What is the most interesting question you can ask to get to know someone?
15.06.2025 05:25
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
13- How about having a certain hair cut/style?
How old are you? Male or Female?
What do all Indian parents have in common?
49~ How many times have you been married? Why did they end?
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
3- Should Pluto still be considered a planet? 4- How about smoking?
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
Why do men first look at a woman's chest instead of their face?
Do you like the “69” position? Do you prefer to be on top or bottom?
Escort/Client Job Applicant/Hiring Manager
If you say it, I will stop, and we can talk about it when you are ready.
83~ How do you feel about Porn?
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
Would you ever want to be woken up with oral and/or intercourse?
25~ How do you feel about PDA? (Public Display of Affection)
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
Will you cheat again? How can, you be sure? Define what cheating is to you.
3- What’s your favorite smell? Do you a least favorite?
62~ Have you used adult toys?
What makes outside showers appealing? Why are they not commonly seen?
21- What's your favorite way to spend a weekend or time off?
13- What’s your favorite drink? What’s your least favorite?
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?
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
*** Deal Breaker Questions ***
What is the one thing you don't understand that others do?
71~ Would you give your partner a hand or foot job? Would you receive one?
8- What's your favorite flavor of ice cream? Do you a least favorite?
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
What is your review of "Regent", episode 5 of Season 2 House of the Dragon?
26~ What side of the bed do you sleep on?
52~ Are you willing to make “those types” of bets with your partner?
32- What's your greatest talent? Can I see it right now?
ChatGPT Just Got 'Absolutely Wrecked' at Chess, Losing to a 1970s-Era Atari 2600 - CNET
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
What would you say to prove to yourself that it was really you?
You know that I will be 100% truthful, so ask.
Teacher/Student Stranger/One Night Stand
If yes, what?
Do you think this brought you closer together?
Would /have you ever given your partner a lap dance and Striptease?
47~ What would be your dream job and why?
89~ Do you like taking showers together?
That one or two things that made you go hmmmm, OMG or wow!
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
What do you dislike about me? I asked you to be 100% honest.
49~ If you could, would you want to be the opposite sex for a day, week, or year?
7-What do I do in bed that drives you wild? How about, what turns you off?
50~ How many children do you have? What are their ages?
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
1- What was your first impression of me? Has it changed?
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
Master/Slave Boss/Maid
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
What was the longest? What was the shortest?
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?
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
If you lose, are you willing to be their sex slave for a day, (anything goes)?
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
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?
I would allow you to do it… What would you do to me?
64~ When was your very first orgasm? When was your first from having sex? Care to share?
Nothing too Serious
17- What’s your favorite holiday? What’s your least favorite?
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
7- What if a person smells a certain way? 8- How about smoking?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
Do you like it when they show and tell you what they want?
41~ Are there moments in your past that you would want to change? Please share 3 of them.
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
53~ How much can you tell me about the one thing you are most passionate about?
15- What bad habit do you wish you could quit? Do you have any addictions?
65~ Describe the best orgasm you’ve ever had? Care to share?
81~ Do you have any kinks and/or fetishes?
9~ How many times over your lifetime do you think you have had sex so far?
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
5~ When you first started having sex, was it what you thought it would be?
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
Have you ever? Care to Share?
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
12- What’s your favorite food? What’s your least favorite?
70~ Would/do you have/like anal sex?
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
29- How superstitious are you?
Would you read them together?
Will you kiss after your partner has gone down on you? Swallow or spit semen?
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?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
30~ What's something unexpected that turns you on?
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
How about if they talk dirty and/or call you names?
Over time has your thoughts on sex changed?
Do you have a favorite? Is it ok if your partner does?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
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?
45~ How do you feel about me blindfolding you? How about blindfolding me?
Family Relation Age Play
51~ What tends to bring a smile to your face?
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?
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
48~ Do you have any siblings? Are you close to your family?
The Ice Breaker Questions
Would you mind if your partner watched it? How about together vs alone?
Please share Did you stop?
How many times do you think you have “made love”?
67~ Do you like it when your partner moans and/or is vocal during sex?
*** Random Questions ***
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,
Model/Photographer Police/Criminal
19- What’s your favorite fairytale? What’s your least favorite?
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
27- What was/ is nickname? Does it have a meaning behind it?
48~ Have you ever paid or been paid for sex?
*** Questions about Relationships/Past ***
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?
10~ How many dates are necessary before you to have sex with someone?
What have you learned about yourself that you did not before this?
37- Do you like your name? If you could change it, what would you change it too?
80~ Share your top three fantasies/desires. (Be detailed) 😊
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
39~ What are your love languages?
19- Do/have you smoked? What do you prefer? How often?
20- What’s your favorite candy? What’s your least favorite?
