What is the most interesting question you can ask to get to know someone?
13.06.2025 08:45
23- What is your dream job? What was it as a child?
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
I would allow you to do it⊠What would you do to me?
44~ Care to share something about yourself that no one else knows about you?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
Is depression a cause for always feeling tired?
15- What's your favorite saying? What word or phrase is your least favorite?
13- What is the craziest/scariest thing you've ever done?
29- How superstitious are you?
What was your most memorable combat mission during the Vietnam War?
22- What is your favorite childhood memory? What is your least favorite?
9- If you could have three wishes, what would they be? Why?
3- What was the most surprising thing youâve learned about me throughout our relationship?
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?
Would you allow me to clean every part of your body with my soapy hands and fingers?
48~ Do you have any siblings? Are you close to your family?
Do you think the constitution and laws should be taught in school?
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
51~ Are you willing to play adult games with your partner?
13- How about having a certain hair cut/style?
33- If you could visit any time period, when would you pick? Please explain why?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
What are some photos of female sexual organs?
Repairman/Lonely Wife Virgin/Experienced
25~ How do you feel about PDA? (Public Display of Affection)
What is your view on sex? Meaning, When/Where/ How often/
1- Whatâs your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
14- What's your favorite dessert? Do you a least favorite?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
Do all armies have the same rank structure?
14 â Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
62~ Have you used adult toys?
28- What are some things that people do that irritate you?
88~ Do you prefer me to be naked or in lingerie, PJâs when you are sleeping?
1- What was your first impression of me? Has it changed?
*** Questions About Me ***
Do you shave/trim your pubic hair? For you guys do you shave your balls?
11~ Have you ever been caught by your parents or children or others while having sex?
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?
Why are the bands Smashmouth and Nickelback often used as punchlines?
49~ If you could, would you want to be the opposite sex for a day, week, or year?
8- What's your favorite flavor of ice cream? Do you a least favorite?
85~ If I gave you a âFree Passâ for you to do anything to me for one hour, knowing that no matter what you did,
Measles strikes at birth: Six Canadian newborns infected from unvaccinated mothers - Times of India
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
34~ Do you like the lights on or off during sex?
Who has experienced what they called a happy accident (bestiality)?
71~ Would you give your partner a hand or foot job? Would you receive one?
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
45~ How do you feel about me blindfolding you? How about blindfolding me?
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
27- What was/ is nickname? Does it have a meaning behind it?
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
How about if they talk dirty and/or call you names?
Would you mind if your partner watched it? How about together vs alone?
89~ Do you like taking showers together?
Doctor/Nurse Stripper/Client
19- Do/have you smoked? What do you prefer? How often?
What was the longest? What was the shortest?
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
Over time has your thoughts on sex changed?
11- What's your favorite restaurant? Whatâs your least favorite?
6- Whatâs your favorite TV series? Do you have a favorite genre? Do you a least favorite?
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
52~ What are your hobbies?
37- Do you like your name? If you could change it, what would you change it too?
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
13~ Is there a difference between, making love, having sex, and fucking?
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
26~ What side of the bed do you sleep on?
Nurse/Patient Celebrity/Fan
67~ Do you like it when your partner moans and/or is vocal during sex?
*** Random Questions ***
If NO, would you ever have one? Would it be with 2 men or 2 women?
92~ Everyone needs a âsafeâ word. What is yours?
You know that I will be 100% truthful, so ask.
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
Have you ever? Care to Share?
65~ Describe the best orgasm youâve ever had? Care to share?
7- What if a person smells a certain way? 8- How about smoking?
81~ Do you have any kinks and/or fetishes?
What is your favorite position? Why?
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?
76~ Have you had a threesome? Care to Share?
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
4- Whatâs your favorite genre of music? Whatâs your least favorite? Is there a song that triggers a memory?
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?
How old are you? Male or Female?
Nothing too Serious
83~ How do you feel about Porn?
30~ What's something unexpected that turns you on?
