What is the most interesting question you can ask to get to know someone?
Last Updated: 25.06.2025 03:17
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?
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
What is the reason for The Acolyte (2024 series) having poor reception among Star Wars fans?
51~ What tends to bring a smile to your face?
48~ Do you have any siblings? Are you close to your family?
Can you Deep Throat? Do you like the taste of yourself?
Taylor Swift Spotted at Nashville Wedding In Gorgeous Blue & Pink Dress - Just Jared
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
14- What's your favorite dessert? Do you a least favorite?
Et distinctio voluptatem magni repudiandae.
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
Will you cheat again? How can, you be sure? Define what cheating is to you.
Repairman/Lonely Wife Virgin/Experienced
What sexual experience did you have at a highway rest area?
82~ Do you have any fantasies involving Role-Playing?
45~ How do you feel about me blindfolding you? How about blindfolding me?
13- How about having a certain hair cut/style?
Why is Elvis Presley so controversial? Why do so many people love him and others despise him?
41~ Are there moments in your past that you would want to change? Please share 3 of them.
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
What was the longest? What was the shortest?
49~ How many times have you been married? Why did they end?
What do you dislike about me? I asked you to be 100% honest.
9- If you could have three wishes, what would they be? Why?
How many downloads does an iOS app need to get into the top charts in education?
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
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?
If NO, would you ever have one? Would it be with 2 men or 2 women?
Searching for axions by analyzing X-ray observations of entire galaxies - Phys.org
What’s the longest time you gone without having sex, after, having it? How much time between the others?
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
3- What’s your favorite smell? Do you a least favorite?
Sorting Out Long COVID Symptoms in Babies - Medscape
37- Do you like your name? If you could change it, what would you change it too?
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
In your humble opinion, why does the narcissist mistake kindness for weakness in some people?
Do you think this brought you closer together?
51~ Are you willing to play adult games with your partner?
32- What's your greatest talent? Can I see it right now?
What are the most popular recruiting tools in the US?
33- Beach or Mountains? Or is there another place to like better?
25~ How do you feel about PDA? (Public Display of Affection)
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
Talent show: Mocking out the first round of the NBA Draft - Chicago Sun-Times
53~ How much can you tell me about the one thing you are most passionate about?
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
Can you explain the difference between a shower cap and a hair bonnet?
Nothing too Serious
Prisoner/Prison Guard Landlord/Tenant
1~ How old were you when you had your first kiss? Who? Care to Share?
Marijuana Use Among Older Adults Climbs to New High - AARP
29~ What are some things that turn you off? What is your biggest turn off?
Master/Slave Boss/Maid
44~ Care to share something about yourself that no one else knows about you?
I Tracked My Glucose Levels With My Favorite Fitness Tracker. These 3 Takeaways Surprised Me - CNET
18~ Who/when was your first “crush”?
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
20- What’s your favorite candy? What’s your least favorite?
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
What would you say to prove to yourself that it was really you?
Over time has your thoughts on sex changed?
76~ Have you had a threesome? Care to Share?
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
Would you do it again, and would you rather 2 females or 2 males?
Model/Photographer Police/Criminal
71~ Would you give your partner a hand or foot job? Would you receive one?
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
13- What is the craziest/scariest thing you've ever done?
23- What is your dream job? What was it as a child?
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
19- Do/have you smoked? What do you prefer? How often?
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
Escort/Client Job Applicant/Hiring Manager
I would allow you to do it… What would you do to me?
Get this wrong and this could mean the end… :-) some funny, some not…
If yes, what?
10- List 5 of your top pet peeves.
9- Is there something you’ve always wanted to ask me but you’re afraid?
Doctor/Nurse Stripper/Client
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?
What is your favorite toy? Ever wanted to try a specific toy?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
47~ What would be your dream job and why?
60~ How important is oral sex? Do you like receiving? Do you like giving?
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
Do you like the “69” position? Do you prefer to be on top or bottom?
7- What are your thoughts on religion? Is there an afterlife?
42~ What’s your biggest regret in life?
65~ Describe the best orgasm you’ve ever had? Care to share?
15- What bad habit do you wish you could quit? Do you have any addictions?
*** Deal Breaker Questions ***
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
15- What's your favorite saying? What word or phrase is your least favorite?
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
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?
84~ How do you feel about reading/listening to adult stories?
If you lose, are you willing to be their sex slave for a day, (anything goes)?
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
12- What’s your favorite food? What’s your least favorite?
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?
The Ice Breaker Questions
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
Do you watch it? What is your favorite?
You know that I will be 100% truthful, so ask.
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
1- What’s your favorite animal? Do you a least favorite?
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
80~ Share your top three fantasies/desires. (Be detailed) 😊
22- What is your favorite childhood memory? What is your least favorite?
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?
34- Ever been to a concert? What was your favorite? Who would you like to see?
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
*** Random Questions ***
21- What's your favorite way to spend a weekend or time off?
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?
Nurse/Patient Celebrity/Fan
92~ Everyone needs a “safe” word. What is yours?
