was it with 2 men or 2 women? Did you enjoy it?
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?
13~ Is there a difference between, making love, having sex, and fucking?
50~ How many children do you have? What are their ages?
76~ Have you had a threesome? Care to Share?
8- What's your favorite flavor of ice cream? Do you a least favorite?
40~ What’s the weirdest place you’ve ever had sex?
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?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
Please share Did you stop?
82~ Do you have any fantasies involving Role-Playing?
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?
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
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?
You know that I will be 100% truthful, so ask.
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
What would you say to prove to yourself that it was really you?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
13- What is the craziest/scariest thing you've ever done?
24~ What are your expectations in a relationship? (I know a very big question, take your time)
51~ Are you willing to play adult games with your partner?
Repairman/Lonely Wife Virgin/Experienced
48~ Do you have any siblings? Are you close to your family?
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
11- What's your favorite restaurant? What’s your least favorite?
7- What if a person smells a certain way? 8- How about smoking?
36- Do you play video games? What is your favorite? Do you a least favorite?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
If NO, would you ever have one? Would it be with 2 men or 2 women?
Model/Photographer Police/Criminal
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
28~ What are some things that turn on? What is your biggest turn on?
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
*** Deal Breaker Questions ***
30~ What's something unexpected that turns you on?
29- How superstitious are you?
Would you mind if your partner watched it? How about together vs alone?
49~ If you could, would you want to be the opposite sex for a day, week, or year?
12- What’s your favorite food? What’s your least favorite?
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?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
36~ What is your favorite time of day to have sex/make love?
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
Family Relation Age Play
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
10~ How many dates are necessary before you to have sex with someone?
Do you shave/trim your pubic hair? For you guys do you shave your balls?
How old are you? Male or Female?
Have you ever? Care to Share?
45~ How do you feel about me blindfolding you? How about blindfolding me?
* Give a rating for each one (0-100)
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!
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?
7-What do I do in bed that drives you wild? How about, what turns you off?
84~ How do you feel about reading/listening to adult stories?
27- What was/ is nickname? Does it have a meaning behind it?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
65~ Describe the best orgasm you’ve ever had? Care to share?
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
10- What is your favorite family tradition? What’s your least favorite?
46~ Have you ever used furniture, or other types of things to aid you while having sex?
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,
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
31- If given a chance to be immortal, would you take it? Why?
What is your favorite position? Why?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
The Ice Breaker Questions
Nothing too Serious
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
What’s the longest time you gone without having sex, after, having it? How much time between the others?
23- What is your dream job? What was it as a child?
33- If you could visit any time period, when would you pick? Please explain why?
Do you like the “69” position? Do you prefer to be on top or bottom?
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
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)
8- What are your thoughts on politics?
28- What are some things that people do that irritate you?
Master/Slave Boss/Maid