What is the most interesting question you can ask to get to know someone?
11.06.2025 01:31
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
42~ What’s your biggest regret in life?
58~ Have you ever taken Nude or Hard-core photos and/or videos? 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?
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
71~ Would you give your partner a hand or foot job? Would you receive one?
Science-Backed Tips for Increasing Your Stamina at Any Age - Prevention
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
24~ What are your expectations in a relationship? (I know a very big question, take your time)
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
Gina Ortiz Jones, a Progressive, Is Elected San Antonio’s Mayor - The New York Times
11- List at least 5 things on your bucket list. Have you done any of them already?
29~ What are some things that turn you off? What is your biggest turn off?
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
CrowdStrike Swings to Loss as Expenses From Last Summer’s Outage Persist - WSJ
8- What are your thoughts on politics?
1- What was your first impression of me? Has it changed?
* Give a rating for each one (0-100)
Has anyone ever had sex with their cousin? How did it start, and would you do it again?
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
1- What’s your favorite animal? Do you a least favorite?
James Webb Detects Never-Before-Seen Molecule on Scorching Exoplanet - The Daily Galaxy
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
I would allow you to do it… What would you do to me?
92~ Have you ever had or have an STD? How many? What was it?
Nintendo Switch 2’s faster chip can dramatically improve original Switch games - Ars Technica
*** Random Questions ***
39~ What are your love languages?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
What is your favorite position? Why?
You know that I will be 100% truthful, so ask.
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
Would you allow me to clean every part of your body with my soapy hands and fingers?
28- What are some things that people do that irritate you?
18- How often do you drink alcohol? What is your favorite drink?
Are you offended if Democrats call Republicans "weird"?
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
22- Do you have any birth marks? How about scars? Care to share how you got them?
Master/Slave Boss/Maid
*** What’s Your Favorite…? ***
Would /have you ever given your partner a lap dance and Striptease?
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
*** Questions about Relationships/Past ***
14- What's your favorite dessert? Do you a least favorite?
14- What is an embarrassing moment in your life? How about your most embarrassing?
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
If NO, would you ever have one? Would it be with 2 men or 2 women?
Would you ever want to be woken up with oral and/or intercourse?
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
Over time has your thoughts on sex changed?
23- What is your dream job? What was it as a child?
18- What’s your favorite way to relax after a long day? What’s your least favorite?
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
13- How about having a certain hair cut/style?
1~ How old were you when you had your first kiss? Who? Care to Share?
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
53~ How much can you tell me about the one thing you are most passionate about?
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
If YES, was it with 2 men or 2 women? Did you enjoy it?
How old are you? Male or Female?
83~ How do you feel about Porn?
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?
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…
3- What’s your favorite smell? Do you a least favorite?
81~ Do you have any kinks and/or fetishes?
Prisoner/Prison Guard Landlord/Tenant
20- What’s your favorite candy? What’s your least favorite?
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
What have you learned about me that was new and/or surprising?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
36- Do you play video games? What is your favorite? Do you a least favorite?
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
61~ How willing would you be to try new sexual positions?
If you win, what will you make them do?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
31- If given a chance to be immortal, would you take it? Why?
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
Do you have a favorite? Is it ok if your partner does?
*** Questions About Me ***
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
27- What was/ is nickname? Does it have a meaning behind it?
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
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…
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
33- Beach or Mountains? Or is there another place to like better?
30~ What's something unexpected that turns you on?
70~ Would/do you have/like anal sex?
11~ Have you ever been caught by your parents or children or others while having sex?
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
21- What's your favorite way to spend a weekend or time off?
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
3- Should Pluto still be considered a planet? 4- How about smoking?
What is your view on sex? Meaning, When/Where/ How often/
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
32- What's your greatest talent? Can I see it right now?
82~ Do you have any fantasies involving Role-Playing?
Do you like it when they show and tell you what they want?
18~ Who/when was your first “crush”?
49~ If you could, would you want to be the opposite sex for a day, week, or year?
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
9~ How many times over your lifetime do you think you have had sex so far?
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?
12- What is the weirdest thing you've ever eaten?
Nurse/Patient Celebrity/Fan
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
84~ How do you feel about reading/listening to adult stories?
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
41~ Are there moments in your past that you would want to change? Please share 3 of them.
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?
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?
Get this wrong and this could mean the end… :-) some funny, some not…
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
29- How superstitious are you?
3- What was the most surprising thing you’ve learned about me throughout our relationship?
Teacher/Student Stranger/One Night Stand
9- What’s your favorite season and why? What’s your least favorite?
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
How about if they talk dirty and/or call you names?
33- If you could visit any time period, when would you pick? Please explain why?
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
8- What's your favorite flavor of ice cream? Do you a least favorite?
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
How many partners have you had oral sex with? Who? Care to Share?
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
47~ What would be your dream job and why?