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
29- How superstitious are you?
28- What are some things that people do that irritate you?
Family Relation Age Play
52~ Are you willing to make “those types” of bets with your partner?
That one or two things that made you go hmmmm, OMG or wow!
Would you allow me to clean every part of your body with my soapy hands and fingers?
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
33- If you could visit any time period, when would you pick? Please explain why?
22- Do you have any birth marks? How about scars? Care to share how you got them?
15~ Have you ever been “in love”? Who? Care to Share?
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?
Do you shave/trim your pubic hair? For you guys do you shave your balls?
11- What's your favorite restaurant? What’s your least favorite?
12- What is the weirdest thing you've ever eaten?
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
3- What was the most surprising thing you’ve learned about me throughout our relationship?
How many times do you think you have “made love”?
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
7- What if a person smells a certain way? 8- How about smoking?
1- What was your first impression of me? Has it changed?
11- How about if they like a certain sports team? 12-How about drinking too much?
18- How often do you drink alcohol? What is your favorite drink?
24~ What are your expectations in a relationship? (I know a very big question, take your time)
36- Do you play video games? What is your favorite? Do you a least favorite?
9~ How many times over your lifetime do you think you have had sex so far?
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
40~ What’s the weirdest place you’ve ever had sex?
5~ When you first started having sex, was it what you thought it would be?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
17- Have you ever done drugs? Which ones? How often?
31- If given a chance to be immortal, would you take it? Why?
19- What’s your favorite fairytale? What’s your least favorite?
38~ Share your most embarrassing sexual memory?
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
Would you ever want to be woken up with oral and/or intercourse?
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
62~ Have you used adult toys?
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…
92~ Have you ever had or have an STD? How many? What was it?
17- What’s your favorite holiday? What’s your least favorite?
What is your favorite position? Why?
64~ When was your very first orgasm? When was your first from having sex? Care to share?
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?
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
Any that are a turn off?
Will you kiss after your partner has gone down on you? Swallow or spit semen?
3- Should Pluto still be considered a planet? 4- How about smoking?
Does the thought excite you? Care to share?
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?
83~ How do you feel about Porn?
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
10- What is your favorite family tradition? 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.?
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
2- What’s your favorite color? Do you a least favorite?
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
11- List at least 5 things on your bucket list. Have you done any of them already?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
Would /have you ever given your partner a lap dance and Striptease?
How well do you know me? And some of your thoughts about me
*** Questions about Relationships/Past ***
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?
67~ Do you like it when your partner moans and/or is vocal during sex?
52~ What are your hobbies?
Teacher/Student Stranger/One Night Stand
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
46~ Have you ever used furniture, or other types of things to aid you while having sex?
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? 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)
19~ Who/when was your first “heartbreak”?
81~ Do you have any kinks and/or fetishes?
36~ What is your favorite time of day to have sex/make love?
6- Do you have dreams? Can you remember them? What do you usually dream about?
What is your view on sex? Meaning, When/Where/ How often/
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?
Would you mind if your partner watched it? How about together vs alone?
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
If you say it, I will stop, and we can talk about it when you are ready.
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
26~ What side of the bed do you sleep on?
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....)
28~ What are some things that turn on? What is your biggest turn on?
50~ How many children do you have? What are their ages?
9- What’s your favorite season and why? What’s your least favorite?
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
8- What are your thoughts on politics?
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
Would you read them together?
Please share Did you stop?
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
30~ What's something unexpected that turns you on?
7-What do I do in bed that drives you wild? How about, what turns you off?
13- What’s your favorite drink? What’s your least favorite?
39~ What are your love languages?
4- For a pet, Cat, dog or other?
*** What’s Your Favorite…? ***
Do you like it when they show and tell you what they want?
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
What have you learned about me that was new and/or surprising?
Have you ever? Care to Share?
21~ What was the best date you ever went on? What has been the worst?
11~ Have you ever been caught by your parents or children or others while having sex?
3- What Superhero or Superpower would you want to be/have?
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
Any that are a turn off?
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
48~ Have you ever paid or been paid for sex?
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
How about if they talk dirty and/or call you names?
If you win, what will you make them do?
61~ How willing would you be to try new sexual positions?
34~ Do you like the lights on or off during sex?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
27- What was/ is nickname? Does it have a meaning behind it?
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
49~ If you could, would you want to be the opposite sex for a day, week, or year?
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 many partners have you had oral sex with? Who? 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.
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
13~ Is there a difference between, making love, having sex, and fucking?
*** Questions About Me ***
8- What's your favorite flavor of ice cream? Do you a least favorite?
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
18- What’s your favorite way to relax after a long day? What’s your least favorite?
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
* Give a rating for each one (0-100)
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
5- Have you ever been hypnotized? Would you allow yourself to be?
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
(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…)
70~ Would/do you have/like anal sex?
89~ Do you like taking showers together?
If YES, was it with 2 men or 2 women? Did you enjoy it?
14- What is an embarrassing moment in your life? How about your most embarrassing?
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)