What is the most interesting question you can ask to get to know someone?
10.06.2025 07:20
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
80~ Share your top three fantasies/desires. (Be detailed) đ
Can supporters of gun control explain the purpose behind a gun registry?
27- What was/ is nickname? Does it have a meaning behind it?
61~ How willing would you be to try new sexual positions?
49~ How many times have you been married? Why did they end?
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87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
52~ Are you willing to make âthose typesâ of bets with your partner?
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
* Give a rating for each one (0-100)
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
13~ Is there a difference between, making love, having sex, and fucking?
What methods do private investigators use to investigate someone in real life?
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
28- What are some things that people do that irritate you?
15- What bad habit do you wish you could quit? Do you have any addictions?
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29- How superstitious are you?
36~ What is your favorite time of day to have sex/make love?
9- Is there something youâve always wanted to ask me but youâre afraid?
6- Do you have dreams? Can you remember them? What do you usually dream about?
48~ Do you have any siblings? Are you close to your family?
What have you learned about me that was new and/or surprising?
Why are Trump supporters so incredibly stupid?
The Ice Breaker Questions
Family Relation Age Play
How about if they talk dirty and/or call you names?
Would you let your partner cheat on you every now and again?
How well do you know me? And some of your thoughts about me
53~ How much can you tell me about the one thing you are most passionate about?
9~ How many times over your lifetime do you think you have had sex so far?
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1- Whatâs your favorite animal? Do you a least favorite?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
13- Whatâs your favorite drink? Whatâs your least favorite?
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76~ Have you had a threesome? Care to Share?
20- Whatâs your favorite candy? Whatâs your least favorite?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
71~ Would you give your partner a hand or foot job? Would you receive one?
47~ What would be your dream job and why?
*** Questions about Relationships/Past ***
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
84~ How do you feel about reading/listening to adult stories?
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?
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
10- What is your favorite family tradition? Whatâs your least favorite?
Will you kiss after your partner has gone down on you? Swallow or spit semen?
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
What is your favorite position? Why?
1~ How old were you when you had your first kiss? Who? Care to Share?
11- How about if they like a certain sports team? 12-How about drinking too much?
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
Would you do it again, and would you rather 2 females or 2 males?
If NO, would you ever have one? Would it be with 2 men or 2 women?
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?
12- Whatâs your favorite food? Whatâs your least favorite?
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
14- What's your favorite dessert? Do you a least favorite?
Does the thought excite you? Care to share?
52~ What are your hobbies?
18- Whatâs your favorite way to relax after a long day? Whatâs your least favorite?
You know that I will be 100% truthful, so ask.
Repairman/Lonely Wife Virgin/Experienced
7- What are your thoughts on religion? Is there an afterlife?
Nothing too Serious
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
88~ Do you prefer me to be naked or in lingerie, PJâs when you are sleeping?
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
15- What's your favorite saying? What word or phrase is your least favorite?
Do you like it when they show and tell you what they want?
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?
39~ What are your love languages?
Any that are a turn off?
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
Please share Did you stop?
15~ Have you ever been âin loveâ? Who? Care to Share?
93~ Now that this really long questionnaire is over, one last question, ok maybe 3âŚ
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
Take the short quiz here @ Discover Your Love LanguageÂŽ - The 5 Love LanguagesÂŽ
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
28~ What are some things that turn on? What is your biggest turn on?
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
19- Whatâs your favorite fairytale? Whatâs your least favorite?
33- If you could visit any time period, when would you pick? Please explain why?
29~ What are some things that turn you off? What is your biggest turn off?
23- What is your dream job? What was it as a child?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
19- Do/have you smoked? What do you prefer? How often?
4- For a pet, Cat, dog or other?
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
22~ What is the best pickup line anyone has ever used on you? What was the worst?
5- Whatâs your favorite movie genre? Whatâs your favorite movie of all time? How many times have you watched it?
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
Piecing, tattoo, color hair, dress up a certain way, it could be anything⌠Shave meâŚ
48~ Have you ever paid or been paid for sex?
60~ How important is oral sex? Do you like receiving? Do you like giving?
5- Have you ever been hypnotized? Would you allow yourself to be?
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?
26~ What side of the bed do you sleep on?
38~ Share your most embarrassing sexual memory?
How many partners have you had oral sex with? Who? Care to Share?
Will you cheat again? How can, you be sure? Define what cheating is to you.
11- List at least 5 things on your bucket list. Have you done any of them already?
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?
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
41~ Are there moments in your past that you would want to change? Please share 3 of them.
Doctor/Nurse Stripper/Client
10~ How many dates are necessary before you to have sex with someone?
Teacher/Student Stranger/One Night Stand
33- Beach or Mountains? Or is there another place to like better?
67~ Do you like it when your partner moans and/or is vocal during sex?
If you say it, I will stop, and we can talk about it when you are ready.
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
89~ Do you like taking showers together?
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?
3- Whatâs your favorite smell? Do you a least favorite?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
*** Whatâs Your FavoriteâŚ? ***
82~ Do you have any fantasies involving Role-Playing?
37- Do you like your name? If you could change it, what would you change it too?
14~ When was the first time you said, âI Love Youâ? (romantically) Did you mean it? Who? Care to Share?
34- Ever been to a concert? What was your favorite? Who would you like to see?
9- Whatâs your favorite season and why? Whatâs your least favorite?
21- What's your favorite way to spend a weekend or time off?
19~ Who/when was your first âheartbreakâ?
