What is the most interesting question you can ask to get to know someone?
08.06.2025 03:44
Have you ever? Care to Share?
89~ Do you like taking showers together?
Do you have a favorite? Is it ok if your partner does?
You know that I will be 100% truthful, so ask.
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 are your thoughts on religion? Is there an afterlife?
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
15- What bad habit do you wish you could quit? Do you have any addictions?
For the First Time, Scientists Spot Water Around a Young Star Similar to Our Sun - The Daily Galaxy
47~ What would be your dream job and why?
19- What’s your favorite fairytale? What’s your least favorite?
6- Do you have dreams? Can you remember them? What do you usually dream about?
Important scientific finding confirms ancient biblical events - The Brighter Side of News
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?
*** Random Questions ***
7- What if a person smells a certain way? 8- How about smoking?
U.S. blasts Hamas response to Gaza ceasefire plan: ‘Totally unacceptable’ - The Washington Post
51~ What tends to bring a smile to your face?
Prisoner/Prison Guard Landlord/Tenant
10- What is your favorite family tradition? What’s your least favorite?
Housing market tide is turning as home prices fall in top cities - Fortune
48~ Have you ever paid or been paid for sex?
40~ What’s the weirdest place you’ve ever had sex?
4- For a pet, Cat, dog or other?
What are some reasons why people may fear strong men?
If you say it, I will stop, and we can talk about it when you are ready.
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
How about if they talk dirty and/or call you names?
46~ Have you ever used furniture, or other types of things to aid you while having sex?
13- What is the craziest/scariest thing you've ever done?
New Research Reveals the Brain Learns Differently Than We Thought - SciTechDaily
39~ What are your love languages?
8- What are your thoughts on politics?
22- Do you have any birth marks? How about scars? Care to share how you got them?
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
92~ Have you ever had or have an STD? How many? What was it?
Nothing too Serious
Colorado confirms 3 more infections in airport-linked measles outbreak - CIDRAP
49~ If you could, would you want to be the opposite sex for a day, week, or year?
If YES, was it with 2 men or 2 women? Did you enjoy it?
29~ What are some things that turn you off? What is your biggest turn off?
Testosterone heightens men’s sensitivity to social feedback and reshapes self-esteem - PsyPost
Teacher/Student Stranger/One Night Stand
31- If given a chance to be immortal, would you take it? Why?
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?
9- What’s your favorite season and why? What’s your least favorite?
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
I would allow you to do it… What would you do to me?
12- What’s your favorite food? What’s your least favorite?
Would /have you ever given your partner a lap dance and Striptease?
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
Do you like the “69” position? Do you prefer to be on top or bottom?
28- What are some things that people do that irritate you?
17- What’s your favorite holiday? What’s your least favorite?
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
36- Do you play video games? What is your favorite? Do you a least favorite?
28~ What are some things that turn on? What is your biggest turn on?
22- What is your favorite childhood memory? What is your least favorite?
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
36~ What is your favorite time of day to have sex/make love?
5~ When you first started having sex, was it what you thought it would be?
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
Escort/Client Job Applicant/Hiring Manager
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
20- What’s your favorite candy? What’s your least favorite?
How many partners have you had oral sex with? Who? Care to Share?
*** Deal Breaker Questions ***
51~ Are you willing to play adult games with your partner?
Would you mind if your partner watched it? How about together vs alone?
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)
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
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 have you learned about yourself that you did not before this?
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
Nurse/Patient Celebrity/Fan
62~ Have you used adult toys?
1- What’s your favorite animal? Do you a least favorite?
52~ Are you willing to make “those types” of bets with your partner?
12- What is the weirdest thing you've ever eaten?
21~ What was the best date you ever went on? What has been the worst?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
29- How superstitious are you?
24~ What are your expectations in a relationship? (I know a very big question, take your time)
9- Is there something you’ve always wanted to ask me but you’re afraid?
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
9~ How many times over your lifetime do you think you have had sex so far?
34- Ever been to a concert? What was your favorite? Who would you like to see?
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
How many times do you think you have “made love”?
13- How about having a certain hair cut/style?
Do you think this brought you closer together?
3- What Superhero or Superpower would you want to be/have?
26~ What side of the bed do you sleep on?
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…
64~ When was your very first orgasm? When was your first from having sex? Care to share?
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
What’s the longest time you gone without having sex, after, having it? How much time between the others?
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
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?
14- What is an embarrassing moment in your life? How about your most embarrassing?
7-What do I do in bed that drives you wild? How about, what turns you off?
18~ Who/when was your first “crush”?
15- What's your favorite saying? What word or phrase is your least favorite?
45~ How do you feel about me blindfolding you? How about blindfolding me?
Repairman/Lonely Wife Virgin/Experienced
38~ Share your most embarrassing sexual memory?
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
Family Relation Age Play
That one or two things that made you go hmmmm, OMG or wow!
