What is the most interesting question you can ask to get to know someone?
14.06.2025 03:45
10~ How many dates are necessary before you to have sex with someone?
52~ What are your hobbies?
*** What’s Your Favorite…? ***
Repairman/Lonely Wife Virgin/Experienced
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
3- What’s your favorite smell? Do you a least favorite?
If atheists are so positive that there is no God, where is their proof that He does not exist?
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
60~ How important is oral sex? Do you like receiving? Do you like giving?
Can you list every album you have ever listened to?
26~ What side of the bed do you sleep on?
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
What is the best way to get over your ex?
Model/Photographer Police/Criminal
37- Do you like your name? If you could change it, what would you change it too?
76~ Have you had a threesome? Care to Share?
How come Taiwan is LGBT friendly, yet Japan and South Korea are not?
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
21~ What was the best date you ever went on? What has been the worst?
36~ What is your favorite time of day to have sex/make love?
Why do men think all women are the same?
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
If you say it, I will stop, and we can talk about it when you are ready.
If YES, was it with 2 men or 2 women? Did you enjoy it?
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)
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
Are you happy that soon we will never hear from Kamala Jones again?
9- What’s your favorite season and why? What’s your least favorite?
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
67~ Do you like it when your partner moans and/or is vocal during sex?
Red Sox To Acquire Jorge Alcala - MLB Trade Rumors
The Ice Breaker Questions
Any that are a turn off?
33- If you could visit any time period, when would you pick? Please explain why?
What have you learned about yourself that you did not before this?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
What are the differences between INFJ-T and INFJ A?
What is your view on sex? Meaning, When/Where/ How often/
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
28- What are some things that people do that irritate you?
Do you shave/trim your pubic hair? For you guys do you shave your balls?
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?
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
Over time has your thoughts on sex changed?
49~ If you could, would you want to be the opposite sex for a day, week, or year?
52~ Are you willing to make “those types” of bets with your partner?
40~ What’s the weirdest place you’ve ever had sex?
Master/Slave Boss/Maid
Would you ever want to be woken up with oral and/or intercourse?
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
21- What's your favorite way to spend a weekend or time off?
18- How often do you drink alcohol? What is your favorite drink?
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?
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
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?
Would you read them together?
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
71~ Would you give your partner a hand or foot job? Would you receive one?
What is your favorite toy? Ever wanted to try a specific toy?
Prisoner/Prison Guard Landlord/Tenant
81~ Do you have any kinks and/or fetishes?
20- What’s your favorite candy? What’s your least favorite?
28~ What are some things that turn on? What is your biggest turn on?
30~ What's something unexpected that turns you on?
27- What was/ is nickname? Does it have a meaning behind it?
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)
64~ When was your very first orgasm? When was your first from having sex? Care to share?
That one or two things that made you go hmmmm, OMG or wow!
Escort/Client Job Applicant/Hiring Manager
9- Is there something you’ve always wanted to ask me but you’re afraid?
13- What’s your favorite drink? What’s your least favorite?
Will you kiss after your partner has gone down on you? Swallow or spit semen?
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?
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
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?
47~ What would be your dream job and why?
29~ What are some things that turn you off? What is your biggest turn off?
49~ How many times have you been married? Why did they end?
48~ Have you ever paid or been paid for sex?
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
44~ Care to share something about yourself that no one else knows about you?
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
89~ Do you like taking showers together?
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
Do you watch it? What is your favorite?
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
What would you say to prove to yourself that it was really you?
How many partners have you had oral sex with? Who? Care to Share?
34- Ever been to a concert? What was your favorite? Who would you like to see?
92~ Have you ever had or have an STD? How many? What was it?
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
8- What's your favorite flavor of ice cream? Do you a least favorite?
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
6- Do you have dreams? Can you remember them? What do you usually dream about?
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?
22- What is your favorite childhood memory? What is your least favorite?
What was the longest? What was the shortest?
9~ How many times over your lifetime do you think you have had sex so far?
17- Have you ever done drugs? Which ones? How often?
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
Will you cheat again? How can, you be sure? Define what cheating is to you.
What is your favorite position? Why?
If you lose, are you willing to be their sex slave for a day, (anything goes)?
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
Can you Deep Throat? Do you like the taste of yourself?
51~ Are you willing to play adult games with your partner?
15- What bad habit do you wish you could quit? Do you have any addictions?
How many times do you think you have “made love”?
Would you allow me to clean every part of your body with my soapy hands and fingers?
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
23- What is your dream job? What was it as a child?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
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…
7-What do I do in bed that drives you wild? How about, what turns you off?
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
19- What’s your favorite fairytale? What’s your least favorite?
*** Questions About Me ***
10- What is your favorite family tradition? What’s your least favorite?
