What is the most interesting question you can ask to get to know someone?
08.06.2025 06:49
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
9- What’s your favorite season and why? What’s your least favorite?
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
What should a young woman do to control sagging breasts?
44~ Care to share something about yourself that no one else knows about you?
Do you like it when they show and tell you what they want?
Would you mind if your partner watched it? How about together vs alone?
Why do liberals refuse to define what a woman is and what does that mean for the future of feminism?
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
Trump leans on GOP senators as they gear up to make changes to his domestic policy bill - CNN
80~ Share your top three fantasies/desires. (Be detailed) 😊
Model/Photographer Police/Criminal
7-What do I do in bed that drives you wild? How about, what turns you off?
Are Americans really as uneducated and ignorant as portrayed in the media?
3- What was the most surprising thing you’ve learned about me throughout our relationship?
46~ Have you ever used furniture, or other types of things to aid you while having sex?
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
19- What’s your favorite fairytale? What’s your least favorite?
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
Would you ever want to be woken up with oral and/or intercourse?
This Everyday Interest Could Reduce Your Risk of Alzheimer’s - SciTechDaily
4- For a pet, Cat, dog or other?
70~ Would/do you have/like anal sex?
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?
Killer Inn is Square Enix’s new ‘murder mystery action’ game - The Verge
7- What if a person smells a certain way? 8- How about smoking?
Get this wrong and this could mean the end… :-) some funny, some not…
Nothing too Serious
Algorithm to analyze smartphone app data can predict MS symptoms - Multiple Sclerosis News Today
18- What’s your favorite way to relax after a long day? What’s your least favorite?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
What are some great short jokes?
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
What’s the worst thing you caught anyone in your family doing?
Prisoner/Prison Guard Landlord/Tenant
What is your view on sex? Meaning, When/Where/ How often/
31- If given a chance to be immortal, would you take it? Why?
What is the opposite personality type of someone with ASPD (antisocial personality disorder)?
42~ What’s your biggest regret in life?
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
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?
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
Family Relation Age Play
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
What are some disadvantages of living in rural areas? What are the advantages?
38~ Share your most embarrassing sexual memory?
25~ How do you feel about PDA? (Public Display of Affection)
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
What is your most intimate experience with your best friend?
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
15- What's your favorite saying? What word or phrase is your least favorite?
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?
*** Questions about Relationships/Past ***
Repairman/Lonely Wife Virgin/Experienced
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
*** Deal Breaker Questions ***
48~ Do you have any siblings? Are you close to your family?
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?
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
*** Random Questions ***
2- What’s your favorite color? Do you a least favorite?
21- What's your favorite way to spend a weekend or time off?
29- How superstitious are you?
28- What are some things that people do that irritate you?
21~ What was the best date you ever went on? What has been the worst?
3- What’s your favorite smell? Do you a least favorite?
That one or two things that made you go hmmmm, OMG or wow!
Will you cheat again? How can, you be sure? Define what cheating is to you.
34- Ever been to a concert? What was your favorite? Who would you like to see?
You know that I will be 100% truthful, so ask.
Any that are a turn off?
Do you think this brought you closer together?
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?
8- What's your favorite flavor of ice cream? Do you a least favorite?
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?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
9- If you could have three wishes, what would they be? Why?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
39~ What are your love languages?
22- Do you have any birth marks? How about scars? Care to share how you got them?
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)
Do you shave/trim your pubic hair? For you guys do you shave your balls?
65~ Describe the best orgasm you’ve ever had? Care to share?
1~ How old were you when you had your first kiss? Who? Care to Share?
* Give a rating for each one (0-100)
What would you say to prove to yourself that it was really you?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
How old are you? Male or Female?
36~ What is your favorite time of day to have sex/make love?
Escort/Client Job Applicant/Hiring Manager
12- What is the weirdest thing you've ever eaten?
18~ Who/when was your first “crush”?
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
Do you like the “69” position? Do you prefer to be on top or bottom?
62~ Have you used adult toys?
22- What is your favorite childhood memory? What is your least favorite?
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
What is your favorite toy? Ever wanted to try a specific toy?
What have you learned about yourself that you did not before this?
How well do you know me? And some of your thoughts about me
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?
How many times do you think you have “made love”?
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
18- How often do you drink alcohol? What is your favorite drink?
76~ Have you had a threesome? Care to Share?
64~ When was your very first orgasm? When was your first from having sex? Care to share?
If you say it, I will stop, and we can talk about it when you are ready.
15~ Have you ever been “in love”? Who? Care to Share?
Do you have a favorite? Is it ok if your partner does?
49~ How many times have you been married? Why did they end?
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?
92~ Have you ever had or have an STD? How many? What was it?
33- Beach or Mountains? Or is there another place to like better?
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
17- What’s your favorite holiday? What’s your least favorite?
What do you dislike about me? I asked you to be 100% honest.
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
34~ Do you like the lights on or off during sex?
