What is the most interesting question you can ask to get to know someone?
09.06.2025 04:52
*** Random Questions ***
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
3- What’s your favorite smell? Do you a least favorite?
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
27- What was/ is nickname? Does it have a meaning behind it?
What is your favourite colour and why?
33- If you could visit any time period, when would you pick? Please explain why?
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
Lululemon Stock Plummets 22% in Late Trading on Cut Guidance. Tariffs Are to Blame. - Barron's
3- What Superhero or Superpower would you want to be/have?
18~ Who/when was your first “crush”?
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
Family Relation Age Play
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
24~ What are your expectations in a relationship? (I know a very big question, take your time)
What is your opinion about homosexuality? Do you think that it is by nature or a choice?
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
What is your favorite position? Why?
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)
13~ Is there a difference between, making love, having sex, and fucking?
How many partners have you had oral sex with? Who? Care to Share?
32- What's your greatest talent? Can I see it right now?
Why did you put a guy’s dick in your mouth the first time?
76~ Have you had a threesome? Care to Share?
5~ When you first started having sex, was it what you thought it would be?
9~ How many times over your lifetime do you think you have had sex so far?
RFK Jr. Is Opening the Alternative Medicine Floodgates - Gizmodo
How well do you know me? And some of your thoughts about me
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
64~ When was your very first orgasm? When was your first from having sex? Care to share?
Which race of women are the hottest?
37- Do you like your name? If you could change it, what would you change it too?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
Which scene is considered the most difficult to watch in each of Quentin Tarantino's movies?
How many times do you think you have “made love”?
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
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…
29~ What are some things that turn you off? What is your biggest turn off?
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
1- What was your first impression of me? Has it changed?
What is it like to be a Christian in Iran?
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
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?
Master/Slave Boss/Maid
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
71~ Would you give your partner a hand or foot job? Would you receive one?
17- Have you ever done drugs? Which ones? How often?
10- List 5 of your top pet peeves.
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
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?
21~ What was the best date you ever went on? What has been the worst?
19- Do/have you smoked? What do you prefer? How often?
23- What is your dream job? What was it as a child?
Would you mind if your partner watched it? How about together vs alone?
36- Do you play video games? What is your favorite? Do you a least favorite?
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
25~ How do you feel about PDA? (Public Display of Affection)
10- What is your favorite family tradition? What’s your least favorite?
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
Would you read them together?
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
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…
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
84~ How do you feel about reading/listening to adult stories?
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
4- For a pet, Cat, dog or other?
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
Get this wrong and this could mean the end… :-) some funny, some not…
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
If yes, what?
52~ What are your hobbies?
Escort/Client Job Applicant/Hiring Manager
What is your favorite toy? Ever wanted to try a specific toy?
30~ What's something unexpected that turns you on?
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
5- Have you ever been hypnotized? Would you allow yourself to be?
41~ Are there moments in your past that you would want to change? Please share 3 of them.
Nothing too Serious
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
15~ Have you ever been “in love”? Who? Care to Share?
9- What’s your favorite season and why? What’s your least favorite?
* Give a rating for each one (0-100)
1- What’s your favorite animal? Do you a least favorite?
2- What’s your favorite color? Do you a least favorite?
What have you learned about yourself that you did not before this?
I would allow you to do it… What would you do to me?
18- What’s your favorite way to relax after a long day? What’s your least favorite?
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
36~ What is your favorite time of day to have sex/make love?
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
Have you ever? Care to Share?
48~ Do you have any siblings? Are you close to your family?
22- Do you have any birth marks? How about scars? Care to share how you got them?
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
Do you shave/trim your pubic hair? For you guys do you shave your balls?
Will you kiss after your partner has gone down on you? Swallow or spit semen?
45~ How do you feel about me blindfolding you? How about blindfolding me?
47~ What would be your dream job and why?
If you say it, I will stop, and we can talk about it when you are ready.
What is your view on sex? Meaning, When/Where/ How often/
14- What is an embarrassing moment in your life? How about your most embarrassing?
* Which of the following turns you on the most? Do you have any not on this list? 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?
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
12- What’s your favorite food? What’s your least favorite?
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
11~ Have you ever been caught by your parents or children or others while having sex?
Would you ever want to be woken up with oral and/or intercourse?
92~ Have you ever had or have an STD? How many? What was it?
9- If you could have three wishes, what would they be? Why?
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
The Ice Breaker Questions
48~ Have you ever paid or been paid for sex?
18- How often do you drink alcohol? What is your favorite drink?
Any that are a turn off?
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
1~ How old were you when you had your first kiss? Who? Care to Share?
89~ Do you like taking showers together?
13- What’s your favorite drink? What’s your least favorite?
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
19- What’s your favorite fairytale? What’s your least favorite?
13- How about having a certain hair cut/style?
What would you say to prove to yourself that it was really you?
82~ Do you have any fantasies involving Role-Playing?
