What is the most interesting question you can ask to get to know someone?
11.06.2025 03:41
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
Dollar General CEO turns heads with earnings-call comments - TheStreet
Escort/Client Job Applicant/Hiring Manager
92~ Have you ever had or have an STD? How many? What was it?
What was the longest? What was the shortest?
If YES, was it with 2 men or 2 women? Did you enjoy it?
3- What Superhero or Superpower would you want to be/have?
You know that I will be 100% truthful, so ask.
Can a Trump supporter explain what was wrong with what Bishop Budde said to Donald Trump?
* Give a rating for each one (0-100)
4- For a pet, Cat, dog or other?
34- Ever been to a concert? What was your favorite? Who would you like to see?
Is it wise to SECRETLY expose a narcissist by telling others that he/she is a covert narcissist?
*** What’s Your Favorite…? ***
64~ When was your very first orgasm? When was your first from having sex? Care to share?
19~ Who/when was your first “heartbreak”?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
Study Says If You're Over 50, Taking This Vitamin May Help You Live Longer - AOL.com
1- What was your first impression of me? Has it changed?
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…)
Were you ever in love with your teacher?
What is your favorite toy? Ever wanted to try a specific toy?
21- What's your favorite way to spend a weekend or time off?
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
Simulations find ghostly whirls of dark matter trailing galaxy arms - Ars Technica
Model/Photographer Police/Criminal
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
5~ When you first started having sex, was it what you thought it would be?
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Do you like the “69” position? Do you prefer to be on top or bottom?
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
What do you dislike about me? I asked you to be 100% honest.
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
32- What's your greatest talent? Can I see it right now?
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
9- Is there something you’ve always wanted to ask me but you’re afraid?
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
Prisoner/Prison Guard Landlord/Tenant
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?
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
11- List at least 5 things on your bucket list. Have you done any of them already?
67~ Do you like it when your partner moans and/or is vocal during sex?
46~ Have you ever used furniture, or other types of things to aid you while having sex?
6- Do you have dreams? Can you remember them? What do you usually dream about?
29~ What are some things that turn you off? What is your biggest turn off?
Would you allow me to clean every part of your body with my soapy hands and fingers?
Do you like it when they show and tell you what they want?
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?
How old are you? Male or Female?
If NO, would you ever have one? Would it be with 2 men or 2 women?
18- What’s your favorite way to relax after a long day? What’s your least favorite?
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
What have you learned about me that was new and/or surprising?
What have you learned about yourself that you did not before this?
11- How about if they like a certain sports team? 12-How about drinking too much?
62~ Have you used adult toys?
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
What would you say to prove to yourself that it was really you?
42~ What’s your biggest regret in life?
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)
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
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?
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
13- How about having a certain hair cut/style?
12- What’s your favorite food? What’s your least favorite?
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
89~ Do you like taking showers together?
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
49~ How many times have you been married? Why did they end?
15- What bad habit do you wish you could quit? Do you have any addictions?
Doctor/Nurse Stripper/Client
10- What is your favorite family tradition? What’s your least favorite?
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
11- What's your favorite restaurant? What’s your 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,
33- Beach or Mountains? Or is there another place to like better?
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
39~ What are your love languages?
Get this wrong and this could mean the end… :-) some funny, some not…
9- If you could have three wishes, what would they be? Why?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
That one or two things that made you go hmmmm, OMG or wow!
3- Should Pluto still be considered a planet? 4- How about smoking?
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
14- What is an embarrassing moment in your life? How about your most embarrassing?
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
15~ Have you ever been “in love”? Who? Care to Share?
15- What's your favorite saying? What word or phrase is your least favorite?
40~ What’s the weirdest place you’ve ever had sex?
41~ Are there moments in your past that you would want to change? Please share 3 of them.
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
*** Random Questions ***
48~ Have you ever paid or been paid for sex?
8- What's your favorite flavor of ice cream? Do you a least favorite?
30~ What's something unexpected that turns you on?
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…
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
What’s the longest time you gone without having sex, after, having it? How much time between the others?
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
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?
51~ Are you willing to play adult games with your partner?
If yes, what?
3- What’s your favorite smell? Do you a least favorite?
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
26~ What side of the bed do you sleep on?
Repairman/Lonely Wife Virgin/Experienced
13- What is the craziest/scariest thing you've ever done?
45~ How do you feel about me blindfolding you? How about blindfolding me?
76~ Have you had a threesome? Care to Share?
Do you think this brought you closer together?
What is your view on sex? Meaning, When/Where/ How often/
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
Family Relation Age Play
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
22- Do you have any birth marks? How about scars? Care to share how you got them?
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…
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
Do you shave/trim your pubic hair? For you guys do you shave your balls?