(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…)
5~ When you first started having sex, was it what you thought it would be?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
52~ What are your hobbies?
If NO, would you ever have one? Would it be with 2 men or 2 women?
19~ Who/when was your first “heartbreak”?
71~ Would you give your partner a hand or foot job? Would you receive one?
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
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…
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
52~ Are you willing to make “those types” of bets with your partner?
47~ What would be your dream job and why?
Please share Did you stop?
19- Do/have you smoked? What do you prefer? How often?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
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’s the longest time you gone without having sex, after, having it? How much time between the others?
30~ What's something unexpected that turns you on?
7- What are your thoughts on religion? Is there an afterlife?
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
If YES, was it with 2 men or 2 women? Did you enjoy it?
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
53~ How much can you tell me about the one thing you are most passionate about?
Teacher/Student Stranger/One Night Stand
41~ Are there moments in your past that you would want to change? Please share 3 of them.
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…
*** What’s Your Favorite…? ***
Can you Deep Throat? Do you like the taste of yourself?
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
If you win, what will you make them do?
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
67~ Do you like it when your partner moans and/or is vocal during sex?
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
8- What are your thoughts on politics?
7~ How many times in one day have you had sex? Who/When/Where? 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?
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
60~ How important is oral sex? Do you like receiving? Do you like giving?
14- What is an embarrassing moment in your life? How about your most embarrassing?
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
If you lose, are you willing to be their sex slave for a day, (anything goes)?
If yes, what?
81~ Do you have any kinks and/or fetishes?
37- Do you like your name? If you could change it, what would you change it too?
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
What is your favorite position? Why?
I would allow you to do it… What would you do to me?
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
11- How about if they like a certain sports team? 12-How about drinking too much?
40~ What’s the weirdest place you’ve ever had sex?
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
Over time has your thoughts on sex changed?
Would you do it again, and would you rather 2 females or 2 males?
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
6- Do you have dreams? Can you remember them? What do you usually dream about?
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
3- What Superhero or Superpower would you want to be/have?
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
13~ Is there a difference between, making love, having sex, and fucking?
92~ Everyone needs a “safe” word. What is yours?
Have you ever? Care to Share?
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
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?
13- What’s your favorite drink? What’s your least favorite?
15- What bad habit do you wish you could quit? Do you have any addictions?
The Ice Breaker Questions
3- Should Pluto still be considered a planet? 4- How about smoking?
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
28~ What are some things that turn on? What is your biggest turn on?
Doctor/Nurse Stripper/Client
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
26~ What side of the bed do you sleep on?
How many partners have you had oral sex with? Who? Care to Share?
49~ If you could, would you want to be the opposite sex for a day, week, or year?
1- What’s your favorite animal? Do you a least favorite?
17- Have you ever done drugs? Which ones? How often?
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
1- What was your first impression of me? Has it changed?
51~ Are you willing to play adult games with your partner?
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
Will you kiss after your partner has gone down on you? Swallow or spit semen?
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
Would /have you ever given your partner a lap dance and Striptease?
11~ Have you ever been caught by your parents or children or others while having sex?
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
5- Have you ever been hypnotized? Would you allow yourself to be?
Would you read them together?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
14- What's your favorite dessert? Do you a least favorite?
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
9~ How many times over your lifetime do you think you have had sex so far?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
10~ How many dates are necessary before you to have sex with someone?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
Master/Slave Boss/Maid
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
32- What's your greatest talent? Can I see it right now?
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
23- What is your dream job? What was it as a child?
11- What's your favorite restaurant? What’s your least favorite?
48~ Have you ever paid or been paid for sex?
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
11- List at least 5 things on your bucket list. Have you done any of them already?
61~ How willing would you be to try new sexual positions?
27- What was/ is nickname? Does it have a meaning behind it?
51~ What tends to bring a smile to your face?
12- What’s your favorite food? What’s your least favorite?
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?
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
Would you allow me to clean every part of your body with my soapy hands and fingers?
45~ How do you feel about me blindfolding you? How about blindfolding me?
Any that are a turn off?
84~ How do you feel about reading/listening to adult stories?
83~ How do you feel about Porn?
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
Do you watch it? What is your favorite?
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
82~ Do you have any fantasies involving Role-Playing?
Does the thought excite you? Care to share?
29~ What are some things that turn you off? What is your biggest turn off?
13- What is the craziest/scariest thing you've ever done?
How about if they talk dirty and/or call you names?
Nurse/Patient Celebrity/Fan
89~ Do you like taking showers together?
36- Do you play video games? What is your favorite? Do you a least favorite?
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
50~ How many children do you have? What are their ages?
33- If you could visit any time period, when would you pick? Please explain why?
10- What is your favorite family tradition? What’s your least favorite?
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
What have you learned about me that was new and/or surprising?
*** Questions About Me ***
20- What’s your favorite candy? What’s your least favorite?
13- How about having a certain hair cut/style?
What was the longest? What was the shortest?
10- List 5 of your top pet peeves.
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)