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?
(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…)
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
10- List 5 of your top pet peeves.
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
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?
If NO, would you ever have one? Would it be with 2 men or 2 women?
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
* Give a rating for each one (0-100)
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
Do you like it when they show and tell you what they want?
What would you say to prove to yourself that it was really 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?
9- If you could have three wishes, what would they be? Why?
13- What’s your favorite drink? What’s your least favorite?
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
42~ What’s your biggest regret in life?
11- How about if they like a certain sports team? 12-How about drinking too much?
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
92~ Everyone needs a “safe” word. What is yours?
Would you do it again, and would you rather 2 females or 2 males?
18- How often do you drink alcohol? What is your favorite drink?
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
76~ Have you had a threesome? Care to Share?
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
Please share Did you stop?
What is your favorite toy? Ever wanted to try a specific toy?
82~ Do you have any fantasies involving Role-Playing?
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?
If you win, what will you make them do?
10~ How many dates are necessary before you to have sex with someone?
11~ Have you ever been caught by your parents or children or others while having sex?
How well do you know me? And some of your thoughts about me
18- What’s your favorite way to relax after a long day? What’s your least favorite?
65~ Describe the best orgasm you’ve ever had? Care to share?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
Any that are a turn off?
19~ Who/when was your first “heartbreak”?
2- What’s your favorite color? Do you a least favorite?
Will you cheat again? How can, you be sure? Define what cheating is to you.
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
*** Questions about Relationships/Past ***
83~ How do you feel about Porn?
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
49~ How many times have you been married? Why did they end?
Would you read them together?
5- Have you ever been hypnotized? Would you allow yourself to be?
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
11- List at least 5 things on your bucket list. Have you done any of them already?
11- What's your favorite restaurant? What’s your least favorite?
8- What's your favorite flavor of ice cream? Do you a least favorite?
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
37- Do you like your name? If you could change it, what would you change it too?
13~ Is there a difference between, making love, having sex, and fucking?
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
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?
If yes, what?
52~ What are your hobbies?
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
33- If you could visit any time period, when would you pick? Please explain why?
81~ Do you have any kinks and/or fetishes?
34~ Do you like the lights on or off during sex?
61~ How willing would you be to try new sexual positions?
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
14- What's your favorite dessert? Do you a least favorite?
If you lose, are you willing to be their sex slave for a day, (anything goes)?
*** Questions About Me ***
The Ice Breaker Questions
Over time has your thoughts on sex changed?
3- What was the most surprising thing you’ve learned about me throughout our relationship?
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?
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
Would you ever want to be woken up with oral and/or intercourse?
What is your view on sex? Meaning, When/Where/ How often/
3- Should Pluto still be considered a planet? 4- How about smoking?
50~ How many children do you have? What are their ages?
What do you dislike about me? I asked you to be 100% honest.
3- What’s your favorite smell? Do you a least favorite?
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
1~ How old were you when you had your first kiss? Who? Care to Share?
How old are you? Male or Female?
41~ Are there moments in your past that you would want to change? Please share 3 of them.
27- What was/ is nickname? Does it have a meaning behind it?
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
70~ Would/do you have/like anal sex?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
71~ Would you give your partner a hand or foot job? Would you receive one?
Will you kiss after your partner has gone down on you? Swallow or spit semen?
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
Would you allow me to clean every part of your body with my soapy hands and fingers?
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
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?
33- Beach or Mountains? Or is there another place to like better?
17- Have you ever done drugs? Which ones? How often?
32- What's your greatest talent? Can I see it right now?
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
*** What’s Your Favorite…? ***
What is your favorite position? Why?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
60~ How important is oral sex? Do you like receiving? Do you like giving?
48~ Do you have any siblings? Are you close to your family?
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
25~ How do you feel about PDA? (Public Display of Affection)
53~ How much can you tell me about the one thing you are most passionate about?
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
What have you learned about me that was new and/or surprising?
Any that are a turn off?
21- What's your favorite way to spend a weekend or time off?
23- What is your dream job? What was it as a child?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
84~ How do you feel about reading/listening to adult stories?
Get this wrong and this could mean the end… :-) some funny, some not…
Do you shave/trim your pubic hair? For you guys do you shave your balls?
What was the longest? What was the shortest?
Model/Photographer Police/Criminal
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
15~ Have you ever been “in love”? Who? Care to Share?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
Do you watch it? What is your favorite?
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
Master/Slave Boss/Maid
1- What was your first impression of me? Has it changed?
44~ Care to share something about yourself that no one else knows about you?
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
Doctor/Nurse Stripper/Client
Does the thought excite you? Care to share?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
19- Do/have you smoked? What do you prefer? How often?
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
80~ Share your top three fantasies/desires. (Be detailed) 😊
67~ Do you like it when your partner moans and/or is vocal during sex?
30~ What's something unexpected that turns you on?