What is the most interesting question you can ask to get to know someone?
09.06.2025 00:16
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
13~ Is there a difference between, making love, having sex, and fucking?
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
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82~ Do you have any fantasies involving Role-Playing?
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?
45~ How do you feel about me blindfolding you? How about blindfolding me?
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14- What's your favorite dessert? Do you a least favorite?
Family Relation Age Play
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
80~ Share your top three fantasies/desires. (Be detailed) đ
Over time has your thoughts on sex changed?
3- What was the most surprising thing youâve learned about me throughout our relationship?
13- How about having a certain hair cut/style?
15~ Have you ever been âin loveâ? Who? Care to Share?
76~ Have you had a threesome? Care to Share?
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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?
If you say it, I will stop, and we can talk about it when you are ready.
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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 togetherâŚ
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
6- Whatâs your favorite TV series? Do you have a favorite genre? Do you a least favorite?
28~ What are some things that turn on? What is your biggest turn on?
38~ Share your most embarrassing sexual memory?
92~ Everyone needs a âsafeâ word. What is yours?
Prisoner/Prison Guard Landlord/Tenant
53~ How much can you tell me about the one thing you are most passionate about?
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
âStickâ: Appleâs Golf Comedy Scores on the Charms of Owen Wilson - Rolling Stone
60~ How important is oral sex? Do you like receiving? Do you like giving?
33- If you could visit any time period, when would you pick? Please explain why?
23- What is your dream job? What was it as a child?
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26~ What side of the bed do you sleep on?
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
* Give a rating for each one (0-100)
What are some common examples of human hypocrisy?
If you lose, are you willing to be their sex slave for a day, (anything goes)?
36- Do you play video games? What is your favorite? Do you a least favorite?
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
11- How about if they like a certain sports team? 12-How about drinking too much?
81~ Do you have any kinks and/or fetishes?
Do you shave/trim your pubic hair? For you guys do you shave your balls?
What would you say to prove to yourself that it was really you?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
Please share Did you stop?
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
1- Whatâs your favorite animal? 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?
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
Nurse/Patient Celebrity/Fan
Would you ever want to be woken up with oral and/or intercourse?
44~ Care to share something about yourself that no one else knows about you?
18- Whatâs your favorite way to relax after a long day? Whatâs your least favorite?
20- Whatâs your favorite candy? Whatâs your least favorite?
42~ Whatâs your biggest regret in life?
Nothing too Serious
8- What are your thoughts on politics?
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
Repairman/Lonely Wife Virgin/Experienced
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)
62~ Have you used adult toys?
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
11- List at least 5 things on your bucket list. Have you done any of them already?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
92~ Have you ever had or have an STD? How many? What was it?
Do you have a favorite? Is it ok if your partner does?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
How many times do you think you have âmade loveâ?
9- Is there something youâve always wanted to ask me but youâre afraid?
31- If given a chance to be immortal, would you take it? Why?
4- For a pet, Cat, dog or other?
50~ How many children do you have? What are their ages?
What do you dislike about me? I asked you to be 100% honest.
29~ What are some things that turn you off? What is your biggest turn off?
41~ Are there moments in your past that you would want to change? Please share 3 of them.
89~ Do you like taking showers together?
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 yourselfâŚ
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
48~ Have you ever paid or been paid for sex?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
24~ What are your expectations in a relationship? (I know a very big question, take your time)
25~ How do you feel about PDA? (Public Display of Affection)
28- What are some things that people do that irritate you?
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
Meaning if you ever say it no matter how long we have been together or where we are in the momentâŚ
8- What's something unexpected that turns you on that I do to you? Donât be shy now, I really want to know.
Take the short quiz here @ Discover Your Love LanguageÂŽ - The 5 Love LanguagesÂŽ
What have you learned about yourself that you did not before this?
Can you Deep Throat? Do you like the taste of yourself?
Would you mind if your partner watched it? How about together vs alone?
93~ Now that this really long questionnaire is over, one last question, ok maybe 3âŚ
51~ What tends to bring a smile to your face?
84~ How do you feel about reading/listening to adult stories?
Do you prefer your partnerâs pubic hair trimmed, Landing Strip, full bush or completely bare?
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
49~ How many times have you been married? Why did they end?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
39~ What are your love languages?
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?
Doctor/Nurse Stripper/Client
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
5~ When you first started having sex, was it what you thought it would be?
7-What do I do in bed that drives you wild? How about, what turns you off?
46~ Have you ever used furniture, or other types of things to aid you while having sex?
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
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?
Does the thought excite you? Care to share?
9- Whatâs your favorite season and why? Whatâs your least favorite?
67~ Do you like it when your partner moans and/or is vocal during sex?
If yes, what?
66~ Whatâs the shortest time itâs ever taken for you to have an orgasm? And the longest?
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
83~ How do you feel about Porn?
30~ What's something unexpected that turns you on?
14- What is an embarrassing moment in your life? How about your most embarrassing?
*** Whatâs Your FavoriteâŚ? ***
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?
I would allow you to do it⌠What would you do to me?
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?
What is your favorite position? Why?
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
Have you ever? Care to Share?
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
1- What was your first impression of me? Has it changed?
How old are you? Male or Female?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
15- What's your favorite saying? What word or phrase is your least favorite?
51~ Are you willing to play adult games with your partner?
Model/Photographer Police/Criminal
Get this wrong and this could mean the end⌠:-) some funny, some notâŚ
21- What's your favorite way to spend a weekend or time off?
