What is the most interesting question you can ask to get to know someone?
15.06.2025 01:09
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
25~ How do you feel about PDA? (Public Display of Affection)
What have you learned about me that was new and/or surprising?
Have you ever been forced to dress like a girl?
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
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, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
7- What if a person smells a certain way? 8- How about smoking?
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
84~ How do you feel about reading/listening to adult stories?
Which brand is the best home slippers in the Middle East?
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
Master/Slave Boss/Maid
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
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?
Will you kiss after your partner has gone down on you? Swallow or spit semen?
49~ If you could, would you want to be the opposite sex for a day, week, or year?
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
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
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?
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
22- What is your favorite childhood memory? What is your least favorite?
Why did lobsters evolve bright colors if they are neither poisonous nor venomous?
92~ Everyone needs a “safe” word. What is yours?
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
49~ How many times have you been married? Why did they end?
If YES, was it with 2 men or 2 women? Did you enjoy it?
Any that are a turn off?
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
What are some signs he is deeply in love with you?
What would you say to prove to yourself that it was really you?
64~ When was your very first orgasm? When was your first from having sex? Care to share?
Do you watch it? What is your favorite?
Is the Las Vegas Grand Prix considered one of the "premier events on the Formula 1 calendar?"
Can you Deep Throat? Do you like the taste of yourself?
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
3- What was the most surprising thing you’ve learned about me throughout our relationship?
Do happily married husbands cheat?
14- What's your favorite dessert? Do you a least favorite?
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
How well do you know me? And some of your thoughts about me
What melts your heart every time without fail?
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
Do you like it when they show and tell you what they want?
What is the nastiest thing you had your wife do and she loved it?
Does the thought excite you? Care to share?
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
13~ Is there a difference between, making love, having sex, and fucking?
What have you learned about yourself that you did not before this?
2- What’s your favorite color? 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?
17- What’s your favorite holiday? What’s your least favorite?
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
9- Is there something you’ve always wanted to ask me but you’re afraid?
40~ What’s the weirdest place you’ve ever had sex?
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
*** Deal Breaker Questions ***
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
3- Should Pluto still be considered a planet? 4- How about smoking?
3- What’s your favorite smell? Do you a least favorite?
Will you cheat again? How can, you be sure? Define what cheating is to you.
5- Have you ever been hypnotized? Would you allow yourself to be?
67~ Do you like it when your partner moans and/or is vocal during sex?
76~ Have you had a threesome? Care to Share?
What is your favorite toy? Ever wanted to try a specific toy?
12- What is the weirdest thing you've ever eaten?
46~ Have you ever used furniture, or other types of things to aid you while having sex?
31- If given a chance to be immortal, would you take it? Why?
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
89~ Do you like taking showers together?
38~ Share your most embarrassing sexual memory?
5~ When you first started having sex, was it what you thought it would be?
34~ Do you like the lights on or off during sex?
27- What was/ is nickname? Does it have a meaning behind it?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
1- What’s your favorite animal? Do you a least favorite?
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?
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
Nurse/Patient Celebrity/Fan
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
15- What's your favorite saying? What word or phrase is your least favorite?
How old are you? Male or Female?
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
80~ Share your top three fantasies/desires. (Be detailed) 😊
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…
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
28- What are some things that people do that irritate you?
28~ What are some things that turn on? What is your biggest turn on?
How about if they talk dirty and/or call you names?
19- What’s your favorite fairytale? What’s your least favorite?
(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…)
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
41~ Are there moments in your past that you would want to change? Please share 3 of them.
82~ Do you have any fantasies involving Role-Playing?
Prisoner/Prison Guard Landlord/Tenant
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
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?
*** Random Questions ***
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
3- What Superhero or Superpower would you want to be/have?
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
42~ What’s your biggest regret in life?
*** What’s Your Favorite…? ***
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
34- Ever been to a concert? What was your favorite? Who would you like to see?
11~ Have you ever been caught by your parents or children or others while having sex?
11- What's your favorite restaurant? What’s your least favorite?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
The Ice Breaker Questions
50~ How many children do you have? What are their ages?
How many partners have you had oral sex with? Who? Care to Share?
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
52~ What are your hobbies?
Have you ever? Care to Share?
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
36- Do you play video games? What is your favorite? Do you a least favorite?
What’s the longest time you gone without having sex, after, having it? How much time between the others?
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
83~ How do you feel about Porn?
9~ How many times over your lifetime do you think you have had sex so far?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
21~ What was the best date you ever went on? What has been the worst?
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
10- List 5 of your top pet peeves.
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
Would you allow me to clean every part of your body with my soapy hands and fingers?
