What is the most interesting question you can ask to get to know someone?
08.06.2025 06:39
5~ When you first started having sex, was it what you thought it would be?
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
48~ Do you have any siblings? Are you close to your family?
Why do nice guys rarely or never win?
9- What’s your favorite season and why? What’s your least 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?
What is Palantir? The secretive tech company behind Trump's data collection efforts - Mashable
If YES, was it with 2 men or 2 women? Did you enjoy it?
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
Why would my ex block me after I blocked him?
11- List at least 5 things on your bucket list. Have you done any of them already?
14- What is an embarrassing moment in your life? How about your most embarrassing?
Over time has your thoughts on sex changed?
11~ Have you ever been caught by your parents or children or others while having sex?
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
6- Do you have dreams? Can you remember them? What do you usually dream about?
What would you say to prove to yourself that it was really you?
Six Types Of Dinosaur Eggs Found In One Place - The Daily Galaxy
25~ How do you feel about PDA? (Public Display of Affection)
Teacher/Student Stranger/One Night Stand
* Give a rating for each one (0-100)
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
Robin Thicke marries April Love Geary in romantic wedding after nearly 7-year engagement - Page Six
Master/Slave Boss/Maid
27- What was/ is nickname? Does it have a meaning behind it?
Do you like the “69” position? Do you prefer to be on top or bottom?
How often do prisoners try to escape from jail/prison, and how many of them succeed?
7- What are your thoughts on religion? Is there an afterlife?
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?
36- Do you play video games? What is your favorite? Do you a least favorite?
Have you ever been physically attacked by a demon?
Any that are a turn off?
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…
31- If given a chance to be immortal, would you take it? Why?
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
10- What is your favorite family tradition? What’s your least favorite?
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
*** Questions About Me ***
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
83~ How do you feel about Porn?
Have you ever? Care to Share?
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
84~ How do you feel about reading/listening to adult stories?
64~ When was your very first orgasm? When was your first from having sex? Care to share?
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
41~ Are there moments in your past that you would want to change? Please share 3 of them.
Would /have you ever given your partner a lap dance and Striptease?
Does the thought excite you? Care to share?
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
39~ What are your love languages?
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- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
60~ How important is oral sex? Do you like receiving? Do you like giving?
3- What Superhero or Superpower would you want to be/have?
17- Have you ever done drugs? Which ones? How often?
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
13- What is the craziest/scariest thing you've ever done?
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
12- What is the weirdest thing you've ever eaten?
44~ Care to share something about yourself that no one else knows about you?
Get this wrong and this could mean the end… :-) some funny, some not…
How old are you? Male or Female?
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
11- What's your favorite restaurant? What’s your least favorite?
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
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?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
51~ What tends to bring a smile to your face?
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
22- What is your favorite childhood memory? What is your least favorite?
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
Prisoner/Prison Guard Landlord/Tenant
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
18- What’s your favorite way to relax after a long day? What’s your least favorite?
50~ How many children do you have? What are their ages?
2- What’s your favorite color? Do you a least favorite?
42~ What’s your biggest regret in life?
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
81~ Do you have any kinks and/or fetishes?
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
76~ Have you had a threesome? Care to Share?
23- What is your dream job? What was it as a child?
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
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…
71~ Would you give your partner a hand or foot job? Would you receive one?
49~ If you could, would you want to be the opposite sex for a day, week, or year?
36~ What is your favorite time of day to have sex/make love?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
13- What’s your favorite drink? What’s your least favorite?
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?
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
5- Have you ever been hypnotized? Would you allow yourself to be?
If you say it, I will stop, and we can talk about it when you are ready.
4- For a pet, Cat, dog or other?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
49~ How many times have you been married? Why did they end?
1- What’s your favorite animal? Do you a least favorite?
Do you have a favorite? Is it ok if your partner does?
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
52~ Are you willing to make “those types” of bets with your partner?
Do you like it when they show and tell you what they want?
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
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)
1- What was your first impression of me? Has it changed?
10- List 5 of your top pet peeves.
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
37- Do you like your name? If you could change it, what would you change it too?
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
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?
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
Doctor/Nurse Stripper/Client
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
89~ Do you like taking showers together?
Do you shave/trim your pubic hair? For you guys do you shave your balls?
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
1~ How old were you when you had your first kiss? Who? Care to Share?
15~ Have you ever been “in love”? Who? Care to Share?
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
18- How often do you drink alcohol? What is your favorite drink?
21~ What was the best date you ever went on? What has been the worst?
Repairman/Lonely Wife Virgin/Experienced
80~ Share your top three fantasies/desires. (Be detailed) 😊
How about if they talk dirty and/or call you names?
