What is the most interesting question you can ask to get to know someone?
12.06.2025 06:23
Have you ever? Care to Share?
18- How often do you drink alcohol? What is your favorite drink?
What do you dislike about me? I asked you to be 100% honest.
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
What is your favorite position? Why?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
A 2.6-Million-Pound Rock Thrown Inland… by a Monster Wave - The Daily Galaxy
Do you shave/trim your pubic hair? For you guys do you shave your balls?
If yes, what?
15~ Have you ever been “in love”? Who? Care to Share?
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7- What if a person smells a certain way? 8- How about smoking?
9- What’s your favorite season and why? What’s your least favorite?
Family Relation Age Play
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
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?
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
*** Questions About Me ***
What thing happened to you as a child that you haven’t let go of to this day?
You know that I will be 100% truthful, so ask.
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?
How one of San Francisco's most successful new chains 'just kind of happened' - SFGATE
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
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Can you have multiple orgasms? Are you able to have different kinds of orgasms?
81~ Do you have any kinks and/or fetishes?
22- Do you have any birth marks? How about scars? Care to share how you got them?
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18- What’s your favorite way to relax after a long day? What’s your least favorite?
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
29- How superstitious are you?
Nintendo Switch 2’s faster chip can dramatically improve original Switch games - Ars Technica
9~ How many times over your lifetime do you think you have had sex so far?
84~ How do you feel about reading/listening to adult stories?
33- Beach or Mountains? Or is there another place to like better?
What was the first Native American tribe to inhabit Long Island, NY?
2- What’s your favorite color? Do you a least favorite?
Would you ever want to be woken up with oral and/or intercourse?
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
First American Spacewalk 60 Years Ago Today - The Weather Channel
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?
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
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?
17- Have you ever done drugs? Which ones? How often?
Why didn't people like the Game of Thrones ending?
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
What would you say to prove to yourself that it was really 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?
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
15- What's your favorite saying? What word or phrase is your least favorite?
7- What are your thoughts on religion? Is there an afterlife?
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
If you say it, I will stop, and we can talk about it when you are ready.
If you lose, are you willing to be their sex slave for a day, (anything goes)?
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
Escort/Client Job Applicant/Hiring Manager
64~ When was your very first orgasm? When was your first from having sex? Care to share?
22- What is your favorite childhood memory? What is your least favorite?
28~ What are some things that turn on? What is your biggest turn on?
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…
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
Please share Did you stop?
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
What’s the longest time you gone without having sex, after, having it? How much time between the others?
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
Get this wrong and this could mean the end… :-) some funny, some not…
9- Is there something you’ve always wanted to ask me but you’re afraid?
24~ What are your expectations in a relationship? (I know a very big question, take your time)
3- What Superhero or Superpower would you want to be/have?
92~ Everyone needs a “safe” word. What is yours?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
If NO, would you ever have one? Would it be with 2 men or 2 women?
Do you like the “69” position? Do you prefer to be on top or bottom?
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?
4- For a pet, Cat, dog or other?
34- Ever been to a concert? What was your favorite? Who would you like to see?
If you win, what will you make them do?
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
Any that are a turn off?
*** Random Questions ***
47~ What would be your dream job and why?
3- What’s your favorite smell? Do you a least favorite?
36~ What is your favorite time of day to have sex/make love?
76~ Have you had a threesome? Care to Share?
What have you learned about yourself that you did not before this?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
36- Do you play video games? What is your favorite? Do you a least favorite?
10- List 5 of your top pet peeves.
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
11- List at least 5 things on your bucket list. Have you done any of them already?
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
82~ Do you have any fantasies involving Role-Playing?
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
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~ Are you willing to play adult games with your partner?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
If YES, was it with 2 men or 2 women? Did you enjoy it?
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,
What is your favorite toy? Ever wanted to try a specific toy?
21~ What was the best date you ever went on? What has been the worst?
9- If you could have three wishes, what would they be? Why?
80~ Share your top three fantasies/desires. (Be detailed) 😊
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
67~ Do you like it when your partner moans and/or is vocal during sex?
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
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?
I would allow you to do it… What would you do to me?
8- What's your favorite flavor of ice cream? Do you a least favorite?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
Nothing too Serious
What have you learned about me that was new and/or surprising?
Do you think this brought you closer together?
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
62~ Have you used adult toys?
49~ If you could, would you want to be the opposite sex for a day, week, or year?
1~ How old were you when you had your first kiss? Who? Care to Share?
14- What is an embarrassing moment in your life? How about your most embarrassing?
Nurse/Patient Celebrity/Fan
5~ When you first started having sex, was it what you thought it would be?
