What is the most interesting question you can ask to get to know someone?
08.06.2025 01:48
52~ What are your hobbies?
8- What are your thoughts on politics?
9- What’s your favorite season and why? What’s your least favorite?
Why do I feel bad when I see white girls dating black guys, am I racist?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
46~ Have you ever used furniture, or other types of things to aid you while having sex?
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
If you say it, I will stop, and we can talk about it when you are ready.
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
11- What's your favorite restaurant? What’s your least favorite?
Model/Photographer Police/Criminal
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
Killer Inn is Square Enix’s new ‘murder mystery action’ game - The Verge
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
22- What is your favorite childhood memory? What is your least favorite?
How about if they talk dirty and/or call you names?
What is the STAR interview method?
2- What’s your favorite color? Do you a least favorite?
Nothing too Serious
32- What's your greatest talent? Can I see it right now?
How can we understand the mind of a Trump supporter?
Does the thought excite you? Care to share?
41~ Are there moments in your past that you would want to change? Please share 3 of them.
14- What is an embarrassing moment in your life? How about your most embarrassing?
If women aren't shallow, why do most tall, good-looking men have girlfriends?
If you win, what will you make them do?
8- What's your favorite flavor of ice cream? 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?
What do you respect the most about Elon Musk?
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
48~ Do you have any siblings? Are you close to your family?
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
Do women wear undies under leggings?
(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…)
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
‘Stick’: Apple’s Golf Comedy Scores on the Charms of Owen Wilson - Rolling Stone
22- Do you have any birth marks? How about scars? Care to share how you got them?
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
What are some common lies that addicts may tell themselves?
The Ice Breaker Questions
Would you do it again, and would you rather 2 females or 2 males?
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
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…
11- List at least 5 things on your bucket list. Have you done any of them already?
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
RKF Jr. May Have Just Ruined Our Best Weapon Against Bird Flu - The Bulwark
65~ Describe the best orgasm you’ve ever had? Care to share?
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
6- What’s your favorite TV series? Do you have a favorite genre? 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?
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
60~ How important is oral sex? Do you like receiving? Do you like giving?
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?
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?
What is your favorite toy? Ever wanted to try a specific toy?
How many partners have you had oral sex with? Who? Care to Share?
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…
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
12- What is the weirdest thing you've ever eaten?
Get this wrong and this could mean the end… :-) some funny, some not…
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?
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
15- What's your favorite saying? What word or phrase is your least favorite?
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
47~ What would be your dream job and why?
24~ What are your expectations in a relationship? (I know a very big question, take your time)
34~ Do you like the lights on or off during sex?
19~ Who/when was your first “heartbreak”?
80~ Share your top three fantasies/desires. (Be detailed) 😊
34- Ever been to a concert? What was your favorite? Who would you like to see?
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
Would /have you ever given your partner a lap dance and Striptease?
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
10~ How many dates are necessary before you to have sex with someone?
Any that are a turn off?
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
20- What’s your favorite candy? What’s your least favorite?
38~ Share your most embarrassing sexual memory?
Any that are a turn off?
23- What is your dream job? What was it as a child?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
33- If you could visit any time period, when would you pick? Please explain why?
58~ Have you ever taken Nude or Hard-core photos and/or videos? 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?
What’s the longest time you gone without having sex, after, having it? How much time between the others?
3- Should Pluto still be considered a planet? 4- How about smoking?
That one or two things that made you go hmmmm, OMG or wow!
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?
13- How about having a certain hair cut/style?
*** Random Questions ***
45~ How do you feel about me blindfolding you? How about blindfolding me?
12- What’s your favorite food? What’s your least favorite?
5~ When you first started having sex, was it what you thought it would be?
Will you kiss after your partner has gone down on you? Swallow or spit semen?
9- Is there something you’ve always wanted to ask me but you’re afraid?
Can you Deep Throat? Do you like the taste of yourself?
15- What bad habit do you wish you could quit? Do you have any addictions?
92~ Everyone needs a “safe” word. What is yours?
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
Teacher/Student Stranger/One Night Stand
9~ How many times over your lifetime do you think you have had sex so far?
37~ What is the biggest age gap between you and one of your sexual partners? 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?
19- What’s your favorite fairytale? What’s your least 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?
7- What are your thoughts on religion? Is there an afterlife?
Would you ever want to be woken up with oral and/or intercourse?
7- What if a person smells a certain way? 8- How about smoking?
21~ What was the best date you ever went on? What has been the worst?
11- How about if they like a certain sports team? 12-How about drinking too much?
52~ Are you willing to make “those types” of bets with your partner?
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
81~ Do you have any kinks and/or fetishes?
9- If you could have three wishes, what would they be? Why?
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
How many times do you think you have “made love”?
Would you read them together?
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?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
27- What was/ is nickname? Does it have a meaning behind it?
