What is the most interesting question you can ask to get to know someone?
10.06.2025 04:33
(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…)
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?
Escort/Client Job Applicant/Hiring Manager
'Cheers' star's cause of death released - KSDK
28- What are some things that people do that irritate you?
Any that are a turn off?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
Why is the US going after Canada after all? What is the reason for all this hostility?
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
19- What’s your favorite fairytale? What’s your least favorite?
8- What's your favorite flavor of ice cream? Do you a least favorite?
The Surprising Way Five Days Of Junk Food Impacts Your Brain - MindBodyGreen
22~ What is the best pickup line anyone has ever used on you? What was the worst?
36~ What is your favorite time of day to have sex/make love?
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
Why does it matter so much to atheists that God doesn't exist?
4- For a pet, Cat, dog or other?
Would you read them together?
81~ Do you have any kinks and/or fetishes?
Can you tell me something about yourself?
10- List 5 of your top pet peeves.
8- What are your thoughts on politics?
33- If you could visit any time period, when would you pick? Please explain why?
What is the difference between the Bible and the Qur'an?
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
45~ How do you feel about me blindfolding you? How about blindfolding me?
What made you feel satisfied about your life today?
What have you learned about yourself that you did not before this?
3- What Superhero or Superpower would you want to be/have?
29~ What are some things that turn you off? What is your biggest turn off?
Kuorans can you write a sad story about kpop?
Master/Slave Boss/Maid
1- What was your first impression of me? Has it changed?
11- How about if they like a certain sports team? 12-How about drinking too much?
Finals Film Study: Thunder offense vs. Pacers' defense - NBA
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
The Cause of Alzheimer's Might Be Coming From Within Your Mouth - ScienceAlert
39~ What are your love languages?
What do you dislike about me? I asked you to be 100% honest.
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
3- What was the most surprising thing you’ve learned about me throughout our relationship?
Prisoner/Prison Guard Landlord/Tenant
22- What is your favorite childhood memory? What is your least favorite?
5- Have you ever been hypnotized? Would you allow yourself to be?
31- If given a chance to be immortal, would you take it? Why?
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
84~ How do you feel about reading/listening to adult stories?
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
50~ How many children do you have? What are their ages?
Would you do it again, and would you rather 2 females or 2 males?
*** Questions about Relationships/Past ***
26~ What side of the bed do you sleep on?
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
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?
29- How superstitious are you?
22- Do you have any birth marks? How about scars? Care to share how you got them?
What is your view on sex? Meaning, When/Where/ How often/
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?
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?
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
89~ Do you like taking showers together?
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…
11~ Have you ever been caught by your parents or children or others while having sex?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
61~ How willing would you be to try new sexual positions?
*** Questions About Me ***
If you lose, are you willing to be their sex slave for a day, (anything goes)?
11- What's your favorite restaurant? What’s your least favorite?
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)
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
30~ What's something unexpected that turns you on?
I would allow you to do it… What would you do to me?
38~ Share your most embarrassing sexual memory?
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,
51~ Are you willing to play adult games with your partner?
18- What’s your favorite way to relax after a long day? What’s your least favorite?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
9- If you could have three wishes, what would they be? Why?
13- How about having a certain hair cut/style?
Do you think this brought you closer together?
9- Is there something you’ve always wanted to ask me but you’re afraid?
9- What’s your favorite season and why? What’s your least favorite?
64~ When was your very first orgasm? When was your first from having sex? Care to share?
Nurse/Patient Celebrity/Fan
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
49~ How many times have you been married? Why did they end?
How many partners have you had oral sex with? Who? Care to Share?
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
Do you have a favorite? Is it ok if your partner does?
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
Get this wrong and this could mean the end… :-) some funny, some not…
* Give a rating for each one (0-100)
18~ Who/when was your first “crush”?
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
The Ice Breaker Questions
2- What’s your favorite color? Do you a least favorite?
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!
76~ Have you had a threesome? Care to Share?
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
*** Random Questions ***
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
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?
34~ Do you like the lights on or off during sex?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
70~ Would/do you have/like anal sex?
Would you mind if your partner watched it? How about together vs alone?
5~ When you first started having sex, was it what you thought it would be?
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
62~ Have you used adult toys?
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
What is your favorite toy? Ever wanted to try a specific toy?
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
80~ Share your top three fantasies/desires. (Be detailed) 😊
3- Should Pluto still be considered a planet? 4- How about smoking?
24~ What are your expectations in a relationship? (I know a very big question, take your time)
If you win, what will you make them do?
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
17- What’s your favorite holiday? What’s your least favorite?
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
7-What do I do in bed that drives you wild? How about, what turns you off?
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
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?
Do you shave/trim your pubic hair? For you guys do you shave your balls?
What’s the longest time you gone without having sex, after, having it? How much time between the others?
