What is the most interesting question you can ask to get to know someone?
16.06.2025 00:06
24~ What are your expectations in a relationship? (I know a very big question, take your time)
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
3- What Superhero or Superpower would you want to be/have?
What do you think about wearing sheer pantyhose?
20- What’s your favorite candy? What’s your least favorite?
80~ Share your top three fantasies/desires. (Be detailed) 😊
Does the thought excite you? Care to share?
Were any US Generals hurt or killed yesterday in Damascus, Syria, yesterday 5/9/24?
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
Do you think this brought you closer together?
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
5- Have you ever been hypnotized? Would you allow yourself to be?
15- What bad habit do you wish you could quit? Do you have any addictions?
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
Why did the UK Supreme Court rule that transgender women are not women?
What is your favorite toy? Ever wanted to try a specific toy?
10- What is your favorite family tradition? What’s your least favorite?
34~ Do you like the lights on or off during sex?
Phil Mickelson’s U.S. Open career likely ends with final bit of heartbreak - NBC Sports
41~ Are there moments in your past that you would want to change? Please share 3 of them.
18- How often do you drink alcohol? What is your favorite drink?
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
Has your wife or girlfriend ever been felt up in public by a stranger?
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?
What have you learned about yourself that you did not before this?
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
What type of crossdresser are you?
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
* Give a rating for each one (0-100)
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
Researchers claim spoof-proof random number generator breakthrough - theregister.com
29~ What are some things that turn you off? What is your biggest turn off?
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
51~ Are you willing to play adult games with your partner?
What is your view on sex? Meaning, When/Where/ How often/
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
48~ Do you have any siblings? Are you close to your family?
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
Would you allow me to clean every part of your body with my soapy hands and fingers?
37- Do you like your name? If you could change it, what would you change it too?
If you win, what will you make them do?
Can you Deep Throat? Do you like the taste of yourself?
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
The Universe's Missing Black Holes May Have Been Located - ScienceAlert
13~ Is there a difference between, making love, having sex, and fucking?
49~ How many times have you been married? Why did they end?
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
67~ Do you like it when your partner moans and/or is vocal during sex?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
84~ How do you feel about reading/listening to adult stories?
What are your funniest "lost in translation" moments if you grew up speaking more than one language?
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
83~ How do you feel about Porn?
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- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
9- If you could have three wishes, what would they be? Why?
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
13- What’s your favorite drink? What’s your least favorite?
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
23- What is your dream job? What was it as a child?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
17- What’s your favorite holiday? What’s your least favorite?
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
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?
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
14- What's your favorite dessert? Do you a least favorite?
6- Do you have dreams? Can you remember them? What do you usually dream about?
Over time has your thoughts on sex changed?
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
48~ Have you ever paid or been paid for sex?
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
*** Questions about Relationships/Past ***
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
52~ What are your hobbies?
The Ice Breaker Questions
You know that I will be 100% truthful, so ask.
17- Have you ever done drugs? Which ones? How often?
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
22- Do you have any birth marks? How about scars? Care to share how you got them?
30~ What's something unexpected that turns you on?
18~ Who/when was your first “crush”?
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
Would you do it again, and would you rather 2 females or 2 males?
45~ How do you feel about me blindfolding you? How about blindfolding me?
9- What’s your favorite season and why? What’s your least favorite?
Have you ever? Care to Share?
26~ What side of the bed do you sleep on?
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
70~ Would/do you have/like anal sex?
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
76~ Have you had a threesome? Care to Share?
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
Any that are a turn off?
I would allow you to do it… What would you do to me?
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
14- What is an embarrassing moment in your life? How about your most embarrassing?
How about if they talk dirty and/or call you names?
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
8- What are your thoughts on politics?
82~ Do you have any fantasies involving Role-Playing?
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
11~ Have you ever been caught by your parents or children or others while having sex?
44~ Care to share something about yourself that no one else knows about you?
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…
47~ What would be your dream job and why?
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…
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
Doctor/Nurse Stripper/Client
If yes, what?
Will you cheat again? How can, you be sure? Define what cheating is to you.
How old are you? Male or Female?
34- Ever been to a concert? What was your favorite? Who would you like to see?
60~ How important is oral sex? Do you like receiving? Do you like giving?
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
*** What’s Your Favorite…? ***
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
15~ Have you ever been “in love”? Who? Care to Share?
What do you dislike about me? I asked you to be 100% honest.
42~ What’s your biggest regret in life?
11- How about if they like a certain sports team? 12-How about drinking too much?
33- If you could visit any time period, when would you pick? Please explain why?
53~ How much can you tell me about the one thing you are most passionate about?
7-What do I do in bed that drives you wild? How about, what turns you off?
Any that are a turn off?
*** Random Questions ***
33- Beach or Mountains? Or is there another place to like better?
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
1- What’s your favorite animal? Do you a least favorite?
