What is the most interesting question you can ask to get to know someone?
13.06.2025 00:40
38~ Share your most embarrassing sexual memory?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
62~ Have you used adult toys?
I am 13 and I am planning to run away. What should I do to succeed?
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
Prisoner/Prison Guard Landlord/Tenant
31- If given a chance to be immortal, would you take it? Why?
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?
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
Why is digital marketing important?
How many partners have you had oral sex with? Who? Care to Share?
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,
13- How about having a certain hair cut/style?
7- What if a person smells a certain way? 8- How about smoking?
26~ What side of the bed do you sleep on?
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
Panel approves changes to enhance the flow of the game in men’s basketball - NCAA.org
12- What’s your favorite food? What’s your least favorite?
Will you cheat again? How can, you be sure? Define what cheating is to you.
If YES, was it with 2 men or 2 women? Did you enjoy it?
Should parents force their kids to go to school when they are sick?
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
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)
67~ Do you like it when your partner moans and/or is vocal during sex?
Do narcissists love their children?
9- What’s your favorite season and why? What’s your least favorite?
How old are you? Male or Female?
What is your favorite position? Why?
Why are the Chinese so sensitive to Western criticism?
Do you like it when they show and tell you what they want?
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
3- What was the most surprising thing you’ve learned about me throughout our relationship?
Why are Republican politicians so afraid to oppose Trump?
33- If you could visit any time period, when would you pick? Please explain why?
Do you have a favorite? Is it ok if your partner does?
46~ Have you ever used furniture, or other types of things to aid you while having sex?
What do porn stars do when they get old?
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
40~ What’s the weirdest place you’ve ever had sex?
What is the dirtiest thing you have witnessed your wife do?
15~ Have you ever been “in love”? Who? Care to Share?
39~ What are your love languages?
24~ What are your expectations in a relationship? (I know a very big question, take your time)
Family Relation Age Play
* Give a rating for each one (0-100)
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
Why do you think Filipinos are conservatives?
60~ How important is oral sex? Do you like receiving? Do you like giving?
37- Do you like your name? If you could change it, what would you change it too?
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…
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
*** Questions about Relationships/Past ***
48~ Do you have any siblings? Are you close to your family?
9- If you could have three wishes, what would they be? Why?
14- What is an embarrassing moment in your life? How about your most embarrassing?
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
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?
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?
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
22- Do you have any birth marks? How about scars? Care to share how you got them?
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
What is your favorite toy? Ever wanted to try a specific toy?
82~ Do you have any fantasies involving Role-Playing?
15- What bad habit do you wish you could quit? Do you have any addictions?
70~ Would/do you have/like anal sex?
53~ How much can you tell me about the one thing you are most passionate about?
89~ Do you like taking showers together?
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
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?
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
32- What's your greatest talent? Can I see it right now?
19~ Who/when was your first “heartbreak”?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
7-What do I do in bed that drives you wild? How about, what turns you off?
*** Random Questions ***
22- What is your favorite childhood memory? What is your least favorite?
Nothing too Serious
What is your view on sex? Meaning, When/Where/ How often/
80~ Share your top three fantasies/desires. (Be detailed) 😊
51~ Are you willing to play adult games with your partner?
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
41~ Are there moments in your past that you would want to change? Please share 3 of them.
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
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?
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?
34- Ever been to a concert? What was your favorite? Who would you like to see?
20- What’s your favorite candy? What’s your least favorite?
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
36~ What is your favorite time of day to have sex/make love?
I would allow you to do it… What would you do to me?
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
Any that are a turn off?
9- Is there something you’ve always wanted to ask me but you’re afraid?
14- What's your favorite dessert? Do you a least favorite?
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
18- What’s your favorite way to relax after a long day? What’s your least favorite?
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
11~ Have you ever been caught by your parents or children or others while having sex?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
49~ If you could, would you want to be the opposite sex for a day, week, or year?
4- For a pet, Cat, dog or other?
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
2- What’s your favorite color? Do you a least favorite?
25~ How do you feel about PDA? (Public Display of Affection)
13- What is the craziest/scariest thing you've ever done?
44~ Care to share something about yourself that no one else knows about you?
61~ How willing would you be to try new sexual positions?
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
45~ How do you feel about me blindfolding you? How about blindfolding me?
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
51~ What tends to bring a smile to your face?
36- Do you play video games? What is your favorite? Do you a least favorite?
1~ How old were you when you had your first kiss? Who? Care to Share?
11- What's your favorite restaurant? What’s your least favorite?
33- Beach or Mountains? Or is there another place to like better?
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
Would /have you ever given your partner a lap dance and Striptease?
Can you Deep Throat? Do you like the taste of yourself?
If you win, what will you make them do?
If yes, what?
