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