What is the most interesting question you can ask to get to know someone?
08.06.2025 09:58
29- How superstitious are you?
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
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?
Who has experienced what they called a happy accident (bestiality)?
1- What’s your favorite animal? Do you a least favorite?
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
What is your favorite position? Why?
Why don't younger men like older women?
(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…)
49~ If you could, would you want to be the opposite sex for a day, week, or year?
The Ice Breaker Questions
Chips Ahoy and Oreo maker Mondelez sues grocery chain Aldi over similar packaging - CNN
52~ What are your hobbies?
48~ Do you have any siblings? Are you close to your family?
If you say it, I will stop, and we can talk about it when you are ready.
Do you agree with Kamala Harris that Donald Trump is dangerous?
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?
76~ Have you had a threesome? Care to Share?
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
If you lose, are you willing to be their sex slave for a day, (anything goes)?
28~ What are some things that turn on? What is your biggest turn on?
What’s the longest time you gone without having sex, after, having it? How much time between the others?
How to Make AI Faster and Smarter—With a Little Help from Physics - WIRED
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?
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
Dollar Tree raises red flag about unexpected customer behavior - TheStreet
9~ How many times over your lifetime do you think you have had sex so far?
1- What was your first impression of me? Has it changed?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
13- How about having a certain hair cut/style?
Nurse/Patient Celebrity/Fan
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
How do I run away? I'm 15 and live in Oklahoma.
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
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…
What was the longest? What was the shortest?
Video: Do You Even Need A Pro Controller For The Switch 2? - Nintendo Life
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
4- For a pet, Cat, dog or other?
26~ What side of the bed do you sleep on?
How can I fall asleep fast at night?
3- What Superhero or Superpower would you want to be/have?
52~ Are you willing to make “those types” of bets with your partner?
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
Prisoner/Prison Guard Landlord/Tenant
Do you watch it? What is your favorite?
Is it possible for the U.S. government to get rid of the constitution for national safety?
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
36~ What is your favorite time of day to have sex/make love?
Nothing too Serious
What pleasure do guys get by sucking female breasts?
15~ Have you ever been “in love”? Who? Care to Share?
Have you ever? Care to Share?
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
How old are you? Male or Female?
Doctor/Nurse Stripper/Client
If YES, was it with 2 men or 2 women? Did you enjoy it?
10- List 5 of your top pet peeves.
Would /have you ever given your partner a lap dance and Striptease?
32- What's your greatest talent? Can I see it right now?
51~ Are you willing to play adult games with your partner?
12- What’s your favorite food? What’s your least favorite?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
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?
15- What's your favorite saying? What word or phrase is your least favorite?
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
18- What’s your favorite way to relax after a long day? What’s your least favorite?
12- What is the weirdest thing you've ever eaten?
Would you do it again, and would you rather 2 females or 2 males?
9- What’s your favorite season and why? What’s your least favorite?
50~ How many children do you have? What are their ages?
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
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)
How well do you know me? And some of your thoughts about me
17- Have you ever done drugs? Which ones? How often?
Any that are a turn off?
21- What's your favorite way to spend a weekend or time off?
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
7- What are your thoughts on religion? Is there an afterlife?
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?
If you win, what will you make them do?
Model/Photographer Police/Criminal
1~ How old were you when you had your first kiss? Who? Care to Share?
30~ What's something unexpected that turns you on?
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
Over time has your thoughts on sex changed?
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
Does the thought excite you? Care to share?
10- What is your favorite family tradition? What’s your least favorite?
42~ What’s your biggest regret in life?
11~ Have you ever been caught by your parents or children or others while having sex?
64~ When was your very first orgasm? When was your first from having sex? Care to share?
9- If you could have three wishes, what would they be? Why?
Would you mind if your partner watched it? How about together vs alone?
3- Should Pluto still be considered a planet? 4- How about smoking?
15- What bad habit do you wish you could quit? Do you have any addictions?
46~ Have you ever used furniture, or other types of things to aid you while having sex?
11- What's your favorite restaurant? What’s your least favorite?
34- Ever been to a concert? What was your favorite? Who would you like to see?
38~ Share your most embarrassing sexual memory?
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
62~ Have you used adult toys?
47~ What would be your dream job and why?
19~ Who/when was your first “heartbreak”?
49~ How many times have you been married? Why did they end?
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
71~ Would you give your partner a hand or foot job? Would you receive one?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
18~ Who/when was your first “crush”?
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
Can you Deep Throat? Do you like the taste of yourself?
92~ Everyone needs a “safe” word. What is yours?
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?
41~ Are there moments in your past that you would want to change? Please share 3 of them.
Please share Did you stop?
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
20- What’s your favorite candy? What’s your least favorite?
60~ How important is oral sex? Do you like receiving? Do you like giving?
53~ How much can you tell me about the one thing you are most passionate about?
25~ How do you feel about PDA? (Public Display of Affection)
18- How often do you drink alcohol? What is your favorite drink?