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
14- What is an embarrassing moment in your life? How about your most embarrassing?
70~ Would/do you have/like anal sex?
What is your favorite toy? Ever wanted to try a specific toy?
What was the longest? What was the shortest?
46~ Have you ever used furniture, or other types of things to aid you while having sex?
Nurse/Patient Celebrity/Fan
25~ How do you feel about PDA? (Public Display of Affection)
22- What is your favorite childhood memory? What is your least favorite?
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?
If you lose, are you willing to be their sex slave for a day, (anything goes)?
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
If you win, what will you make them do?
11~ Have you ever been caught by your parents or children or others while having sex?
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
62~ Have you used adult toys?
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
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?
Would you read them together?
How many times do you think you have âmade loveâ?
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
81~ Do you have any kinks and/or fetishes?
42~ Whatâs your biggest regret in life?
64~ When was your very first orgasm? When was your first from having sex? Care to share?
1- What was your first impression of me? Has it changed?
36- Do you play video games? What is your favorite? Do you a least favorite?
How old are you? Male or Female?
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
Would you ever want to be woken up with oral and/or intercourse?
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
18~ Who/when was your first âcrushâ?
30~ What's something unexpected that turns you on?
Prisoner/Prison Guard Landlord/Tenant
Do you have a favorite? Is it ok if your partner does?
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
Get this wrong and this could mean the end⌠:-) some funny, some notâŚ
Any that are a turn off?
What is your view on sex? Meaning, When/Where/ How often/
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
16- Whatâs your favorite vacation you have been on? Whatâs your least favorite? Where would you like to go?
Model/Photographer Police/Criminal
51~ Are you willing to play adult games with your partner?
I would allow you to do it⌠What would you do to me?
Can you Deep Throat? Do you like the taste of yourself?
Would you mind if your partner watched it? How about together vs alone?
12- What is the weirdest thing you've ever eaten?
11- What's your favorite restaurant? Whatâs your least favorite?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
If YES, was it with 2 men or 2 women? Did you enjoy it?
8- What are your thoughts on politics?
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
Do you watch it? What is your favorite?
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
17- Whatâs your favorite holiday? Whatâs your least favorite?
92~ Everyone needs a âsafeâ word. What is yours?
What would you say to prove to yourself that it was really you?
Over time has your thoughts on sex changed?
6- Whatâs your favorite TV series? Do you have a favorite genre? Do you a least favorite?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
65~ Describe the best orgasm youâve ever had? Care to share?
16~ Do you believe in âsoulmatesâ? Have you found yours? Who? Care to Share?
32- What's your greatest talent? Can I see it right now?
8- What's something unexpected that turns you on that I do to you? Donât be shy now, I really want to know.
45~ How do you feel about me blindfolding you? How about blindfolding me?
5~ When you first started having sex, was it what you thought it would be?
Do you shave/trim your pubic hair? For you guys do you shave your balls?
3- What Superhero or Superpower would you want to be/have?
13- What is the craziest/scariest thing you've ever done?
*** Random Questions ***
What have you learned about yourself that you did not before this?
51~ What tends to bring a smile to your face?
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
34~ Do you like the lights on or off during sex?
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
18- How often do you drink alcohol? What is your favorite drink?
Whatâs the longest time you gone without having sex, after, having it? How much time between the others?
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?
If yes, what?
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
3- What was the most surprising thing youâve learned about me throughout our relationship?
3- Should Pluto still be considered a planet? 4- How about smoking?
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
That one or two things that made you go hmmmm, OMG or wow!
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,
13- How about having a certain hair cut/style?
22- Do you have any birth marks? How about scars? Care to share how you got them?
What do you dislike about me? I asked you to be 100% honest.
Master/Slave Boss/Maid
17- Have you ever done drugs? Which ones? How often?
44~ Care to share something about yourself that no one else knows about you?
21~ What was the best date you ever went on? What has been the worst?
*** Deal Breaker Questions ***
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
Escort/Client Job Applicant/Hiring Manager
7-What do I do in bed that drives you wild? How about, what turns you off?
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 prefer your partnerâs pubic hair trimmed, Landing Strip, full bush or completely bare?
*** Questions About Me ***
24~ What are your expectations in a relationship? (I know a very big question, take your time)
Have you ever? Care to Share?
83~ How do you feel about Porn?
Meaning if you ever say it no matter how long we have been together or where we are in the momentâŚ
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
Do you think this brought you closer together?
Would you allow me to clean every part of your body with my soapy hands and fingers?
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?
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
8- What's your favorite flavor of ice cream? Do you a least favorite?
92~ Have you ever had or have an STD? How many? What was it?
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
50~ How many children do you have? What are their ages?
2- Whatâs your favorite color? Do you a least favorite?
40~ Whatâs the weirdest place youâve ever had sex?
1- Whatâs your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
9- If you could have three wishes, what would they be? Why?
66~ Whatâs the shortest time itâs ever taken for you to have an orgasm? And the longest?
31- If given a chance to be immortal, would you take it? Why?
(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)
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
10- List 5 of your top pet peeves.
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
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
4- Whatâs your favorite genre of music? Whatâs your least favorite? Is there a song that triggers a memory?
49~ If you could, would you want to be the opposite sex for a day, week, or year?
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
7- Whatâs your favorite book? Do you have a favorite genre? Do you a 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?
Do you like the â69â position? Do you prefer to be on top or bottom?
7- What if a person smells a certain way? 8- How about smoking?
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?