Doctor/Nurse Stripper/Client
1~ How old were you when you had your first kiss? Who? Care to Share?
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
92~ Everyone needs a “safe” word. What is yours?
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
Any that are a turn off?
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
5- Have you ever been hypnotized? Would you allow yourself to be?
51~ Are you willing to play adult games with your partner?
12- What is the weirdest thing you've ever eaten?
13~ Is there a difference between, making love, having sex, and fucking?
92~ Have you ever had or have an STD? How many? What was it?
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
1- What’s your favorite animal? Do you a least favorite?
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
Do you watch it? What is your favorite?
11- How about if they like a certain sports team? 12-How about drinking too much?
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
What’s the longest time you gone without having sex, after, having it? How much time between the others?
Repairman/Lonely Wife Virgin/Experienced
15- What's your favorite saying? What word or phrase is your least favorite?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
Get this wrong and this could mean the end… :-) some funny, some not…
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
7- What are your thoughts on religion? Is there an afterlife?
10- List 5 of your top pet peeves.
28- What are some things that people do that irritate you?
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
How well do you know me? And some of your thoughts about me
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
34- Ever been to a concert? What was your favorite? Who would you like to see?
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
* Give a rating for each one (0-100)
What is your favorite toy? Ever wanted to try a specific toy?
31- If given a chance to be immortal, would you take it? Why?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
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…
2- What’s your favorite color? Do you a least favorite?
21~ What was the best date you ever went on? What has been the worst?
22- What is your favorite childhood memory? What is your least favorite?
Can you Deep Throat? Do you like the taste of yourself?
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
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?
36~ What is your favorite time of day to have sex/make love?
44~ Care to share something about yourself that no one else knows about you?
Would you allow me to clean every part of your body with my soapy hands and fingers?
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
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?
11- List at least 5 things on your bucket list. Have you done any of them already?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
18- What’s your favorite way to relax after a long day? What’s your least favorite?
46~ Have you ever used furniture, or other types of things to aid you while having sex?
Does the thought excite you? Care to share?
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
14- What's your favorite dessert? Do you a least favorite?
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?
28~ What are some things that turn on? What is your biggest turn on?
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
What is your view on sex? Meaning, When/Where/ How often/
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
18- How often do you drink alcohol? What is your favorite drink?
42~ What’s your biggest regret in life?
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
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?
61~ How willing would you be to try new sexual positions?
9- Is there something you’ve always wanted to ask me but you’re afraid?
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?
11- What's your favorite restaurant? What’s your least favorite?
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
52~ What are your hobbies?
36- Do you play video games? What is your favorite? Do you a least favorite?
13- What is the craziest/scariest thing you've ever done?
If YES, was it with 2 men or 2 women? Did you enjoy it?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
33- If you could visit any time period, when would you pick? Please explain why?
15~ Have you ever been “in love”? Who? Care to Share?
*** Questions About Me ***
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
*** What’s Your Favorite…? ***
84~ How do you feel about reading/listening to adult stories?
(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…)
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
76~ Have you had a threesome? Care to Share?
22- Do you have any birth marks? How about scars? Care to share how you got them?
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
6- Do you have dreams? Can you remember them? What do you usually dream about?
11~ Have you ever been caught by your parents or children or others while having sex?
19~ Who/when was your first “heartbreak”?
Any that are a turn off?
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
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)
Prisoner/Prison Guard Landlord/Tenant
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
Would you do it again, and would you rather 2 females or 2 males?
82~ Do you have any fantasies involving Role-Playing?
What is your favorite position? Why?
29~ What are some things that turn you off? What is your biggest turn off?
If NO, would you ever have one? Would it be with 2 men or 2 women?
If you win, what will you make them do?
What have you learned about me that was new and/or surprising?
10- What is your favorite family tradition? What’s your least favorite?
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
9- What’s your favorite season and why? What’s your least favorite?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
60~ How important is oral sex? Do you like receiving? Do you like giving?
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
23- What is your dream job? What was it as a child?
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
38~ Share your most embarrassing sexual memory?
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
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?
40~ What’s the weirdest place you’ve ever had sex?
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
14- What is an embarrassing moment in your life? How about your most embarrassing?
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
17- Have you ever done drugs? Which ones? How often?
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…
8- What are your thoughts on politics?
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
9- If you could have three wishes, what would they be? Why?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
Do you shave/trim your pubic hair? For you guys do you shave your balls?
18~ Who/when was your first “crush”?
24~ What are your expectations in a relationship? (I know a very big question, take your time)
3- What was the most surprising thing you’ve learned about me throughout our relationship?
Nurse/Patient Celebrity/Fan
3- What Superhero or Superpower would you want to be/have?