What is the most interesting question you can ask to get to know someone?
10.06.2025 00:21
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
14- What is an embarrassing moment in your life? How about your most embarrassing?
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
Is the Democrat party connected with organized crime in America?
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
41~ Are there moments in your past that you would want to change? Please share 3 of them.
38~ Share your most embarrassing sexual memory?
What caused the stock market to crash?
Nothing too Serious
Do you like it when they show and tell you what they want?
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
Why does Boko Haram attack its own Muslims?
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
9- If you could have three wishes, what would they be? Why?
What was the longest? What was the shortest?
Google Maps updated with new bottom corner logo - 9to5Google
52~ What are your hobbies?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
You know that I will be 100% truthful, so ask.
Could Trump’s ‘big beautiful bill’ kill the OFR and accidentally sabotage SOFR? - Financial Times
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
60~ How important is oral sex? Do you like receiving? Do you like giving?
3- What Superhero or Superpower would you want to be/have?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
What is your view on sex? Meaning, When/Where/ How often/
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
Why are Republican politicians so afraid to oppose Trump?
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?
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
11- What's your favorite restaurant? What’s your least favorite?
17- Have you ever done drugs? Which ones? How often?
30~ What's something unexpected that turns you on?
36- Do you play video games? What is your favorite? Do you a least favorite?
What does it feel like to "lose your looks" to age?
21- What's your favorite way to spend a weekend or time off?
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?
Inside ‘Inside the NBA’ Transition to ESPN - Front Office Sports
51~ What tends to bring a smile to your face?
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
Would you read them together?
What are the pros and cons of banning homosexuality?
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…
9~ How many times over your lifetime do you think you have had sex so far?
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
If you win, what will you make them do?
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
83~ How do you feel about Porn?
19~ Who/when was your first “heartbreak”?
Would you mind if your partner watched it? How about together vs alone?
67~ Do you like it when your partner moans and/or is vocal during sex?
40~ What’s the weirdest place you’ve ever had sex?
Would you allow me to clean every part of your body with my soapy hands and fingers?
What have you learned about yourself that you did not before this?
Do you watch it? What is your favorite?
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?
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
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,
Would you do it again, and would you rather 2 females or 2 males?
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
33- If you could visit any time period, when would you pick? Please explain why?
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
11- List at least 5 things on your bucket list. Have you done any of them already?
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?
Repairman/Lonely Wife Virgin/Experienced
3- Should Pluto still be considered a planet? 4- How about smoking?
18- What’s your favorite way to relax after a long day? What’s your least favorite?
10- List 5 of your top pet peeves.
76~ Have you had a threesome? Care to Share?
*** Deal Breaker Questions ***
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
19- What’s your favorite fairytale? What’s 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 shave/trim your pubic hair? For you guys do you shave your balls?
49~ If you could, would you want to be the opposite sex for a day, week, or year?
15- What's your favorite saying? What word or phrase is your least favorite?
Please share Did you stop?
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
10~ How many dates are necessary before you to have sex with someone?
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
92~ Have you ever had or have an STD? How many? What was it?
How about if they talk dirty and/or call you names?
22- What is your favorite childhood memory? What is your least favorite?
8- What's your favorite flavor of ice cream? Do you a least favorite?
1- What was your first impression of me? Has it changed?
15~ Have you ever been “in love”? Who? Care to Share?
Master/Slave Boss/Maid
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
9- Is there something you’ve always wanted to ask me but you’re afraid?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
Any that are a turn off?
29- How superstitious are you?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
Have you ever? Care to Share?
*** Questions About Me ***
18~ Who/when was your first “crush”?
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
6- Do you have dreams? Can you remember them? What do you usually dream about?
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
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?
64~ When was your very first orgasm? When was your first from having sex? Care to share?
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
If you say it, I will stop, and we can talk about it when you are ready.
26~ What side of the bed do you sleep on?
25~ How do you feel about PDA? (Public Display of Affection)
What would you say to prove to yourself that it was really you?
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
34- Ever been to a concert? What was your favorite? Who would you like to see?
5~ When you first started having sex, was it what you thought it would be?
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
1~ How old were you when you had your first kiss? Who? Care to Share?
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
9- What’s your favorite season and why? What’s your least favorite?
Get this wrong and this could mean the end… :-) some funny, some not…
51~ Are you willing to play adult games with your partner?
*** Random Questions ***
If yes, what?
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
34~ Do you like the lights on or off during sex?
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
39~ What are your love languages?
27- What was/ is nickname? Does it have a meaning behind it?
5- Have you ever been hypnotized? Would you allow yourself to be?
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
15- What bad habit do you wish you could quit? Do you have any addictions?
What is your favorite position? Why?
If YES, was it with 2 men or 2 women? Did you enjoy it?
That one or two things that made you go hmmmm, OMG or wow!
Does the thought excite you? Care to share?
