What is the most interesting question you can ask to get to know someone?
13.06.2025 23:59
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
What one thing makes someone a very mature person?
83~ How do you feel about Porn?
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
‘Superman’ Final Trailer Shows David Corenswet “Doing Important Stuff” - The Hollywood Reporter
If you lose, are you willing to be their sex slave for a day, (anything goes)?
65~ Describe the best orgasm you’ve ever had? Care to share?
18- What’s your favorite way to relax after a long day? What’s your least favorite?
Can you list every album you have ever listened to?
14- What's your favorite dessert? Do you a least favorite?
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
7- What are your thoughts on religion? Is there an afterlife?
Oldest human DNA ever found tells the story of a lost branch on the human family tree - Earth.com
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
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…
76~ Have you had a threesome? Care to Share?
Astronomers discover most powerful cosmic explosions since the Big Bang - Live Science
Will you cheat again? How can, you be sure? Define what cheating is to you.
46~ Have you ever used furniture, or other types of things to aid you while having sex?
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
What happened to your school bully?
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
What would happen if the Earth stopped spinning for one minute?
Do you like it when they show and tell you what they want?
21- What's your favorite way to spend a weekend or time off?
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
36- Do you play video games? What is your favorite? Do you a least favorite?
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
Family Relation Age Play
13- How about having a certain hair cut/style?
48~ Do you have any siblings? Are you close to your family?
Can you write a poem or short story based on the first image that shows up on Pinterest?
34- Ever been to a concert? What was your favorite? Who would you like to see?
15~ Have you ever been “in love”? Who? Care to Share?
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
Brain-region stimulation may ease motor symptoms, study finds - Parkinson's News Today
29~ What are some things that turn you off? What is your biggest turn off?
5- Have you ever been hypnotized? Would you allow yourself to be?
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
Who is the greatest light welterweight boxer of all time?
38~ Share your most embarrassing sexual memory?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
4- For a pet, Cat, dog or other?
*** What’s Your Favorite…? ***
13~ Is there a difference between, making love, having sex, and fucking?
11- How about if they like a certain sports team? 12-How about drinking too much?
24~ What are your expectations in a relationship? (I know a very big question, take your time)
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
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…
53~ How much can you tell me about the one thing you are most passionate about?
3- What Superhero or Superpower would you want to be/have?
25~ How do you feel about PDA? (Public Display of Affection)
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
29- How superstitious are you?
10~ How many dates are necessary before you to have sex with someone?
45~ How do you feel about me blindfolding you? How about blindfolding me?
82~ Do you have any fantasies involving Role-Playing?
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
Get this wrong and this could mean the end… :-) some funny, some not…
11~ Have you ever been caught by your parents or children or others while having sex?
If you say it, I will stop, and we can talk about it when you are ready.
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
27- What was/ is nickname? Does it have a meaning behind it?
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
47~ What would be your dream job and why?
36~ What is your favorite time of day to have sex/make love?
(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…)
32- What's your greatest talent? Can I see it right now?
3- What was the most surprising thing you’ve learned about me throughout our relationship?
3- What’s your favorite smell? Do you a least favorite?
11- What's your favorite restaurant? What’s your least favorite?
2- What’s your favorite color? Do you a least favorite?
Please share Did you stop?
26~ What side of the bed do you sleep on?
6- Do you have dreams? Can you remember them? What do you usually dream about?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
How about if they talk dirty and/or call you names?
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
How many times do you think you have “made love”?
10- What is your favorite family tradition? What’s your least favorite?
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
I would allow you to do it… What would you do to me?
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
33- If you could visit any time period, when would you pick? Please explain why?
44~ Care to share something about yourself that no one else knows about you?
What is your view on sex? Meaning, When/Where/ How often/
The Ice Breaker Questions
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
31- If given a chance to be immortal, would you take it? Why?
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
9~ How many times over your lifetime do you think you have had sex so far?
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?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
61~ How willing would you be to try new sexual positions?
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
Do you like the “69” position? Do you prefer to be on top or bottom?
22- Do you have any birth marks? How about scars? Care to share how you got them?
39~ What are your love languages?
1~ How old were you when you had your first kiss? Who? Care to Share?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
19~ Who/when was your first “heartbreak”?
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,
*** Deal Breaker Questions ***
10- List 5 of your top pet peeves.
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~ When you first started having sex, was it what you thought it would be?
*** Questions About Me ***
92~ Everyone needs a “safe” word. What is yours?
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
18- How often do you drink alcohol? What is your favorite drink?
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
Teacher/Student Stranger/One Night Stand
Do you shave/trim your pubic hair? For you guys do you shave your balls?
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
13- What’s your favorite drink? What’s your least favorite?
21~ What was the best date you ever went on? What has been the worst?
Would you do it again, and would you rather 2 females or 2 males?
