What is the most interesting question you can ask to get to know someone?
09.06.2025 05:26
51~ What tends to bring a smile to your face?
9- Is there something you’ve always wanted to ask me but you’re afraid?
Can you Deep Throat? Do you like the taste of yourself?
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
Teacher/Student Stranger/One Night Stand
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
Which scene is considered the most difficult to watch in each of Quentin Tarantino's movies?
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?
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
5~ When you first started having sex, was it what you thought it would be?
47~ What would be your dream job and why?
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
6- Do you have dreams? Can you remember them? What do you usually dream about?
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
What have you learned about me that was new and/or surprising?
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
Family Relation Age Play
What would happen if Kakashi and Naruto switched places?
15~ Have you ever been “in love”? Who? Care to Share?
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
27- What was/ is nickname? Does it have a meaning behind it?
IndiGo, Delta, Air France-KLM, Virgin Atlantic Announce Partnership - Airways Magazine
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?
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
24~ What are your expectations in a relationship? (I know a very big question, take your time)
13- What’s your favorite drink? What’s your least favorite?
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
If you lose, are you willing to be their sex slave for a day, (anything goes)?
James Webb Detects Never-Before-Seen Molecule on Scorching Exoplanet - The Daily Galaxy
Do you have a favorite? Is it ok if your partner does?
Will you cheat again? How can, you be sure? Define what cheating is to you.
How well do you know me? And some of your thoughts about me
An unexpected Seahawks player appears in Madden 26 reveal trailer - Field Gulls
41~ Are there moments in your past that you would want to change? Please share 3 of them.
2- What’s your favorite color? Do you a least favorite?
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
What does it mean if someone asks if it’s pink?
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
*** Random Questions ***
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
Why do our deceased do not protect us from other bad spirits?
14- What is an embarrassing moment in your life? How about your most embarrassing?
Master/Slave Boss/Maid
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
How do I run away? I'm 15 and live in Oklahoma.
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
Have you ever? Care to Share?
26~ What side of the bed do you sleep on?
Would you allow me to clean every part of your body with my soapy hands and fingers?
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
53~ How much can you tell me about the one thing you are most passionate about?
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
Prisoner/Prison Guard Landlord/Tenant
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
What is your favorite toy? Ever wanted to try a specific toy?
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?
The Ice Breaker Questions
Do you watch it? What is your favorite?
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
Any that are a turn off?
You know that I will be 100% truthful, so ask.
Would you mind if your partner watched it? How about together vs alone?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
3- Should Pluto still be considered a planet? 4- How about smoking?
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
48~ Do you have any siblings? Are you close to your family?
4- For a pet, Cat, dog or other?
44~ Care to share something about yourself that no one else knows about you?
52~ Are you willing to make “those types” of bets with your partner?
30~ What's something unexpected that turns you on?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
Do you like it when they show and tell you what they want?
Nothing too Serious
28- What are some things that people do that irritate you?
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?
19- Do/have you smoked? What do you prefer? How often?
Escort/Client Job Applicant/Hiring Manager
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
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- List 5 of your top pet peeves.
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
That one or two things that made you go hmmmm, OMG or wow!
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…
Does the thought excite you? Care to share?
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
42~ What’s your biggest regret in life?
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
81~ Do you have any kinks and/or fetishes?
15- What bad habit do you wish you could quit? Do you have any addictions?
1- What was your first impression of me? Has it changed?
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
19- What’s your favorite fairytale? What’s your least favorite?
Model/Photographer Police/Criminal
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
40~ What’s the weirdest place you’ve ever had sex?
12- What is the weirdest thing you've ever eaten?
*** What’s Your Favorite…? ***
What’s the longest time you gone without having sex, after, having it? How much time between the others?
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
67~ Do you like it when your partner moans and/or is vocal during sex?
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
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?
48~ Have you ever paid or been paid for sex?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
92~ Have you ever had or have an STD? How many? What was it?
3- What’s your favorite smell? Do you a least favorite?
25~ How do you feel about PDA? (Public Display of Affection)
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
33- If you could visit any time period, when would you pick? Please explain why?
Will you kiss after your partner has gone down on you? Swallow or spit semen?
76~ Have you had a threesome? Care to Share?
23- What is your dream job? What was it as a child?
(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- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
13~ Is there a difference between, making love, having sex, and fucking?
11- List at least 5 things on your bucket list. Have you done any of them already?
What have you learned about yourself that you did not before this?
20- What’s your favorite candy? What’s your least favorite?
61~ How willing would you be to try new sexual positions?
22- Do you have any birth marks? How about scars? Care to share how you got them?
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
8- What's your favorite flavor of ice cream? Do you a least favorite?
32- What's your greatest talent? Can I see it right now?
What is your view on sex? Meaning, When/Where/ How often/
Over time has your thoughts on sex changed?
What was the longest? What was the shortest?