18- How often do you drink alcohol? What is your favorite drink?
Model/Photographer Police/Criminal
48~ Have you ever paid or been paid for sex?
What do you dislike about me? I asked you to be 100% honest.
If you say it, I will stop, and we can talk about it when you are ready.
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
Over time has your thoughts on sex changed?
That one or two things that made you go hmmmm, OMG or wow!
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
Do you shave/trim your pubic hair? For you guys do you shave your balls?
Master/Slave Boss/Maid
Doctor/Nurse Stripper/Client
15- What's your favorite saying? What word or phrase is your least favorite?
29- How superstitious are you?
Please share Did you stop?
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
3- Should Pluto still be considered a planet? 4- How about smoking?
Would you ever want to be woken up with oral and/or intercourse?
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
How many times do you think you have “made love”?
30~ What's something unexpected that turns you on?
Would you mind if your partner watched it? How about together vs alone?
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
Will you kiss after your partner has gone down on you? Swallow or spit semen?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
5~ When you first started having sex, was it what you thought it would be?
*** What’s Your Favorite…? ***
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
What have you learned about me that was new and/or surprising?
Would you allow me to clean every part of your body with my soapy hands and fingers?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
Do you like the “69” position? Do you prefer to be on top or bottom?
You know that I will be 100% truthful, so ask.
Would you do it again, and would you rather 2 females or 2 males?
11- List at least 5 things on your bucket list. Have you done any of them already?
(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…)
17- What’s your favorite holiday? What’s your least favorite?
8- What are your thoughts on politics?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
Have you ever? 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?
1- What was your first impression of me? Has it changed?
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
23- What is your dream job? What was it as a child?
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
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?
5- Have you ever been hypnotized? Would you allow yourself to be?
28- What are some things that people do that irritate you?
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
*** Deal Breaker Questions ***
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
If you lose, are you willing to be their sex slave for a day, (anything goes)?
What would you say to prove to yourself that it was really you?
12- What is the weirdest thing you've ever eaten?
Nurse/Patient Celebrity/Fan
28~ What are some things that turn on? What is your biggest turn on?
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
64~ When was your very first orgasm? When was your first from having sex? Care to share?
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
Get this wrong and this could mean the end… :-) some funny, some not…
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
19- Do/have you smoked? What do you prefer? How often?
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?
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?
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
19- What’s your favorite fairytale? What’s your least favorite?
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
*** Questions About Me ***
7- What are your thoughts on religion? Is there an afterlife?
42~ What’s your biggest regret in life?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
92~ Everyone needs a “safe” word. What is yours?
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
6- Do you have dreams? Can you remember them? What do you usually dream about?
Teacher/Student Stranger/One Night Stand
9~ How many times over your lifetime do you think you have had sex so far?
How well do you know me? And some of your thoughts about me
What was the longest? What was the shortest?
Do you think this brought you closer together?
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
27- What was/ is nickname? Does it have a meaning behind it?
81~ Do you have any kinks and/or fetishes?
Repairman/Lonely Wife Virgin/Experienced
76~ Have you had a threesome? Care to Share?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
Any that are a turn off?
50~ How many children do you have? What are their ages?
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
49~ How many times have you been married? Why did they end?
How about if they talk dirty and/or call you names?
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
Does the thought excite you? Care to share?
17- Have you ever done drugs? Which ones? How often?
Would you read them together?
3- What’s your favorite smell? Do you a least favorite?
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
1- What’s your favorite animal? Do you a least favorite?
13- What’s your favorite drink? What’s your least favorite?
3- What Superhero or Superpower would you want to be/have?
8- What's your favorite flavor of ice cream? Do you a least favorite?
29~ What are some things that turn you off? What is your biggest turn off?
34~ Do you like the lights on or off during sex?
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
11- How about if they like a certain sports team? 12-How about drinking too much?
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
10- What is your favorite family tradition? What’s your least favorite?
65~ Describe the best orgasm you’ve ever had? Care to share?
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
21- What's your favorite way to spend a weekend or time off?
What have you learned about yourself that you did not before this?
47~ What would be your dream job and why?
52~ Are you willing to make “those types” of bets with your partner?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
Do you watch it? What is your favorite?
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
The Ice Breaker Questions
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
Escort/Client Job Applicant/Hiring Manager
83~ How do you feel about Porn?
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
If NO, would you ever have one? Would it be with 2 men or 2 women?
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?
71~ Would you give your partner a hand or foot job? Would you receive one?
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?
52~ What are your hobbies?
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
18~ Who/when was your first “crush”?
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
10- List 5 of your top pet peeves.
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…
What’s the longest time you gone without having sex, after, having it? How much time between the others?
13~ Is there a difference between, making love, having sex, and fucking?