20- What’s your favorite candy? What’s your least favorite?
37- Do you like your name? If you could change it, what would you change it too?
62~ Have you used adult toys?
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
What was the longest? What was the shortest?
How well do you know me? And some of your thoughts about me
28~ What are some things that turn on? What is your biggest turn on?
1- What’s your favorite animal? Do you a least favorite?
50~ How many children do you have? What are their ages?
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
40~ What’s the weirdest place you’ve ever had sex?
You know that I will be 100% truthful, so ask.
49~ If you could, would you want to be the opposite sex for a day, week, or year?
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?
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
11- List at least 5 things on your bucket list. Have you done any of them already?
7-What do I do in bed that drives you wild? How about, what turns you off?
67~ Do you like it when your partner moans and/or is vocal during sex?
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
41~ Are there moments in your past that you would want to change? Please share 3 of them.
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
What would you say to prove to yourself that it was really you?
What is your favorite position? Why?
If YES, was it with 2 men or 2 women? Did you enjoy it?
9- Is there something you’ve always wanted to ask me but you’re afraid?
9- What’s your favorite season and why? What’s your least favorite?
12- What is the weirdest thing you've ever eaten?
Repairman/Lonely Wife Virgin/Experienced
30~ What's something unexpected that turns you on?
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
Any that are a turn off?
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?
60~ How important is oral sex? Do you like receiving? Do you like giving?
33- Beach or Mountains? Or is there another place to like better?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
89~ Do you like taking showers together?
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
Would you ever want to be woken up with oral and/or intercourse?
What have you learned about yourself that you did not before this?
8- What are your thoughts on politics?
Escort/Client Job Applicant/Hiring Manager
23- What is your dream job? What was it as a child?
70~ Would/do you have/like anal sex?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
28- What are some things that people do that irritate you?
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?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
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?
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
Do you think this brought you closer together?
If yes, what?
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?
What’s the longest time you gone without having sex, after, having it? How much time between the others?
*** Random Questions ***
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?
If NO, would you ever have one? Would it be with 2 men or 2 women?
Prisoner/Prison Guard Landlord/Tenant
18~ Who/when was your first “crush”?
Have you ever? Care to Share?
Do you watch it? What is your favorite?
7- What if a person smells a certain way? 8- How about smoking?
Would you mind if your partner watched it? How about together vs alone?
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
52~ Are you willing to make “those types” of bets with your partner?
52~ What are your hobbies?
22- What is your favorite childhood memory? What is your least favorite?
14- What is an embarrassing moment in your life? How about your most embarrassing?
*** Questions about Relationships/Past ***
64~ When was your very first orgasm? When was your first from having sex? Care to share?
51~ What tends to bring a smile to your face?
48~ Have you ever paid or been paid for sex?
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
71~ Would you give your partner a hand or foot job? Would you receive one?
That one or two things that made you go hmmmm, OMG or wow!
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
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?
What is your favorite toy? Ever wanted to try a specific toy?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
1- What was your first impression of me? Has it changed?
15- What bad habit do you wish you could quit? Do you have any addictions?
Any that are a turn off?
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
3- Should Pluto still be considered a planet? 4- How about smoking?
How many partners have you had oral sex with? Who? Care to Share?
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
Nothing too Serious
Do you have a favorite? Is it ok if your partner does?
92~ Have you ever had or have an STD? How many? What was it?
49~ How many times have you been married? Why did they end?
17- Have you ever done drugs? Which ones? How often?
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
Nurse/Patient Celebrity/Fan
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
Would you allow me to clean every part of your body with my soapy hands and fingers?
13- What is the craziest/scariest thing you've ever done?
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?
Would /have you ever given your partner a lap dance and Striptease?
19- What’s your favorite fairytale? What’s your least favorite?
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
34~ Do you like the lights on or off during sex?
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?
84~ How do you feel about reading/listening to adult stories?
Doctor/Nurse Stripper/Client
Master/Slave Boss/Maid
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
80~ Share your top three fantasies/desires. (Be detailed) 😊
If you win, what will you make them do?
42~ What’s your biggest regret in life?
51~ Are you willing to play adult games with your partner?
81~ Do you have any kinks and/or fetishes?
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
Model/Photographer Police/Criminal
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
What do you dislike about me? I asked you to be 100% honest.
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
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?
17- What’s your favorite holiday? What’s your least favorite?
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
19- Do/have you smoked? What do you prefer? How often?
8- What's your favorite flavor of ice cream? Do you a least favorite?
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
Does the thought excite you? Care to share?
Can you Deep Throat? Do you like the taste of yourself?
How old are you? Male or Female?
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
Over time has your thoughts on sex changed?
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
* 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?
12- What’s your favorite food? What’s your least favorite?
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
Would you read them together?
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
15- What's your favorite saying? What word or phrase is your least favorite?