80~ Share your top three fantasies/desires. (Be detailed) 😊
49~ How many times have you been married? Why did they end?
Do you think this brought you closer together?
How about if they talk dirty and/or call you names?
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
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?
92~ Everyone needs a “safe” word. What is yours?
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
Would /have you ever given your partner a lap dance and Striptease?
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
7-What do I do in bed that drives you wild? How about, what turns you off?
26~ What side of the bed do you sleep on?
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
14- What's your favorite dessert? Do you a least favorite?
67~ Do you like it when your partner moans and/or is vocal during sex?
That one or two things that made you go hmmmm, OMG or wow!
83~ How do you feel about Porn?
Over time has your thoughts on sex changed?
13- What is the craziest/scariest thing you've ever done?
*** Deal Breaker Questions ***
62~ Have you used adult toys?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
Would you do it again, and would you rather 2 females or 2 males?
28- What are some things that people do that irritate you?
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?
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
11- List at least 5 things on your bucket list. Have you done any of them already?
65~ Describe the best orgasm you’ve ever had? Care to share?
11- What's your favorite restaurant? What’s your least favorite?
Doctor/Nurse Stripper/Client
10~ How many dates are necessary before you to have sex with someone?
Repairman/Lonely Wife Virgin/Experienced
If you win, what will you make them do?
(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…)
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?
What’s the longest time you gone without having sex, after, having it? How much time between the others?
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
How old are you? Male or Female?
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
Would you allow me to clean every part of your body with my soapy hands and fingers?
What was the longest? What was the shortest?
49~ If you could, would you want to be the opposite sex for a day, week, or year?
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
Does the thought excite you? Care to share?
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
44~ Care to share something about yourself that no one else knows about you?
22- What is your favorite childhood memory? What is your least favorite?
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
Do you have a favorite? Is it ok if your partner does?
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
Do you like it when they show and tell you what they want?
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
Will you cheat again? How can, you be sure? Define what cheating is to you.
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 YES, was it with 2 men or 2 women? Did you enjoy it?
21- What's your favorite way to spend a weekend or time off?
Do you watch it? What is your favorite?
52~ Are you willing to make “those types” of bets with your partner?
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
28~ What are some things that turn on? What is your biggest turn on?
31- If given a chance to be immortal, would you take it? Why?
81~ Do you have any kinks and/or fetishes?
3- What was the most surprising thing you’ve learned about me throughout our relationship?
Model/Photographer Police/Criminal
17- What’s your favorite holiday? What’s your least favorite?
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
If you lose, are you willing to be their sex slave for a day, (anything goes)?
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?
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
70~ Would/do you have/like anal sex?
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?
What do you dislike about me? I asked you to be 100% honest.
51~ What tends to bring a smile to your face?
6- Do you have dreams? Can you remember them? What do you usually dream about?
34~ Do you like the lights on or off during sex?
33- Beach or Mountains? Or is there another place to like better?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
15- What bad habit do you wish you could quit? Do you have any addictions?
7- What if a person smells a certain way? 8- How about smoking?
Do you like the “69” position? Do you prefer to be on top or bottom?
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
Any that are a turn off?
40~ What’s the weirdest place you’ve ever had sex?
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
39~ What are your love languages?
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
20- What’s your favorite candy? What’s your least favorite?
12- What is the weirdest thing you've ever eaten?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
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?
What have you learned about me that was new and/or surprising?
Can you Deep Throat? Do you like the taste of yourself?
34- Ever been to a concert? What was your favorite? Who would you like to see?
Please share Did you stop?
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
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,
*** Questions About Me ***
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
19~ Who/when was your first “heartbreak”?
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
50~ How many children do you have? What are their ages?
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
*** Questions about Relationships/Past ***
61~ How willing would you be to try new sexual positions?
15- What's your favorite saying? What word or phrase is your least favorite?
11- How about if they like a certain sports team? 12-How about drinking too much?
46~ Have you ever used furniture, or other types of things to aid you while having sex?
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
Teacher/Student Stranger/One Night Stand
8- What are your thoughts on politics?
7- What are your thoughts on religion? Is there an afterlife?
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
3- Should Pluto still be considered a planet? 4- How about smoking?
You know that I will be 100% truthful, so ask.
42~ What’s your biggest regret in life?
38~ Share your most embarrassing sexual memory?
9- Is there something you’ve always wanted to ask me but you’re afraid?
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’s Your 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?
8- What's your favorite flavor of ice cream? Do you a least favorite?
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
If NO, would you ever have one? Would it be with 2 men or 2 women?
Nurse/Patient Celebrity/Fan
29- How superstitious are you?
Prisoner/Prison Guard Landlord/Tenant
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
60~ How important is oral sex? Do you like receiving? Do you like giving?
53~ How much can you tell me about the one thing you are most passionate about?
51~ Are you willing to play adult games with your partner?