Would you read them together?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
Prisoner/Prison Guard Landlord/Tenant
7- Whatâs your favorite book? Do you have a favorite genre? Do you a least favorite?
18- Whatâs your favorite way to relax after a long day? Whatâs your least favorite?
48~ Have you ever paid or been paid for sex?
3- Whatâs your favorite smell? Do you a least favorite?
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
Piecing, tattoo, color hair, dress up a certain way, it could be anything⊠Shave meâŠ
If yes, what?
46~ Have you ever used furniture, or other types of things to aid you while having sex?
49~ How many times have you been married? Why did they end?
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
47~ What would be your dream job and why?
Do you think this brought you closer together?
Do you watch it? What is your favorite?
Do you like it when they show and tell you what they want?
(Dildo, vibrator, nipple clamp, cock ring, butt plug and tail, couplesâ toys, pocket pussy/sleeves, Ben-wa balls, pumps, gags, strap-on, remote controlled, vibrating panties, ETCâŠ)
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
66~ Whatâs the shortest time itâs ever taken for you to have an orgasm? And the longest?
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
That one or two things that made you go hmmmm, OMG or wow!
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
93~ Now that this really long questionnaire is over, one last question, ok maybe 3âŠ
21- What's your favorite way to spend a weekend or time off?
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
82~ Do you have any fantasies involving Role-Playing?
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?
Family Relation Age Play
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?
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
52~ Are you willing to make âthose typesâ of bets with your partner?
How many partners have you had oral sex with? Who? Care to Share?
64~ When was your very first orgasm? When was your first from having sex? Care to share?
18- How often do you drink alcohol? What is your favorite drink?
11- List at least 5 things on your bucket list. Have you done any of them already?
If you win, what will you make them do?
19- Whatâs your favorite fairytale? Whatâs your least favorite?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
If YES, was it with 2 men or 2 women? Did you enjoy it?
Does the thought excite you? Care to share?
8- What's something unexpected that turns you on that I do to you? Donât be shy now, I really want to know.
34- Ever been to a concert? What was your favorite? Who would you like to see?
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
14~ When was the first time you said, âI Love Youâ? (romantically) Did you mean it? Who? Care to Share?
18~ Who/when was your first âcrushâ?
16- Whatâs your favorite vacation you have been on? Whatâs your least favorite? Where would you like to go?
84~ How do you feel about reading/listening to adult stories?
Please share Did you stop?
1- Whatâs your favorite animal? Do you a least favorite?
70~ Would/do you have/like anal sex?
* Give a rating for each one (0-100)
How many times do you think you have âmade loveâ?
33- Beach or Mountains? Or is there another place to like better?
Get this wrong and this could mean the end⊠:-) some funny, some notâŠ
42~ Whatâs your biggest regret in life?
36~ What is your favorite time of day to have sex/make love?
2- Whatâs your favorite color? Do you a least favorite?
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
40~ Whatâs the weirdest place youâve ever had sex?
Do you prefer your partnerâs pubic hair trimmed, Landing Strip, full bush or completely bare?
20- Whatâs your favorite candy? Whatâs your least favorite?
10- List 5 of your top pet peeves.
Any that are a turn off?
39~ What are your love languages?
Do you have a favorite? Is it ok if your partner does?
If you say it, I will stop, and we can talk about it when you are ready.
22~ What is the best pickup line anyone has ever used on you? What was the worst?
1~ How old were you when you had your first kiss? Who? Care to Share?
Model/Photographer Police/Criminal
Would /have you ever given your partner a lap dance and Striptease?
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
What have you learned about yourself that you did not before this?
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
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 togetherâŠ
85~ If you gave me a âfree Passâ to have me do anything for one hour, what would you want me to do to you?
How well do you know me? And some of your thoughts about me
12- Whatâs your favorite food? Whatâs your least favorite?
12- What is the weirdest thing you've ever eaten?
41~ Are there moments in your past that you would want to change? Please share 3 of them.