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
Would you mind if your partner watched it? How about together vs alone?
13- What’s your favorite drink? What’s your least favorite?
Over time has your thoughts on sex changed?
10~ How many dates are necessary before you to have sex with someone?
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
23- What is your dream job? What was it as a child?
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)
71~ Would you give your partner a hand or foot job? Would you receive one?
53~ How much can you tell me about the one thing you are most passionate about?
What is your view on sex? Meaning, When/Where/ How often/
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
Do you have a favorite? Is it ok if your partner does?
28- What are some things that people do that irritate you?
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
Master/Slave Boss/Maid
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?
17- What’s your favorite holiday? What’s your least favorite?
40~ What’s the weirdest place you’ve ever had sex?
50~ How many children do you have? What are their ages?
12- What is the weirdest thing you've ever eaten?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
11- What's your favorite restaurant? What’s your least favorite?
Will you kiss after your partner has gone down on you? Swallow or spit semen?
Does the thought excite you? Care to share?
How many times do you think you have “made love”?
25~ How do you feel about PDA? (Public Display of Affection)
Would you allow me to clean every part of your body with my soapy hands and fingers?
30~ What's something unexpected that turns you on?
46~ Have you ever used furniture, or other types of things to aid you while having sex?
12- What’s your favorite food? What’s your least favorite?
Would /have you ever given your partner a lap dance and Striptease?
Any that are a turn off?
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
The Ice Breaker Questions
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?
89~ Do you like taking showers together?
8- What are your thoughts on politics?
49~ How many times have you been married? Why did they end?
*** Deal Breaker Questions ***
70~ Would/do you have/like anal sex?
19- What’s your favorite fairytale? What’s your least favorite?
31- If given a chance to be immortal, would you take it? Why?
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
Can you Deep Throat? Do you like the taste of yourself?
44~ Care to share something about yourself that no one else knows about you?
13~ Is there a difference between, making love, having sex, and fucking?
*** What’s Your Favorite…? ***
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
48~ Do you have any siblings? Are you close to your family?
48~ Have you ever paid or been paid for sex?
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?
34~ Do you like the lights on or off during sex?
Teacher/Student Stranger/One Night Stand
Do you like it when they show and tell you what they want?
Do you watch it? What is your favorite?
7-What do I do in bed that drives you wild? How about, what turns you off?
26~ What side of the bed do you sleep on?
42~ What’s your biggest regret in life?
18~ Who/when was your first “crush”?
39~ What are your love languages?
65~ Describe the best orgasm you’ve ever had? Care to share?
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…
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
11- How about if they like a certain sports team? 12-How about drinking too much?
32- What's your greatest talent? Can I see it right now?
45~ How do you feel about me blindfolding you? How about blindfolding me?
*** Questions about Relationships/Past ***
What was the longest? What was the shortest?
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
92~ Have you ever had or have an STD? How many? What was it?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
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?
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
That one or two things that made you go hmmmm, OMG or wow!
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
19~ Who/when was your first “heartbreak”?
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
1- What’s your favorite animal? Do you a least favorite?
Repairman/Lonely Wife Virgin/Experienced
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
5- Have you ever been hypnotized? Would you allow yourself to be?
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
52~ What are your hobbies?
How many partners have you had oral sex with? Who? Care to Share?
6- Do you have dreams? Can you remember them? What do you usually dream about?
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
3- What was the most surprising thing you’ve learned about me throughout our relationship?
33- If you could visit any time period, when would you pick? Please explain why?
(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…)
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
13- What is the craziest/scariest thing you've ever done?
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
38~ Share your most embarrassing sexual memory?
Prisoner/Prison Guard Landlord/Tenant
83~ How do you feel about Porn?
Doctor/Nurse Stripper/Client
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
27- What was/ is nickname? Does it have a meaning behind it?
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
51~ What tends to bring a smile to your face?
41~ Are there moments in your past that you would want to change? Please share 3 of them.
* Give a rating for each one (0-100)
3- Should Pluto still be considered a planet? 4- How about smoking?
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
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?
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
How about if they talk dirty and/or call you names?
Would you read them together?
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
Model/Photographer Police/Criminal
10- What is your favorite family tradition? What’s your least favorite?
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?
How old are you? Male or Female?
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
21- What's your favorite way to spend a weekend or time off?
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
How well do you know me? And some of your thoughts about me
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
11~ Have you ever been caught by your parents or children or others while having sex?
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
14- What's your favorite dessert? Do you a least favorite?
52~ Are you willing to make “those types” of bets with your partner?
13- How about having a certain hair cut/style?
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
Will you cheat again? How can, you be sure? Define what cheating is to you.