What is the most interesting question you can ask to get to know someone?
10.06.2025 17:38
45~ How do you feel about me blindfolding you? How about blindfolding me?
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…
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
Trump administration eyes stripping Columbia's accreditation - BBC
83~ How do you feel about Porn?
9- What’s your favorite season and why? What’s your least favorite?
3- What’s your favorite smell? Do you a least favorite?
31- If given a chance to be immortal, would you take it? Why?
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
92~ Have you ever had or have an STD? How many? What was it?
End of an Era: Landsat 7 Decommissioned After 25 Years of Earth Observation - USGS (.gov)
92~ Everyone needs a “safe” word. What is yours?
*** Questions About Me ***
10~ How many dates are necessary before you to have sex with someone?
65~ Describe the best orgasm you’ve ever had? Care to share?
49~ How many times have you been married? Why did they end?
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?
Angelina Jolie’s Daughter Shiloh Debuts New Name for Choreography Work - Just Jared
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?
5- Have you ever been hypnotized? Would you allow yourself to be?
TSA shares travel warning for Costco members - TheStreet
How about if they talk dirty and/or call you names?
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
34~ Do you like the lights on or off during sex?
Magic unveil new logos, uniforms, courts in long-awaited rebrand - Orlando Sentinel
17- Have you ever done drugs? Which ones? How often?
10- List 5 of your top pet peeves.
40~ What’s the weirdest place you’ve ever had sex?
Why is Trump so disliked worldwide?
70~ Would/do you have/like anal sex?
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
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
Nothing too Serious
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
Destiny 2 Reveals Major Armor Stats Overhaul Coming In The Edge of Fate - The Game Post
Would you do it again, and would you rather 2 females or 2 males?
18~ Who/when was your first “crush”?
If you say it, I will stop, and we can talk about it when you are ready.
Tim McGraw's daughter Gracie McGraw comes out as queer: 'Happy freaking Pride' - USA Today
Would you ever want to be woken up with oral and/or intercourse?
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
Do you shave/trim your pubic hair? For you guys do you shave your balls?
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
8- What's your favorite flavor of ice cream? Do you a least favorite?
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
Nurse/Patient Celebrity/Fan
Do you like the “69” position? Do you prefer to be on top or bottom?
The Ice Breaker Questions
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
11- List at least 5 things on your bucket list. Have you done any of them already?
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
Do you think this brought you closer together?
1~ How old were you when you had your first kiss? Who? Care to Share?
Repairman/Lonely Wife Virgin/Experienced
5~ When you first started having sex, was it what you thought it would be?
25~ How do you feel about PDA? (Public Display of Affection)
71~ Would you give your partner a hand or foot job? Would you receive one?
13~ Is there a difference between, making love, having sex, and fucking?
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)
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
84~ How do you feel about reading/listening to adult stories?
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
10- What is your favorite family tradition? What’s your least favorite?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
Prisoner/Prison Guard Landlord/Tenant
7- What are your thoughts on religion? Is there an afterlife?
*** Random Questions ***
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
9- Is there something you’ve always wanted to ask me but you’re afraid?
41~ Are there moments in your past that you would want to change? Please share 3 of them.
29~ What are some things that turn you off? What is your biggest turn off?
If you win, what will you make them do?
Any that are a turn off?
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
Would /have you ever given your partner a lap dance and Striptease?
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
9- If you could have three wishes, what would they be? Why?
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…
That one or two things that made you go hmmmm, OMG or wow!
51~ What tends to bring a smile to your face?
How old are you? Male or Female?
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
48~ Do you have any siblings? Are you close to your family?
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
17- What’s your favorite holiday? What’s your least favorite?
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
How many partners have you had oral sex with? Who? Care to Share?
15- What's your favorite saying? What word or phrase is 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?
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
Over time has your thoughts on sex changed?
34- Ever been to a concert? What was your favorite? Who would you like to see?
14- What is an embarrassing moment in your life? How about your most embarrassing?
47~ What would be your dream job and why?
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
32- What's your greatest talent? Can I see it right now?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
81~ Do you have any kinks and/or fetishes?
8- What are your thoughts on politics?
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched 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?
If NO, would you ever have one? Would it be with 2 men or 2 women?
51~ Are you willing to play adult games with your partner?
23- What is your dream job? What was it as a child?
67~ Do you like it when your partner moans and/or is vocal during sex?
Will you kiss after your partner has gone down on you? Swallow or spit semen?
Doctor/Nurse Stripper/Client
18- How often do you drink alcohol? What is your favorite drink?
Would you read them together?
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
76~ Have you had a threesome? Care to Share?
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
50~ How many children do you have? What are their ages?
Escort/Client Job Applicant/Hiring Manager
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
19~ Who/when was your first “heartbreak”?
If yes, what?
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
48~ Have you ever paid or been paid for sex?
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
How well do you know me? And some of your thoughts about me
Family Relation Age Play
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
*** Questions about Relationships/Past ***
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
15- What bad habit do you wish you could quit? Do you have any addictions?
