What is the most interesting question you can ask to get to know someone?
12.06.2025 07:56
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,
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
If you say it, I will stop, and we can talk about it when you are ready.
India to Open Flagship EV Making Policy to Lure Global Giants - Bloomberg
If you win, what will you make them do?
48~ Do you have any siblings? Are you close to your family?
80~ Share your top three fantasies/desires. (Be detailed) 😊
Samsung teases Galaxy Z Fold 7 with an absolutely bizarre ‘Ultra experience’ [Video] - 9to5Google
Nothing too Serious
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
What movies have not aged well?
18- How often do you drink alcohol? What is your favorite drink?
Can you Deep Throat? Do you like the taste of yourself?
10- List 5 of your top pet peeves.
Measles case confirmed in Allegan County, officials provide locations of exposure - WWMT
28- What are some things that people do that irritate you?
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
That one or two things that made you go hmmmm, OMG or wow!
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
15- What bad habit do you wish you could quit? Do you have any addictions?
13~ Is there a difference between, making love, having sex, and fucking?
Ground beef sold at national grocery chain might be contaminated with E. coli, USDA warns - AL.com
11- What's your favorite restaurant? What’s your least favorite?
How old are you? Male or Female?
*** Questions About Me ***
Do you consider yourself pretty?
28~ What are some things that turn on? What is your biggest turn on?
83~ How do you feel about Porn?
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
Is anyone else losing complete respect for the US at this point?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
29~ What are some things that turn you off? What is your biggest turn off?
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
Latest AirPods Pro 2 feature is ahead of its time in the best way - 9to5Mac
Doctor/Nurse Stripper/Client
45~ How do you feel about me blindfolding you? How about blindfolding me?
15- What's your favorite saying? What word or phrase is your least favorite?
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
11~ Have you ever been caught by your parents or children or others while having sex?
Do you have a favorite? Is it ok if your partner does?
Several people killed in school shooting in Austria's second biggest city, police say - NBC News
*** Deal Breaker Questions ***
Would you read them together?
If YES, was it with 2 men or 2 women? Did you enjoy it?
Scientists uncover key role of thyroid hormones in fear memory formation - PsyPost
70~ Would/do you have/like anal sex?
40~ What’s the weirdest place you’ve ever had sex?
8- What's your favorite flavor of ice cream? Do you a least favorite?
Do you shave/trim your pubic hair? For you guys do you shave your balls?
65~ Describe the best orgasm you’ve ever had? Care to share?
Escort/Client Job Applicant/Hiring Manager
Woman on trial for poison mushroom killings says she was trying to fix "bland" meal - CBS News
* Give a rating for each one (0-100)
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?
You know that I will be 100% truthful, so ask.
FAMU AD accused of stealing $24K from old job - ESPN
47~ What would be your dream job and why?
If NO, would you ever have one? Would it be with 2 men or 2 women?
Family Relation Age Play
39~ What are your love languages?
Over time has your thoughts on sex changed?
18- What’s your favorite way to relax after a long day? What’s your least favorite?
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
Nurse/Patient Celebrity/Fan
22~ What is the best pickup line anyone has ever used on you? What was the worst?
15~ Have you ever been “in love”? Who? Care to Share?
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?
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?
Have you ever? Care to Share?
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?
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
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?
What have you learned about me that was new and/or surprising?
Teacher/Student Stranger/One Night Stand
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
51~ Are you willing to play adult games with your partner?
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)
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
25~ How do you feel about PDA? (Public Display of Affection)
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
Do you like the “69” position? Do you prefer to be on top or bottom?
61~ How willing would you be to try new sexual positions?
5- Have you ever been hypnotized? Would you allow yourself to be?
6- What’s your favorite TV series? 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?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
50~ How many children do you have? What are their ages?
14- What's your favorite dessert? Do you a least favorite?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
Prisoner/Prison Guard Landlord/Tenant
20- What’s your favorite candy? What’s your least favorite?
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
49~ How many times have you been married? Why did they end?
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?
41~ Are there moments in your past that you would want to change? Please share 3 of them.
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
What do you dislike about me? I asked you to be 100% honest.
12- What’s your favorite food? What’s your least favorite?
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
44~ Care to share something about yourself that no one else knows about you?
13- How about having a certain hair cut/style?
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
38~ Share your most embarrassing sexual memory?
*** Questions about Relationships/Past ***
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
42~ What’s your biggest regret in life?
Will you kiss after your partner has gone down on you? Swallow or spit semen?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
81~ Do you have any kinks and/or fetishes?
14- What is an embarrassing moment in your life? How about your most embarrassing?
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
3- What was the most surprising thing you’ve learned about me throughout our relationship?
37- Do you like your name? If you could change it, what would you change it too?
(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…)
Do you watch it? What is your favorite?
2- What’s your favorite color? Do you a least favorite?
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
67~ Do you like it when your partner moans and/or is vocal during sex?