Would you do it again, and would you rather 2 females or 2 males?
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
What is your view on sex? Meaning, When/Where/ How often/
48~ Have you ever paid or been paid for sex?
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
38~ Share your most embarrassing sexual memory?
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
(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…)
34~ Do you like the lights on or off during sex?
*** Deal Breaker Questions ***
If you win, what will you make them do?
7- What if a person smells a certain way? 8- How about smoking?
You know that I will be 100% truthful, so ask.
Would you mind if your partner watched it? How about together vs alone?
Model/Photographer Police/Criminal
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
9~ How many times over your lifetime do you think you have had sex so far?
What was the longest? What was the shortest?
If yes, what?
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
Will you kiss after your partner has gone down on you? Swallow or spit semen?
9- If you could have three wishes, what would they be? Why?
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
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~ Is there a difference between, making love, having sex, and fucking?
47~ What would be your dream job and why?
*** What’s Your Favorite…? ***
26~ What side of the bed do you sleep on?
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?
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
What do you dislike about me? I asked you to be 100% honest.
Do you watch it? What is your favorite?
51~ Are you willing to play adult games with your partner?
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
I would allow you to do it… What would you do to me?
Nurse/Patient Celebrity/Fan
How many partners have you had oral sex with? Who? Care to Share?
What’s the longest time you gone without having sex, after, having it? How much time between the others?
82~ Do you have any fantasies involving Role-Playing?
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
34- Ever been to a concert? What was your favorite? Who would you like to see?
52~ What are your hobbies?
If NO, would you ever have one? Would it be with 2 men or 2 women?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
Would you read them together?
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
46~ Have you ever used furniture, or other types of things to aid you while having sex?
21- What's your favorite way to spend a weekend or time off?
92~ Everyone needs a “safe” word. What is yours?
45~ How do you feel about me blindfolding you? How about blindfolding me?
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
20- What’s your favorite candy? What’s your least favorite?
15- What's your favorite saying? What word or phrase is your least favorite?
3- What’s your favorite smell? Do you a least favorite?
62~ Have you used adult toys?
29- How superstitious are you?
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
Escort/Client Job Applicant/Hiring Manager
67~ Do you like it when your partner moans and/or is vocal during sex?
Would you allow me to clean every part of your body with my soapy hands and fingers?
8- What's your favorite flavor of ice cream? Do you a least favorite?
28- What are some things that people do that irritate you?
9- Is there something you’ve always wanted to ask me but you’re afraid?
11- How about if they like a certain sports team? 12-How about drinking too much?
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
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,
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
The Ice Breaker Questions
19- What’s your favorite fairytale? What’s your least favorite?
What is your favorite position? Why?
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
61~ How willing would you be to try new sexual positions?
29~ What are some things that turn you off? What is your biggest turn off?
What have you learned about me that was new and/or surprising?
3- What was the most surprising thing you’ve learned about me throughout our relationship?
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
Can you Deep Throat? Do you like the taste of yourself?
8- What are your thoughts on politics?
How well do you know me? And some of your thoughts about me
Do you think this brought you closer together?
15- What bad habit do you wish you could quit? Do you have any addictions?
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
30~ What's something unexpected that turns you on?
53~ How much can you tell me about the one thing you are most passionate about?
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?
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
33- If you could visit any time period, when would you pick? Please explain why?
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?
13- How about having a certain hair cut/style?
28~ What are some things that turn on? What is your biggest turn on?
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
12- What’s your favorite food? What’s your least favorite?
Family Relation Age Play
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
33- Beach or Mountains? Or is there another place to like better?
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
70~ Would/do you have/like anal sex?
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
Will you cheat again? How can, you be sure? Define what cheating is to you.
22- Do you have any birth marks? How about scars? Care to share how you got them?
What have you learned about yourself that you did not before this?
18~ Who/when was your first “crush”?
Would you ever want to be woken up with oral and/or intercourse?
17- What’s your favorite holiday? What’s your least favorite?
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
What is your favorite toy? Ever wanted to try a specific toy?
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
40~ What’s the weirdest place you’ve ever had sex?
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
If you lose, are you willing to be their sex slave for a day, (anything goes)?
19- Do/have you smoked? What do you prefer? How often?
65~ Describe the best orgasm you’ve ever had? Care to share?
That one or two things that made you go hmmmm, OMG or wow!
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
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?
19~ Who/when was your first “heartbreak”?
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?
14- What's your favorite dessert? Do you a least favorite?
How many times do you think you have “made love”?
*** Questions about Relationships/Past ***
*** Random Questions ***
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
Any that are a turn off?
Nothing too Serious
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?
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
Please share Did you stop?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)