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
(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…)
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
9- Is there something you’ve always wanted to ask me but you’re afraid?
Do you watch it? What is your favorite?
11- What's your favorite restaurant? What’s your least favorite?
10- List 5 of your top pet peeves.
Doctor/Nurse Stripper/Client
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
Do you shave/trim your pubic hair? For you guys do you shave your balls?
19- What’s your favorite fairytale? What’s your least favorite?
37- Do you like your name? If you could change it, what would you change it too?
How many times do you think you have “made love”?
25~ How do you feel about PDA? (Public Display of Affection)
If you say it, I will stop, and we can talk about it when you are ready.
5~ When you first started having sex, was it what you thought it would be?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
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?
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?
Will you cheat again? How can, you be sure? Define what cheating is to you.
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
Would you do it again, and would you rather 2 females or 2 males?
50~ How many children do you have? What are their ages?
13~ Is there a difference between, making love, having sex, and fucking?
92~ Everyone needs a “safe” word. What is yours?
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
What would you say to prove to yourself that it was really you?
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
26~ What side of the bed do you sleep on?
13- What’s your favorite drink? What’s your least favorite?
Please share Did you stop?
Do you think this brought you closer together?
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
64~ When was your very first orgasm? When was your first from having sex? 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?
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)
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
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,
Does the thought excite you? Care to share?
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?
How well do you know me? And some of your thoughts about me
6- Do you have dreams? Can you remember them? What do you usually dream about?
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?
21~ What was the best date you ever went on? What has been the worst?
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
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?
80~ Share your top three fantasies/desires. (Be detailed) 😊
37~ What is the biggest age gap between you and one of your sexual partners? 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?
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
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?
48~ Do you have any siblings? Are you close to your family?
2- What’s your favorite color? Do you a least favorite?
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
Do you like the “69” position? Do you prefer to be on top or bottom?
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
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?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
15~ Have you ever been “in love”? Who? Care to Share?
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
76~ Have you had a threesome? Care to Share?
60~ How important is oral sex? Do you like receiving? Do you like giving?
Family Relation Age Play
89~ Do you like taking showers together?
3- What Superhero or Superpower would you want to be/have?
If you lose, are you willing to be their sex slave for a day, (anything goes)?
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
34~ Do you like the lights on or off during sex?
Any that are a turn off?
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
38~ Share your most embarrassing sexual memory?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
11- How about if they like a certain sports team? 12-How about drinking too much?
That one or two things that made you go hmmmm, OMG or wow!
7- What are your thoughts on religion? Is there an afterlife?
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
What have you learned about yourself that you did not before this?
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
34- Ever been to a concert? What was your favorite? Who would you like to see?
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
17- Have you ever done drugs? Which ones? How often?
What is your favorite toy? Ever wanted to try a specific toy?
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
*** Deal Breaker Questions ***
48~ Have you ever paid or been paid for sex?
10- What is your favorite family tradition? What’s your least favorite?
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)
65~ Describe the best orgasm you’ve ever had? Care to share?
12- What’s your favorite food? What’s your least favorite?
49~ How many times have you been married? Why did they end?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
What was the longest? What was the shortest?
62~ Have you used adult toys?
36~ What is your favorite time of day to have sex/make love?
9- If you could have three wishes, what would they be? Why?
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
Will you kiss after your partner has gone down on you? Swallow or spit semen?
51~ Are you willing to play adult games with your partner?
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
7- What if a person smells a certain way? 8- How about smoking?
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
10~ How many dates are necessary before you to have sex with someone?
Would you read them together?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
19- Do/have you smoked? What do you prefer? How often?
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
Escort/Client Job Applicant/Hiring Manager
Nothing too Serious
17- What’s your favorite holiday? What’s your least favorite?
Model/Photographer Police/Criminal
28~ What are some things that turn on? What is your biggest turn on?
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
Have you ever? Care to Share?
5- Have you ever been hypnotized? Would you allow yourself to be?
44~ Care to share something about yourself that no one else knows about you?
What’s the longest time you gone without having sex, after, having it? How much time between the others?
13- What is the craziest/scariest thing you've ever done?
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
4- For a pet, Cat, dog or other?
Would you mind if your partner watched it? How about together vs alone?
46~ Have you ever used furniture, or other types of things to aid you while having sex?
The Ice Breaker Questions
52~ Are you willing to make “those types” of bets with your partner?
What do you dislike about me? I asked you to be 100% honest.
7-What do I do in bed that drives you wild? How about, what turns you off?
19~ Who/when was your first “heartbreak”?
22- What is your favorite childhood memory? What is your least favorite?
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
51~ What tends to bring a smile to your face?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
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?
Any that are a turn off?
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
52~ What are your hobbies?
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
If yes, what?
45~ How do you feel about me blindfolding you? How about blindfolding me?