What is the most interesting question you can ask to get to know someone?
10.06.2025 01:02
17- What’s your favorite holiday? What’s your least favorite?
13- What is the craziest/scariest thing you've ever done?
14- What's your favorite dessert? Do you a least favorite?
Scientists measure a photonic pulse in dozens of dimensions - Earth.com
19~ Who/when was your first “heartbreak”?
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
Apple Has a Huge Siri Problem That WWDC 2025 Probably Won’t Fix - Gizmodo
Master/Slave Boss/Maid
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
Will you kiss after your partner has gone down on you? Swallow or spit semen?
48~ Have you ever paid or been paid for sex?
Would you mind if your partner watched it? How about together vs alone?
48~ Do you have any siblings? Are you close to your family?
How to watch Arkansas vs. Creighton Game 2 channel stream, game time - 247Sports
11- List at least 5 things on your bucket list. Have you done any of them already?
Do you think this brought you closer together?
How old are you? Male or Female?
Is Billie Piper Playing the Doctor or Rose? 5 Theories About ‘Doctor Who’ Twist - TV Insider
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
*** Questions about Relationships/Past ***
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
* Give a rating for each one (0-100)
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…
65~ Describe the best orgasm you’ve ever had? Care to share?
53~ How much can you tell me about the one thing you are most passionate about?
39~ What are your love languages?
If NO, would you ever have one? Would it be with 2 men or 2 women?
If you lose, are you willing to be their sex slave for a day, (anything goes)?
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
Miley Cyrus Recalls How She Used to 'Hide' Drug Spending From Her Accountant - TooFab
47~ What would be your dream job and why?
67~ Do you like it when your partner moans and/or is vocal during sex?
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
Fresh iPhone 17 leak gives first close-up look at next-gen Apple smartphones - Mashable
15~ Have you ever been “in love”? Who? Care to Share?
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
29- How superstitious are you?
The Ice Breaker Questions
21~ What was the best date you ever went on? What has been the worst?
82~ Do you have any fantasies involving Role-Playing?
What were your fantasies when you reached puberty?
14- What is an embarrassing moment in your life? How about your most embarrassing?
51~ What tends to bring a smile to your face?
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
Were any US Generals hurt or killed yesterday in Damascus, Syria, yesterday 5/9/24?
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
13~ Is there a difference between, making love, having sex, and fucking?
92~ Everyone needs a “safe” word. What is yours?
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
You know that I will be 100% truthful, so ask.
1- What was your first impression of me? Has it changed?
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
15- What's your favorite saying? What word or phrase is your least favorite?
Any that are a turn off?
(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…)
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
*** Deal Breaker Questions ***
22- What is your favorite childhood memory? What is your least favorite?
11- What's your favorite restaurant? What’s your least favorite?
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
7- What if a person smells a certain way? 8- How about smoking?
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
How about if they talk dirty and/or call you names?
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
27- What was/ is nickname? Does it have a meaning behind it?
11- How about if they like a certain sports team? 12-How about drinking too much?
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?
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
12- What’s your favorite food? What’s your least favorite?
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
60~ How important is oral sex? Do you like receiving? Do you like giving?
32- What's your greatest talent? Can I see it right now?
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
38~ Share your most embarrassing sexual memory?
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
Would you read them together?
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
5~ When you first started having sex, was it what you thought it would be?
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?
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,
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
Repairman/Lonely Wife Virgin/Experienced
13- What’s your favorite drink? What’s your least favorite?
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
Escort/Client Job Applicant/Hiring Manager
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
What is your view on sex? Meaning, When/Where/ How often/
5- Have you ever been hypnotized? Would you allow yourself to be?
23- What is your dream job? What was it as a child?
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
24~ What are your expectations in a relationship? (I know a very big question, take your time)
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
33- If you could visit any time period, when would you pick? Please explain why?
15- What bad habit do you wish you could quit? Do you have any addictions?
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
*** What’s Your Favorite…? ***
Prisoner/Prison Guard Landlord/Tenant
What is your favorite position? Why?
If yes, what?
4- For a pet, Cat, dog or other?
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
Do you have a favorite? Is it ok if your partner does?
Does the thought excite you? Care to share?
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
That one or two things that made you go hmmmm, OMG or wow!
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
18~ Who/when was your first “crush”?
46~ Have you ever used furniture, or other types of things to aid you while having sex?
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
12- What is the weirdest thing you've ever eaten?
9~ How many times over your lifetime do you think you have had sex so far?
How many times do you think you have “made love”?
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?
11~ Have you ever been caught by your parents or children or others while having sex?
10- List 5 of your top pet peeves.
3- What was the most surprising thing you’ve learned about me throughout our relationship?
Doctor/Nurse Stripper/Client
52~ Are you willing to make “those types” of bets with your partner?
33- Beach or Mountains? Or is there another place to like better?
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
What’s the longest time you gone without having sex, after, having it? How much time between the others?
9- Is there something you’ve always wanted to ask me but you’re afraid?