Do you like it when they show and tell you what they want?
8- What's your favorite flavor of ice cream? Do you a least favorite?
*** Random Questions ***
12- Whatâs your favorite food? Whatâs your least favorite?
19~ Who/when was your first âheartbreakâ?
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
Do you watch it? What is your favorite?
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
34- Ever been to a concert? What was your favorite? Who would you like to see?
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
5- Have you ever been hypnotized? Would you allow yourself to be?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
*** Questions about Relationships/Past ***
36~ What is your favorite time of day to have sex/make love?
Would /have you ever given your partner a lap dance and Striptease?
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
17- Whatâs your favorite holiday? Whatâs your least favorite?
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
6- Do you have dreams? Can you remember them? What do you usually dream about?
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
16- Whatâs your favorite vacation you have been on? Whatâs your least favorite? Where would you like to go?
29- How superstitious are you?
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?
10~ How many dates are necessary before you to have sex with someone?
Whatâs the longest time you gone without having sex, after, having it? How much time between the others?
1- Whatâs your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
9~ How many times over your lifetime do you think you have had sex so far?
Will you kiss after your partner has gone down on you? Swallow or spit semen?
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?
Piecing, tattoo, color hair, dress up a certain way, it could be anything⌠Shave meâŚ
Do you think this brought you closer together?
48~ Do you have any siblings? Are you close to your family?
49~ If you could, would you want to be the opposite sex for a day, week, or year?
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?
You know that I will be 100% truthful, so ask.
*** Deal Breaker Questions ***
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
4- Whatâs your favorite genre of music? Whatâs your least favorite? Is there a song that triggers a memory?
11- What's your favorite restaurant? Whatâs your least favorite?
17- Have you ever done drugs? Which ones? How often?
21~ What was the best date you ever went on? What has been the worst?
Would you read them together?
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
15- What bad habit do you wish you could quit? Do you have any addictions?
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
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?
9- If you could have three wishes, what would they be? Why?
Teacher/Student Stranger/One Night Stand
10- List 5 of your top pet peeves.
22- What is your favorite childhood memory? What is your least favorite?
If you win, what will you make them do?
52~ Are you willing to make âthose typesâ of bets with your partner?
3- What Superhero or Superpower would you want to be/have?
What was the longest? What was the shortest?
14~ When was the first time you said, âI Love Youâ? (romantically) Did you mean it? Who? Care to Share?
7- Whatâs your favorite book? Do you have a favorite genre? Do you a least favorite?
(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, ETCâŚ)
The Ice Breaker Questions
Any that are a turn off?
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
Would you do it again, and would you rather 2 females or 2 males?
32- What's your greatest talent? Can I see it right now?
33- Beach or Mountains? Or is there another place to like better?
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
61~ How willing would you be to try new sexual positions?
88~ Do you prefer me to be naked or in lingerie, PJâs when you are sleeping?
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
27- What was/ is nickname? Does it have a meaning behind it?
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
Escort/Client Job Applicant/Hiring Manager
2- Whatâs your favorite color? Do you a least favorite?
12- What is the weirdest thing you've ever eaten?
Master/Slave Boss/Maid
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?
Any that are a turn off?
*** Questions About Me ***
3- Should Pluto still be considered a planet? 4- How about smoking?
What have you learned about me that was new and/or surprising?
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
13- What is the craziest/scariest thing you've ever done?
Do you like the â69â position? Do you prefer to be on top or bottom?
52~ What are your hobbies?
10- What is your favorite family tradition? Whatâs your least favorite?
37- Do you like your name? If you could change it, what would you change it too?
What is your favorite toy? Ever wanted to try a specific toy?
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?
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
47~ What would be your dream job and why?
What is your view on sex? Meaning, When/Where/ How often/
How many partners have you had oral sex with? Who? Care to Share?
If YES, was it with 2 men or 2 women? Did you enjoy it?
That one or two things that made you go hmmmm, OMG or wow!
7- What if a person smells a certain way? 8- How about smoking?
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
16~ Do you believe in âsoulmatesâ? Have you found yours? Who? Care to Share?
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
If NO, would you ever have one? Would it be with 2 men or 2 women?
5- Whatâs your favorite movie genre? Whatâs your favorite movie of all time? How many times have you watched it?
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
35- Do you like playing board or cards game? What is your favorite? 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,
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
40~ Whatâs the weirdest place youâve ever had sex?
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
70~ Would/do you have/like anal sex?
22- Do you have any birth marks? How about scars? Care to share how you got them?
11~ Have you ever been caught by your parents or children or others while having sex?
65~ Describe the best orgasm youâve ever had? Care to share?
Will you cheat again? How can, you be sure? Define what cheating is to you.
19- Whatâs your favorite fairytale? Whatâs your least favorite?
71~ Would you give your partner a hand or foot job? Would you receive one?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
7- What are your thoughts on religion? Is there an afterlife?
18- How often do you drink alcohol? What is your favorite drink?
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
How well do you know me? And some of your thoughts about me
Would you allow me to clean every part of your body with my soapy hands and fingers?
18~ Who/when was your first âcrushâ?
3- Whatâs your favorite smell? Do you a least favorite?
How about if they talk dirty and/or call you names?
13- Whatâs your favorite drink? Whatâs your least favorite?
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
19- Do/have you smoked? What do you prefer? How often?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
64~ When was your very first orgasm? When was your first from having sex? Care to share?
34~ Do you like the lights on or off during sex?
90~ Have you ever had sex in a Pool or Hot Tub? Would you?