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?
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
9- If you could have three wishes, what would they be? Why?
12- What’s your favorite food? What’s your least favorite?
26~ What side of the bed do you sleep on?
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
15~ Have you ever been “in love”? Who? Care to Share?
24~ What are your expectations in a relationship? (I know a very big question, take your time)
Would you mind if your partner watched it? How about together vs alone?
36~ What is your favorite time of day to have sex/make love?
45~ How do you feel about me blindfolding you? How about blindfolding me?
If yes, what?
11- How about if they like a certain sports team? 12-How about drinking too much?
Please share Did you stop?
Do you think this brought you closer together?
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
21- What's your favorite way to spend a weekend or time off?
Family Relation Age Play
Any that are a turn off?
*** Questions About Me ***
8- What's your favorite flavor of ice cream? Do you a least favorite?
I would allow you to do it… What would you do to me?
If NO, would you ever have one? Would it be with 2 men or 2 women?
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?
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
* Give a rating for each one (0-100)
*** Questions about Relationships/Past ***
1- What was your first impression of me? Has it changed?
9- What’s your favorite season and why? What’s your least favorite?
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
What is your favorite position? Why?
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
4- For a pet, Cat, dog or other?
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
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?
19- Do/have you smoked? What do you prefer? How often?
60~ How important is oral sex? Do you like receiving? Do you like giving?
What do you dislike about me? I asked you to be 100% honest.
70~ Would/do you have/like anal sex?
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
22- Do you have any birth marks? How about scars? Care to share how you got them?
33- Beach or Mountains? Or is there another place to like better?
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,
That one or two things that made you go hmmmm, OMG or wow!
Would /have you ever given your partner a lap dance and Striptease?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
20- What’s your favorite candy? What’s your least favorite?
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
81~ Do you have any kinks and/or fetishes?
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
32- What's your greatest talent? Can I see it right now?
15- What bad habit do you wish you could quit? Do you have any addictions?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
18- How often do you drink alcohol? What is your favorite drink?
Do you shave/trim your pubic hair? For you guys do you shave your balls?
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
52~ Are you willing to make “those types” of bets with your partner?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
Do you like the “69” position? Do you prefer to be on top or bottom?
18~ Who/when was your first “crush”?
Get this wrong and this could mean the end… :-) some funny, some not…
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?
17- Have you ever done drugs? Which ones? How often?
If you win, what will you make them do?
39~ What are your love languages?
30~ What's something unexpected that turns you on?
29- How superstitious are you?
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
51~ Are you willing to play adult games with your partner?
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
Over time has your thoughts on sex changed?
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
What is your view on sex? Meaning, When/Where/ How often/
7-What do I do in bed that drives you wild? How about, what turns you off?
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
7- What are your thoughts on religion? Is there an afterlife?
19~ Who/when was your first “heartbreak”?
1~ How old were you when you had your first kiss? Who? Care to Share?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
13- What’s your favorite drink? What’s your least favorite?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
33- If you could visit any time period, when would you pick? Please explain why?
65~ Describe the best orgasm you’ve ever had? Care to share?
You know that I will be 100% truthful, so ask.
Teacher/Student Stranger/One Night Stand
6- Do you have dreams? Can you remember them? What do you usually dream about?
13- What is the craziest/scariest thing you've ever done?
If you say it, I will stop, and we can talk about it when you are ready.
62~ Have you used adult toys?
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
10- What is your favorite family tradition? What’s your least favorite?
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?
What was the longest? What was the shortest?
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
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?
48~ Do you have any siblings? Are you close to your family?
Repairman/Lonely Wife Virgin/Experienced
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
44~ Care to share something about yourself that no one else knows about you?
Would you do it again, and would you rather 2 females or 2 males?
Doctor/Nurse Stripper/Client
13- How about having a certain hair cut/style?
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
53~ How much can you tell me about the one thing you are most passionate about?
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
14- What is an embarrassing moment in your life? How about your most embarrassing?
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?
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?
10~ How many dates are necessary before you to have sex with someone?
71~ Would you give your partner a hand or foot job? Would you receive one?
47~ What would be your dream job and why?
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
Nothing too Serious
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?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
Would you read them together?
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
23- What is your dream job? What was it as a child?
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)
8- What are your thoughts on politics?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
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…
How many times do you think you have “made love”?
18- What’s your favorite way to relax after a long day? What’s your least favorite?
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?
Model/Photographer Police/Criminal
Do you have a favorite? Is it ok if your partner does?
51~ What tends to bring a smile to your face?
Would you ever want to be woken up with oral and/or intercourse?