What is the most interesting question you can ask to get to know someone?
08.06.2025 02:56
2- What’s your favorite color? Do you a least favorite?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
What is your favorite position? Why?
13- How about having a certain hair cut/style?
1- What’s your favorite animal? Do you a least favorite?
Escort/Client Job Applicant/Hiring Manager
Indiana Pacers assistant Lloyd Pierce taking lessons for next opportunity as head coach - Andscape
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
Teacher/Student Stranger/One Night Stand
12- What’s your favorite food? What’s your least favorite?
Watch an asteroid the size of an aircraft carrier make a close pass of Earth on June 5 - Space
60~ How important is oral sex? Do you like receiving? Do you like giving?
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
15- What bad habit do you wish you could quit? Do you have any addictions?
Person With Deadly Virus Visited Popular Hudson Valley Restaurant - Hudson Valley Post
19- What’s your favorite fairytale? What’s your least favorite?
8- What are your thoughts on politics?
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
Minnesota Vikings News and Links: Another Day OF OTAs! - Daily Norseman
7- What if a person smells a certain way? 8- How about smoking?
24~ What are your expectations in a relationship? (I know a very big question, take your time)
61~ How willing would you be to try new sexual positions?
Chips Ahoy and Oreo maker Mondelez sues grocery chain Aldi over similar packaging - CNN
13~ Is there a difference between, making love, having sex, and fucking?
Do you like it when they show and tell you what they want?
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?
That one or two things that made you go hmmmm, OMG or wow!
44~ Care to share something about yourself that no one else knows about you?
Do you watch it? What is your favorite?
Why do I get spun and then want big fat cocks to suck?
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
34~ Do you like the lights on or off during sex?
15~ Have you ever been “in love”? Who? Care to Share?
How did the Nazis figure out whether a person or community is 'Aryan' or not?
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
49~ If you could, would you want to be the opposite sex for a day, week, or year?
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…
Why does a college girl cover her face with a scarf in Bangalore?
51~ What tends to bring a smile to your face?
29~ What are some things that turn you off? What is your biggest turn off?
3- Should Pluto still be considered a planet? 4- How about smoking?
29- How superstitious are you?
80~ Share your top three fantasies/desires. (Be detailed) 😊
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
4- For a pet, Cat, dog or other?
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
52~ Are you willing to make “those types” of bets with your partner?
If you win, what will you make them do?
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
51~ Are you willing to play adult games with your partner?
41~ Are there moments in your past that you would want to change? Please share 3 of them.
Will you cheat again? How can, you be sure? Define what cheating is to you.
18~ Who/when was your first “crush”?
Would you mind if your partner watched it? How about together vs alone?
Any that are a turn off?
11- How about if they like a certain sports team? 12-How about drinking too much?
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
71~ Would you give your partner a hand or foot job? Would you receive one?
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
Master/Slave Boss/Maid
Family Relation Age Play
10~ How many dates are necessary before you to have sex with someone?
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?
11~ Have you ever been caught by your parents or children or others while having sex?
22- What is your favorite childhood memory? What is your least favorite?
1- What was your first impression of me? Has it changed?
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?
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
*** Questions About Me ***
What have you learned about yourself that you did not before this?
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?
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
Can you Deep Throat? Do you like the taste of yourself?
5~ When you first started having sex, was it what you thought it would be?
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?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
Would you read them together?
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
10- What is your favorite family tradition? What’s your least favorite?
50~ How many children do you have? What are their ages?
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
18- How often do you drink alcohol? What is your favorite drink?
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?
* Give a rating for each one (0-100)
92~ Everyone needs a “safe” word. What is yours?
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
What’s the longest time you gone without having sex, after, having it? How much time between the others?
3- What was the most surprising thing you’ve learned about me throughout our relationship?
64~ When was your very first orgasm? When was your first from having sex? Care to share?
45~ How do you feel about me blindfolding you? How about blindfolding me?
If yes, what?
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
What is your favorite toy? Ever wanted to try a specific toy?
38~ Share your most embarrassing sexual memory?
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
39~ What are your love languages?
*** Questions about Relationships/Past ***
21- What's your favorite way to spend a weekend or time off?
84~ How do you feel about reading/listening to adult stories?
21~ What was the best date you ever went on? What has been the worst?
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
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…
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?
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
49~ How many times have you been married? Why did they end?
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
What is your view on sex? Meaning, When/Where/ How often/
Would you ever want to be woken up with oral and/or intercourse?
Do you think this brought you closer together?
Prisoner/Prison Guard Landlord/Tenant
22- Do you have any birth marks? How about scars? Care to share how you got them?
How well do you know me? And some of your thoughts about me
20- What’s your favorite candy? What’s your least favorite?
40~ What’s the weirdest place you’ve ever had sex?
23- What is your dream job? What was it as a child?
36~ What is your favorite time of day to have sex/make love?