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
Escort/Client Job Applicant/Hiring Manager
What do you dislike about me? I asked you to be 100% honest.
Meaning if you ever say it no matter how long we have been together or where we are in the momentâŠ
9- Whatâs your favorite season and why? Whatâs your least favorite?
32- What's your greatest talent? Can I see it right now?
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
53~ How much can you tell me about the one thing you are most passionate about?
5~ When you first started having sex, was it what you thought it would be?
5- Have you ever been hypnotized? Would you allow yourself to be?
60~ How important is oral sex? Do you like receiving? Do you like giving?
The Ice Breaker Questions
51~ What tends to bring a smile to your face?
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
What would you say to prove to yourself that it was really you?
22- Do you have any birth marks? How about scars? Care to share how you got them?
Any that are a turn off?
8- What are your thoughts on politics?
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
3- Should Pluto still be considered a planet? 4- How about smoking?
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
15~ Have you ever been âin loveâ? 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.
92~ Have you ever had or have an STD? How many? What was it?
28~ What are some things that turn on? What is your biggest turn on?
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
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)
What have you learned about me that was new and/or surprising?
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
*** Deal Breaker Questions ***
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
17- Have you ever done drugs? Which ones? How often?
Take the short quiz here @ Discover Your Love LanguageÂź - The 5 Love LanguagesÂź
*** Whatâs Your FavoriteâŠ? ***
If you lose, are you willing to be their sex slave for a day, (anything goes)?
Teacher/Student Stranger/One Night Stand
3- What Superhero or Superpower would you want to be/have?
19~ Who/when was your first âheartbreakâ?
Would you ever want to be woken up with oral and/or intercourse?
Will you kiss after your partner has gone down on you? Swallow or spit semen?
10- What is your favorite family tradition? Whatâs your least favorite?
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
Would you do it again, and would you rather 2 females or 2 males?
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
14- Do you have a âDeal Breakerâ, anything that your partner has done or will do, a boundary that once crossed you are done with the relationships?
13- Whatâs your favorite drink? Whatâs your least favorite?
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
Will you cheat again? How can, you be sure? Define what cheating is to you.
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
24~ What are your expectations in a relationship? (I know a very big question, take your time)
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
15- What bad habit do you wish you could quit? Do you have any addictions?
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
29~ What are some things that turn you off? What is your biggest turn off?
9~ How many times over your lifetime do you think you have had sex so far?
Master/Slave Boss/Maid
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
38~ Share your most embarrassing sexual memory?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
11- How about if they like a certain sports team? 12-How about drinking too much?
36- Do you play video games? What is your favorite? Do you a least favorite?
4- For a pet, Cat, dog or other?
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?
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
7- What are your thoughts on religion? Is there an afterlife?
9- Is there something youâve always wanted to ask me but youâre afraid?
17- Whatâs your favorite holiday? Whatâs your least favorite?
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
14- What is an embarrassing moment in your life? How about your most embarrassing?
50~ How many children do you have? What are their ages?
31- If given a chance to be immortal, would you take it? Why?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
Whatâs the longest time you gone without having sex, after, having it? How much time between the others?
80~ Share your top three fantasies/desires. (Be detailed) đ
7-What do I do in bed that drives you wild? How about, what turns you off?
5- Whatâs your favorite movie genre? Whatâs your favorite movie of all time? How many times have you watched it?
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
6- Do you have dreams? Can you remember them? What do you usually dream about?
Can you Deep Throat? Do you like the taste of yourself?
What is your favorite toy? Ever wanted to try a specific toy?
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 âPASSâ 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 yourselfâŠ
Do you like the â69â position? Do you prefer to be on top or bottom?
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
10~ How many dates are necessary before you to have sex with someone?
61~ How willing would you be to try new sexual positions?
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?
*** Questions about Relationships/Past ***
21~ What was the best date you ever went on? What has been the worst?
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
16~ Do you believe in âsoulmatesâ? Have you found yours? Who? Care to Share?