What is the most interesting question you can ask to get to know someone?
10.06.2025 06:49

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