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
Any that are a turn off?
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,
What would you say to prove to yourself that it was really you?
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
Have you ever? Care to Share?
52~ What are your hobbies?
47~ What would be your dream job and why?
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
Repairman/Lonely Wife Virgin/Experienced
Do you shave/trim your pubic hair? For you guys do you shave your balls?
*** Deal Breaker Questions ***
31- If given a chance to be immortal, would you take it? Why?
15- What's your favorite saying? What word or phrase is your least favorite?
(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…)
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
How many times do you think you have “made love”?
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?
33- Beach or Mountains? Or is there another place to like better?
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
*** What’s Your Favorite…? ***
37- Do you like your name? If you could change it, what would you change it too?
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
25~ How do you feel about PDA? (Public Display of Affection)
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
62~ Have you used adult toys?
Get this wrong and this could mean the end… :-) some funny, some not…
If you say it, I will stop, and we can talk about it when you are ready.
12- What is the weirdest thing you've ever eaten?
30~ What's something unexpected that turns you on?
8- What's your favorite flavor of ice cream? Do you a least favorite?
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
14- What's your favorite dessert? Do you a least favorite?
36- Do you play video games? What is your favorite? Do you a least favorite?
What do you dislike about me? I asked you to be 100% honest.
5- Have you ever been hypnotized? Would you allow yourself to be?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
7- What are your thoughts on religion? Is there an afterlife?
76~ Have you had a threesome? Care to Share?
9~ How many times over your lifetime do you think you have had sex so far?
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?
3- What Superhero or Superpower would you want to be/have?
48~ Do you have any siblings? Are you close to your family?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
32- What's your greatest talent? Can I see it right now?
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
17- What’s your favorite holiday? What’s your least favorite?
Model/Photographer Police/Criminal
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
Nothing too Serious
Nurse/Patient Celebrity/Fan
89~ Do you like taking showers together?
19- Do/have you smoked? What do you prefer? How often?
You know that I will be 100% truthful, so ask.
27- What was/ is nickname? Does it have a meaning behind it?
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
65~ Describe the best orgasm you’ve ever had? Care to share?
The Ice Breaker Questions
11- List at least 5 things on your bucket list. Have you done any of them already?
92~ Have you ever had or have an STD? How many? What was it?
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
If you lose, are you willing to be their sex slave for a day, (anything goes)?
How old are you? Male or Female?
19~ Who/when was your first “heartbreak”?
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
9- What’s your favorite season and why? What’s your least favorite?
67~ Do you like it when your partner moans and/or is vocal during sex?
How many partners have you had oral sex with? Who? Care to Share?
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
48~ Have you ever paid or been paid for sex?
33- If you could visit any time period, when would you pick? Please explain why?
I would allow you to do it… What would you do to me?
Doctor/Nurse Stripper/Client
Would you allow me to clean every part of your body with my soapy hands and fingers?
17- Have you ever done drugs? Which ones? How often?
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
83~ How do you feel about Porn?
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
46~ Have you ever used furniture, or other types of things to aid you while having sex?
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
81~ Do you have any kinks and/or fetishes?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
Do you have a favorite? Is it ok if your partner does?
28~ What are some things that turn on? What is your biggest turn on?
7-What do I do in bed that drives you wild? How about, what turns you off?
Over time has your thoughts on sex changed?
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
Does the thought excite you? Care to share?
28- What are some things that people do that irritate you?
Will you kiss after your partner has gone down on you? Swallow or spit semen?
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
82~ Do you have any fantasies involving Role-Playing?
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
13- What is the craziest/scariest thing you've ever done?
14- What is an embarrassing moment in your life? How about your most embarrassing?
If NO, would you ever have one? Would it be with 2 men or 2 women?
26~ What side of the bed do you sleep on?
9- Is there something you’ve always wanted to ask me but you’re afraid?
How about if they talk dirty and/or call you names?
9- If you could have three wishes, what would they be? Why?
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?
11- What's your favorite restaurant? What’s your least favorite?
13- What’s your favorite drink? What’s your least favorite?
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?
*** Random Questions ***
What have you learned about me that was new and/or surprising?
34- Ever been to a concert? What was your favorite? Who would you like to see?
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?
Do you like the “69” position? Do you prefer to be on top or bottom?
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
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)
Would you do it again, and would you rather 2 females or 2 males?
42~ What’s your biggest regret in life?
18- What’s your favorite way to relax after a long day? What’s your least favorite?
Would /have you ever given your partner a lap dance and Striptease?
53~ How much can you tell me about the one thing you are most passionate about?
70~ Would/do you have/like anal sex?
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
10- List 5 of your top pet peeves.
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
What was the longest? What was the shortest?
Please share Did you stop?
If YES, was it with 2 men or 2 women? Did you enjoy it?
1~ How old were you when you had your first kiss? Who? Care to Share?
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?