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 read them together?
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
Get this wrong and this could mean the end… :-) some funny, some not…
What would you say to prove to yourself that it was really you?
Do you shave/trim your pubic hair? For you guys do you shave your balls?
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
37- Do you like your name? If you could change it, what would you change it too?
84~ How do you feel about reading/listening to adult stories?
5- Have you ever been hypnotized? Would you allow yourself to be?
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
Do you think this brought you closer together?
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
I would allow you to do it… What would you do to me?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
14- What's your favorite dessert? Do you a least favorite?
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
7- What are your thoughts on religion? Is there an afterlife?
18- How often do you drink alcohol? What is your favorite drink?
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
50~ How many children do you have? What are their ages?
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
71~ Would you give your partner a hand or foot job? Would you receive one?
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
If you say it, I will stop, and we can talk about it when you are ready.
22~ What is the best pickup line anyone has ever used on you? What was the worst?
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
21- What's your favorite way to spend a weekend or time off?
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
46~ Have you ever used furniture, or other types of things to aid you while having sex?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
7-What do I do in bed that drives you wild? How about, what turns you off?
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
Repairman/Lonely Wife Virgin/Experienced
* Give a rating for each one (0-100)
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
36- Do you play video games? What is your favorite? Do you a least favorite?
39~ What are your love languages?
28~ What are some things that turn on? What is your biggest turn on?
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
64~ When was your very first orgasm? When was your first from having sex? Care to share?
29~ What are some things that turn you off? What is your biggest turn off?
13- What is the craziest/scariest thing you've ever done?
3- What was the most surprising thing you’ve learned about me throughout our relationship?
Any that are a turn off?
*** Questions About Me ***
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
60~ How important is oral sex? Do you like receiving? Do you like giving?
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
9~ How many times over your lifetime do you think you have had sex so far?
65~ Describe the best orgasm you’ve ever had? Care to share?
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
82~ Do you have any fantasies involving Role-Playing?
36~ What is your favorite time of day to have sex/make love?
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
Do you like the “69” position? Do you prefer to be on top or bottom?
17- What’s your favorite holiday? What’s your least favorite?
12- What’s your favorite food? What’s your least favorite?
How old are you? Male or Female?
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?
18~ Who/when was your first “crush”?
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
89~ Do you like taking showers together?
Please share Did you stop?
How many times do you think you have “made love”?
33- Beach or Mountains? Or is there another place to like better?
If NO, would you ever have one? Would it be with 2 men or 2 women?
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
70~ Would/do you have/like anal sex?
22- What is your favorite childhood memory? What is your least favorite?
62~ Have you used adult toys?
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
18- What’s your favorite way to relax after a long day? What’s your least favorite?
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)
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
Would you ever want to be woken up with oral and/or intercourse?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
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?
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
If you win, what will you make them do?
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
If yes, what?
10- What is your favorite family tradition? What’s your least favorite?
9- If you could have three wishes, what would they be? Why?
How many partners have you had oral sex with? Who? Care to Share?
Doctor/Nurse Stripper/Client
34- Ever been to a concert? What was your favorite? Who would you like to see?
29- How superstitious are you?
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
11- What's your favorite restaurant? What’s your least favorite?
What is your favorite position? Why?
52~ What are your hobbies?
1- What’s your favorite animal? Do you a least favorite?
9- What’s your favorite season and why? What’s your least favorite?
Nurse/Patient Celebrity/Fan
19~ Who/when was your first “heartbreak”?
83~ How do you feel about Porn?
Would you do it again, and would you rather 2 females or 2 males?
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
8- What are your thoughts on politics?
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,
3- What Superhero or Superpower would you want to be/have?
7- What if a person smells a certain way? 8- How about smoking?
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?
11~ Have you ever been caught by your parents or children or others while having sex?
*** Questions about Relationships/Past ***
*** Deal Breaker Questions ***
38~ Share your most embarrassing sexual memory?
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
Would /have you ever given your partner a lap dance and Striptease?
If YES, was it with 2 men or 2 women? Did you enjoy it?
51~ Are you willing to play adult games with your partner?
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
49~ If you could, would you want to be the opposite sex for a day, week, or year?
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?
10~ How many dates are necessary before you to have sex with someone?
What do you dislike about me? I asked you to be 100% honest.
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
How about if they talk dirty and/or call you names?
31- If given a chance to be immortal, would you take it? Why?
45~ How do you feel about me blindfolding you? How about blindfolding me?
80~ Share your top three fantasies/desires. (Be detailed) 😊
49~ How many times have you been married? Why did they end?
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
15- What's your favorite saying? What word or phrase is your least favorite?
34~ Do you like the lights on or off during sex?
92~ Everyone needs a “safe” word. What is yours?
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
13- How about having a certain hair cut/style?
17- Have you ever done drugs? Which ones? How often?
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?