81~ Do you have any kinks and/or fetishes?
(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…)
37- Do you like your name? If you could change it, what would you change it too?
*** Questions about Relationships/Past ***
Model/Photographer Police/Criminal
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
7-What do I do in bed that drives you wild? How about, what turns you off?
29~ What are some things that turn you off? What is your biggest turn off?
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
I would allow you to do it… What would you do to me?
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
Any that are a turn off?
20- What’s your favorite candy? What’s your least favorite?
What have you learned about me that was new and/or surprising?
44~ Care to share something about yourself that no one else knows about you?
4- For a pet, Cat, dog or other?
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
11~ Have you ever been caught by your parents or children or others while having sex?
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
42~ What’s your biggest regret in life?
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?
92~ Everyone needs a “safe” word. What is yours?
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?
61~ How willing would you be to try new sexual positions?
80~ Share your top three fantasies/desires. (Be detailed) 😊
17- What’s your favorite holiday? What’s your least favorite?
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
Teacher/Student Stranger/One Night Stand
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
46~ Have you ever used furniture, or other types of things to aid you while having sex?
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
Prisoner/Prison Guard Landlord/Tenant
19- Do/have you smoked? What do you prefer? 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…
28- What are some things that people do that irritate you?
Would you ever want to be woken up with oral and/or intercourse?
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?
13- What is the craziest/scariest thing you've ever done?
14- What's your favorite dessert? Do you a least favorite?
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
24~ What are your expectations in a relationship? (I know a very big question, take your time)
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
32- What's your greatest talent? Can I see it right now?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
7- What are your thoughts on religion? Is there an afterlife?
Would /have you ever given your partner a lap dance and Striptease?
82~ Do you have any fantasies involving Role-Playing?
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
Can you Deep Throat? Do you like the taste of yourself?
89~ Do you like taking showers together?
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
What do you dislike about me? I asked you to be 100% honest.
33- Beach or Mountains? Or is there another place to like better?
Over time has your thoughts on sex changed?
13- What’s your favorite drink? What’s your least favorite?
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
Will you cheat again? How can, you be sure? Define what cheating is to you.
Nurse/Patient Celebrity/Fan
Will you kiss after your partner has gone down on you? Swallow or spit semen?
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
How well do you know me? And some of your thoughts about me
23- What is your dream job? What was it as a child?
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
Do you think this brought you closer together?
70~ Would/do you have/like anal sex?
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
How old are you? Male or Female?
31- If given a chance to be immortal, would you take it? Why?
If NO, would you ever have one? Would it be with 2 men or 2 women?
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
48~ Do you have any siblings? Are you close to your family?
11- How about if they like a certain sports team? 12-How about drinking too much?
2- What’s your favorite color? Do you a least 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?
84~ How do you feel about reading/listening to adult stories?
52~ Are you willing to make “those types” of bets with your partner?
49~ How many times have you been married? Why did they end?
3- What’s your favorite smell? Do you a least favorite?
The Ice Breaker Questions
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
12- What is the weirdest thing you've ever eaten?
*** What’s Your Favorite…? ***
What’s the longest time you gone without having sex, after, having it? How much time between the others?
1- What’s your favorite animal? Do you a least favorite?
* Give a rating for each one (0-100)
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
36~ What is your favorite time of day to have sex/make love?
22- Do you have any birth marks? How about scars? Care to share how you got them?
47~ What would be your dream job and why?
7- What if a person smells a certain way? 8- How about smoking?
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
8- What are your thoughts on politics?
48~ Have you ever paid or been paid for sex?
21~ What was the best date you ever went on? What has been the worst?
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?
62~ Have you used adult toys?
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
How many partners have you had oral sex with? Who? Care to Share?
13~ Is there a difference between, making love, having sex, and fucking?
18- How often do you drink alcohol? What is your favorite drink?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
10- What is your favorite family tradition? What’s your least favorite?
Doctor/Nurse Stripper/Client
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)
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
If you lose, are you willing to be their sex slave for a day, (anything goes)?
71~ Would you give your partner a hand or foot job? Would you receive one?
How many times do you think you have “made love”?
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
Escort/Client Job Applicant/Hiring Manager
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
53~ How much can you tell me about the one thing you are most passionate about?
12- What’s your favorite food? What’s your least favorite?
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
What is your favorite toy? Ever wanted to try a specific toy?
3- What was the most surprising thing you’ve learned about me throughout our relationship?
13- How about having a certain hair cut/style?
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
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?
Family Relation Age Play
Do you have a favorite? Is it ok if your partner does?
65~ Describe the best orgasm you’ve ever had? Care to share?
Do you like the “69” position? Do you prefer to be on top or bottom?
50~ How many children do you have? What are their ages?
45~ How do you feel about me blindfolding you? How about blindfolding me?
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
30- Do you prefer living in the countryside, in a town, or in a big city? Why?