10~ How many dates are necessary before you to have sex with someone?
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
5~ When you first started having sex, was it what you thought it would be?
Teacher/Student Stranger/One Night Stand
29- How superstitious are you?
Would you read them together?
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?
Do you watch it? What is your favorite?
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
92~ Everyone needs a “safe” word. What is yours?
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
Would /have you ever given your partner a lap dance and Striptease?
21- What's your favorite way to spend a weekend or time off?
Do you have a favorite? Is it ok if your partner does?
12- What’s your favorite food? What’s your least favorite?
Do you shave/trim your pubic hair? For you guys do you shave your balls?
12- What is the weirdest thing you've ever eaten?
19~ Who/when was your first “heartbreak”?
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
That one or two things that made you go hmmmm, OMG or wow!
Model/Photographer Police/Criminal
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
81~ Do you have any kinks and/or fetishes?
92~ Have you ever had or have an STD? How many? What was it?
10- List 5 of your top pet peeves.
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
1- What was your first impression of me? Has it changed?
What’s the longest time you gone without having sex, after, having it? How much time between the others?
52~ Are you willing to make “those types” of bets with your partner?
9~ How many times over your lifetime do you think you have had sex so far?
If you lose, are you willing to be their sex slave for a day, (anything goes)?
65~ Describe the best orgasm you’ve ever had? Care to share?
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?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
8- What's your favorite flavor of ice cream? Do you a least favorite?
Prisoner/Prison Guard Landlord/Tenant
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
Repairman/Lonely Wife Virgin/Experienced
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
Master/Slave Boss/Maid
Nurse/Patient Celebrity/Fan
28~ What are some things that turn on? What is your biggest turn on?
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
What was the longest? What was the shortest?
*** Questions About Me ***
25~ How do you feel about PDA? (Public Display of Affection)
11- What's your favorite restaurant? What’s your least favorite?
Get this wrong and this could mean the end… :-) some funny, some not…
18- What’s your favorite way to relax after a long day? What’s your least favorite?
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
Do you like the “69” position? Do you prefer to be on top or bottom?
46~ Have you ever used furniture, or other types of things to aid you while having sex?
32- What's your greatest talent? Can I see it right now?
1~ How old were you when you had your first kiss? Who? Care to Share?
7- What if a person smells a certain way? 8- How about smoking?
Would you mind if your partner watched it? How about together vs alone?
(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…)
Nothing too Serious
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
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?
7- What are your thoughts on religion? Is there an afterlife?
4- For a pet, Cat, dog or other?
61~ How willing would you be to try new sexual positions?
22- What is your favorite childhood memory? What is your least favorite?
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
11- List at least 5 things on your bucket list. Have you done any of them already?
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
21~ What was the best date you ever went on? What has been the worst?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
19- Do/have you smoked? What do you prefer? How often?
How well do you know me? And some of your thoughts about me
What is your favorite position? Why?
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
How many times do you think you have “made love”?
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
38~ Share your most embarrassing sexual memory?
If you say it, I will stop, and we can talk about it when you are ready.
51~ What tends to bring a smile to your face?
31- If given a chance to be immortal, would you take it? Why?
If NO, would you ever have one? Would it be with 2 men or 2 women?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
What have you learned about me that was new and/or surprising?
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)
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
27- What was/ is nickname? Does it have a meaning behind it?
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? 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?
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
Please share Did you stop?
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
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?
Family Relation Age Play
2- What’s your favorite color? Do you a least favorite?
3- Should Pluto still be considered a planet? 4- How about smoking?
19- What’s your favorite fairytale? What’s your least favorite?
15- What's your favorite saying? What word or phrase is your least favorite?
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
50~ How many children do you have? What are their ages?
62~ Have you used adult toys?
49~ If you could, would you want to be the opposite sex for a day, week, or year?
3- What was the most surprising thing you’ve learned about me throughout our relationship?
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
36~ What is your favorite time of day to have sex/make love?
39~ What are your love languages?
How many partners have you had oral sex with? Who? Care to Share?
40~ What’s the weirdest place you’ve ever had sex?
89~ Do you like taking showers together?
3- What’s your favorite smell? Do you a least favorite?
28- What are some things that people do that irritate you?
36- Do you play video games? What is your favorite? Do you a least favorite?
Do you like it when they show and tell you what they want?
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,
13- How about having a certain hair cut/style?
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?
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
13- What is the craziest/scariest thing you've ever done?
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
What would you say to prove to yourself that it was really you?
71~ Would you give your partner a hand or foot job? Would you receive one?
*** Deal Breaker Questions ***
9- Is there something you’ve always wanted to ask me but you’re afraid?
Escort/Client Job Applicant/Hiring Manager
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?
64~ When was your very first orgasm? When was your first from having sex? Care to share?
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
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?
If YES, was it with 2 men or 2 women? Did you enjoy it?