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
13- What is the craziest/scariest thing you've ever done?
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
70~ Would/do you have/like anal sex?
17- Have you ever done drugs? Which ones? How often?
33- Beach or Mountains? Or is there another place to like better?
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
25~ How do you feel about PDA? (Public Display of Affection)
4- For a pet, Cat, dog or other?
1- What’s your favorite animal? Do you a least favorite?
83~ How do you feel about Porn?
37- Do you like your name? If you could change it, what would you change it too?
89~ Do you like taking showers together?
10- What is your favorite family tradition? What’s your least favorite?
92~ Have you ever had or have an STD? How many? What was it?
29~ What are some things that turn you off? What is your biggest turn off?
26~ What side of the bed do you sleep on?
36~ What is your favorite time of day to have sex/make love?
Prisoner/Prison Guard Landlord/Tenant
Family Relation Age Play
What have you learned about me that was new and/or surprising?
1- What was your first impression of me? Has it changed?
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
49~ How many times have you been married? Why did they end?
Do you have a favorite? Is it ok if your partner does?
Do you watch it? What is your favorite?
30~ What's something unexpected that turns you on?
5- Have you ever been hypnotized? Would you allow yourself to be?
84~ How do you feel about reading/listening to adult stories?
64~ When was your very first orgasm? When was your first from having sex? Care to share?
15~ Have you ever been “in love”? Who? Care to Share?
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
How old are you? Male or Female?
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?
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
49~ If you could, would you want to be the opposite sex for a day, week, or year?
18~ Who/when was your first “crush”?
You know that I will be 100% truthful, so ask.
76~ Have you had a threesome? Care to Share?
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?
36- Do you play video games? What is your favorite? Do you a least favorite?
62~ Have you used adult toys?
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?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
28- What are some things that people do that irritate you?
1~ How old were you when you had your first kiss? Who? Care to Share?
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)
6- Do you have dreams? Can you remember them? What do you usually dream about?
42~ What’s your biggest regret in life?
44~ Care to share something about yourself that no one else knows about you?
Do you like the “69” position? Do you prefer to be on top or bottom?
*** Questions about Relationships/Past ***
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)
51~ Are you willing to play adult games with your partner?
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
14- What's your favorite dessert? Do you a least favorite?
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
53~ How much can you tell me about the one thing you are most passionate about?
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
40~ What’s the weirdest place you’ve ever had sex?
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
*** Deal Breaker Questions ***
Escort/Client Job Applicant/Hiring Manager
What have you learned about yourself that you did not before this?
If NO, would you ever have one? Would it be with 2 men or 2 women?
51~ What tends to bring a smile to your face?
Please share Did you stop?
* Give a rating for each one (0-100)
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
29- How superstitious are you?
Doctor/Nurse Stripper/Client
11~ Have you ever been caught by your parents or children or others while having sex?
3- What’s your favorite smell? Do you a least favorite?
Do you shave/trim your pubic hair? For you guys do you shave your balls?
Repairman/Lonely Wife Virgin/Experienced
3- What was the most surprising thing you’ve learned about me throughout our relationship?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
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?
Over time has your thoughts on sex changed?
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
Do you think this brought you closer together?
How well do you know me? And some of your thoughts about me
67~ Do you like it when your partner moans and/or is vocal during sex?
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,
Will you cheat again? How can, you be sure? Define what cheating is to you.
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
If yes, what?
Have you ever? Care to Share?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
What is your favorite position? Why?
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
If you lose, are you willing to be their sex slave for a day, (anything goes)?
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
Master/Slave Boss/Maid
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
Do you like it when they show and tell you what they want?
What is your view on sex? Meaning, When/Where/ How often/
39~ What are your love languages?
13- What’s your favorite drink? What’s your least favorite?
21- What's your favorite way to spend a weekend or time off?
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
48~ Have you ever paid or been paid for sex?
50~ How many children do you have? What are their ages?
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
61~ How willing would you be to try new sexual positions?
Nurse/Patient Celebrity/Fan
18- How often do you drink alcohol? What is your favorite drink?
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
18- What’s your favorite way to relax after a long day? What’s your least favorite?
7-What do I do in bed that drives you wild? How about, what turns you off?
What was the longest? What was the shortest?
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?
17- What’s your favorite holiday? What’s your least favorite?
Would you allow me to clean every part of your body with my soapy hands and fingers?
10- List 5 of your top pet peeves.
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
82~ Do you have any fantasies involving Role-Playing?
I would allow you to do it… What would you do to me?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
Would you mind if your partner watched it? How about together vs alone?
*** Questions About Me ***
What do you dislike about me? I asked you to be 100% honest.
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
13~ Is there a difference between, making love, having sex, and fucking?
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
*** What’s Your Favorite…? ***
19- Do/have you smoked? What do you prefer? How often?
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?