Nothing too Serious
18- What’s your favorite way to relax after a long day? What’s your least favorite?
80~ Share your top three fantasies/desires. (Be detailed) 😊
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
45~ How do you feel about me blindfolding you? How about blindfolding me?
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?
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?
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
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?
Family Relation Age Play
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
9- What’s your favorite season and why? What’s your least favorite?
Do you shave/trim your pubic hair? For you guys do you shave your balls?
Would /have you ever given your partner a lap dance and Striptease?
3- What Superhero or Superpower would you want to be/have?
3- Should Pluto still be considered a planet? 4- How about smoking?
13- How about having a certain hair cut/style?
6- Do you have dreams? Can you remember them? What do you usually dream about?
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
62~ Have you used adult toys?
2- What’s your favorite color? Do you a least favorite?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
26~ What side of the bed do you sleep on?
What do you dislike about me? I asked you to be 100% honest.
17- Have you ever done drugs? Which ones? How often?
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
21- What's your favorite way to spend a weekend or time off?
3- What’s your favorite smell? Do you a least favorite?
81~ Do you have any kinks and/or fetishes?
30~ What's something unexpected that turns you on?
Have you ever? Care to Share?
40~ What’s the weirdest place you’ve ever had sex?
Model/Photographer Police/Criminal
70~ Would/do you have/like anal sex?
49~ If you could, would you want to be the opposite sex for a day, week, or year?
Teacher/Student Stranger/One Night Stand
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
1- What’s your favorite animal? Do you a 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?
1~ How old were you when you had your first kiss? Who? Care to Share?
What have you learned about me that was new and/or surprising?
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…
37- Do you like your name? If you could change it, what would you change it too?
How well do you know me? And some of your thoughts about me
76~ Have you had a threesome? Care to Share?
31- If given a chance to be immortal, would you take it? Why?
Nurse/Patient Celebrity/Fan
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
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?
44~ Care to share something about yourself that no one else knows about you?
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
19- Do/have you smoked? What do you prefer? How often?
Do you like the “69” position? Do you prefer to be on top or bottom?
6- What’s your favorite TV series? Do you have a favorite genre? 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)
I would allow you to do it… What would you do to me?
Do you watch it? What is your favorite?
8- What's your favorite flavor of ice cream? Do you a least favorite?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
36- Do you play video games? What is your favorite? Do you a least favorite?
34~ Do you like the lights on or off during sex?
64~ When was your very first orgasm? When was your first from having sex? Care to share?
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?
10~ How many dates are necessary before you to have sex with someone?
8- What are your thoughts on politics?
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
Would you do it again, and would you rather 2 females or 2 males?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
If you say it, I will stop, and we can talk about it when you are ready.
84~ How do you feel about reading/listening to adult stories?
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
42~ What’s your biggest regret in life?
What have you learned about yourself that you did not before this?
Would you allow me to clean every part of your body with my soapy hands and fingers?
51~ Are you willing to play adult games with your partner?
7-What do I do in bed that drives you wild? How about, what turns you off?
49~ How many times have you been married? Why did they end?
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)
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
25~ How do you feel about PDA? (Public Display of Affection)
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
If YES, was it with 2 men or 2 women? Did you enjoy it?
How many partners have you had oral sex with? Who? 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?
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
*** Random Questions ***
What is your favorite toy? Ever wanted to try a specific toy?
22- Do you have any birth marks? How about scars? Care to share how you got them?
83~ How do you feel about Porn?
What was the longest? What was the shortest?
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
20- What’s your favorite candy? What’s your least favorite?
92~ Have you ever had or have an STD? How many? What was it?
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
7- What are your thoughts on religion? Is there an afterlife?
18- How often do you drink alcohol? What is your favorite drink?
52~ What are your hobbies?
Would you ever want to be woken up with oral and/or intercourse?
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
41~ Are there moments in your past that you would want to change? Please share 3 of them.
Do you like it when they show and tell you what they want?
Will you cheat again? How can, you be sure? Define what cheating is to you.
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
19- What’s your favorite fairytale? What’s your least favorite?
Over time has your thoughts on sex changed?
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
Get this wrong and this could mean the end… :-) some funny, some not…
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
71~ Would you give your partner a hand or foot job? Would you receive one?
29~ What are some things that turn you off? What is your biggest turn off?
28- What are some things that people do that irritate you?
What would you say to prove to yourself that it was really you?
89~ Do you like taking showers together?
*** Questions About Me ***
50~ How many children do you have? What are their ages?
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
If you win, what will you make them do?
Can you Deep Throat? Do you like the taste of yourself?
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
Please share Did you stop?
36~ What is your favorite time of day to have sex/make love?
Any that are a turn off?
28~ What are some things that turn on? What is your biggest turn on?
10- What is your favorite family tradition? What’s your least favorite?
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
34- Ever been to a concert? What was your favorite? Who would you like to see?
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
61~ How willing would you be to try new sexual positions?