7- What if a person smells a certain way? 8- How about smoking?
Nurse/Patient Celebrity/Fan
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?
5- Have you ever been hypnotized? Would you allow yourself to be?
1- What’s your favorite animal? Do you a least favorite?
12- What is the weirdest thing you've ever eaten?
11~ Have you ever been caught by your parents or children or others while having sex?
19~ Who/when was your first “heartbreak”?
Do you think this brought you closer together?
18~ Who/when was your first “crush”?
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
How about if they talk dirty and/or call you names?
4- For a pet, Cat, dog or other?
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
38~ Share your most embarrassing sexual memory?
53~ How much can you tell me about the one thing you are most passionate about?
2- What’s your favorite color? Do you a least favorite?
14- What is an embarrassing moment in your life? How about your most embarrassing?
*** Questions about Relationships/Past ***
14- What's your favorite dessert? Do you a 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?
39~ What are your love languages?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
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?
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?
84~ How do you feel about reading/listening to adult stories?
Do you like it when they show and tell you what they want?
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
8- What are your thoughts on politics?
If yes, what?
56~ Would you ever go to a strip club with your partner? Have you ever been? 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?
13~ Is there a difference between, making love, having sex, and fucking?
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
11- List at least 5 things on your bucket list. Have you done any of them already?
36- Do you play video games? What is your favorite? Do you a least favorite?
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
17- What’s your favorite holiday? What’s your least favorite?
Would you mind if your partner watched it? How about together vs alone?
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
(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…)
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
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?
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
70~ Would/do you have/like anal sex?
50~ How many children do you have? What are their ages?
34~ Do you like the lights on or off during sex?
1- What was your first impression of me? Has it changed?
15- What's your favorite saying? What word or phrase is your least favorite?
46~ Have you ever used furniture, or other types of things to aid you while having sex?
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,
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…
3- What was the most surprising thing you’ve learned about me throughout our relationship?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
12- What’s your favorite food? What’s your least favorite?
You know that I will be 100% truthful, so ask.
3- Should Pluto still be considered a planet? 4- How about smoking?
42~ What’s your biggest regret in life?
19- Do/have you smoked? What do you prefer? How often?
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
11- How about if they like a certain sports team? 12-How about drinking too much?
Teacher/Student Stranger/One Night Stand
Any that are a turn off?
25~ How do you feel about PDA? (Public Display of Affection)
What do you dislike about me? I asked you to be 100% honest.
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
10- List 5 of your top pet peeves.
Get this wrong and this could mean the end… :-) some funny, some not…
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
How well do you know me? And some of your thoughts about me
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
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?
51~ What tends to bring a smile to your face?
83~ How do you feel about Porn?
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
31- If given a chance to be immortal, would you take it? Why?
65~ Describe the best orgasm you’ve ever had? Care to share?
Have you ever? Care to Share?
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
11- What's your favorite restaurant? What’s your least favorite?
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
5~ When you first started having sex, was it what you thought it would be?
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
7- What are your thoughts on religion? Is there an afterlife?
45~ How do you feel about me blindfolding you? How about blindfolding me?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
*** Random Questions ***
I would allow you to do it… What would you do to me?
80~ Share your top three fantasies/desires. (Be detailed) 😊
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
Would /have you ever given your partner a lap dance and Striptease?
18- What’s your favorite way to relax after a long day? What’s your least favorite?
13- How about having a certain hair cut/style?
Do you have a favorite? Is it ok if your partner does?
61~ How willing would you be to try new sexual positions?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
* Give a rating for each one (0-100)
How old are you? Male or Female?
If you win, what will you make them do?
48~ Do you have any siblings? Are you close to your family?
*** Deal Breaker Questions ***
33- Beach or Mountains? Or is there another place to like better?
15~ Have you ever been “in love”? Who? Care to Share?
Do you like the “69” position? Do you prefer to be on top or bottom?
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
Nothing too Serious
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
What’s the longest time you gone without having sex, after, having it? How much time between the others?
29- How superstitious are you?
3- What Superhero or Superpower would you want to be/have?
92~ Everyone needs a “safe” word. What is yours?
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
41~ Are there moments in your past that you would want to change? Please share 3 of them.
What have you learned about me that was new and/or surprising?
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
Doctor/Nurse Stripper/Client
32- What's your greatest talent? Can I see it right now?
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
Would you do it again, and would you rather 2 females or 2 males?
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
1~ How old were you when you had your first kiss? Who? Care to Share?
82~ Do you have any fantasies involving Role-Playing?
Please share Did you stop?
Family Relation Age Play
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
Does the thought excite you? Care to share?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
22- Do you have any birth marks? How about scars? Care to share how you got them?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
62~ Have you used adult toys?
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?