What is the most interesting question you can ask to get to know someone?
10.06.2025 02:24

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