84~ How do you feel about reading/listening to adult stories?
1- What’s your favorite animal? Do you a least favorite?
Would /have you ever given your partner a lap dance and Striptease?
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
52~ Are you willing to make “those types” of bets with your partner?
33- If you could visit any time period, when would you pick? Please explain why?
What is your favorite toy? Ever wanted to try a specific toy?
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
10~ How many dates are necessary before you to have sex with someone?
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
What is your favorite position? Why?
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
53~ How much can you tell me about the one thing you are most passionate about?
18~ Who/when was your first “crush”?
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?
Will you cheat again? How can, you be sure? Define what cheating is to you.
10- What is your favorite family tradition? What’s your least favorite?
Model/Photographer Police/Criminal
5~ When you first started having sex, was it what you thought it would be?
What have you learned about yourself that you did not before this?
Do you think this brought you closer together?
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?
30~ What's something unexpected that turns you on?
Does the thought excite you? Care to share?
26~ What side of the bed do you sleep on?
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
92~ Have you ever had or have an STD? How many? What was it?
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
92~ Everyone needs a “safe” word. What is yours?
34~ Do you like the lights on or off during sex?
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
3- What Superhero or Superpower would you want to be/have?
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
82~ Do you have any fantasies involving Role-Playing?
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (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…
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
29- How superstitious are you?
3- What’s your favorite smell? Do you a least favorite?
What is your view on sex? Meaning, When/Where/ How often/
19- Do/have you smoked? What do you prefer? How often?
Do you like it when they show and tell you what they want?
How many times do you think you have “made love”?
6- Do you have dreams? Can you remember them? What do you usually dream about?
Please share Did you stop?
Would you mind if your partner watched it? How about together vs alone?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
33- Beach or Mountains? Or is there another place to like better?
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…
49~ If you could, would you want to be the opposite sex for a day, week, or year?
22- What is your favorite childhood memory? What is your least favorite?
I would allow you to do it… What would you do to me?
If yes, what?
13- What’s your favorite drink? What’s your least favorite?
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
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?
If you lose, are you willing to be their sex slave for a day, (anything goes)?
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
Would you allow me to clean every part of your body with my soapy hands and fingers?
9- If you could have three wishes, what would they be? Why?
7-What do I do in bed that drives you wild? How about, what turns you off?
3- Should Pluto still be considered a planet? 4- How about smoking?
Would you do it again, and would you rather 2 females or 2 males?
What’s the longest time you gone without having sex, after, having it? How much time between the others?
32- What's your greatest talent? Can I see it right now?
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
36- Do you play video games? What is your favorite? Do you a least favorite?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
89~ Do you like taking showers together?
What would you say to prove to yourself that it was really you?
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
27- What was/ is nickname? Does it have a meaning behind it?
76~ Have you had a threesome? Care to Share?
*** What’s Your Favorite…? ***
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
4- For a pet, Cat, dog or other?
22- Do you have any birth marks? How about scars? Care to share how you got them?
19- What’s your favorite fairytale? What’s your least favorite?
Any that are a turn off?
9~ How many times over your lifetime do you think you have had sex so far?
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?
Repairman/Lonely Wife Virgin/Experienced
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
What was the longest? What was the shortest?
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
8- What are your thoughts on politics?
Any that are a turn off?
19~ Who/when was your first “heartbreak”?
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
17- What’s your favorite holiday? What’s your least favorite?
21- What's your favorite way to spend a weekend or time off?
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
Master/Slave Boss/Maid
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
7- What if a person smells a certain way? 8- How about smoking?
How well do you know me? And some of your thoughts about me
The Ice Breaker Questions
11- List at least 5 things on your bucket list. Have you done any of them already?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
21~ What was the best date you ever went on? What has been the worst?
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
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?
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
23- What is your dream job? What was it as a child?
1- What was your first impression of me? Has it changed?
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
Get this wrong and this could mean the end… :-) some funny, some not…
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
34- Ever been to a concert? What was your favorite? Who would you like to see?
9- What’s your favorite season and why? What’s your least favorite?
24~ What are your expectations in a relationship? (I know a very big question, take your time)
48~ Have you ever paid or been paid for sex?
*** Random Questions ***
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
Would you ever want to be woken up with oral and/or intercourse?
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
How about if they talk dirty and/or call you names?
How many partners have you had oral sex with? Who? Care to Share?
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
52~ What are your hobbies?
1~ How old were you when you had your first kiss? Who? Care to Share?
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?
51~ What tends to bring a smile to your face?
64~ When was your very first orgasm? When was your first from having sex? Care to share?
7- What are your thoughts on religion? Is there an afterlife?
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
36~ What is your favorite time of day to have sex/make love?
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?
13- What is the craziest/scariest thing you've ever done?
11- How about if they like a certain sports team? 12-How about drinking too much?
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
62~ Have you used adult toys?
60~ How important is oral sex? Do you like receiving? Do you like giving?