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
2- What’s your favorite color? Do you a least favorite?
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?
11- What's your favorite restaurant? What’s your least favorite?
89~ Do you like taking showers together?
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
30~ What's something unexpected that turns you on?
6- Do you have dreams? Can you remember them? What do you usually dream about?
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
28~ What are some things that turn on? What is your biggest turn on?
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
52~ Are you willing to make “those types” of bets with your partner?
21- What's your favorite way to spend a weekend or time off?
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
28- What are some things that people do that irritate you?
1- What was your first impression of me? Has it changed?
Will you cheat again? How can, you be sure? Define what cheating is to you.
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
7-What do I do in bed that drives you wild? How about, what turns you off?
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
Do you watch it? What is your favorite?
33- If you could visit any time period, when would you pick? Please explain why?
82~ Do you have any fantasies involving Role-Playing?
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
11- How about if they like a certain sports team? 12-How about drinking too much?
12- What is the weirdest thing you've ever eaten?
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
36- Do you play video games? What is your favorite? Do you a least favorite?
Have you ever? Care to Share?
You know that I will be 100% truthful, so ask.
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
64~ When was your very first orgasm? When was your first from having sex? Care to share?
7- What if a person smells a certain way? 8- How about smoking?
80~ Share your top three fantasies/desires. (Be detailed) 😊
If you lose, are you willing to be their sex slave for a day, (anything goes)?
*** Deal Breaker Questions ***
3- What was the most surprising thing you’ve learned about me throughout our relationship?
What’s the longest time you gone without having sex, after, having it? How much time between the others?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
49~ If you could, would you want to be the opposite sex for a day, week, or year?
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
What is your favorite toy? Ever wanted to try a specific toy?
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
20- What’s your favorite candy? What’s your least favorite?
15~ Have you ever been “in love”? Who? Care to Share?
19- Do/have you smoked? What do you prefer? How often?
I would allow you to do it… What would you do to me?
42~ What’s your biggest regret in life?
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,
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
29- How superstitious are you?
22- Do you have any birth marks? How about scars? Care to share how you got them?
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
Do you like it when they show and tell you what they want?
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
52~ What are your hobbies?
What have you learned about me that was new and/or surprising?
Any that are a turn off?
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
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?
Model/Photographer Police/Criminal
4- For a pet, Cat, dog or other?
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
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?
27- What was/ is nickname? Does it have a meaning behind it?
Get this wrong and this could mean the end… :-) some funny, some not…
13- What’s your favorite drink? What’s your least favorite?
What do you dislike about me? I asked you to be 100% honest.
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
(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…)
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
How many times do you think you have “made love”?
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?
3- Should Pluto still be considered a planet? 4- How about smoking?
Please share Did you stop?
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
14- What's your favorite dessert? Do you a least favorite?
44~ Care to share something about yourself that no one else knows about you?
What would you say to prove to yourself that it was really you?
What was the longest? What was the shortest?
9~ How many times over your lifetime do you think you have had sex so far?
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
13- How about having a certain hair cut/style?
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
1- What’s your favorite animal? Do you a least favorite?
21~ What was the best date you ever went on? What has been the worst?
Would you mind if your partner watched it? How about together vs alone?
24~ What are your expectations in a relationship? (I know a very big question, take your time)
37- Do you like your name? If you could change it, what would you change it too?
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
26~ What side of the bed do you sleep on?
3- What Superhero or Superpower would you want to be/have?
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
* Give a rating for each one (0-100)
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
36~ What is your favorite time of day to have sex/make love?
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
39~ What are your love languages?
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
Would you allow me to clean every part of your body with my soapy hands and fingers?
What is your favorite position? Why?
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
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?
If YES, was it with 2 men or 2 women? Did you enjoy it?
60~ How important is oral sex? Do you like receiving? Do you like giving?
What is your view on sex? Meaning, When/Where/ How often/
13- What is the craziest/scariest thing you've ever done?
Do you have a favorite? Is it ok if your partner does?
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?
22- What is your favorite childhood memory? What is your least favorite?
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
53~ How much can you tell me about the one thing you are most passionate about?
Teacher/Student Stranger/One Night Stand
What have you learned about yourself that you did not before this?
61~ How willing would you be to try new sexual positions?
12- What’s your favorite food? What’s your least favorite?
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
Can you Deep Throat? Do you like the taste of yourself?
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
62~ Have you used adult toys?
46~ Have you ever used furniture, or other types of things to aid you while having sex?
38~ Share your most embarrassing sexual memory?
19- What’s your favorite fairytale? What’s your least favorite?
18- What’s your favorite way to relax after a long day? What’s your least favorite?
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
*** What’s Your Favorite…? ***
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
Does the thought excite you? Care to share?
11~ Have you ever been caught by your parents or children or others while having sex?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
33- Beach or Mountains? Or is there another place to like better?