What is the most interesting question you can ask to get to know someone?
Last Updated: 30.06.2025 08:45

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