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
Will you kiss after your partner has gone down on you? Swallow or spit semen?
47~ What would be your dream job and why?
Would you ever want to be woken up with oral and/or intercourse?
21~ What was the best date you ever went on? What has been the worst?
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
22- What is your favorite childhood memory? What is your least favorite?
Any that are a turn off?
18- How often do you drink alcohol? What is your favorite drink?
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
Would /have you ever given your partner a lap dance and Striptease?
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
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?
5- Have you ever been hypnotized? Would you allow yourself to be?
7-What do I do in bed that drives you wild? How about, what turns you off?
3- What was the most surprising thing you’ve learned about me throughout our relationship?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
61~ How willing would you be to try new sexual positions?
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
31- If given a chance to be immortal, would you take it? Why?
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?
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
51~ What tends to bring a smile to your face?
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
*** Questions about Relationships/Past ***
If you lose, are you willing to be their sex slave for a day, (anything goes)?
How about if they talk dirty and/or call you names?
80~ Share your top three fantasies/desires. (Be detailed) 😊
34~ Do you like the lights on or off during sex?
17- Have you ever done drugs? Which ones? How often?
10- List 5 of your top pet peeves.
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
24~ What are your expectations in a relationship? (I know a very big question, take your time)
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
Nurse/Patient Celebrity/Fan
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
82~ Do you have any fantasies involving Role-Playing?
Do you have a favorite? Is it ok if your partner does?
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
*** Deal Breaker Questions ***
19- Do/have you smoked? What do you prefer? How often?
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
28~ What are some things that turn on? What is your biggest turn on?
How well do you know me? And some of your thoughts about me
9- What’s your favorite season and why? What’s your least favorite?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
7- What are your thoughts on religion? Is there an afterlife?
14- What's your favorite dessert? Do you a least favorite?
37~ What is the biggest age gap between you and one of your sexual partners? Who? 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?
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
23- What is your dream job? What was it as a child?
Will you cheat again? How can, you be sure? Define what cheating is to you.
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?
Nothing too Serious
Over time has your thoughts on sex changed?
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
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?
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
33- If you could visit any time period, when would you pick? Please explain why?
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
7- What if a person smells a certain way? 8- How about smoking?
Would you read them together?
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
13- What’s your favorite drink? What’s your least favorite?
81~ Do you have any kinks and/or fetishes?
If you win, what will you make them do?
If you say it, I will stop, and we can talk about it when you are ready.
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?
10~ How many dates are necessary before you to have sex with someone?
53~ How much can you tell me about the one thing you are most passionate about?
1- What’s your favorite animal? Do you a least favorite?
Please share Did you stop?
Teacher/Student Stranger/One Night Stand
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
52~ Are you willing to make “those types” of bets with your partner?
13~ Is there a difference between, making love, having sex, and fucking?
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
49~ If you could, would you want to be the opposite sex for a day, week, or year?
25~ How do you feel about PDA? (Public Display of Affection)
9~ How many times over your lifetime do you think you have had sex so far?
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
What is your favorite position? Why?
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
36- Do you play video games? What is your favorite? Do you a least favorite?
92~ Everyone needs a “safe” word. What is yours?
65~ Describe the best orgasm you’ve ever had? Care to share?
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
The Ice Breaker Questions
38~ Share your most embarrassing sexual memory?
Do you watch it? What is your favorite?
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
I would allow you to do it… What would you do to me?
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
Does the thought excite you? Care to share?
8- What are your thoughts on politics?
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
83~ How do you feel about Porn?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
17- What’s your favorite holiday? What’s your least favorite?
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
48~ Do you have any siblings? Are you close to your family?
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
18~ Who/when was your first “crush”?
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
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?
How many partners have you had oral sex with? Who? Care to Share?
84~ How do you feel about reading/listening to adult stories?
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
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?
Can you Deep Throat? Do you like the taste of yourself?
28- What are some things that people do that irritate you?
12- What is the weirdest thing you've ever eaten?
Master/Slave Boss/Maid
How many times do you think you have “made love”?
16~ Do you believe in “soulmates”? Have you found yours? 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?
*** Questions About Me ***
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
Have you ever? Care to Share?
71~ Would you give your partner a hand or foot job? Would you receive one?
Would you do it again, and would you rather 2 females or 2 males?
1~ How old were you when you had your first kiss? Who? Care to Share?
29- How superstitious are you?
70~ Would/do you have/like anal sex?
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
52~ What are your hobbies?
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
37- Do you like your name? If you could change it, what would you change it too?
Any that are a turn off?
20- What’s your favorite candy? What’s your least favorite?
50~ How many children do you have? What are their ages?
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?
2- What’s your favorite color? Do you a least favorite?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?