What would you say to prove to yourself that it was really you?
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
67~ Do you like it when your partner moans and/or is vocal during sex?
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
11- List at least 5 things on your bucket list. Have you done any of them already?
27- What was/ is nickname? Does it have a meaning behind it?
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? 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?
13- What’s your favorite drink? What’s your least favorite?
Would /have you ever given your partner a lap dance and Striptease?
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
What have you learned about me that was new and/or surprising?
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
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?
How many times do you think you have “made love”?
If NO, would you ever have one? Would it be with 2 men or 2 women?
Any that are a turn off?
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
How old are you? Male or Female?
How well do you know me? And some of your thoughts about me
6- Do you have dreams? Can you remember them? What do you usually dream about?
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
46~ Have you ever used furniture, or other types of things to aid you while having sex?
Family Relation Age Play
7- What are your thoughts on religion? Is there an afterlife?
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
15~ Have you ever been “in love”? Who? Care to Share?
47~ What would be your dream job and why?
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
19- Do/have you smoked? What do you prefer? How often?
14- What is an embarrassing moment in your life? How about your most embarrassing?
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
Model/Photographer Police/Criminal
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
15- What's your favorite saying? What word or phrase is your least favorite?
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
Repairman/Lonely Wife Virgin/Experienced
17- Have you ever done drugs? Which ones? How often?
41~ Are there moments in your past that you would want to change? Please share 3 of 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?
If yes, what?
9~ How many times over your lifetime do you think you have had sex so far?
Will you kiss after your partner has gone down on you? Swallow or spit semen?
20- What’s your favorite candy? What’s your least favorite?
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
Teacher/Student Stranger/One Night Stand
Doctor/Nurse Stripper/Client
*** Deal Breaker Questions ***
28~ What are some things that turn on? What is your biggest turn on?
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
If YES, was it with 2 men or 2 women? Did you enjoy it?
33- Beach or Mountains? Or is there another place to like better?
49~ If you could, would you want to be the opposite sex for a day, week, or year?
13~ Is there a difference between, making love, having sex, and fucking?
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
48~ Have you ever paid or been paid for sex?
36- Do you play video games? What is your favorite? Do you a least favorite?
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
71~ Would you give your partner a hand or foot job? Would you receive one?
Do you like it when they show and tell you what they want?
13- What is the craziest/scariest thing you've ever done?
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…
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
Would you ever want to be woken up with oral and/or intercourse?
83~ How do you feel about Porn?
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
Will you cheat again? How can, you be sure? Define what cheating is to you.
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
92~ Everyone needs a “safe” word. What is yours?
Do you like the “69” position? Do you prefer to be on top or bottom?
21- What's your favorite way to spend a weekend or time off?
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
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?
60~ How important is oral sex? Do you like receiving? Do you like giving?
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
15- What bad habit do you wish you could quit? Do you have any addictions?
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
7- What if a person smells a certain way? 8- How about smoking?
*** What’s Your Favorite…? ***
34- Ever been to a concert? What was your favorite? Who would you like to see?
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
3- What’s your favorite smell? Do you a least favorite?
42~ What’s your biggest regret in life?
1- What’s your favorite animal? Do you a least favorite?
18- How often do you drink alcohol? What is your favorite drink?
19~ Who/when was your first “heartbreak”?
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?
52~ What are your hobbies?
10~ How many dates are necessary before you to have sex with someone?
23- What is your dream job? What was it as a child?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
Please share Did you stop?
52~ Are you willing to make “those types” of bets with your partner?
You know that I will be 100% truthful, so ask.
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
Over time has your thoughts on sex changed?
Have you ever? Care to Share?
How about if they talk dirty and/or call you names?
14- What's your favorite dessert? Do you a least favorite?
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
1~ How old were you when you had your first kiss? Who? Care to Share?
Nothing too Serious
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
What is your favorite position? Why?
44~ Care to share something about yourself that no one else knows about you?
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
21~ What was the best date you ever went on? What has been the worst?
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, 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?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
40~ What’s the weirdest place you’ve ever had sex?
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?
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
10- What is your favorite family tradition? What’s your least favorite?
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
12- What’s your favorite food? What’s your least favorite?
Do you watch it? What is your 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?
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
What was the longest? What was the shortest?
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
32- What's your greatest talent? Can I see it right now?
92~ Have you ever had or have an STD? How many? What was it?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
65~ Describe the best orgasm you’ve ever had? Care to share?
12- What is the weirdest thing you've ever eaten?
25~ How do you feel about PDA? (Public Display of Affection)
48~ Do you have any siblings? Are you close to your family?
37- Do you like your name? If you could change it, what would you change it too?
Does the thought excite you? Care to share?
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
82~ Do you have any fantasies involving Role-Playing?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?