84~ How do you feel about reading/listening to adult stories?
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
*** Questions About Me ***
34~ Do you like the lights on or off during sex?
Teacher/Student Stranger/One Night Stand
Do you like the “69” position? Do you prefer to be on top or bottom?
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
19- Do/have you smoked? What do you prefer? How often?
65~ Describe the best orgasm you’ve ever had? Care to share?
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
61~ How willing would you be to try new sexual positions?
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
23- What is your dream job? What was it as a child?
2- What’s your favorite color? Do you a least favorite?
3- What’s your favorite smell? Do you a least favorite?
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
36- Do you play video games? What is your favorite? Do you a least favorite?
21~ What was the best date you ever went on? What has been the worst?
How about if they talk dirty and/or call you names?
Will you kiss after your partner has gone down on you? Swallow or spit semen?
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
* Give a rating for each one (0-100)
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
28- What are some things that people do that irritate you?
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
40~ What’s the weirdest place you’ve ever had 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.
45~ How do you feel about me blindfolding you? How about blindfolding me?
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?
Any that are a turn off?
*** Random Questions ***
Do you think this brought you closer together?
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
Escort/Client Job Applicant/Hiring Manager
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
67~ Do you like it when your partner moans and/or is vocal during sex?
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
89~ Do you like taking showers together?
22- What is your favorite childhood memory? What is your least favorite?
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
82~ Do you have any fantasies involving Role-Playing?
7-What do I do in bed that drives you wild? How about, what turns you off?
How many partners have you had oral sex with? Who? Care to Share?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
19- What’s your favorite fairytale? What’s your least favorite?
29~ What are some things that turn you off? What is your biggest turn off?
13- What’s your favorite drink? What’s your least favorite?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
14- What is an embarrassing moment in your life? How about your most embarrassing?
9- Is there something you’ve always wanted to ask me but you’re afraid?
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,
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
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?
Do you have a favorite? Is it ok if your partner does?
13~ Is there a difference between, making love, having sex, and fucking?
70~ Would/do you have/like anal sex?
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
What is your favorite toy? Ever wanted to try a specific toy?
51~ What tends to bring a smile to your face?
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?
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
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?
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
You know that I will be 100% truthful, so ask.
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
37- Do you like your name? If you could change it, what would you change it too?
What have you learned about yourself that you did not before this?
*** Deal Breaker Questions ***
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
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?
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
What would you say to prove to yourself that it was really you?
24~ What are your expectations in a relationship? (I know a very big question, take your time)
Do you like it when they show and tell you what they want?
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…
81~ Do you have any kinks and/or fetishes?
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
11- How about if they like a certain sports team? 12-How about drinking too much?
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
92~ Have you ever had or have an STD? How many? What was it?
5~ When you first started having sex, was it what you thought it would be?
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
That one or two things that made you go hmmmm, OMG or wow!
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
What is your view on sex? Meaning, When/Where/ How often/
Get this wrong and this could mean the end… :-) some funny, some not…
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) 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?
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
6- Do you have dreams? Can you remember them? What do you usually dream about?
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
39~ What are your love languages?
5- Have you ever been hypnotized? Would you allow yourself to be?
27- What was/ is nickname? Does it have a meaning behind it?
31- If given a chance to be immortal, would you take it? Why?
8- What's your favorite flavor of ice cream? Do you a least favorite?
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
*** What’s Your Favorite…? ***
83~ How do you feel about Porn?
48~ Have you ever paid or been paid for sex?
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?
7- What if a person smells a certain way? 8- How about smoking?
Master/Slave Boss/Maid
How many times do you think you have “made love”?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
Do you shave/trim your pubic hair? For you guys do you shave your balls?
Family Relation Age Play
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
*** Questions about Relationships/Past ***
3- What was the most surprising thing you’ve learned about me throughout our relationship?
22- Do you have any birth marks? How about scars? Care to share how you got them?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
44~ Care to share something about yourself that no one else knows about you?
Would you read them together?
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
Will you cheat again? How can, you be sure? Define what cheating is to you.
17- What’s your favorite holiday? What’s your least favorite?
Would you ever want to be woken up with oral and/or intercourse?
I would allow you to do it… What would you do to me?
14- What's your favorite dessert? Do you a least favorite?
If NO, would you ever have one? Would it be with 2 men or 2 women?
8- What are your thoughts on politics?
Repairman/Lonely Wife Virgin/Experienced
What do you dislike about me? I asked you to be 100% honest.
10~ How many dates are necessary before you to have sex with someone?
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
Would you allow me to clean every part of your body with my soapy hands and fingers?
13- What is the craziest/scariest thing you've ever done?
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
What have you learned about me that was new and/or surprising?
33- Beach or Mountains? Or is there another place to like better?
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
11- List at least 5 things on your bucket list. Have you done any of them already?
80~ Share your top three fantasies/desires. (Be detailed) 😊
If yes, what?